
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 $247 NZD per night before taxes and fees

Verified guest reviews
Over 510 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.

The Coach House
This expertly refurbished 19th-century Coach House is full of character and all ready for your luxurious relaxing break. The open-plan living area has a exceptional view, and when you want a change there's a large smart TV and good-quality broadband for entertainment. The kitchen comes with induction hob and oven, dishwasher and washing machine, as well as all the pots, pans & utensils you need for cooking up delicious meals. The shower room/toilet is conveniently tucked away in a corner. Walk up the distinctive oak staircase to find the upstairs bedroom, with its impressive round window. It sleeps up to three people in a kingsize double bed and a separate single, and there's also room for a travel cot for an infant.The Coach House is ideal for a couple on a romantic escape, or for a family with young children looking for a safe space to relax and play. KEY FEATURES - One bedroom – upstairs, with kingsize double and single bed, space for travel cot. - One shower room/toilet – downstairs. - Sleeps up to three, and infant. - Private outside terrace area with view, shared use of 1.5 acre secure meadow & gardens. - Dogs welcome, two maximum, small additional charge. - Young children welcome (but you may need to bring a stairgate for safety). - Smart TV (Netflix, iPlayer, Freesat etc). - Good-quality broadband/Wi-Fi (free). - Induction hob, oven, microwave, fridge (freezer available if required), dishwasher. - Dining table for four, two leather sofas. - Washing machine (and use of dryer if required). - Underfloor heating (powered by eco-friendly air source heat pumps). - Wood burner, first basket of logs free. The Coach House is bookable by the week (start day Friday), and for weekend and mid-week short breaks.

Offas Dyke Cabin
Offas Dyke Cabin is set on a hill surrounded by organic countryside. The views of the Severn Estuary are spectacular, withThe Severn Bridge standing proud amongst it . . We are lucky to be located at the start or finnish of the historic Offas Dyke Path which offers beautiful walks and scenery. The cabin is walking distance to the local village pub which offers a hearty Sunday lunch. Chepstow Town centre with its quirky shops , restaurants and beautiful historical Castle are 5 minutes 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.

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.

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

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.

3 bedroom, peaceful, secluded, & large garden
Hidden away on the edge of the ancient Forest of Dean, in the beautiful Wye Valley, with a large secluded garden, accessed by a mile long, narrow, single track lane, hanging with ferns in summer. It's is a fabulous place for walkers and town escapees. Once a woodman’s cottage, with a cosy, spacious interior, fully equipped kitchen, log burner, very comfortable beds, all you need for a relaxing break. Not suitable for young children 1-12, the large garden has a pond and steep terracing.

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.

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

Cottage luxe in The Cotwolds
Wycke Cottage welcomes you with unequivocal charm and a little luxe at every turn. Hunker down in style in the picture-perfect Cotswold setting in the heart of Painswick. This 400-year-old cosy cottage, sits opposite the historic church. With stunning sunset views across to the church's beautiful spire and clockface, and its much storied 99 cloud-like yew trees, this stay offers the quintessential Cotswold experience.

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

Colliers Cottage at The Barracks, Forest of Dean

Boddington Mill

Charming 17th century Cottage

Dry Dock Cottage

Designer house, balcony, views, sauna, pool

Charming end of terrace 2 bed country cottage

The Game Larders

Idyllic Historic Cottage
Pet-friendly home rentals with a pool

Dovecote Cottage

The Hay Trailer, St Catherine Stays, Bath.

Cotswolds, Private Pool. Celebrations & Gatherings

Boundary Court Barn, Selsley common, Stroud

Cotswolds Cottage, Heated Pool, Tithe Barn Views

Luxury flat with indoor pool

Beech: Pretty cottage with hot tub

Beach House
Private, pet-friendly home rentals

Views, Hot Tub+Gamesroom

Country cottage with private woodland and orchard.

'The Showman's' with amazing view & hot tub option

The North Transept

Cosy 1840s cottage in Chew Valley and Mendip AONB

Walkers Rest at The Hayloft - The Brecon Beacons

Rhino Lodge Cabin

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





