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

  • Verified guest reviews

    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.

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Top Guest favourite
The exterior of Colliers Cottage is showcased under a clear blue sky. The stone façade features red accents, with large windows that invite natural light. A wooden patio area is furnished with a dining table and chairs, offering a view of the well-maintained garden.
Home in Parkend
4.99 out of 5 average rating, 138 reviews

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

Top Guest favourite
The traditional cottage is partially obscured by lush greenery, featuring a white exterior and prominent chimneys. A conservatory is visible, and trees frame the surroundings, creating a tranquil and inviting setting in the heart of nature.
Home in Trellech
5.0 out of 5 average rating, 125 reviews

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.

Top Guest favourite
Cottage in Chepstow
4.97 out of 5 average rating, 112 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.

Top Guest favourite
Cottage in Coleford
4.96 out of 5 average rating, 373 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.

Top Guest favourite
The exterior of a charming stone cottage is presented, featuring a warm facade adorned with ivy. A welcoming entrance opens into the space, while a small courtyard area is visible, surrounded by greenery and gravel pathways, enhancing the tranquil atmosphere.
Home in Tidenham Chase
4.92 out of 5 average rating, 174 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

Guest favourite
The historic Welsh Gatehouse features an imposing stone exterior with two prominent towers. Architectural details include ancient windows and a large, arched entrance. Surrounding greenery adds to the charm of this medieval structure, set against a clear blue sky.
Castle in Chepstow
4.93 out of 5 average rating, 202 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.

Top Guest favourite
Barn in Oldbury-on-Severn
4.99 out of 5 average rating, 103 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.

Guest favourite
The exterior of the barn conversion is showcased, highlighting the blend of natural stone and wood elements. A spacious patio area with large glass windows offers views of the enclosed garden, which is surrounded by lush greenery.
Barn in Leighterton
4.97 out of 5 average rating, 490 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

Top Guest favourite
Bungalow in Saltford
4.97 out of 5 average rating, 158 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.

Top Guest favourite
The exterior of a historic cottage is displayed, featuring a whitewashed facade with black window frames and a central door. Flower boxes are visible under the windows, while ivy is seen climbing the adjacent building, adding charm to the scene. A lamppost stands nearby.
Cottage in Chepstow
4.93 out of 5 average rating, 139 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.

Top Guest favourite
The exterior of the cottage is shown, featuring a two-story structure with a white facade and a pitched roof. A welcoming entrance is visible, framed by several windows. A paved driveway leads up to the entrance, along with flower pots enhancing the outdoor space.
Cottage in Saint Arvans
4.97 out of 5 average rating, 177 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!

Guest favourite
A newly converted barn features a stone exterior complemented by bold red windows and a door. A railing outlines the entrance, while a gravel path leads to the structure. Surrounding greenery and hills create a natural backdrop.
Barn in Llangwm
4.94 out of 5 average rating, 104 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.

Popular amenities for Chepstow pet-friendly home rentals