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Holiday Rentals near Cheltenham Racecourse

Cheltenham GL50 4SH, England
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    Travellers to Cheltenham are booking November dates now. Secure your holiday rental today, and have the perfect trip.
    All 109 Rentals in Cheltenham
    Coates Mill Cottage in the heart of the Cotswolds1 / 21
    (22)Very good
    4.3 miles from Cheltenham Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    The Cottage, Vineyard Street, Winchcombe, Gloucestershire, GL54 5LP1 / 20
    (95)Excellent
    4.8 miles from Cheltenham Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Cotswold Manor House Apartment, set in 45 acres of woodland, pasture and garden.1 / 17
    (4)Excellent
    2.0 miles from Cheltenham Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Montpellier House1 / 34
    (29)Excellent
    1.8 miles from Cheltenham Racecourse
    5 Bedrooms, 6 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Parking
    • DVD Player
    • Washer
    • Terrace
    • Balcony
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2017
    Thanks again for a wonderful stay. The house is amazing. Such a fantastic location opposite the beautiful Montpellier gardens and lovely boutique shops, bars and restaurants...
    Reviewed 3 January 2017
    33 Montpellier Terrace exceeded all expectation. Greeted on arrival by Thomas, who showed us the ropes. Incredible central location, brilliant social/dining area, brilliantly...
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    About this property
    Experience the elegance of Regency living - with 21st century comforts in Cheltenham in this magnificently refurbished Regency terraced house in the heart of the cultural capital of England. Following a two year refurbishment this townhouse showcases the latest in sustainable 21st technology, in...
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    Cheltenham, Cotswolds
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 9
    4.8 miles from Cheltenham Racecourse
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Grill
    • Wi-Fi
    • Central Heating
    • Housekeeping Included
    • DVD Player
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This traditional Cotswold home has been carefully refurbished to create the perfect mix of old and new. The Victorian inglenook fireplace, original beams (low in places, so mind your head!), wooden floors and terracotta red William Morris-style wallpaper are perfectly complemented with a modern,...
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    Winchcombe, Cotswolds
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    Castle Gatehouse, dog friendly; Sudeley Castle, Cotswolds - Sleeps 4, Dog Friend1 / 30
    (6)Very good
    4.8 miles from Cheltenham Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Central Heating
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    • DVD Player
    • Balcony
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 December 2019
    Absolutely brilliant location in the fabulous village of Winchcombe. The Gatehouse definitely has the wow factor when driving up to it. Amazing views of the Cotswolds...
    Reviewed 12 October 2019
    The Gatehouse is amazing in the location , outlook & especially the charm of a castle gatehouse . For us ,though, we found it problematic. We knew that there would be stairs...
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    About this property
    Introduction Booking the Castle Gatehouse is akin to booking your very own miniature castle for your stay at Sudeley! The former gatekeeper's house marks the entrance to the castle grounds, and has been converted and restored to provide comfortable accommodation for up to four guests over its...
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    Winchcombe, Cotswolds
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    The Dovecote1 / 23
    (67)Excellent
    4.7 miles from Cheltenham Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Parking
    • Private Garden
    • Grill
    • Central Heating
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2019
    Well appointed cottage close to Tewkesbury. We had a super week with great weather which was a bonus. It would have benefitted from 2 new sofas as they were both worn out and a...
    Reviewed 27 April 2019
    Outstanding unique property, my Husband, I and two teenage girls stayed hear for 3 nights, this comfortable spotlessly clean property is in picturesque surroundings, over...
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    About this property
    Living room with wood-burning stove, French doors to garden and tiled floor/dining room with kitchen area. First floor: Double bedroom with 5ft 6in bed. Further double bedroom with additional single bed (for alternative sleeping only). Bathroom with over-bath shower and toilet. The first floor has...
