
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 $181 AUD per night before taxes and fees

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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.

Colliers Cottage at The Barracks, Forest of Dean
Situated in the heart of the Forest of Dean, you will find Colliers Cottage. An ex-colliers cottage that has been extensively renovated in 2024, it comprises 2 bedrooms (1 with en-suite), family bathroom, kitchen, lounge (with sofa bed), dining room and a large, fully fenced private garden with off road parking If you want a stay where you are surrounded by nature, look no further! This is an ideal location for keen walkers, runners and cyclists with off road trails just a short distance away

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.

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.

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.

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

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.

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.

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

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.

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.

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!

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.
Popular amenities for Chepstow pet-friendly home rentals
Pet-friendly house rentals

Stunning, stone property with city views

Cosy cottage in the heart of Usk

Lilac Cottage

Portishead eco-home with a View

Stylish barn in The Forest of Dean

Forest Views, Trails & Tranquillity

Luxury Cotswolds Cottage, Castle Combe (optional Hot Tub)

Stunning Views, Hot Tub, Pizza Oven & Fire Pit
Pet-friendly home rentals with a pool

2 bedroom cottage in the heart of Monmouthshire

Granary with indoor pool in rural Somerset Nr Bath

Large Georgian House with Indoor Swimming Pool

The Hay Trailer, St Catherine Stays, Bath.

Boundary Court Barn, Selsley common, Stroud

Luxury flat with indoor pool

The Annex at The Oaks

The Warm Hearth: 18th century barn retreat.
Private, pet-friendly home rentals

Rural Hideaway, Forest Walks and Farm Animals.

Rose Cottage, dog friendly, countryside location

Forest Gem | Deer at the Door & Wheelchair Access

The Vault

Luxury-BedView/Shower/LBurner/Stars/Dog/WiFi

Romantic Idyllic Nuthatch Cottage with Hot Tub

The Coach House

The Covey, a Tudor cottage for two.
Destinations to explore
- Cotswolds AONB
- Longleat Safari Park
- Stonehenge
- Brean Beach
- Lower Mill Estate
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Bike Park Wales
- Cheltenham Racecourse
- Cardiff Bay
- Cardiff Castle
- Roath Park
- Bannau Brycheiniog National 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
- Principality Stadium
- Newton Beach - Porthcawl





