
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.

Unique Private Slad Valley Contemporary Chic Barn
Peglars Barn was completed in 2019, the entire front of this barn is glass which brings the stunning Slad Valley to you at all times, with nothing except the odd animal to distract you from your back to nature experience. This property has everything, blinds, super kingsize bed, en-suite walkin shower, laundry & loo, fully equiped kitchen, huge Smart TV, DVD, WiFi, Bose speaker, Nespresso machine, Laurie Lee trail walking map & other trails. Please read on for more local interest for your stay.

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 😄

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.

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

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!

Cotswolds Romantic Getaway in Luxury Barn
The Barn at Church View is a unique luxury conversion of a 200 year old stone former calving barn on the western fringe of The Cotswolds, near the maket towns of Thornbury and Wotton-under-Edge. Its privileged countryside location is within easy reach of the vibrant cities of Bristol, Bath and Gloucester offering an abundance of things to do. The recently renovated barn is a tranquil private space away from noisy roads, the perfect setting for your next holiday or romantic getaway.

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.

Stunning, stone property with city views
Immaculately presented two bedroom property located moments from the bustling city streets. This stunning property has the most beautiful views from the terrace, overlooking the UNESCO city of Bath, large living and dining spaces, two bedrooms both with ensuite bathrooms and off street parking. A real gem in the tranquility of elegant Widcombe with an abundance of local cafes, shops, pubs and restaurants only a short stroll away. Come, refresh and relax!

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.

Charming Retreat in the Heart of Wye Valley AONB
Cosy modern retreat in peaceful rural Chepstow, set by Chepstow Park Woods. Perfect for walkers and nature lovers. Enjoy easy access to historic Chepstow Castle, stunning Tintern Abbey, and the charming market town of Monmouth. Bright open-plan space with garden views, comfy amenities, and flexible workspace. Close to Wye Valley, Bristol, and Cardiff for exploring or relaxing.
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

Modern inner city 3 bed eco house

Boundary Court Barn, Selsley common, Stroud
Weekly house rentals

Delightful 3-Bedroom cottage with log burner

Dunks Chalet with Hot Tub

The Pink Cottage

Gardener's Cottage at Mathern Palace

Designer house, balcony, views, sauna, pool

Long Stays Welcome Links to M4/ Chepstow / Bristol

Artist's Retreat - Style, tennis and hot-tub for 4

Brook Cottage
Private house rentals

Rose Bungalow

The Courtyard Barn overlooking Monmouth.

The Cabin

Very Spacious 1 Bed Home in the Countryside

The Lodge

Westbury Park Place 2

Holly Cottage | Countryside Charm

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 G$4,183 GYD 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
- Cardiff Castle
- Bannau Brycheiniog National Park
- Stonehenge
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Cheltenham Racecourse
- Lower Mill Estate
- Bike Park Wales
- Roath Park
- Cardiff Bay
- Sudeley Castle
- Zip World Tower
- Bath Abbey
- Bute Park
- Newton Beach - Porthcawl
- No. 1 Royal Crescent
- Royal Porthcawl Golf Club
- Puzzlewood
- Dunster Castle
- Caerphilly Castle
- Hereford Cathedral
- Bowood House and Gardens
- National Showcaves Centre for Wales