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    Cheltenham, Cotswolds
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    4.9 miles from Cheltenham Racecourse
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Parking
    • Housekeeping Included
    • Central Heating
    • Private Garden
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Introduction Lady Jane Grey Cottage is one of Sudeley Castle's largest Country Cottages, and is named after Lady Jane Grey, who lived at Sudeley Castle before her brief nine-day reign as Queen of England. This lovely cottage was originally part of a paper mill, which was restored to make two...
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    Winchcombe, Cotswolds
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    7 Bedrooms - Large Dining Table - Sleeps Up To 18 Guests1 / 100
    (3)Very good
    2.1 miles from Cheltenham Racecourse
    7 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Private Garden
    • Washer
    • Wi-Fi
    • Central Heating
    • Parking
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 January 2018
    We had a lovely 3 night midweek stay. There are plenty of bedrooms. Given the number of people that can now stay the kitchen is rather small and the house would definitely...
    Reviewed 18 April 2017
    I booked this house for 2 night for 12 girls for my cousin's hen weekend. The kitchen/living space was absolutely perfect for us to eat, drink and have fun, and the bedrooms...
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    About this property
    A spacious house in West Cheltenham which is ideally suited for get togethers and exploring The Cotswolds. Equally suitable for work off-sites. We welcome well behaved hens and stags. - 7 Bedrooms - SuperKing Beds - 3 En Suite Rooms - Flexible accommodation - Large Dining Table - Well Equipped...
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    Cheltenham, Cotswolds
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 16
    *COTTAGE CENTRAL WINCHCOMBE, 2 mins walk to centre, sleeps 6 from L100 per night1 / 10
    (21)Very good
    4.9 miles from Cheltenham Racecourse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Central Heating
    • Balcony
    • DVD Player
    • Wi-Fi
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2019
    I cannot say a bad thing about this cottage. Everything was just as described. Lovely and clean with a fully equipped kitchen. Loved our stay and struggle to find availability...
    Reviewed 31 August 2018
    Lovely cottage, a street behind the main street, shops close by and cafe's. Excellent place to unwind. Stayed there comfortably with a family of four adults and one toddler. The...
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    About this property
    Our comfortable cosy Cotswold cottage on the ground floor has a fitted kitchen which includes a dishwasher, cooker, hob, microwave and fridge.A Washer is situated in the under stairs cupboard.The kitchen leads to a dining room with a large pine table and six comfortable upholstered chairs.Beyond...
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    Location Information
    Winchcombe, Cotswolds
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.9 miles from Cheltenham Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Central Heating
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Introduction Named after Princess Elizabeth, who visited the castle on several occasions and who would later in her life become the infamous Queen Elizabeth I of England, this lovely cottage was originally part of a paper mill, which was restored to make two cottages (Lady Jane Grey and Princess...
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    Location Information
    Winchcombe, Cotswolds
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Royal Parade1 / 19
    (6)Excellent
    1.7 miles from Cheltenham Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Central Heating
    • Terrace
    • DVD Player
    • Wi-Fi
    • Balcony
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 May 2019
    We recently stayed at Royal Parade apartment and we definitely were not disappointed upon arrival. Gorgeous surroundings and decor, right next to Montpellier Gardens. Such a...
    Reviewed 17 January 2016
    Last minute booking due to change of plans literally thirty minutes before boarding 13 hour flight back to Blighty yesterday Spoke direct to owner and sorted a sensible...
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    About this property
    A beautiful Regency two bedroom apartment in the heart of the Montpellier, Cheltenham. Tastefully furnished and decorated, the limestone quarry tiled living room leads onto a peaceful paved garden. If it's chilly then cosy up on the large comfortable sofas with the real wood burning stove....
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    Cheltenham, Cotswolds
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Windrush Cottage1 / 19
    (3)Very good
    4.7 miles from Cheltenham Racecourse
    3 Bedrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 May 2015
    We stayed with six people in this well-furnished cottage on private grounds, but close to the pub across the road, where the meals turned out to be very tasty. The owner lives...
    Reviewed 12 September 2014
    Well appointed, clean and comfortable cottage with a very approachable, helpful owner.Located in a great area to get to Cotswolds favourites like Stow on the Wold, Bibury and...
