
Pet-friendly holiday rentals in Chepstow
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Chepstow

Nightly prices starting at
Chepstow holiday rentals start at $228 NZD per night before taxes and fees

Verified guest reviews
Over 470 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.
WalkabilityPetsValue
5.0 out of 5 average rating, 134 reviews
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.
Outdoor spacesWalkabilityAmenities
4.97 out of 5 average rating, 115 reviews
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.
PetsWalkabilityBackyard
4.96 out of 5 average rating, 375 reviews
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
Outdoor spacesPetsParking
4.92 out of 5 average rating, 177 reviews
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.
WalkabilityOutdoor spacesCleanliness
4.93 out of 5 average rating, 203 reviews
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.
Outdoor spacesPetsBathroom
4.99 out of 5 average rating, 109 reviews
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
Outdoor spacesWalkabilityHospitality
4.97 out of 5 average rating, 495 reviews
Delightful 3-Bedroom cottage with log burner
1 Park View is a recently renovated 19th century cottage, located in the peaceful Gloucestershire village of Tutshill. The town of Chepstow is only a 10 minute walk away crossing over the Welsh border via the old Wye Bridge (1816). It's a great location if you're looking for a break in the countryside with plenty to explore in the Forest of Dean as well as the beautiful Wye Valley (AONB) and only a 5 minute walk from the Offa's Dyke national trail.
PetsWalkabilityComfort
4.93 out of 5 average rating, 101 reviews
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.
WalkabilityOutdoor spacesSleep quality
4.97 out of 5 average rating, 164 reviews
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 spacesComfort
4.93 out of 5 average rating, 145 reviews
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!
WalkabilityPetsFamily
4.97 out of 5 average rating, 179 reviews
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.
Outdoor spacesWalkabilityIndoor spaces
4.94 out of 5 average rating, 106 reviewsPopular amenities for Chepstow pet-friendly home rentals
Pet-friendly house rentals

Bath Stone Retreat | City Views + Free Parking
Outdoor spacesWalkabilityRiver
4.98 out of 5 average rating, 117 reviews
Cosy cottage in the heart of Usk
PetsWalkabilityView
4.93 out of 5 average rating, 229 reviews
Colliers Cottage at The Barracks, Forest of Dean
PetsWalkabilityHiking
4.99 out of 5 average rating, 143 reviews
Woodwells - Cotswold stone house in ancient woods
PetsWalkabilityCheck-in
4.9 out of 5 average rating, 115 reviews
Portishead eco-home with a View
PetsWalkabilityAccess
4.97 out of 5 average rating, 172 reviews
Stunning Views, Hot Tub, Pizza Oven & Fire Pit
PetsWalkabilityBarbecue
4.97 out of 5 average rating, 117 reviews
Stylish barn in The Forest of Dean
PetsOutdoor spacesDecor
4.92 out of 5 average rating, 348 reviews
Lilac Cottage
PetsOutdoor spacesLocation
4.94 out of 5 average rating, 261 reviewsPet-friendly home rentals with a pool

2 bedroom cottage in the heart of Monmouthshire
PetsWalkabilityCheckout
4.96 out of 5 average rating, 209 reviews
Granary with indoor pool in rural Somerset Nr Bath
Outdoor spacesWalkabilityBathroom
4.98 out of 5 average rating, 478 reviews
Large Georgian House with Indoor Swimming Pool
PetsOutdoor spacesComfort
4.86 out of 5 average rating, 118 reviews
The Hay Trailer, St Catherine Stays, Bath.
Outdoor spacesPetsHospitality
4.87 out of 5 average rating, 558 reviews
The Annex at The Oaks
Outdoor spacesWalkabilityWi-Fi
4.95 out of 5 average rating, 739 reviews
Boundary Court Barn, Selsley common, Stroud
PetsOutdoor spacesParking
4.97 out of 5 average rating, 152 reviews
The Warm Hearth: 18th century barn retreat.
Outdoor spacesWalkabilityShared spaces
4.87 out of 5 average rating, 147 reviews
Spacious barn conversion edge of Bath 5* AA + pool
PetsOutdoor spacesLocation
4.95 out of 5 average rating, 125 reviewsPrivate, pet-friendly home rentals

The Coach House
PetsWalkabilityParking
5.0 out of 5 average rating, 289 reviews
Stunning landscapes, ancient forests, cosy retreat
WalkabilityPetsHeating
4.99 out of 5 average rating, 135 reviews
The Vault
PetsOutdoor spacesAccuracy
4.99 out of 5 average rating, 177 reviews
Rose Cottage, dog friendly, countryside location
WalkabilityPetsSleep quality
4.94 out of 5 average rating, 135 reviews
Rural Hideaway, Forest Walks and Farm Animals.
Outdoor spacesPetsAccuracy
4.91 out of 5 average rating, 265 reviews
Squirrel Lodge - Hot Tub!
PetsWalkabilityBreakfast
4.93 out of 5 average rating, 125 reviews
Modern Barn Conversion
Outdoor spacesPetsFamily
4.99 out of 5 average rating, 112 reviews
Romantic Idyllic Nuthatch Cottage with Hot Tub
Outdoor spacesPetsGetting around
4.97 out of 5 average rating, 298 reviewsDestinations to explore
- Longleat Safari Park
- Cotswolds AONB
- Stonehenge
- Brean Beach
- Lower Mill Estate
- Bike Park Wales
- Cheltenham Racecourse
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Cardiff Bay
- Cardiff Castle
- Roath Park
- Cotswold Wildlife Park
- Puzzlewood
- Bath Abbey
- Barry Island Beach
- Sudeley Castle
- Zip World Tower
- No. 1 Royal Crescent
- St Audrie's Bay
- Bute Park
- Waterfall Country
- Principality Stadium
- Newton Beach - Porthcawl
- Ashton Court Estate





