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Vacation Rentals nearby Chepstow Racecourse

Chepstow NP16 6BE, Wales
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    Travellers to Chepstow are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    All 23 Rentals in Chepstow
    The Outlook at Underwood Farm with fantastic view and own private Hot Tub1 / 42
    (32)Excellent
    5.2 kilometres from Chepstow Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Tintern Abbey Cottage1 / 37
    (97)Excellent
    4.9 kilometres 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
    8.0 kilometres 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
    4.0 kilometres 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
    Pet friendly Clares  Holiday Cottage with stunning views & green credentials1 / 17
    (62)Excellent
    4.2 kilometres from Chepstow Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Central Heating
    • Wi-Fi
    • Washer
    • Patio
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 7, 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 September 14, 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
    Pet friendly detached 2 bed-roomed cottage with eco credentials sleeps up to 4 set in its own delightful lovingly tended organic garden with fabulous views to the surrounding Welsh countryside. Perfectly placed for exploring Wye Valley, Vale of Usk, Royal Forest of Dean and a 35 minute drive to...
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    Chepstow, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Oakgrove Cottage1 / 24
    (29)Excellent
    7.8 kilometres 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 August 2, 2022
    Lovely cottage in a quiet location on the English/Welsh borders near Brockweir. The views are great and the wildlife a plenty and nightly visits from the Badgers a delight. We...
    Reviewed June 27, 2022
    Excellent accommodation set in a secluded area, mush enhanced by the variety of visiting wildlife, badgers, deer, rabbits and squirrels (together with the owners sheep) and much...
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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
    4.6 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Grill
    • Patio
    • Private Garden
    • Central Heating
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 28, 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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    Location Information
    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
    5.1 kilometres 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 June 9, 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 March 16, 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
    (79)Excellent
    4.0 kilometres 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 1 week ago
    My Wife(Susie) &I Stayed here for 5 nights, choosing The Gate house as a base for our visit to Chepstow for the racing & exploring other areas around(Cardiff is MUST place...
    Reviewed April 20, 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...
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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
    3.6 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 28, 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 October 27, 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
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    Dog friendly Dolly's Barn Barn with stunning views & green credentials1 / 8
    (30)Excellent
    4.2 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Grill
    • Outdoor Dining Area
    • Central Heating
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 16, 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 September 15, 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
    A lovely light and airy single storey property with green credentials anddog friendly converted from a stone outbuilding. Situated in its own grounds adjacent to a a paddock presently being restored to a wild flower meadow, it has stunning views to the surrounding countryside. Heated by a carbon...
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    Location Information
    Chepstow, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Ty'r Castell Band B, Chepstow, Monmouthshire1 / 24
    (1)Excellent
    1.5 kilometres 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 August 25, 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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    Chepstow, Monmouthshire
    Private Room - 2 Bedrooms, 4 Bathrooms, Sleeps 4
    1.9 kilometres from Chepstow Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Private Garden
    • Central Heating
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Chepstow, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
    Resilient Woodlands Retreat - Woodsman's Cabin1 / 6
    (1)Excellent
    8.0 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Grill
    • Balcony
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 8, 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
    5.7 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Chepstow, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Resilient Woodlands Retreat - Coppice Cabin1 / 5
    (2)Excellent
    8.0 kilometres 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 February 17, 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 December 8, 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
    1.9 kilometres from Chepstow Racecourse
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Chepstow, Monmouthshire
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    5.4 kilometres from Chepstow Racecourse
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Chepstow, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    7.0 kilometres from Chepstow Racecourse
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
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    Pet friendly
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    Smoking allowed
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    Portskewett, Monmouthshire
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    5.7 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    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
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    1.5 kilometres from Chepstow Racecourse
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Chepstow, Monmouthshire
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    The Loft at BroadRock1 / 31
    (2)Excellent
    2.2 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Chepstow, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    3.9 kilometres from Chepstow Racecourse
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Chepstow, Monmouthshire
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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