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    About this property
    Windrush Cottage stands in the grounds of Seven Springs Cottages. It is one of six self-catering cottages offering excellent facilities for families and groups wishing to enjoy all that the Cotswolds and Cheltenham have to offer. It has a double bedroom and two twin bedrooms, a large family...
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    Cheltenham, Cotswolds
    Holiday Rental House - 3 Bedrooms, Sleeps 6
    Sherbourne1 / 16
    (9)Very good
    4.7 miles from Cheltenham Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Shared Garden
    • Balcony
    • DVD Player
    • Parking
    • Washer
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 March 2020
    We stayed in Windrush Cottage. The cottage was spacious, warm, clean and peaceful. Marcie was a wonderful host, she was very helpful with advice about the local area. The pub...
    Reviewed 13 March 2019
    We stayed in Sherbourne Cottage at the end of July of this past year when we were getting our daughter settled in before starting university. It was a lovely base from which to...
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    About this property
    Sherbourne Cottage stands in the grounds of Seven Springs Cottages. It is one of six self-catering cottages offering excellent facilities for families and groups wishing to enjoy all that the Cotswolds and Cheltenham have to offer. It has one double and one twin bedroom, a bathroom, a kitchen/diner...
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    Cheltenham, Cotswolds
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    6 Bedroom Home suitable for family breaks or staying for work1 / 70
    (1)Excellent
    2.1 miles from Cheltenham Racecourse
    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Central Heating
    • Washer
    • Patio
    • DVD Player
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2018
    A group of 12 of us stayed at the house for 2 nights for a hen party. The house is ideal for large groups, very clean, spacious with a large living room area, nice garden and...
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    About this property
    This modern home on the western edge of Cheltenham is great base for families or groups while exploring The Cotswolds or for groups attending one of the many festivals and events that happen in and around Cheltenham. Being in the middle of the country, Cheltenham is a convenient place for groups...
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    Staverton, Cheltenham
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 14
    Cheltenham Studio Apartment1 / 28
    (3)Very good
    1.9 miles from Cheltenham Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 May 2018
    We thoroughly enjoyed our 4 night stay in Katie's studio apartment. While it was small, it was well designed and had everythong we needed.It was in an excellent location - quiet...
    Reviewed 10 August 2017
    Stayed for 4 nights and it was wonderful. We hadn't been to Cheltenham before and just wanted a reasonable priced place to use as a base, and we found Katie's apartment well...
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    About this property
    You'll love my place because it's new, well equipped, warm, quiet and comfortable. It's located within five minutes walking distance from the local shops, pubs and restaurants of Charlton Kings. It's a short drive into the beautiful Cotswold countryside. Five minutes drive and you'll be in the...
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    Charlton Kings, Cheltenham
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Cheltenham Garden Apartment1 / 12
    (24)Very good
    1.8 miles from Cheltenham Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 May 2019
    The accommodation is situated close to the town centre in a quiet location. The historic town of Cheltenham is beautiful, with many impressive parks and museums.
    Reviewed 2 October 2018
    We stayed overnight here whilst doing the Cheltenham Half Marathon and had a great time. The apartment was cosy and welcoming and Gail and Ant were extremely helpful. Nearby...
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    About this property
    The Garden Apartment provides a comfortable living space with very close proximity to the town centre of Cheltenham with its many restaurants, theatres & promenade shopping. It is also perfectly located for you to explore the Cotswolds. The accommodation is available for 1 night stays, weekends or...
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    Cheltenham, Cotswolds
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    24 The Promenade Apartment - 5*1 / 23
    (16)Excellent
    1.3 miles from Cheltenham Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Cable/satellite TV
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    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 January 2020
    What a fabulous apartment definitely worth it's 5 stars right in the centre of Cheltenham you couldn't get any closer.Stayed here 22nd January for 4 nights had a fantastic...
