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Holiday Rentals near Chepstow Racecourse

Chepstow NP16 6BE, Wales
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    Travellers to Chepstow are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 25 Rentals in Chepstow
    The Outlook at Underwood Farm with fantastic view and own private Hot Tub1 / 42
    (32)Excellent
    3.2 miles from Chepstow Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Tintern Abbey Cottage1 / 37
    (97)Excellent
    3.0 miles from Chepstow Racecourse
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Foxes Reach (Holiday Cottage  Nr Tintern, Wales)1 / 41
    (58)Excellent
    4.9 miles from Chepstow Racecourse
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    If you have ever fancied staying in an old Manor House  you will love it here1 / 35
    (1)Excellent
    2.5 miles from Chepstow Racecourse
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Parking
    • Private Garden
    • Wi-Fi
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you have ever fancied staying in an old Manor House then you will love this place. Roaring log fires in the winter and a walled garden in the summer, it is a real find. Split into two separate homes this historic house would suit business travellers and /or families as it is situated in a...
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    Chepstow, Monmouthshire
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    Oakgrove Cottage1 / 24
    (27)Excellent
    4.8 miles from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Private Garden
    • Balcony
    • Central Heating
    • Terrace
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 April 2022
    Oakgrove Cottage was exactly what we wanted for a quiet, tranquil place to return to after exploring the Forest of Dean each day. Ideal for us two. Clean and cosy, with all the...
    Reviewed 3 September 2021
    Small and perfectly formed. This is a lovely little cottage set in the beautiful Welsh /English board countryside. The views are stunning and the nights very, very dark so you...
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    About this property
    This four star detached stone cottage provides a rural retreat as a base for relaxing and enjoying outdoor activities. Tastefully and thoughtfully converted it is perfectly suited to two people. The accommodation comprises one bedroom, an open plan lounge-diner, and small kitchen. There is a...
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    Chepstow, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Orchard Cottage (Monmouthshire)1 / 14
    (1)Excellent
    2.8 miles from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Grill
    • Patio
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 January 2022
    A beautiful cottage for a romantic getaway. You can walk to cafes, pubs and the forest from the front door. Easy access to Tintern and the Wye River. Great kitchen for cooks.
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    About this property
    Orchard Cottage is situated in the rural location of Penterry, a peaceful Wye Valley hamlet steeped in history, yet within 10 minutes drive of the M4. A hidden sanctuary enjoying glorious, far-reaching views towards the Black Mountains from its prominent hillside position, and being an Area of...
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    Tintern, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    The Retreat luxury Holiday Accommodation with Fantastic views and a Hot Tub1 / 39
    (9)Excellent
    3.2 miles from Chepstow Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Hot Tub
    • DVD Player
    • Grill
    • Central Heating
    • Patio
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 June 2021
    We stayed in The Retreat, which is well equipped and comfortable. The private hot tub is a great place to sit and look at the views. The owners have put a lot of hard work...
    Reviewed 16 March 2020
    Hi , Just returned from The Retreat for a weekend with my partner and our friends. We absolutely loved the stay. Photos definatley dont do it justice. Andy and Tracey were both...
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    About this property
    Purpose built luxurious holiday accommodation that can sleep up to six, Fully disabled, with assess ramp, electric disabled bed with side bars, and a wet room complete with removable disabled rails, toilet seat and frame and shower stool, all doors and passages have been built to fit a standard...
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    Location Information
    Lydney, Forest of Dean
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    The Welsh Gatehouse - Like living in your very own castle1 / 17
    (78)Excellent
    2.5 miles from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • DVD Player
    • Wi-Fi
    • Washer
    • Housekeeping Included
    • Parking
    • Shared Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 April 2022
    This place is truly unique. A castle to yourself. And they have thought of everything, from dressing gowns to Welshcakes, milk, bread, butter and jam! The fire was roaring...
    Reviewed 22 October 2021
    Booked as a surprise - when we turned up - WOW! We had our own castle for a couple of days. In through a wicket gate within a much larger set of double gates and turn into a...
