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.

1 of 1 pages1 / 1
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

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
Top Guest favourite
Cottage in Chepstow

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
Top Guest favourite
Cottage in Coleford

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
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

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
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

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
Top Guest favourite
Barn in Oldbury-on-Severn

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
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

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
Guest favourite
A spacious bedroom features a floral-patterned bedspread and two black accent pillows on a comfortable bed. Soft carpet covers the floor, complemented by bedside tables with matching lamps. A decorative mirror and a unique light fixture add contemporary charm to the room.
Home in Tutshill

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
Top Guest favourite
Bungalow in Saltford

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
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

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
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

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
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

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 reviews

Popular amenities for Chepstow pet-friendly home rentals

Pet-friendly home rentals with a pool

Guest favourite
A scenic view captures the cottage and surrounding landscape, featuring lush green fields and trees under a clear blue sky. A natural swimming pool reflects the greenery, contributing to the tranquil atmosphere of the idyllic valley.
Guesthouse in Monmouthshire

2 bedroom cottage in the heart of Monmouthshire

PetsWalkabilityCheckout

4.96 out of 5 average rating, 209 reviews
Top Guest favourite
An open-plan living area showcases high ceilings with exposed wooden beams and contemporary lighting fixtures. A comfortable sofa, accented in yellow, is paired with a cozy built-in bench and a round dining table surrounded by white chairs. Large windows allow natural light to fill the space.
Apartment in Bishop Sutton

Granary with indoor pool in rural Somerset Nr Bath

Outdoor spacesWalkabilityBathroom

4.98 out of 5 average rating, 478 reviews
Superhost
The exterior of a Georgian home is framed by lush greenery, showcasing tall windows and classic architecture. A welcoming entrance is marked by elegant columns, while gravel pathways lead to a spacious parking area with a detached garage, complemented by verdant surroundings.
Home in Willsbridge

Large Georgian House with Indoor Swimming Pool

PetsOutdoor spacesComfort

4.86 out of 5 average rating, 118 reviews
Superhost
An open plan living and sleeping area is featured, with a comfortable kingsize bed dressed in white linens and complemented by a cozy sofa. Natural light filters through two windows, illuminating the wooden beams overhead and highlighting the inviting atmosphere.
Barn in Bath

The Hay Trailer, St Catherine Stays, Bath.

Outdoor spacesPetsHospitality

4.87 out of 5 average rating, 558 reviews
Top Guest favourite
The exterior of The Annex features a wooden facade with large glass doors framed by white curtains. Potted shrubs are positioned on either side of the entrance, complementing the brick-paved patio area. A clear sky and natural light enhance the inviting look of the structure.
Guesthouse in Bridstow

The Annex at The Oaks

Outdoor spacesWalkabilityWi-Fi

4.95 out of 5 average rating, 739 reviews
Top Guest favourite
An open-plan space features a large dining table set for six, surrounded by wooden chairs. Natural light streams through expansive windows, providing views of the surrounding landscape. The mezzanine above contains a sofa, and textured stone walls add character to the area.
Home in Gloucestershire

Boundary Court Barn, Selsley common, Stroud

PetsOutdoor spacesParking

4.97 out of 5 average rating, 152 reviews
Superhost
A welcoming space with a large window offering views of the surrounding greenery. A decorative floral arrangement enhances the room, which features a patterned area rug on the floor and a comfortable bed positioned for views. A sign labeled 'Wood View' is displayed on the door.
Home in County of Herefordshire

The Warm Hearth: 18th century barn retreat.

Outdoor spacesWalkabilityShared spaces

4.87 out of 5 average rating, 147 reviews
Guest favourite
The exterior of the barn conversion is surrounded by lush greenery and colorful flowers, with a small stream flowing nearby. A tree with vibrant leaves adds to the natural setting, complementing the home’s stone facade and solar panels on the roof.
Cottage in Bath

Spacious barn conversion edge of Bath 5* AA + pool

PetsOutdoor spacesLocation

4.95 out of 5 average rating, 125 reviews