    Reviewed 22 October 2016
    From beginning to end, 24 The Promenade, is a luxurious retreat with fabulous facilities on its doorstep.John and his partner have thought of all the amenities and comforts...
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    About this property
    Apartment 3 is a one bedroom, Five Star, Gold Award apartment in the very heart of Cheltenham. Private parking space provided immediately outside.Ideal for any of the Cheltenham Festivals or for seeing the Cotswolds. Book directly with the owner at official website under 24 The Promenade...
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    Cheltenham, Cotswolds
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Nethercote Cottage1 / 19
    (16)Very good
    4.7 miles from Cheltenham Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Parking
    • Terrace
    • Shared Garden
    • DVD Player
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2018
    Really enjoyed our stay at this cottage, Marcie was really nice and made sure she gave us an extra duvet as the nights were turning cold, but the storage heating was warm, and...
    Reviewed 16 September 2018
    Had a really nice relaxing time,Marcia was very helpful and I will definitely go back soon Very comfortable bed and every utensils in kitchen you would need,The view is...
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    About this property
    Nethercote Cottage stands in the grounds of Seven Springs Cottages. It is one of six self-catering cottages offering excellent facilities for couples wishing to enjoy all that the Cotswolds and Cheltenham have to offer. It has a double bedroom, newly fitted bathroom and kitchen and a...
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    Cheltenham, Cotswolds
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Cheltenham Town Centre 5 bedrooms + parking.1 / 27
    (2)Excellent
    1.4 miles from Cheltenham Racecourse
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Grill
    • Parking
    • Patio
    • Private Garden
    • Wi-Fi
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2016
    We stayed here for four nights with our 3yo son and had a wonderful visit.The apartment is basement level, but has a good amount of natural light with windows in each room, and...
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    About this property
    Located in the town centre is this beautifully furnished Regency property. The x2 comfortable lounges help to provide that extra space to accommodate x8 persons. One of the lounges also has log burner. There is a fully fitted kitchen plus modern dining area. There are x2 double bedrooms which...
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    Cheltenham, Cotswolds
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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    Barebones Farm, Winchcombe, Cotswolds - Sleeps 14, Dog Friendly, Real Fire, Cots1 / 63
    (1)Excellent
    4.9 miles from Cheltenham Racecourse
    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
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    Reviewed 1 October 2019
    I discovered this home for a group of “mature” women who want their own rooms and as many baths as possible. It was perfect for us and would be perfect for larger groups. We...
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    About this property
    Summary Barebones Farm is a 7-bedroom (sleeps 14), 4-bathroom, dog friendly, character Cotswold home in the centre of picturesque Winchcombe that's ideal for large families or groups of friends. The property has an en-suite ground floor bedroom, ideal for guests with mobility restrictions. Once a...
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    Location Information
    Winchcombe, Cotswolds
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 14
    4.8 miles from Cheltenham Racecourse
    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    About this property
    Introduction Almsbury Farmhouse is one of the largest properties on the Sudeley Estate, accommodating 14 guests comfortably across the main farmhouse and the separate self-contained annexe, which is complete with its own kitchen and living area. Surrounded by open, expansive garden and within just...
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    Location Information
    Winchcombe, Cotswolds
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
    Luxury apartment in Montpellier area of Cheltenham, allocate parking at front1 / 33
    (1)Excellent
    1.9 miles from Cheltenham Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Central Heating
    • Balcony
    • Washer
    • Terrace
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 November 2019
    I can't praise this apartment enough. Its absolutely gorgeous and in a great location with easy access to all areas in this beautiful city. We can't wait to return after a super...
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    About this property
    This newly renovated to high specification luxury 2 bedroom apartment with extra large drawing room is at first floor of a beautiful grade II* listed building in a quiet and peaceful area, yet within 3 minutes walk of Montpellier area - the very heart of Cheltenham, with its array of independent...
