
House vacation 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.

The Old Museum, Castle Combe
The Old Museum is a detached self-contained holiday home in the historic and picturesque village of Castle Combe. Situated in the lower village it is just short walk (200m) to the village centre with its pubs, cafe and restaurant. The Manor House Golf Club and Castle Combe Circuit are both within in walking distance and the footpath opposite connects up with a series of walks across the land of the Castle Combe Estate and beyond. The accommodation is designed in an open plan layout containing a bedroom area with queen size bed, living room area with a TV, sofa and log burning stove and a well-equipped kitchenette with a table and chairs. The bathroom comprises a toilet, sink, heated towel rail and walk-in shower. There are also tea and coffee making facilities and an iron and ironing board. Television service is provided via an Amazon Fire Stick with live BBC, ITV an catch up TV for many other services. The property enjoys private off-street parking, which is a rare find for the village.

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 😄

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.

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

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.

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.

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.

Beautiful Studio 1mile to Marina /Lake Grounds
This fully furnished, renovated space - studio apartment is nestled in a cul-de-sac developed by the renowned Free Mantle. It offers a bright open plan living space, kitchenette with appliances. En-suite finished to the highest standards with amenities. Enjoy watching Netflix, YouTube and general stations on an impressive 65 inch smart TV. Super fast broadband. If you need any assistance during your stay your hosts are right next door and happy to help.

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.

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.

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

Forest Cottage
Self catering cottage, originally built in the 1800's, restored and extended to provide a high standard of accommodation. Set in private gardens with outstanding views across the Usk valley. The garden area provides 2 large decked viewpoints, Private parking. The property has retained it's original stone spiral staircase which might prove difficult for guests with mobility issues or the very young.
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

Dog friendly with hot tub and Pool -The Pool House

Beautiful views over the fields!

Modern inner city 3 bed eco house

Boundary Court Barn, Selsley common, Stroud

Cotswold Farmhouse with Swimming Pool

Luxury Cosy Cottage with Garden
Weekly house rentals

2 Bedroom Family Home in Chepstow with Parking

Delightful 3-Bedroom cottage with log burner

Private Access En-suite Room, Near Bath, Cotswold

The Loft House - Beautiful House in Best Location

The Pink Cottage

Charming Retreat in the Heart of Wye Valley AONB

Peaceful Cotswolds Chapel Breathtaking Valley View

Ty Gwilym; a beautiful Brecons barn conversion
Private house rentals

Ben Y Byd

The Beehive - self catering in the heart of the Forest of Dean

Rose Bungalow

Very Spacious 1 Bed Home in the Countryside

Gardener's Cottage

Severn View Barn. A country hideout next to our cottage. Stylishly furnished in a rustic luxury home theme. comfortable & cosy! -5 minutes from M5, Junction 14

The Lodge

Spacious Rustic House in Wye Valley | Wood Burner
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.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 540 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!
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- Cotswolds AONB
- Principality Stadium
- Brecon Beacons national park
- Stonehenge
- Lower Mill Estate
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- Cheltenham Racecourse
- Cardiff Castle
- Roath Park
- Newton Beach Car Park
- Sudeley Castle
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- Zip World Tower
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- Royal Porthcawl Golf Club
- No. 1 Royal Crescent
- Puzzlewood
- Dunster Castle
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- Bowood House and Gardens
- National Showcaves Centre for Wales
- Porthcawl Rest Bay Beach
- Hereford Cathedral
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