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Windsor and Maidenhead House Rentals

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    Travellers to Windsor and Maidenhead are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    30 Matching Rentals in Windsor and MaidenheadView all 98 rentals
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    Windsor Townhouse in Eton - 'The Henley'1 / 5
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Eton/Windsor1 / 42
    (16)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amazing Eton Riverfront home1 / 4
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 January 2018
    We enjoyed a fabulous stay at Rafts over the Christmas period. The cottage is perfectly located for the shops and restaurants of Eton and Windsor, with so many options within...
    Reviewed 27 February 2017
    My wife and I had the chance to stay at this house for 5 weeks and loved every minute of it. It's in a perfect cosy spot next to high street in Eton, a two minute walk to the...
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    About this property
    Unique former Eton boathouse directly on the River Thames, totally remodelled with charm and style. Steps to Eton College boarding school and Windsor castle. Easy access to London and LHR, Legoland and many other amazing attractions. Chill by the river or run around the town or country: it's all...
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    Eton, Windsor SL4 6BW
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    A 2 bedroom townhouse superbly located in Eton, next to the pedestrian bridge by the side of the River Thames that links Eton and Windsor. A kitchen/dining room on the ground floor with cloakroom, 2 ensuite bedrooms on the first floor, a living room with separate media room on the second floor...
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    Eton, Windsor SL4 6BW
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Eton/Windsor1 / 26
    (9)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Garden
    • Wi-Fi
    • Housekeeping Included
    • Washer
    • Central Heating
    • Cable/satellite TV
    • Secure Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2018
    My wife and I spent three lovely days in this excellently appointed cottage with our daughter and two granddaughters while one of the girls was taking part in a large national...
    Reviewed 17 August 2017
    Fantastic location & property! Able to walk everywhere & also nice & peaceful. They have thought of everything you might need, very clean throughout,home from home...
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    About this property
    Eton/Windsor Superb location. Forget the car. Bus or taxi from outside Windsor Castle to Legoland (2 miles). Trains to London Waterloo and London Paddington both within 4/5 minutes walk. In the heart of Eton High Street, 2 minutes walk to Windsor Castle or Eton College, yet tucked away in quiet...
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    Eton, Windsor SL4 6AL
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Beautiful spacious detached family home 10 mins to Legoland1 / 14
    (11)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 April 2018
    the house is nice and tidy, the owner is kind as well, only thing is need car or taxi to lego land.the girls like it.
    Reviewed 19 July 2016
    We have just arrived home to Ireland after a charming 5 night stay at Willow Court. After two busy days and nights at the Legoland Resort, it was a welcome relief to spend the...
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    About this property
    Willow Court is a lovely, spacious, light filled home. Located in a semi rural setting just outside of Windsor (3 miles), in the heart of polo country (Royal Berks Polo Club and Guards Polo Club are both within easy reach). Yet also within easy reach of Central London. There are three large double...
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    Windsor, Windsor and Maidenhead SL4 4PZ
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    8 Garfield Place by Accommodation Windsor1 / 16
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    • Central Heating
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2015
    Check in was really quick and easy, accommodation is located just behind offices so was taken there by one of the office staff. The staff are all very friendly and helpful.The...
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    About this property
    Charming two bedroom holiday cottage in Windsor with one double bedroom and second bed room with twin beds (pull out). Sofa bed and two armchairs in the living room and dining table with four chairs. One bathroom with shower and tub very close to town centre yet tucked away in this mews of private...
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    Windsor, Windsor and Maidenhead SL4 3BT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Bijoux Boutique Studio With Private Garden 30 mins to London by train.1 / 21
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2017
    The bijou boutique studio and garden is a fantastic pet friendly studio..decorated immaculately with its own private garden..ideal to chill in the garden and have a bbq on a...
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    About this property
    A brand new refurbished 'Bijou Boutique Garden Studio with BBQ'... compact with everything you need, 'It's fun, fabulous and beautiful!' are what guests are saying, set within the grounds of the main house amongst a gated front facing garden, lots of trees, it's own independent entrance and...
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    Maidenhead, Windsor and Maidenhead SL6 8RJ
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Waterfront
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    • Patio
    • Balcony
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Bijou Boutique Studio & Garden *Compact and quiet with everything you need a ' Gorgeous little haven, perfect peaceful and luxurious!” are what guests are saying! Set within the grounds of the main house amongst a gated front facing garden with lots of trees and it's own independent entrance...
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    Maidenhead, Windsor and Maidenhead SL6 8RJ
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
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    Smoking allowed
    About this property
    This is a fantastic detached house in a private cud de sac in the centre of Windsor. You just need to walk ten minutes and you are at the Castle, town centre and Windsor Great Park. There is room in the driveway to park three cars. Next to the house is a big park including gated children's play...