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    About this property
    PLEASE NOTE THAT THE SPECIAL OFFER PRICES FOR THIS PROPERTY ARE BELOW - AT THE BOTTOM OF THIS LISTING - THEY ARE CHEAPER THAN THE PRICE YOU'LL BE QUOTED BY TRIPADVISOR THE WELSH GATEHOUSE A luxury award winning period property, built in the time of Edward I, (we think it was built approx 1270)....
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    Chepstow, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Anne's Hut (Monmouthshire)1 / 18
    (2)Excellent
    2.2 miles from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed 28 March 2022
    My partner was given a 4 night break here as a gift for her 50th birthday from her boss.I will start with the ONLY negative... it is a very challenging 2-3 mile drive to get...
    Reviewed 27 October 2020
    Sadly our trip to Anne's Retreat was rescheduled twice due to covid and in the end cancelled due to local lockdowns. Such a shame we did not have the opportunity to visit but...
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    About this property
    If you're hoping to get away from it all, Anne's Hut plunges you into total seclusion amongst the greenery and the tranquillity of the Wye Valley. Equipped and furnished to a high standard, these shepherd's huts make ingenious use of space while including everything you need to enjoy your stay. One...
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    St. Arvans, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Ty'r Castell Band B, Chepstow, Monmouthshire1 / 24
    (1)Excellent
    0.9 miles from Chepstow Racecourse
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Balcony
    • Porch
    • Outdoor Dining Area
    • Wi-Fi
    • Patio
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2021
    A faultless stay with happy hosts , we wanted for nothing, brilliant breakfast too! Felt free to enjoy ourselves
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    About this property
    Ty’r Castell - (Welsh for ‘House of the Castle’) is a Grade II listed town house in Bridge Street, which leads from Chepstow (Welsh: Cas-gwent) town centre to the famous bridge crossing the River Wye between Wales and England. This three storey recently renovated town house offers superb quality...
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    Location Information
    Chepstow, Monmouthshire
    Private Room - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    3.8 miles from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Hot Tub
    • DVD Player
    • Washer
    • Wi-Fi
    • Parking
    • Central Heating
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This single-storey wing of the owners' home is situated 2.5 miles from Woolaston, close to Chepstow and sleeps two people.Fir Cottage is a single-storey wing of the owners' home, situated 2.5 miles from Woolaston, close to the historic town of Chepstow. This cottage sleeps two people and has one...
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    Location Information
    Tintern, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    4.7 miles from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Cable/satellite TV
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vegan and Vegetarian guests ONLY please. Owned by long term vegans, we try to be as earth-friendly and ecological as possible and being vegan is part of this philosophy of life. The Studio offers a home from home environment for our guests who are wanting to truly relax and escape from the everyday...
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    Tintern, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Resilient Woodlands Retreat - Woodsman's Cabin1 / 6
    (1)Excellent
    4.9 miles from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 February 2022
    Set off the road up a hill looking over the River Severn, are two private self-catering wooden cabins with hot tubs, beautifully furnished with comfort and warmth and a view to...
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    About this property
    Woodsman's Cabin is situated on the edge of our sustainably managed coppice woodland with panoramic views of The Severn Estuary. The expansive covered decking area gives breath taking views of the stunning Severn Estuary you can sit back with a cup of coffee and watch the tides roll in and out....
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    Saint Briavels, Lydney
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 4
    Dolly's Barn with stunning views and green credentials1 / 10
    (30)Excellent
    2.5 miles from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Housekeeping Included
    • Central Heating
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    • Private Garden
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 October 2018
    Such a warm cosy atmosphere and a welcoming host at Dolly's Barn. Easy to find and everything you could need provided. Amazing country side on your doorstep , a visit from the...
    Reviewed 15 September 2018
    Dolly's Barn is compact and comfortable with lovely views across the surrounding countryside. Everything we needed was available and we could truly relax in great surroundings...
