
Pet-friendly vacation rentals in Chepstow
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Quick stats about vacation rentals that are pet-friendly in Chepstow

Nightly prices starting at
Chepstow vacation rentals start at $130 per night before taxes and fees

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Over 470 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chepstow rentals

4.9 Average rating
Chepstow stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated pet-friendly home rentals in Chepstow
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Cute little Wye Valley cottage
Surrounded by woodland with hilltop views across the Wye Valley to Offa’s dyke, this eco friendly traditional Monmouthshire cottage is the perfect place to unwind and enjoy nature at its very best. Spend time in the garden listening to bird song and the gentle babbling of the stream or step out the gate to explore Cleddon Falls and beautiful view points along the Wye Valley walk. The medieval village of Trellech and Tintern Abbey are also within easy reach off or on road by foot, bike or car.
WalkabilityOutdoor spacesBackyard

Spacious cottage, sunny garden, stroll to town
Vauxhall Cottage is a charming home-from-home, ideal for families & friends, yet cosy for couples. The spacious layout offers social areas & quiet nooks, with 4 comfy bedrooms, large kitchen & lounge, sunroom & an enclosed, dog-friendly garden with patio & BBQ. The modernised 1790s Welsh cottage is a short stroll to Chepstow’s historic centre, Castle & riverside, ideal for the racecourse, & to explore the Forest of Dean, Wye Valley & beyond, with easy connections to Cardiff, Bristol & M4/M5.
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The Dairy
Take it easy at this unique and tranquil getaway. Set in the Wye Valley, an area of outstanding natural beauty. You can walk/cycle for miles without touching a road. Collect eggs, milk and ice cream from the farm next door Tintern Abbey with its pubs and restaurants is a walk away (an hour); the races, music at the Castle, Clearwell Caves, Puzzlewood, steam train.. and more. Travelling with friends/family? Check our other listing within the same grounds: airbnb.com/h/cosy-wye-valley-getaway
WalkabilityOutdoor spacesIndoor spaces

The Vault
The Vault is a really special space, which we hope you can see from the photographs. It is a basement studio apartment with its own private entrance. It is quiet and cosy with underfloor heating and an ambient temperature all year round. This property is very central, making it easy to plan your visit. We are very close to the harbour and the property is on the famous Georgian Square, Queen Square. It feels like you have stepped into a film from Jane Austen as you come out of the building.
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Welsh Gatehouse: Historical Castle with EV Charger
The Welsh Gatehouse is a beautiful historic house with modern amenities. Imagine staying in a fairy tale castle built in 1270. The thick walls, ancient windows & steep spiral staircase say 'history'. Romantic log fires keep you warm you in winter, & the thick walls keep you cool in summer. Views from the top of the tower are extraordinary over the Severn Bridges and the Breacon Beacons (NB we call this the terrace in our description below). Unique, luxurious, quirky yet comfortable.
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Luxury Barn conversion Cotswold’s with Sauna/Spa
The Barn is a 2 bedroom conversion in the picturesque Cotswold village of Leighterton,Tetbury with a rustic feel and a new spa room. The barn has two large bedrooms both with wet room en-suites, and one with a free standing bath. Each bedroom has a king bed & single love chair sofabed .Fitted with its own smart TV The Living area and bedrooms have WIFI Gigaclear300mbs Underfloor heating Well behaved dogs are welcome Enclosed garden. Strictly no parties /hens allowed
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Christmas Cabin - River View 10 mins from Bath
We have lovingly just converted this building into a highly unique 2 bedroom river fronted Cabin to excite and delight its guests. Situated less than 10 meters from the UK's oldest Brass Mill, skirting on the tranquil Mill Island with complimentary access to Kayaks, paddle boards and bikes and all being only a 10 minute drive into historic Bath's city centre. Pop your feet up with a glass of wine while the log burner crackles in the background.
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Historic cottage opposite Chepstow Castle
Directly opposite the castle, this cottage is in the perfect location for exploring Chepstow and its surrounding areas. The cottage dates back to the 17th century, but has been freshly modernised. Expect a homely yet luxurious stay. Chepstow itself is a historic town, packed with lovely restaurants, pubs, cafés and shops. Our house guide will give you plenty of recommendations to make the most of the area.
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Cheerful 3 bedroom cottage a walkers Parìdice!
Gaer Hill cottage is situated just ten minutes from Chepstow race course and 30 minutes walk from the start of wye valley with Tintern abbey 15 mins drive. This 3 bed cottage is the perfect place to explore from or just kick back and relax. If you enjoy farm life this could be the place as you can watch cows graze from the bedroom window or even have sheep pass your front door or maybe a horse wonder by!
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Bwthyn y Bannau
Bwthyn Y Bannau is a newly converted barn on a Welsh small holding nestled into the hillside. From the upstairs balcony, you can enjoy a clear view of the valley with the Skirrid, Sugarloaf and Blorenge framing the horizon, and a stunning sunset! We’re just 8 miles from Chepstow, 10 from Tintern Abbey, and 12 from Abergavenny. Visit us for breathtaking views, big skies and birdsong.
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Eco friendly lodge with outside bath and
Get away from it all when you stay under the stars in this eco friendly wood cabin nestled among the trees. Watch the birds feeding on the decking, take a plunge in the outside bath and gaze at the stars, tinkle on the baby grand piano. The perfect place for time to stand still! Oh and don’t worry - if outside bathing isn’t for you there is an inside bath and an en-suite shower!
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Cosy Pet friendly barn with fab views
Dolly's Barn is a pet friendly light and airy single storey property converted from an old stone outbuilding. Fabulous views and adjacent to a paddock being restored to a wild flower meadow. Triple aspect with Log burning stove and centrally heated. Solar panels. Electric car charger available. As this is a rural location Mobile signal can be sketchy dependent on your provider.
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Popular amenities for Chepstow pet-friendly home rentals
Pet-friendly house rentals