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    Cheltenham, Cotswolds
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    4.9 miles from Cheltenham Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Central Heating
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Introduction Oliver Cromwell is a lovely bright apartment that was completely refurbished in February 2017, including a new kitchen, two new bathrooms and soft furnishings throughout. The apartment was restored from a paper mill to make spectacular accommodation with exposed stone walls and...
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    Location Information
    Winchcombe, Cotswolds
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Emma Dent; Sudeley Castle, Cotswolds - Sleeps 4+2, free entry to Sudeley Castle1 / 21
    (1)Excellent
    4.9 miles from Cheltenham Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Housekeeping Included
    • Washer
    • Central Heating
    • DVD Player
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2019
    Emma Dent cottage suited us perfectly ....Luxuriously equipped with everything that we needed including two en-suite’s, comfortable beds,hot powerful showers, fully equipped...
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    About this property
    Introduction Named after Emma Dent (née Brocklehurst), who started the restoration of Sudeley Castle in the 19th Century, there is a real sense of history about this pretty, light and airy cottage. It is to Emma Dent that we owe the splendour of Sudeley Castle as it stands today. For almost half a...
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    Location Information
    Winchcombe, Cotswolds
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    4.9 miles from Cheltenham Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Balcony
    • Central Heating
    • Housekeeping Included
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Introduction Over its vivid and expansive history, Sudeley Castle has played host to many of England's reigning Queens, from Anne Boleyn to Queen Elizabeth. Named in commemoration of all its regal visitors of the past, Queens Cottage is an elegantly converted old engine house that offers guests an...
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    Location Information
    Winchcombe, Cotswolds
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    King's Cottage, perfect for Cheltenham & Cotswolds1 / 21
    (13)Excellent
    2.6 miles from Cheltenham Racecourse
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
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    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 November 2019
    Very accurate web site and everything we asked for was done. Very well appointed, no need to do a major shop before arriving. Met with friendly and helpful staff on arrival. Had...
    Reviewed 8 May 2019
    We were a group of 6 ( including 2 kids of yrs age) .. we were allowed early check in which was very helpful and was shown around the property by the pub manager from The Royal...
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    About this property
    You’ll find King’s Cottage on the edge of Cheltenham in Charlton Kings. You are just minutes away from the Cotswolds and its delightful villages and exquisite countryside. Of course Cheltenham itself has so much to offer too, a vibrant regency town with fabulous shopping, restaurants, and festivals...
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    Location Information
    Charlton Kings, Cheltenham
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    2.5 miles from Cheltenham Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    A wonderful 2 bedroom apartment on the upper floor of a beautiful regency townhouse close to everything Cheltenham has to offer. Original period detailing such as high ceilings and traditional sash windows. The apartment features an open plan kitchen/living area with dining, spacious bedrooms,...
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    Location Information
    Charlton Kings, Cheltenham
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    4.9 miles from Cheltenham Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Wi-Fi
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This apartment cottage is named in memory of King George III, who came to visit Sudeley Castle & Gardens on several occasions in the late 18th Century. Entrance to the apartment is via one of two outdoor staircases (at each end of the Old Forge) and the shared decking area, which faces a pretty...
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    Location Information
    Winchcombe, Cotswolds
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    4.9 miles from Cheltenham Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • DVD Player
    • Patio
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    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This pretty, 3-bedroom, semi-detached cottage is named after Queen Mary (the wife of King George V), who visited the Dent-Brocklehurst family at Sudeley Castle in 1944. The cottage sleeps four people and can additionally accommodate a cot. The accommodation is arranged over two floors. Guests enter...
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    Location Information
    Winchcombe, Cotswolds
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2.1 miles from Cheltenham Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A light and airy garden facing double bedroom in a large house - HD TV in room - Laptop friendly workspace - Breakfast Supplied - Iron & Ironing Board - Quiet Neighbourhood - Free On Street Car Parking - Electric Car Charging Located near bus routes 41,42, B & C service we have good access to...
