Pet-friendly vacation rentals in Chepstow

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Top-rated pet-friendly home rentals in Chepstow

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Top guest favorite
A scenic view is presented from the cottage, showcasing expansive green fields and a winding path leading to the horizon. The distant landscape includes patches of blue sky dotted with clouds, while a small red structure can be seen in the far distance.
Cottage in Alvington
5 out of 5 average rating, 113 reviews

Tranquil cottage Forest of Dean

Wake up to the sound of bird song and enjoy the serenity of this lovely dog friendly cottage in Alvington. Explore The Forest of Dean with its many walking and cycling trails, where there is the opportunity to see wild boar, pine martins and deer. Close to attractions eg Tintern Abbey, FOD steam Railway, Symonds Yat and the lovely Wye valley. Not a retail therapy destination. Max stay of 4 weeks (Cleaning and change of linen are undertaken weekly, for longer stays the cleaning fee is £40 )

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
4.8 out of 5 average rating, 114 reviews

Offas Dyke Cabin Garden Cottage Sedbury NP167EY

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 favorite
A cozy sleeping area features a spacious bed with white bedding and patterned pillows. A plaid throw drapes over the side. Light fills the room through two open windows, revealing expansive views of the lush countryside and rolling hills beyond.
Shepherd’s hut in Usk
4.98 out of 5 average rating, 169 reviews

Bespoke/Shower/L-burn/Wc/Stars/Dog/WiFi

Our hand built bespoke huts offer a luxurious and spacious living space to relax. Quality fixtures and fittings feature throughout. Located in beautiful countryside, stunning views and its amazing wildlife can be appreciated in the daytime and star gazing at night. An internal bathroom with double size power shower will ensure a luxurious experience. Its character wood stove will keep you cosy all year round. Luxury items: Handmade kitchen, Dab/Bluetooth radio, DVD / TV and Nespresso machine.

Top guest favorite
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, 145 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 favorite
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.
Condo in Old City
4.99 out of 5 average rating, 109 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 favorite
A serene landscape features gently rolling hills shrouded in morning mist, framed by lush green trees. A simple wooden gate opens to the expansive, grassy field, inviting a sense of tranquility and connection to nature.
Barn in Raglan
4.89 out of 5 average rating, 261 reviews

Beautifully renovated barn with lovely views

Beautifully renovated barn with stunning uninterrupted views to the Black Mountains. Our lovingly refurbished tractor shed offers a luxurious and stylish bolthole where you can escape and relax in the countryside. Open plan living with a walk in shower, electric fire and well equipped kitchen. This is the perfect escape to the countryside, within reach of all the beauty of the Brecon Beacons National Park and The Forest of Dean, perfect for hiking, cycling, adventuring and relaxing.

Top guest favorite
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, 257 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.

Top guest favorite
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, 448 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. Resort Calcot manor for spa day, payable by guests

Guest favorite
A view of rolling hills is captured under a clear blue sky, with mist gracefully lingering over the tree-covered slopes. The landscape features a blend of green and earthy tones, offering a serene connection to nature.
Guesthouse in Saint Briavels
4.9 out of 5 average rating, 272 reviews

Valleyside Annexe

Our annexe is a detached converted garage with living/kitchen area, a separate bedroom upstairs and a downstairs shower room. It has a private entrance with its own patio and outside dining space and beautiful views over the stunning Wye Valley. Plenty of walks are on the doorstep and there is a village pub, shop, castle and playground less than 10 minutes walk from the property. Well behaved dogs are welcome (£10 per dog) We are always in contact for any questions you may have.

Top guest favorite
The cottage is set on a hillside, surrounded by lush greenery and trees. A gentle slope leads to the well-maintained garden, with ferns and native plants framing the stone structure. The sky is bright blue with scattered clouds, enhancing the peaceful rural setting.
Home in Amberley
5 out of 5 average rating, 266 reviews

Magical cottage set within a woodland glade

Badgers Bothy is set within a woodland glade in the grounds of the 16th century Amberley Farmhouse and provides the most unique and charming country escape. Our idyllic cottage is set on the edge of Minchinhampton Common (located in an AONB) and with miles of footpaths which are perfect for those wishing to explore the Cotswolds. This beautiful cottage exudes an aura of peace and tranquillity and a haven for those wishing to escape the hustle and bustle of a busy life.

Guest favorite
The cottage's stone façade is highlighted by warm wooden accents, surrounded by a garden featuring vibrant daffodils in bloom. A rustic wall made of local stone outlines the property, complementing the natural landscape in the background. Sunlight casts gentle shadows across the scene.
Cottage in Llandogo
4.92 out of 5 average rating, 257 reviews

Cosy Cottage | Dog Friendly | Wye Valley

Mill Cottage is a delightful stone cottage situated on a private lane in the heart of a pretty village located on the River Wye. The original cottage is over 150 years old and was the home of the sawmill manager, who ran the nearby sawmill, which has long since disappeared. It is now a lovely holiday cottage, that sleeps two couples and one well-behaved dog. It overlooks a pretty church and is very conveniently located for the village pub.

Guest favorite
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 Monmouthshire
4.92 out of 5 average rating, 112 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.

Popular amenities for Chepstow pet-friendly home rentals

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

  • Nightly prices starting at

    Chepstow vacation rentals start at ﺩ.ﺇ477 per night before taxes and fees

  • Verified guest reviews

    Over 490 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!

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