House vacation rentals in Chepstow

Find and book unique houses on Airbnb

Quick stats about house rentals in Chepstow

  • Total vacation rentals

    Explore 10 vacation rentals in Chepstow

  • Nightly prices starting at

    Chepstow vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

  • Verified guest reviews

    Over 600 verified reviews to help you choose

  • Wi-Fi availability

    10 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, 129 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, 200 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.

Guest favorite
A charming family home is set amidst lush greenery, featuring a spacious terrace supported by wooden beams. Stone steps lead up to the entrance, flanked by vibrant flower beds, while climbing plants offer a touch of nature against the stone façade.
Home in Bath
4.95 out of 5 average rating, 120 reviews

5 cars o/s forecourt - detached 4 bedroom - Views!

King's Court is a quiet, 4 bedroom, family home in a magical setting looking over the world heritage City of Bath. Sitting in beautiful gardens and untouched National Trust countryside, you have the city laid at your feet. Not only do you have stunning gardens and woodland for children (and adults!) to escape to, but you are a 3 min drive /13 min walk to the heart of Bath. Two large reception rooms, one with huge ceiling to floor glass, and a full length balcony mean you will not want to leave!

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 Trelleck
5 out of 5 average rating, 114 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
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, 286 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.

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
4.91 out of 5 average rating, 161 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

Guest favorite
The exterior of a charming self-catering cottage features a whitewashed façade, wooden accents, and a welcoming front porch. A small stone path leads to the entrance, surrounded by a well-maintained garden with various shrubs and a seating area. Natural scenery frames the cottage in the background.
Home in Coed-y-paen
4.96 out of 5 average rating, 311 reviews

Forest Cottage

There are no hidden extra payments, the nightly fee is total. Self catering cottage, originally built in the 1800's, restored and extended to provide a high standard of accommodation. Set in private gardens which extend to 23 acres and with outstanding views across the Usk valley. The garden area provides 2 large decked viewpoints, Private parking. The property has retained its original stone spiral staircase which might prove difficult for guests with mobility issues or the very young.

Superhost
A charming detached lodge is surrounded by a well-maintained garden, featuring a mix of stone and wooden design elements. The inviting entrance is framed by potted plants, with a patio area of stepping stones leading to lush green grass. The exterior is bathed in natural light under a partly cloudy sky.
Home in Raglan
4.86 out of 5 average rating, 196 reviews

Willsbrook Lodge

This little piece of heaven sits in the centre of the village of Raglan, within the grounds of Willsbrook House, just moments from its castle & within walking distance of a pub, restaurant, village Supermarket (Tesco 7am-11pm) & award winning butcher. Ideally located for exploring Tintern Abbey, floral Usk, Abergavenny and Monmouth (all under 10 miles) visitors can also enjoy golf courses abound and the Breacon Beacons, Offa's Dyke, Wye and Usk Valleys which all provide good walking.

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 Hengoed
5 out of 5 average rating, 301 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.

Top guest favorite
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 in Aylburton
4.96 out of 5 average rating, 164 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 favorite
The charming exterior of the period cottage features a stone façade with a blue door at the center. Two windows, framed with white shutters, are symmetrically placed on the upper level, while a warm light illuminates the entrance, enhancing the welcoming appearance.
Home in Chew Magna
4.92 out of 5 average rating, 106 reviews

Charming end of terrace 2 bed country cottage

Welcome to this delightful period cottage in the picturesque village of Chew Maga. This two-bedroom home combines timeless charm with modern comforts. Situated in the heart of Chew Magna, the cottage is just a short 5 minute stroll from the village’s extensive amenities. The cottage is surrounded by scenic walking trails and a short walk to Chew Valley lake and close to the Mendip Hills. Bristol airport is 10 minutes away, Bath 10 miles away and Bristol 6 miles away.

Top guest favorite
A cozy living area is highlighted by a stone fireplace, where a gentle flame burns. Plush red sofas with patterned cushions surround a stylish coffee table adorned with decorative items and candles. Large windows draped with soft fabric allow natural light to filter in.
Home in Bath and North East Somerset
4.97 out of 5 average rating, 157 reviews

Stunning Lansdown Crescent Mews House with parking

Lansdown Crescent is a well-known example of Georgian architecture and a short walk from the famous Royal Crescent. Sitting quietly behind this iconic address you'll find this beautifully converted, lavish Upper Lansdown Mews house. Just a ten minute saunter from Bath centre, this truly luxurious two-bedroom retreat is brimming with the finest fixtures and finishes, complimented by a private terrace, mood lighting, carefully chosen furniture and artwork aplenty.

Popular amenities for Chepstow house rentals

  1. Airbnb
  2. United Kingdom
  3. Wales
  4. Monmouthshire
  5. Chepstow
  6. House rentals