
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 G$27,192 GYD 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.
PetsOutdoor spacesValue

Character cottage, stroll to town, Wye Valley base
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.
PetsWalkabilityShared spaces

Country cottage with private woodland and orchard.
Our beautiful beamed attached cottage complete with log burner is set in over 3 acres of private ancient woodland, in the Forest of Dean near the River Wye. The garden path leads down to a secluded orchard which is a haven for birds, deer & wildlife. The cottage is located in a quiet country lane, with walks to our local pub, The Ostrich Inn and the local town. We are close to all amenities, cycle trails, river activities and the best of what the Forest of Dean and Wye Valley has to offer.
WalkabilityOutdoor spacesNearby

Rose Cottage, dog friendly, countryside location
Rose Cottage forms part of the old stable block of the Clanna Country Estate dating back to the 1850's and as such, they combine rustic character with modern comfort. The cottage is both family and doggy friendly. The cottage provides an ideal base for exploring the natural beauty and history of the area while offering a warm and welcoming place to return to after a day of adventure. Guests have shared access to our onsite games room, which includes Pool, darts, ping pong and so much more.
PetsWalkabilityCleanliness

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.
Outdoor spacesWalkabilityValue

Kingfisher Barn
New eco-friendly two bed barn in beautiful Oldbury-on-Severn. 50m to the famous Anchor Inn. Direct access to footpaths with stunning countryside and riverside walks. 32 solar panels and electric car charging. Luxury bedrooms with king-sized doubles and dressing tables. Living space with sofa bed, recliner chairs/footstools and dining table. Kitchen fully equipped with oven, hob, microwave, washing machine. Unique wildlife photography throughout. South facing patio with table and chairs.
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Forest Gem | Deer at the Door & Wheelchair Access
Danby Cottage is located in the Forest of Dean. So close to nature there's a good chance of seeing wild deer right outside the front door! Forest walks, cycle paths, parks & pubs are all within walking distance. After a long day you'll be able to sit back and relax in the garden in the summer, or by the log fire in the winter! Our extended cottage has been designed specifically for family living with a large living dining room.
Outdoor spacesWalkabilityCheckout

Rural Hideaway, Forest Walks and Farm Animals.
Old Dairy is a private self contained annex attached to a family home, Holly house (own access door). Situated down a quarter of a mile single track green lane (Not appropriate for low chassised cars). Located on a 4 acre small holding, with chickens, sheep, goats and 3 cats. Backing onto Wentwood forest. Wentwood is the perfect place to explore on foot or bicycle with public footpath access on the doorstep.
Outdoor spacesWalkabilityValue

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.
WalkabilityOutdoor spacesEV charging

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!
WalkabilityOutdoor spacesCheck-in

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.
PetsOutdoor spacesQuiet

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!
PetsOutdoor spacesNearby
Popular amenities for Chepstow pet-friendly home rentals
Pet-friendly house rentals

Colliers Cottage at The Barracks, Forest of Dean
PetsOutdoor spacesFamily

Lilac Cottage
WalkabilityOutdoor spacesCheck-in

The Dairy
WalkabilityPetsCondition

Portishead eco-home with a View
PetsOutdoor spacesWifi

Oakwood Cottage, Cannop in heart of Forest of Dean
Outdoor spacesPetsSleep quality

Gardener's Cottage, part of a 16th century manor.
PetsOutdoor spacesKitchen

Stunning Views, Hot Tub, Pizza Oven & Fire Pit
PetsWalkabilityBiking

Bath Stone Retreat | City Views + Free Parking
WalkabilityPetsParking
Pet-friendly home rentals with a pool

2 bedroom cottage in the heart of Monmouthshire
WalkabilityPetsTV

The Hay Trailer, St Catherine Stays, Bath.
WalkabilityPetsHeating

Boundary Court Barn, Selsley common, Stroud
Outdoor spacesWalkabilityHeating

The Annex at The Oaks
WalkabilityPetsLocation

Granary with indoor pool in rural Somerset Nr Bath
Outdoor spacesWalkabilityWifi

The Warm Hearth: 18th century barn retreat.
Outdoor spacesPetsBackyard

Spacious cottage near Bath (5* AA) + pool
Outdoor spacesWalkabilityBreakfast

The Old Rectory with Swimming Pool
Outdoor spacesWalkabilitySleep quality
Private, pet-friendly home rentals

Luxury Barn conversion Cotswold’s with Sauna/Spa
Outdoor spacesWalkabilityAccuracy

Christmas Cabin - River View 10 mins from Bath
PetsOutdoor spacesLayout

Romantic Idyllic Nuthatch Cottage with Hot Tub
WalkabilityPetsBathroom

Squirrel Lodge - Hot Tub!
PetsOutdoor spacesCondition

Stunning landscapes, ancient forests, cosy retreat
WalkabilityPetsHeating

Isel Ysgubor (Low Barn) in beautiful countryside.
PetsWalkabilityIndoor spaces

Chic Riverside Cottage River Views & Tiered Garden
Outdoor spacesWalkabilityQuiet

The Covey, a Tudor cottage for two.
Outdoor spacesWalkabilityWifi
Destinations to explore
- Longleat Safari Park
- Cotswolds AONB
- Stonehenge
- Brean Beach
- Lower Mill Estate
- Bike Park Wales
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Cheltenham Racecourse
- Cardiff Bay
- Cardiff Castle
- Roath Park
- Cotswold Wildlife Park
- Bath Abbey
- Puzzlewood
- Barry Island Beach
- Sudeley Castle
- Zip World Tower
- Bute Park
- No. 1 Royal Crescent
- St Audrie's Bay
- Waterfall Country
- Bannau Brycheiniog National Park
- Principality Stadium
- Newton Beach - Porthcawl