Colliers Cottage at The Barracks, Forest of Dean
Outdoor spacesPetsWifi

Large Country Cottage, Log Fire, Fire Pit, Air Con
PetsWalkabilityBackyard

Dry Dock Cottage
WalkabilityOutdoor spacesHospitality

Super Chic trendy town house central Bedminster
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Luxury Cotswolds Cottage, Castle Combe (optional Hot Tub)
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Charming end of terrace 2 bed country cottage
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The Game Larders
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Idyllic Historic Cottage
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Pet-friendly home rentals with a pool

The Hay Trailer, St Catherine Stays, Bath.
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The Old Rectory with Swimming Pool
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The Warm Hearth: 18th century barn retreat.
PetsWalkabilityWifi

Luxurious, romantic courtyard barn conversion
PetsWalkabilityCleanliness

Boundary Court Barn, Selsley common, Stroud
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The Owl House, Romantic Rural Cottage
Outdoor spacesPoolSleep quality

Luxury flat with indoor pool
WalkabilityPetsShared spaces

The Annex at The Oaks
PetsWalkabilityHeating
Private, pet-friendly home rentals

Woodland Hideawayhut, Wye valley Forest of Dean
Outdoor spacesPetsHot tub

Luxury-BedView/Shower/LBurner/Stars/Dog/WiFi
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Beautifully renovated self contained granary
PetsWalkabilityCleanliness

Haven on the Hill, fired pizza oven and shower
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Cosy 1840s cottage in Chew Valley and Mendip AONB
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Romantic Idyllic Nuthatch Cottage with Hot Tub
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The Covey, a Tudor cottage for two.
PetsWalkabilityRiver

Tom's Hut
WalkabilityPetsSolo travel
Destinations to explore
- Cotswolds AONB
- Longleat Safari Park
- Stonehenge
- Bannau Brycheiniog National Park
- Brean Beach
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- Principality Stadium
- Cheltenham Racecourse
- Bike Park Wales
- Cardiff Castle
- Cardiff Bay
- Roath Park
- Cotswold Wildlife Park
- Bath Abbey
- Barry Island Beach
- Puzzlewood
- Sudeley Castle
- Zip World Tower
- Bute Park
- St Audrie's Bay
- No. 1 Royal Crescent
- Stourhead
- Waterfall Country
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