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    Location Information
    Staverton, Cheltenham
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    2.1 miles from Cheltenham Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A comfortable King Sized bedroom in a south facing bedroom which can also be used as a twin room. With a desk and television and with access to high speed Internet connectivity this is a great place to stay on business or leisure Thank you for looking at this comfortable superking room which is in...
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    Cheltenham, Cotswolds
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Misty View Cotswold Cottage1 / 5
    (9)Excellent
    4.9 miles from Cheltenham Racecourse
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 September 2019
    Great location in the centre of Winchcombe. Nice property with 2 en suite bedrooms which was really convenient. Parking very close for £1 per day. Well equipped kitchen and sky...
    Reviewed 12 July 2019
    Lovely cottage and a great location.Having 2 ensuites and TVs in both bedrooms was great. Only issue was kitchen chairs not very stable.
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    About this property
    This modern Cotswold stone cottage lies close to the heart of the delightful town of Winchcombe. Adjoining another property, it is set along a quiet lane, 2 minutes' walk from an excellent range of shops, historic pubs, restaurants and beautiful Sudeley Castle (once home of a Queen and venue of Liz...
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    Location Information
    Winchcombe, Cotswolds
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Middle Stanley1 / 24
    (1)Excellent
    4.2 miles from Cheltenham Racecourse
    13 Bedrooms, 9 Bathrooms, Sleeps 32 Quick View
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    • Balcony
    • Cable/satellite TV
    • Patio
    • DVD Player
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We had a fantastic time staying at Middle Stanley for our annual reunion of old work colleagues, where our party consisted of several families with children/babies. Nick was...
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    About this property
    Set in 90 acres of pasture-land and ancient woodlands with stunning views. The beautiful Cotswold Stone properties: Middle Stanley House, Elmbury and the Craft Studio combine to offer a fabulous location to enjoy the Cotswolds. Enjoy the comforts of a traditional Cotswold stone house during the day...
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    Location Information
    Winchcombe, Cotswolds
    Holiday Rental House - 13 Bedrooms, 9 Bathrooms, Sleeps 32
    Anvil Cottage1 / 7
    (70)Very good
    4.9 miles from Cheltenham Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 May 2020
    Anvil cottage is nice, clean, well maintained and affordable cottage for weekend away. It is located in heart of winchcombe. pubs and restaurants are couples of minutes away. A...
    Reviewed 1 January 2020
    We stayed in this lovely little cottage, which had everything you would need for your stay, for our Wedding Anniversary over Christmas 2019. Julia, the owner, had left us a...
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    About this property
    Anvil Cottage is a lovely one bedroom self-catering holiday cottage located in the heart of Winchcombe. This quirky holiday cottage makes a great base for a short break or longer holiday whilst exploring the Cotswolds. The cottage is well equipped - we hope to offer everything that you will need...
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    Winchcombe, Cotswolds
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    THE COURTYARD APARTMENT1 / 17
    (4)Excellent
    2.5 miles from Cheltenham Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Central Heating
    • Grill
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    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 May 2017
    We stayed here for a weekend and had a lovely time. The apartment has lots of character and personal touches and is very cosy. It would not be to everyone's taste as it is...
    Reviewed 22 November 2015
    We were meet by the owner who lives in the main house upstairs who showed us the ground floor apartment, she was really friendly and welcoming, always a good sign. The apartment...
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    About this property
    We can accommodate up to a maximum of 5 people plus a baby. Travel cot available. The 4* Courtyard Apartment at Vine Court offers 2 bedrooms (1 double and 1 single plus a large French double ( or 2 singles) daybed in the sitting room , a large country kitchen/diner with dishwasher, range...
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    Location Information
    Cheltenham, Cotswolds
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Lansdown Place 2 Bedroom Apt1 / 10
    (5)Very good
    1.9 miles from Cheltenham Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Housekeeping Included
    • Shared Garden
    • Parking
    • Washer
    • Cable/satellite TV
    • Central Heating
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 October 2016
    We had problems checking in as the office number we where given did not divert our call to the on call rep for the apartment but when we eventually tracked them down they...
