Pet-friendly holiday rentals in Chepstow

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Quick stats about holiday rentals that are pet-friendly in Chepstow

  • Nightly prices starting at

    Chepstow holiday rentals start at $180 SGD 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.

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Top guest favourite
An open-plan lounge is furnished with a grey chaise sofa and a wooden coffee table. A television is positioned opposite the seating area. Bi-fold doors provide access to a deck, and a small dining set is visible outside. Natural light fills the space, complemented by potted plants.
Barn in Bradford-on-Avon
4.98 out of 5 average rating, 370 reviews

Contemporary Getaway with Countryside Views

Unit 2 of Haygrove Farm; Fix breakfast in a daylight-filled kitchen with wood countertops and dine al fresco at a cosy table on the decked patio of this contemporary home. Kick back on a chaise sofa with a book in an open-layout room with potted plants and trendy decor. Ideal for couples, families or a group of friends, the newly built contemporary barns in rural Wiltshire, just 7 miles from Bath and less than 2 miles from the historic Town of Bradford on Avon are the perfect location for a relaxing countryside getaway. These spacious, light-filled holiday barns will be a true delight to stay in. The development of the plot of the old stable and pigsty at Haygrove Farm has been built to the highest standard with the contemporary design and finish, including the expansive glazing, carefully planned to compliment the landscape, making the outlook truly breath-taking. A vaulted ceiling gives the open plan lounge/kitchen/dining area a light and airy feel. Sleeping 4 people; One king size room and one twin (that can be converted to a king if requested in advance) with one large family bathroom and an en-suite shower room to the main bedroom, you’re assured to have a comfortable stay. Bi fold doors lead to a private deck area and large shared lawn boasting spectacular views of the beautiful Wiltshire countryside. Ample parking for 2+ cars within the gated driveway. Full underfloor heated tiled floors, TV & Marshall speaker, Wi-Fi. Excellent quality sheets and towels, hairdryer all provided as well as tea, coffee, sugar, milk and a small welcome hamper. We will leave keys for you within the key box at the front gates, but do not want to interfere with your privacy unless you need us. As a family run business we live in the Main farmhouse and Annexe right next door so can be on hand if you have any problems or want any advice to make the most out of your stay and will leave you our phone numbers should you need to contact us. There are plenty of wonderful places to eat in the local area (including the fantastic New Inn in Westwood itself) and we will be happy to recommend and book for you if you need us to. Located in Westwood, Haygrove Farm is a short walk from both the Westwood Manor and lford Manor, plus a 2-minute drive from Bradford-on-Avon. Bath is a 12-minute train ride away from either Avoncliff railway station, which is a mile away or from Bradford on Avon station. We have horses and a friendly Dalmatian ‘teenager’ as part of the family and you will see us around and about as access to Haygrove Stables are on the same drive as the Barns. We ask when you park that you consider the possibility of horseboxes needing to pass. This 2nd barn is dog friendly so we are able to welcome 4 legged friends, so they too can experience the beautiful Westwood countryside! We simply charge an additional £10/night cleaning charge when dogs are booked (payable on arrival/departure) and ask that they are kept off the furniture & not left unattended. Both Sharky (Dalmatian) & George (horse) are friendly (as are the other equine residents) We ask you not to feed the horses & please let us know if you have any dog aversions as Sharky is always happy to meet new people & may try & say hello to you before we do! ;)

Superhost
An outdoor space features a wooden deck with a seating area. A cozy sofa adorned with colorful cushions complements a table and chairs. String lights are hung overhead, adding a charming touch to the cabin's entrance, which is framed by light blue doors.
Hut in Sedbury
4.77 out of 5 average rating, 141 reviews

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 .

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 Trelleck
5 out of 5 average rating, 112 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 in Chepstow
4.97 out of 5 average rating, 107 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 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 in Bristol City
4.99 out of 5 average rating, 153 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.

Top guest favourite
The cottage is set amongst lush greenery, featuring a spacious lawn and a well-kept garden. Its exterior is painted white, with large windows and a welcoming entrance. A backdrop of trees adds to the tranquil atmosphere, creating a serene retreat in the countryside.
Cottage in Brockweir
4.99 out of 5 average rating, 277 reviews

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.

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
4.92 out of 5 average rating, 197 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 in Leighterton
4.97 out of 5 average rating, 476 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, 149 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 Wycke Cottage features charming stone walls adorned with lush green vines. Multiple windows allow natural light to fill the space, while potted plants in various sizes enhance the entrance. A clear blue sky creates a serene backdrop.
Home in Painswick
4.98 out of 5 average rating, 230 reviews

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.

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
4.92 out of 5 average rating, 129 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, 165 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