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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, 124 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

Guest favorite
Home in Boddington
4.94 out of 5 average rating, 187 reviews

Boddington Mill

Boddington Mill is a stunning countryside retreat in the heart of the Cotswolds, steeped in history and rural charm. The building retains industrial mill parts which intersect multiple levels for a unique and generous living space. Its south-facing garden includes outside dining, wood-fired hot tub, and large lawn, home to wildlife and fruit-bearing trees. Inside, the three king sized bedrooms feature luxury bedding beneath vaulted, oak-beamed ceilings and period windows. Sky TV, Sonos speakers.

Top guest favorite
An open kitchen and dining area features a round wooden table with four chairs, a modern kitchen equipped with quality appliances, and a comfortable armchair. Light floods in through large windows, with green curtains adding a touch of color. A staircase is visible leading to the upper level.
Home in Mark
4.99 out of 5 average rating, 112 reviews

Charming Two Bed Coach House in Somerset

Relax in our beautiful former coach house, stylishly renovated and conveniently located for a peaceful stay in the heart of the Somerset Levels. The Coach House boasts a brand-new kitchen with Nespresso machine, living area, bedroom with luxury king bed, and ensuite with roll-top bath and separate shower. Upstairs is a twin bedroom and shower room. Providing easy access to explore all Somerset has to offer, found in the centre of the village and just a stones-throw from two country pubs and shop

Guest favorite
Home in Painswick
4.94 out of 5 average rating, 166 reviews

Breathtaking Cotswolds Restored Chapel Valley View

Step into a rare and remarkable stay at ‘The Old Church’, a lovingly restored & renovated 1820s chapel nestled on the hillside in the idyllic Cotswolds village of Sheepscombe. This enchanting property blends timeless character & period charm with a relaxing contemporary feel. A truly unique picturesque countryside escape. Located in a tranquil woodland setting on the edge of Blackstable Nature Reserve with scenic valley walks, a rustic village setting, a playground & lovely pub down the lane.

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, 113 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, 159 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 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 in Portishead
4.92 out of 5 average rating, 190 reviews

Self catering cottage, sleeps 4, in Portishead.

The early 18C cottage is a part of our home but totally separate and 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. The property enjoys two bathrooms; each close to each of the 2 bedrooms. There is a large lounge with a wood burning stove, ample seating, TV and a piano. The large kitchen has a range, microwave cooker and dishwasher. In the utility room there is a washing and tumble drier.

Guest favorite
A charming cottage is framed by neatly manicured topiary shrubs, while a blossoming cherry tree adds a touch of seasonal beauty. The blue sky above creates a bright backdrop, enhancing the serene outdoor space surrounding the cottage.
Home in Winford, Bristol , North Somerset
4.83 out of 5 average rating, 115 reviews

Charming 17th century Cottage

Situated in the coveted Chew Valley area, this cottage offers a harmonious balance between rural living and convenient access to modern amenities including the cities of Bath, Bristol and Wells. very easy access to Bristol airport. The surrounding area boasts a wealth of outdoor activities, including hiking trails, cycling routes, and the picturesque nearby Chew Valley Lake. Additionally, the thriving local community offers a range of charming shops, country pubs, and renowned restaurants.

Superhost
The historic Mill House is set in a lush green landscape, surrounded by trees and flowering plants. A spacious and well-maintained lawn offers a welcoming outdoor space in this tranquil country setting.
Home in Midford
4.87 out of 5 average rating, 209 reviews

The Mill House at Midford Mill, Bath

Stunning 4 Bedroom Water Mill minutes from Bath. The accommodation is a Grade II Listed Mill House situated in a country location on the southern outskirts of Bath. The Mill House is being refurbished to a very high standard and offers spacious accommodation arranged over 3 floors covering a very generous 300m2. It has a river frontage, an island and gardens of just over ¾ of an acre. The interior retains many period features including exposed beams, fireplaces and recessed windows.

Top guest favorite
A half-timbered manor house is set within a spacious, green landscape. The building is surrounded by lush trees, with a clear blue sky overhead. A peaceful freshwater lake and gently rolling hills are visible in the background, enhancing the tranquil atmosphere.
Home in Ross-on-Wye
4.92 out of 5 average rating, 298 reviews

The Game Larders

Wythall is a half-timbered manor house in a secluded and idyllic setting with garden, fresh water lake, wooded grounds and vineyards. You will enjoy peace and quiet here and see an abundance of wildlife. Wine tastings and vineyard tours are also available via appointment. The Game Larders is completely self contained and situated in the west wing of the manor house. It is well equipped and furnished, with access to ample parking space and central heating throughout. Pets are welcome.

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, 161 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
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, 1,132 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.

Popular amenities for Chepstow house rentals

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