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 £97 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 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
5 out of 5 average rating, 116 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
A spacious, pet-friendly garden is shown, featuring a lush green lawn surrounded by blooming bluebells and trees. A gravel path leads to a small shed and a seating area is visible, all under a clear blue sky with wispy clouds.
Cottage
4.97 out of 5 average rating, 108 reviews

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.

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
4.92 out of 5 average rating, 167 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

Top guest favourite
The open-plan studio features a rustic stone ceiling and a cozy atmosphere. A wooden table is set for dining, and a spacious bed is visible in the background. A stylish sofa and wardrobe complete the layout, contributing to the inviting decor.
Apartment
4.99 out of 5 average rating, 163 reviews

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.

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
4.93 out of 5 average rating, 200 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
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
4.97 out of 5 average rating, 482 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
A spacious bedroom features a large bed dressed in red and white checkered linens. Natural light enters through double doors leading to a private outdoor area. Nearby, a wooden dresser and bedside table provide additional storage.
Guest house
4.99 out of 5 average rating, 151 reviews

Isel Ysgubor (Low Barn) in beautiful countryside.

Isel Ysgubor (Low Barn in Welsh) is a one bedroom converted premises. It is located in an idyllic quiet part of Monmouthshire with many wonderful walks, cycle and running areas in the general locality. Monmouth town centre is approximately 10 minutes drive away, where there are a variety of restaurants, cafes, superstores, pubs and the sort of facilities that one would expect to find in an old Market Town. A place to be enjoyed through all of the seasons.

Guest favourite
Bungalow
4.97 out of 5 average rating, 154 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
A quaint, rustic stone cottage is nestled among lush greenery and wildflowers. The structure features multiple windows and a chimney, with Adirondack chairs positioned outside for relaxation. The natural surroundings create a tranquil setting, emphasizing the retreat's secluded charm.
Tiny home
4.97 out of 5 average rating, 249 reviews

The Woodman's Bothy

A rural retreat tucked away on a hillside at the edge of the forest where you can relax in front of the wood burning stove or enjoy the views of the beautiful Hope Mansell valley by the fire pit. This rustic hideaway is perfect for a romantic break or as a base for walkers and cyclists wanting to explore The Wye Valley and Royal Forest of Dean. Ross on Wye (10 mins), Monmouth (20 mins) and the cathedral city of Hereford (45 mins).

Guest favourite
The spacious living dining area features large windows allowing natural light to flood the room. A comfortable seating arrangement is positioned around a coffee table, and a dining table is visible nearby. Light wood flooring complements the neutral tones, creating an airy atmosphere.
Cottage
4.93 out of 5 average rating, 101 reviews

Forest Gem | Deer at the Door & Wheelchair Access

Danby Cottage is located in the Forest of Dean. So close to nature there's a good chance of seeing wild deer right outside the front door! Forest walks, cycle paths, parks & pubs are all within walking distance. After a long day you'll be able to sit back and relax in the garden in the summer, or by the log fire in the winter! Our extended cottage has been designed specifically for family living with a large living dining room.

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
4.92 out of 5 average rating, 133 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
4.97 out of 5 average rating, 170 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!

Popular amenities for Chepstow pet-friendly home rentals

  1. Airbnb
  2. United Kingdom
  3. Wales
  4. Monmouthshire
  5. Chepstow
  6. Pet-friendly rentals