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    Windsor, Windsor and Maidenhead SL4
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely two bedroom cottage in the centre of Windsor with private off-road parking. Two bedrooms (one double one twin), new bathroom with shower over bath tub, combined living/dining room with leather sofas and flat screen TV. Small enclosed outside patio space at the rear. Parking at the front....
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    Windsor, Windsor and Maidenhead SL4 3BT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Pretty contemporary open plan cottage with open fire.1 / 8
    (7)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
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    Pet friendly
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    Smoking allowed
    Reviewed 29 December 2017
    We had an excellent stay here. The cottage is stylish and comfortable and well located for all of the many things the surrounding area has to offer.
    Reviewed 22 September 2017
    This was what we were looking for - a location within easy reach of Heathrow by car. The cottage is very pretty and well kept, and is close to several restaurants/pubs, the...
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    About this property
    Our little chocolate box cottage is newly refurbished with an open plan living room and kitchen, open fire, Freeview TV, Wifi and a small private cottage garden to the front. Cookham is a beautiful bustling typical English village with all the amenities and many lovely pubs and restaurants and...
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    Cookham, Windsor and Maidenhead SL6 9PE
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    A charming period house next to The Long Walk in Windsor with views of Windsor Castle. Two bedrooms upstairs (one double and one with pull-out trundle bed) plus a further bonus room downstairs with sofa bed and desk. One new bathroom with shower over the bathtub plus a downstairs toilet. Fully...
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    Windsor, Windsor and Maidenhead SL4 2AP
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    OFFERS, RIVERSIDE, WEST LONDON, ROYAL WINDSOR, LEGOLAND, FREE WIFI & PARKING1 / 42
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Waterfront
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2018
    We had the most wonderful Xmas week in Pixie Place, even though we had to decorate the house for Xmas it made it part of the holiday season. We had lovely river walks and lazy...
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    About this property
    Riverside,'Pixie Place', detached house, luxuriously furnished,, 4 bedrooms, it is located in Royal Borough of Windsor, West London, U.K. Royal Windsor is the first choice town for international tourists visiting the United Kingdom. We are pleased to offer for holiday rental this hidden gem of an...
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    Windsor, Windsor and Maidenhead SL4 2JY
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    OFFERS, RIVERSIDE, WEST LONDON,ROYAL WINDSOR, LEGOLAND, FREE WIFI & PARKING1 / 51
    (36)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
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    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Waterfront
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2017
    I was faced with the challenge of looking for a holiday that would suit my ten year old son, my eighteen year old niece, myself and my sister and our parents who are in their...
    Reviewed 3 March 2017
    This home was perfect in every way. Our family of five - with older children - were able to find space to spend alone and together. Well appointed and secluded in a charming...
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    About this property
    'Pixie Place', Riverside, detached house, luxuriously furnished, 4 bedrooms, it is located in Royal Borough of Windsor, West London, U.K. Royal Windsor is the first choice town for international tourists visiting the United Kingdom. We are pleased to offer for holiday rental this hidden gem of an...
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    Windsor, Windsor and Maidenhead SL4 2JY
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Garden
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    Pet friendly
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    Smoking allowed
    About this property
    Recently renovated 5-bed property with enclosed garden near to Ascot racecourse with good rail links nearby which can get you into central London in 20 minutes. Highlights include open plan kitchen/living/dinning area with 6m sliding doors to enclosed garden; steam room with jet shower in master...
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    Sunningdale, Windsor and Maidenhead GU20 6JF
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Luxury Townhouse next to Windsor Castle1 / 43
    (1)Very good
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Washer
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    Reviewed 3 weeks ago
    We enjoyed our stay at Windsor Castle Townhouse. Tim (owner) was friendly with great communication skills.We stayed at Tim's place for 4 days/3 nights as part of our trip...
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    About this property
    Located just 75 yards from the entrance of Windsor Castle, this luxury accommodation by Castle Properties, is the closest property for guests wanting to stay next to Windsor Castle, The Guild Hall & Eton High Street. This idyllic townhouse is situated right outside the castle walls, along the...
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    Windsor, Windsor and Maidenhead SL4 1PE
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Patio
    • Central Heating
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 1886 Victorian Mansion set in five acres with heated swimming pool,tennis court,five a side ,basket ball,carp lake,decking,patio,parking for everybody. Baby grand piano,massive lawns ,electric gates,fabulous kitchen ,ice machine ,laundry,5 minute walk to Ascot Race course and...
