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House holiday rentals in Chepstow

Find and book unique houses on Airbnb

Top-rated house rentals in Chepstow

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite
The barn features an expansive glass facade, allowing for ample natural light and unobstructed views of the surrounding landscape. A wooden deck extends outward, bordered by gravel. Inside, a spacious room can be seen with a super king-size bed and dining area.
Home
4.92 out of 5 average rating, 279 reviews

Unique Private Slad Valley Contemporary Chic Barn

Peglars Barn was completed in 2019, the entire front of this barn is glass which brings the stunning Slad Valley to you at all times, with nothing except the odd animal to distract you from your back to nature experience. This property has everything, blinds, super kingsize bed, en-suite walkin shower, laundry & loo, fully equiped kitchen, huge Smart TV, DVD, WiFi, Bose speaker, Nespresso machine, Laurie Lee trail walking map & other trails. Please read on for more local interest for your stay.

Top guest favourite
A spacious lodge interior features a comfortable double bed with a premium mattress, set against a backdrop of artistic wall decor. Large glass doors provide natural light and lead to a garden area, while a wall-mounted smart TV and a kitchenette are visible in the background.
Home
4.94 out of 5 average rating, 648 reviews

BEAUTIFUL Tiny House: Whitsun Lodge

Tiny little lodge/House in Bristol. Detached from our house with access to the garden. 10 minutes drive from THE WAVE. 30 seconds walk from Aerospace Bristol (Concorde museum) Great links to the City Centre Comprising of full kitchen, En-suite bathroom and shower, comfy double bed (premium mattress) Smart TV already connected to Netflix/NowTV/Disney+ Use of the washing machine if you need Me, My wife Charlee, My baby son Finley and our little Dog Louie look forward to welcoming you 😄

Top guest favourite
A bright and inviting room is filled with natural light from large windows dressed with soft curtains. The cozy area features a spacious bed with light bedding, a textured sofa, and a circular coffee table. Artwork hangs above the bed, adding a touch of color.
Home
4.98 out of 5 average rating, 225 reviews

Birch Cottage

Set in the Countryside just outside the market town of Thornbury, Birch cottage is moments away from Bristol, Wales and 30 mins to the Cotswolds. Standing in its own private garden with stunning views across the river Severn into Wales, friendly sheep are your neighbours. The Cottage is brand new, fitted to a high standard with its own kitchen, en suite and private gated parking 10 mins from the M4/5. Close by are:The Wave, Clifton Bridge, Wye Valley, Bristol docks and Thornbury Castle.

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, 144 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 cottage features a charming garden surrounded by greenery, with a well-maintained pathway leading to the entrance. Colorful flower pots are arranged along the stone path, and hints of the rustic stone exterior of the building are visible, creating a tranquil outdoor space.
Home
4.91 out of 5 average rating, 175 reviews

Self catering cottage, sleeps 4, in Portishead.

The early 18C cottage is a part of our home but totally self contained. It retains many of the features of the time and is full of character. The two doubles are a good size and have wardrobes and shelving. Both have tea and coffee making facilities. The property enjoys two bathrooms; each close to the each of the bedrooms. There is a large lounge with a wood burning stove, ample seating, TV/DVD player and a piano. The large kitchen has a range, microwave cooker and dishwasher.

Top guest favourite
The main entrance features a solid light gray door with a decorative window and a traditional door knocker. A wall-mounted lantern provides illumination, while a small basket of flowers adds a welcoming touch at the base. The cottage number is displayed beside the door.
Home
4.96 out of 5 average rating, 144 reviews

Cosy cottage in village centre.

Newly renovated and restored to a very high standard, the cottage has retained its traditional features.It is warm and cosy located in the centre of the popular village of Aylburton. Enclosed rear terrace and secure bike storage. The fitted kitchen is fully equipped with everything you need to prepare meals, having said that, there's a great pub next door. There is also a BBQ and outdoor seating, just a step up from the kitchen to enjoy a morning coffee on the sunny patio.

Top guest favourite
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
5 out of 5 average rating, 258 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.

Top guest favourite
The exterior of Woodside Lodge is showcased, featuring a contemporary wooden facade and large windows. The surrounding lush greenery includes carefully tended shrubs and trees, creating a serene backdrop. A well-maintained lawn leads to the entrance, enhancing the natural ambiance of the property.
Home
5 out of 5 average rating, 340 reviews

Surrounded by woodland 10mins from Bristol Airport

Woodside Lodge - Is an exceptional architect designed barn conversion. Sitting on the entrance to extensive private woodland, whilst located within our own 2 acres of beautiful gardens. We created this stunning Lodge with its large windows, cathedral ceiling and luxurious facilities. Ensuring we had a state of the art home that would take our guests breath away! We could have created two or even three bedrooms from this space but decided less was more.

Top guest favourite
A spacious stone cottage is surrounded by lush greenery, with a pathway leading to the entrance. The exterior features a mix of stone and wood elements, creating a rustic charm. Large windows allow natural light to brighten the interior spaces.
Home
4.95 out of 5 average rating, 1,070 reviews

Adjoined Stone Cottage Wye Valley (Five Springs)

Self-catering cottage in a small quiet Wye Valley village in in the hills above Monmouth. Set in 6 acres of woodland and hidden gardens. Large bedroom with comfortable king (60") & single bed, lounge with log burner, TV & WiFi. Stunning large spa room with sauna, shower, jacuzzi & small toilet room. Kitchen with induction hob, grill and fan oven, microwave, washing machine, tumble dryer and fridge freezer, separate bathroom with toilet.

Top guest favourite
A vibrant living room showcases a mix of colors and textures. An orange sofa complements a pink armchair, both positioned around a black coffee table. A stone fireplace serves as a focal point, accompanied by artful wall decor and a large, patterned wallpaper.
Home
4.98 out of 5 average rating, 160 reviews

Condé Nast Traveller Top 25 Stay with nickel bath

Twice featured in Condé Nast Traveller’s Top Stays, Rumple Cottage is a warm Georgian escape on a quiet lane at the Wiltshire/Somerset/Cotswolds border. Enjoy frosty walks to fireside pubs, the glow of the woodburner, long soaks in the nickel bath and film nights on the 80” projector. Only 20 mins to Bath and 6 mins to Bradford on Avon. Arrive to homemade cream tea, fresh bread and mulled cider for a cosy start to your stay.

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
4.98 out of 5 average rating, 152 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 country cottage features a classic stone exterior with a slate roof, surrounded by a lush green lawn and garden. A white parasol provides shade over the outdoor seating area, enhancing the inviting appearance of the property amidst the natural surroundings.
Home
4.93 out of 5 average rating, 111 reviews

Delightful Cottage Retreat

Nestled in the heart of the idyllic village of Lower South Wraxhall, this beautiful country cottage is the perfect place to get away from it all. Just north of the historic town of Bradford on Avon, 20 minutes to Bath and sitting within the Cotswolds, the cottage is well placed for exploring. Beautifully decorated and well equipped for blissful summer days or cosy winter evenings you are guaranteed to have a special stay.

Popular amenities for house rentals in Chepstow

Quick stats about house rentals in Chepstow

  • Total holiday rentals

    Explore 10 holiday rentals in Chepstow

  • Nightly prices starting at

    Chepstow holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 540 verified reviews to help you choose

  • Wifi availability

    10 of Chepstow holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chepstow rentals

  • 5 Average rating

    Chepstow stays are highly rated by guests – averaging 5 out of 5!

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