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    About this property
    Dolly's Barn is a light airy recently converted single storey small barn with lovely views to the surrounding countryside. An open plan roomy lounge/kitchen which has stripped wooden floors and kemin rugs, contemporary furnishings and wood-burning stove. It's also centrally heated by an eco...
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    Chepstow, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Resilient Woodlands Retreat - Coppice Cabin1 / 5
    (2)Excellent
    4.9 miles from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Terrace
    • Central Heating
    • Private Garden
    • Secure Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 February 2022
    Couldn't recommend this place more! The view is breath taking & cabin was comfortable with plenty of amenities. 10/10. We will be coming back.
    Reviewed 8 December 2021
    We spent two nights on our mini-moon in the Coppice Cabin - and we were so glad we did. The cabin was finished to a very high standard and was very clean, with covid precautions...
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    About this property
    Our Coppice Cabin is a luxuriously built eco-friendly cabin situated right on the edge of our sustainably maintained coppice woodland. The expansive covered decking area gives you views into our gorgeous woodland and out over the panorama of the Severn estuary. If a quiet break away in the...
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    Saint Briavels, Lydney
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 4
    3.3 miles from Chepstow Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
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    Chepstow, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    3.5 miles from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    This single-storey cottage rests in Stroat, Gloucestershire, and can sleep two people in one bedroom.The Honey Pot is a charming single-storey annex resting in Stroat, Gloucestershire. Hosting one king-size bedroom along with a wet room with walk-in shower, this property can sleep up to two guests....
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    Tidenham, Gloucestershire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1.1 miles from Chepstow Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This detached bungalow rests in Chepstow, Monmouthshire and can sleep three people in two bedrooms.Trewyn is a detached bungalow resting in Chepstow in Monmouthshire. Hosting two bedrooms; a king-size and a single, along with a shower room, this property can sleep up to three guests. There is a...
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    Chepstow, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
    Clock Cottage - Luxury 2 bed Holiday Let1 / 30
    (1)Excellent
    1.3 miles from Chepstow Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Chepstow, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Clare's Cottage home from home in the country1 / 11
    (62)Excellent
    2.6 miles from Chepstow Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    Reviewed 7 April 2021
    Clare’s cottage is a real home from home and comfortably furnished with some really interesting vintage pieces, which is unusual for a holiday cottage. We spent cosy evenings by...
    Reviewed 14 September 2018
    Clare’s Cottage is a fantastic cottage. Very homely and cosy. The garden is wonderful, large and beautifully planted. We spent a lovely week here but wished it was longer. The...
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    About this property
    Clare's Cottage is pet friendly with a home from home atmosphere and green credentials.. It has the country 'must have' of a wood-burning stove together with eco friendly Carbon neutral central heating and electric provided by Solar panels. There is also an electric car charger for use by...
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    Chepstow, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1.2 miles from Chepstow Racecourse
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
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    Pet friendly
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    Chepstow, Monmouthshire
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    1.0 miles from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Nestled adjacent to the Offa’s Dyke Path and a stones throw from the clifftops of the Wye Valley, BroadRock offers a unique experience to all guests. Whether you are cycling the Welsh hills, walking the Offa’s Dyke, playing one of the many championship golf courses or just exploring the Wye Valley,...
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    Chepstow, Monmouthshire
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    4.3 miles from Chepstow Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
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    Portskewett, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.0 miles from Chepstow Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
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    Smoking allowed
    About this property
    Clock Cottage is a 2 Bedroom, 2 Bathroom Holiday Let just 1.5 miles from Chepstow, and in the heart of the Wye Valley. As part of BroadRock' Accommodation, this is the ideal luxury cottage to explore this area of Outstanding Natural Beauty. Clock Cottage has 2 large bedrooms, one en suite, and...
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    Chepstow, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    The Loft at BroadRock1 / 31
    (1)Excellent
    1.3 miles from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Location Information
    Chepstow, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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