
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

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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.

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

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.

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

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.

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.

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

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.

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.

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.

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.

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.

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
House rentals with a pool

Olli's Summer House - Jacuzzi & Natural pool

Granary Cottage with access to indoor pool & spa

The Old Rectory with Swimming Pool

Amazing 40% off JULY mid-weeks in the Cotswolds

Modern inner city 3 bed eco house

Boundary Court Barn, Selsley common, Stroud

Cotswolds Cottage, Heated Pool, Tithe Barn Views

Luxury Barn - heated pool, hot tub & log burner
Weekly house rentals

Charming Country House close to the Cotswolds Way

Unique Cosy Retreat - Spacious 3-Bed Farm House

Ty Gardd - Luxury lodge with covered hot tub

Forest Cottage

Luxury Coastal Retreat | Steps to Sea | Sleeps 10

Little Lamb Lodge, Abergavenny

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

Country cottage with scenic views and hot tub
Private house rentals

Stunning 17th century Cotswolds townhouse annexe

Delightful 3-Bedroom cottage with log burner

Large Country Cottage, Log Fire, Fire Pit, Air Con

The Pink Cottage

Sedbury Farm Cottage #5

Bright, spacious 3 bedroom house in Bath.

Trwyn Tal Cottage

Country Farmhouse | Hamlet Views & Walks from Door
Destinations to explore
- Bannau Brycheiniog National Park
- Cotswolds AONB
- Stonehenge
- Longleat Safari Park
- Principality Stadium
- Cheltenham Racecourse
- Lower Mill Estate
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Bike Park Wales
- Brean Beach
- Cardiff Castle
- Roath Park
- Cardiff Bay
- Cotswold Wildlife Park
- Bath Abbey
- Sudeley Castle
- Zip World Tower
- Bute Park
- Puzzlewood
- No. 1 Royal Crescent
- St Audrie's Bay
- Barry Island Beach
- Stourhead
- Dunster Castle