    Reviewed 15 August 2015
    Daniel, Brenda and Harriet were extremely kind, helpful and patient when we had to alter our plans and when we also arrived later than anticipated. Huge thanks go to them.The...
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    About this property
    Located in the heart of the popular Montpellier area of Cheltenham, with its' abundance of designer shops, restaurants and pavement cafes, Lansdown Place is a beautiful two bedroom / two bathroom apartment in a great location. The beds can be configured as two King Size beds or one king Size bed...
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    Cheltenham, Cotswolds
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.1 miles from Cheltenham Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Housekeeping Included
    • Central Heating
    • Parking
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tivoli Mews is located in a sought after area, with many independent retailers, great local bars, hairdressers, delicatessen, to name a few. With picturesque surroundings, you will enjoy the short 4 min walk to the bustling area of Montpellier.The serviced apartment has recently undergone...
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    Location Information
    Gloucestershire, England
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    THE COACH HOUSE1 / 9
    (6)Very good
    4.9 miles from Cheltenham Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 March 2019
    We loved this accommodation honestly the pictures don't do it justice. We arrived for a 2 night stay during cheltenham festival and it was perfect. The owners had left a welcome...
    Reviewed 4 January 2017
    We stayed for 2 nights and managed to see so much. Although it's just off an A-road, you can barely hear the passing cars. The heating and fireplace meant that it was always...
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    About this property
    The Coach House is situated on the A38 halfway between Gloucester and Tewkesbury, and about 5 miles west of Cheltenham. It provides an ideal base for exploring the Cotswolds, The Forest of Dean, or even the Wye Valley and beyond to the Welsh hills. The barn has been very tastefully converted to...
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    Location Information
    Cheltenham, Cotswolds
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Queens Circus1 / 13
    (1)Excellent
    1.6 miles from Cheltenham Racecourse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Central Heating
    • DVD Player
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    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2018
    Loved the location of the apartment near all the lovely shops and bars/restaurants. A few stairs to climb but it didn't bother us. 5 of us stayed at the apartment for a reunion...
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    About this property
    This beautiful three bedroom apartment, is in a prime location right next to the promenade, and Montpelier with its' abundance of designer shops, restaurants and pavement cafes.It boasts great views of the town centre, from 3 stories high, boasting large sash windows around the apartment providing...
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    Cheltenham, Cotswolds
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.6 miles from Cheltenham Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property is an old Castle Grade 11 Listed property and Chapel. It is magnificent Kings and Queens residence dating 1639. Breathtaking grounds, Lovely Bridge and Gardens. Grandeur entrance to the building and flat from the main entrance. Luxury feel. Delightful gardens. Close to the Race...
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    Location Information
    Charlton Kings, Cheltenham
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Dryhill Cottage nr Cheltenham1 / 33
    (5)Excellent
    4.9 miles from Cheltenham Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Parking
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 November 2019
    Scenic, isolated countryside retreat. Fabulous accommodation, the owners pay great attention to detail, everything you need is there. The views are stunning, a real romantic...
    Reviewed 11 April 2016
    My husband and I and our two dogs stayed here last week and had such a wonderful time. The cottage is stunning, nestled in beautiful rolling hills overlooking Cheltenham and...
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    About this property
    A charming, stylish and romantic one bedroom luxury Cotswold cottage in a wonderful rural location with views across to the Malvern Hills; yet less than five miles from the centre of Cheltenham Spa. An ideal base to explore the Cotswolds or the Welsh borders or as a base when attending the...
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    Location Information
    Birdlip, Cotswolds
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    18 Lansdown Crescent1 / 5
    (1)Very good
    1.8 miles from Cheltenham Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 November 2015
    The apartment is perfectly presented, it had everything you could possibly need and just walking distance from all the restaurants and shops.Our only frustration during our stay...
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    About this property
    The living room has tall ceilings with pretty cornering, and two large Georgian sash windows flood light into this luxury service apartment. Adding character to this lovely, light room. The comfortable sofa bed and arm chair face an exquisite large marble fireplace.The apartment has recently been...
