House vacation rentals in Chepstow

Find and book unique houses on Airbnb

Quick stats about house rentals in Chepstow

  • Total vacation rentals

    Explore 20 vacation rentals in Chepstow

  • Nightly prices starting at

    Chepstow vacation rentals start at G$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 670 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    20 of Chepstow vacation rentals include wi-fi 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!

Top-rated house rentals in Chepstow

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

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Top guest favorite
The exterior of Colliers Cottage is showcased under a clear blue sky. The stone façade features red accents, with large windows that invite natural light. A wooden patio area is furnished with a dining table and chairs, offering a view of the well-maintained garden.
Home in Parkend
4.99 out of 5 average rating, 136 reviews

Colliers Cottage at The Barracks, Forest of Dean

Situated in the heart of the Forest of Dean, you will find Colliers Cottage. An ex-colliers cottage that has been extensively renovated in 2024, it comprises 2 bedrooms (1 with en-suite), family bathroom, kitchen, lounge (with sofa bed), dining room and a large, fully fenced private garden with off road parking If you want a stay where you are surrounded by nature, look no further! This is an ideal location for keen walkers, runners and cyclists with off road trails just a short distance away

Top guest favorite
The exterior of the barn conversion is shown, featuring a mixture of stone and wood materials. Bright flowers and greenery surround the entrance, along with patio seating. Large windows allow natural light to illuminate the interior, and a red front door offers an inviting focal point.
Home in Falfield
4.99 out of 5 average rating, 208 reviews

The Barn. Perfect for family & friends to meet up.

This very spacious barn conversion is the perfect place to meet family & friends, to relax and “re-connect”. The large fully equipped open plan kitchen and dining room join into the light and comfortable lounge to form the perfect social space plus there's a games room with full size table tennis! Extensive outside patios & gardens provide stunning views over the Severn Vale and wonderful sunsets. Three of the four bedrooms are on the ground floor; all have private en-suites with shower or bath.

Top guest favorite
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
5.0 out of 5 average rating, 123 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 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, 171 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
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 in Thornbury
4.98 out of 5 average rating, 308 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 favorite
Home in South Gloucestershire
4.95 out of 5 average rating, 219 reviews

Cotswolds Romantic Getaway in Luxury Barn

The Barn at Church View is a unique luxury conversion of a 200 year old stone former calving barn on the western fringe of The Cotswolds, near the maket towns of Thornbury and Wotton-under-Edge. Its privileged countryside location is within easy reach of the vibrant cities of Bristol, Bath and Gloucester offering an abundance of things to do. The recently renovated barn is a tranquil private space away from noisy roads, the perfect setting for your next holiday or romantic getaway.

Top guest favorite
A charming two-story farmhouse is depicted in the image, featuring a classic white exterior. The front garden is adorned with vibrant red flowers and well-maintained greenery. A set of stone steps leads up to the entrance, with seating available on a small patio area.
Home in Ystrad Mynach
5.0 out of 5 average rating, 314 reviews

Unique Cosy Retreat - Spacious 3-Bed Farm House

Escape to a cozy, 17th-century Grade II listed farmhouse steeped in history and charm. Tucked away down a quiet lane, Cascade House is set within 1.5 acres of mature gardens, offering a peaceful sanctuary for couples and families. Explore beautiful walking routes throughout the local area or take advantage of our secure storage for bicycles. With ample gated parking and plenty of space to breathe, this historic retreat is the perfect base for your next countryside adventure.

Guest favorite
Home in Cotham
4.95 out of 5 average rating, 102 reviews

Redland Suites: The Mews. Great Location & Sleep 4

This beautiful 2-bedroom high spec mews house sleeps 4 guests comfortably. A gorgeous open plan fully equipped kitchen and living area, two bedrooms with king sized beds, both have luxury en-suite bathrooms one with a waterfall shower and the other with a bath. The property also has a downstairs toilet and utility room. These are just some of the features to make your stay perfect. The high-end finish and furniture has been selected with your comfort in mind.

Guest favorite
A spacious living area features large windows that invite ample natural light, showcasing views of greenery outside. A comfortable sofa and an orange armchair are present, positioned beside a modern flat-screen television. A dining table can be seen in the background, enhancing the open layout.
Home in Bath and North East Somerset
4.98 out of 5 average rating, 117 reviews

Stunning, stone property with city views

Immaculately presented two bedroom property located moments from the bustling city streets. This stunning property has the most beautiful views from the terrace, overlooking the UNESCO city of Bath, large living and dining spaces, two bedrooms both with ensuite bathrooms and off street parking. A real gem in the tranquility of elegant Widcombe with an abundance of local cafes, shops, pubs and restaurants only a short stroll away. Come, refresh and relax!

Top guest favorite
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 in Whitebrook
4.95 out of 5 average rating, 1145 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.

Guest favorite
A charming cottage is nestled among lush greenery, overlooking a serene canal. A patio area with seating and an umbrella is visible, surrounded by vibrant flowers and ferns. Tall trees provide shade, enhancing the peaceful outdoor setting.
Home in Llanfoist
4.97 out of 5 average rating, 116 reviews

Incline Cottage

As wildly romantic as it gets! With a wooded backdrop and canal side terrace, this larch-clad cottage is absolute luxury for two - with a sumptuous bed and statement slipper bath. Feel refreshed from the glorious views across the canal towards the mountains, or cosy up in front of the wood burner in the lounge. Unwind with a stroll along the canal towpath or stargaze together in the hot-tub. Pets are welcome, too.

Top guest favorite
A bright living area features oak flooring and a cozy seating arrangement. Large glass doors open to the small garden, while a log burner is positioned against a stone wall. A wooden dining table with light chairs adds a touch of warmth to the space.
Home in Castle Combe
4.98 out of 5 average rating, 299 reviews

Fuchsia Barn, romantic Cotswolds

Fuchsia Barn is a brand new purpose built Airbnb unit, finished to a very high standard, with lots of natural materials giving it a relaxing and cosy atmosphere. It is situated 12 minutes walk from the beautiful village of Castle Combe, often voted the prettiest in the country, and featured in many films. There are wonderful woodland walks from the property, and two village pubs within walking distance

Popular amenities for Chepstow house rentals