
House vacation rentals in Chepstow
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Top-rated house rentals in Chepstow
Guests agree: these houses are highly rated for location, cleanliness, and more.

Portishead eco-home with a View
The Coach House is a converted coach house and stables. Downstairs, it has a 42 square metre open-plan living space, with a well-equipped kitchen, dining and living area. There is even a small pool table. Upstairs, bedroom 1 has a double bed and views of Severn Estuary towards Wales. Bedroom two also has a double bed doubling as an office with a large oak table. The bathroom has a shower and bath. The walls are decorated with our art work including many of local places you may like to visit.

Individual, detached Annexe…
This individual Annexe is situated near the wonderful market town of Coleford in the heart of the Forest of Dean, which has all the amenities needed to make your stay enjoyable and is an ideal base to explore the area. There are many places to visit, such as, Puzzlewood, (walking distance), Clearwell caves, Symonds Yat and the Wye Valley. There is a footpath that leads directly from the property into the forest so you can enjoy walking and biking. There’s also two 18 hole golf courses nearby.

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.

Elegant Family-Friendly Retreat Stunning Views
Beautiful Family & Friends Retreat in the Wye Valley & Forest of Dean Looking for the perfect getaway for your family and friends. This stylish and spacious barn conversion offers everything you need for a memorable stay, with breathtaking views, incredible outdoor adventures, and plenty of on-site activities for all ages. River kayaking, wild swimming, fishing, horse riding, golf, zip wire & inland surfing. You'll love meeting our friendly chickens( & enjoy fresh eggs during your stay!

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.

Large lovely country house. Wye Valley AONB.
Beautifully renovated large country house in Monmouthshire, in the Wye Valley AONB. Peaceful internal courtyard, two patios and mature gardens. Warm with underfloor groundsource heating. With 7 bedrooms, the house sleeps 13 adults very comfortably, or 16 with children. Two kitchens and plenty of seating for relaxing in comfort. Village shop and pub both within 200m. Lovely setting with great views.

Stylish barn in The Forest of Dean
Nestled in the peaceful Gloucestershire countryside, this luxurious barn is the ideal getaway to escape the hustle and bustle of daily life. Relax in your own private hot tub overlooking the woodland or cosy up inside next to the log burner. Perfectly situated to explore everything the Wye Valley and Forest of Dean have to offer.
Popular amenities for Chepstow house rentals
House rentals with a pool

Olli's Summer House - Jacuzzi & Natural pool

Maple cottage

Granary Cottage with access to indoor pool & spa

The Old Rectory with Swimming Pool

Private Pool/Cotswolds Celebrations /Games Room

Dog friendly with hot tub and Pool -The Pool House

Large Georgian House with Indoor Swimming Pool

Modern inner city 3 bed eco house
Weekly house rentals

Delightful 3-Bedroom cottage with log burner

Ty Gardd - Luxury lodge with covered hot tub

The Pink Cottage

Charming Retreat in the Heart of Wye Valley AONB

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

Superb Location for Bristol, Newport and Chepstow

Surrounded by woodland 10mins from Bristol Airport

Cute little Wye Valley cottage
Private house rentals

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

Rose Bungalow

Ben Y Byd

The Courtyard Barn overlooking Monmouth.

Gardener's Cottage

Sedbury Farm Cottage #5

The Lodge

The Snug Luxury Cottage Retreat.
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 570 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
- Bannau Brycheiniog National Park
- Stonehenge
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- Bike Park Wales
- Cheltenham Racecourse
- Cardiff Castle
- Roath Park
- The Roman Baths
- Sudeley Castle
- Newton Beach - Porthcawl
- Zip World Tower
- Bath Abbey
- Bute Park
- No. 1 Royal Crescent
- Royal Porthcawl Golf Club
- Cardiff Market
- Puzzlewood
- Dunster Castle
- Bristol Aquarium
- Bowood House and Gardens
- Caerphilly Castle