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    Location Information
    Cheltenham, Cotswolds
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Bushcombe House Farm Bushcombe Lane  Woodmancote1 / 40
    (56)Excellent
    2.4 miles from Cheltenham Racecourse
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • DVD Player
    • Grill
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    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 April 2019
    A beautiful house, well kept. Nice and clean throughout with fantastic facilities. Really close to amenities and public transport, perfect for a get together with friends. Thank...
    Reviewed 18 March 2019
    A real home from home with space aplenty.Nicely presented by the owners; clean and tidy with everything in place for a comfortable self catering break.
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    About this property
    *** Awarded Quality in Tourism 4 Star Gold *** Detached Cotswold stone farmhouse situated in an area of outstanding natural beauty. Situated above Woodmancote near Bishops Cleeve, the farmhouse enjoys incredible panoramic views across Cheltenham, Tewkesbury and towards the Malverns. Bushcombe...
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    Location Information
    Cheltenham, Cotswolds
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Detached Cotswold Stone Coach House, Cheltenham1 / 16
    (4)Excellent
    2.3 miles from Cheltenham Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
    • Private Garden
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2019
    A perfect stay in an utterly delightful, beautifully quiet, private, detached, two storey, very sweet little cottage with everything you need - all to a very high...
    Reviewed 20 August 2016
    This property was very clean, comfortable and well-equipped. Furnishings, bed linen and equipment were all of a very high standard. The wifi worked well. It's a residential area...
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    About this property
    Originally built in the 1850's The Coach House was once a two story stone workshop with views overlooking Leckhampton Hill. It was extended, modernised and refurbished in 2011, becoming a 1 bedroomed detached house. With it's own private entrance and patio, this unique little house has all you...
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    Location Information
    Cheltenham, Cotswolds
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1.7 miles from Cheltenham Racecourse
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The House is situated in the heart of Cheltenham, surrounded by authentic Regency architecture and only a five minute walk from the centre of town. The House itself has high Regency ceilings and the room are spacious, perfect for a family to stay , with a sizeable garden and BBQ facilities. All the...
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    Location Information
    Cheltenham, Cotswolds
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    The Loft, a home from home apartment in the centre of a charming Cotswold town1 / 17
    (3)Excellent
    4.9 miles from Cheltenham Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 April 2018
    The high street location was great, ideally placed to visit the shops or nip out for forgotten provisions. The apartment was lovely, with surprisingly spacious living space that...
    Reviewed 30 July 2016
    I was lucky enough to stay at The Loft in June this year. It is a lovely apartment in a fantastic position set above a dress shop in The centre of town. The Loft is perfectly...
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    About this property
    The apartment is in the centre of the delightful Cotswold town of Winchcombe. It is housed in an old Cotswold stone building on the first and second floors. The ground floor houses a lovely shoe shop. The apartment is fully kitted out with everything you should need as it is also my own when in...
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    Location Information
    Winchcombe, Cotswolds
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    1.7 miles from Cheltenham Racecourse
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Cheltenham, Cotswolds
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    1.7 miles from Cheltenham Racecourse
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Cheltenham, Cotswolds
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Stunning Cheltenham Home 7/8 Bedrooms, Cheltenham1 / 16
    (1)Excellent
    3.4 miles from Cheltenham Racecourse
    6 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Grill
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    • Balcony
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    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 February 2020
    We had the most fabulous weekend at this property for my sister in laws hen do.The house was amazing, fantastic for a big group plenty of space but didn’t feel like you were...
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    About this property
    Fabulous views from this 7 bedroom listed property in Cheltenham. For an additional rental an 8th bedroom is in a ground floor annex with private entrance and own ensuite and small kitchen area with a double bed. 2 miles from town centre and 4 miles from Racecourse. Ideally located accommodation...
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    Location Information
    Cheltenham, Cotswolds
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 18
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