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    Sunninghill, Ascot SL5 8AB
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    Rose Cottage - Listed 16th Century Cottage1 / 22
    (29)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2018
    We hired Rose Cottage for the bank holiday weekend, with Ride the Night in the middle. it was a glorious luxury to be able to prepare for the 66 mile bike ride in the gorgeous...
    Reviewed 29 July 2017
    What a lovely, quintessential English cottage! A step back in time with charming decor, yet all the modern amenities! Close proximity to Slough railway station, with easy...
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    About this property
    This charming detached Grade ll listed 16th Century cottage offers an abundance of beautiful character features. Nestled behind secure gates, in mature gardens in this charming Buckinghamshire village. It retains its original character combined with 21st century facilities and five star amenities....
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    Windsor, Windsor and Maidenhead SL4 6QS
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
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    Pet friendly
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    Smoking allowed
    About this property
    King Edward House is a stunning private riverside retreat in Royal Windsor, set in its own grounds with large Thameside mooring. We are ideally situated on the banks of the River Thames for local events such as the Windsor Horse Show, Henley Regatta, Windsor and Ascot Racecourses as well as its...
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    Windsor, Windsor and Maidenhead SL45TH
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    About this property
    Enjoy a family gathering or friends reunion in this beautiful stylish home. Equipped with all you could need for a special occasion. Situated in a pretty 'no through access' village with a wonderfully active community. The property has stunning gardens including BBQ area, summer house, leat with...
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    Hurley, Maidenhead SL6 5NB
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    Duke Street B&B1 / 14
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    About this property
    A Victorian ‘home from home’ bed and breakfast which provides delightful accommodation in a quiet residential location, close to the River Thames and only a 10 minute riverside walk to Windsor Castle, Town Centre and stations with regular trains to London. The attractive double bedroom is spacious...
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    Windsor, Windsor and Maidenhead SL4 1SQ
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    The property is just a short walk to the town’s excellent collection of clothes boutique,pubs,restaurants and tearooms,along with a wealth of attractions including boat trips on the River Thames,horse-drawn carriage rides through Windsor’s Great Park and Lego Land,only 2 miles away. Discover the...
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    Windsor, Windsor and Maidenhead SL4 1LD
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    A large modern detached property within walking distance of Ascot Racecourse. Excellent space for entertaining including three separate living areas (two with french doors leading onto patio) plus large dining room seating 10. New modern kitchen.with large separate utility room. Secure parking for...
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    Ascot, Windsor and Maidenhead SL5 8TE
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    This modernised Grade II listed home is ideally suited for easy access to Henley, quietly situated behind a service road on the A4. All modern facilities,newly fitted kitchen, bathrooms etc. Spacious accommodation, private garden with outdoor eating/seating. Available for crews or visitors to...
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    Knowl Hill, Maidenhead RG109UR
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautifully presented family home located on a highly regarded no-through road with exclusive properties on the edge of the village of Bray, which is an historic market town. It is within easy reach of Maidenhead town centre and mainline railway. This family home is approximately 4,000 sq ft of...
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    Maidenhead, Windsor and Maidenhead SL6 1TR
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 14
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Our cosy and stylish Victorian home is situated in a classic residential setting on the outskirts of Ascot and close to Royal Windsor and Legoland. Only a few miles to the M4, M25 or the M3 and close to a main line Ascot to London Waterloo. Heathrow airport is only 30 mins away and it's an hours...
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    Ascot, Windsor and Maidenhead SL5 8QA
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Barnhill Cottage1 / 13
    (4)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Central Heating
    • Washer
    • Balcony
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 April 2018
    My family needed to temporarily relocate due to work being done on our home, and Barnhill Cottage was a real find. We enjoyed some winter snow, with deer running around in the...
    Reviewed 22 March 2018
    Located on a golf course with plenty of wildlife - Barnhill Cottage is a godsend for anyone who is looking for a getaway from the busy nature of everyday life.I most enjoyed...
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    About this property
    Secluded Luxury Property - set within idyllic golf course. Benefiting from use of the course and club house facilities, bar,sauna,restaurant and gym. 5 bedrooms 2 ground floor bedrooms with en suites, 3 further bedrooms to first floor with a family bathroom. Entrance hall, cloakroom, living room...
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    Ascot, Windsor and Maidenhead SL5 8LT
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Supported Living Retreat for your loved one. Ideal for Healthcare Authorities and concerned family members. The property is manned 24hours a day by qualified staff and provides varied activities to provide therapy and to promote independence amongst the residents. Should you require further...
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    Sunninghill, Ascot SL5 9QS
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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