
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.

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 😄

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

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.

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.

The Loft House - Beautiful House in Best Location
The Loft House is a charming, newly renovated house in the heart of Bath . A host of lovely cafes, restaurants and independent shops are right on the doorstep. The historic Circus is a stone's throw away with the Royal Crescent a short walk beyond. Heading south, you'll quickly reach Milsom Street which will take you down towards the Roman Baths, Abbey and Pulteney Bridge.

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

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

Cotswold Farmhouse with Swimming Pool
Weekly house rentals

Byron House

Delightful 3-Bedroom cottage with log burner

Rectory Cottage - Luxury Gloucestershire Retreat

The Pink Cottage

Redland Stay In Bespoke Home 2 of 2 - Sleeps 4

Town Centre Georgian Lodge

Designer house, balcony, views, sauna, pool

Surrounded by woodland 10mins from Bristol Airport
Private house rentals

Ben Y Byd

The Courtyard Barn overlooking Monmouth.

Dunks Chalet with Hot Tub

The Cabin

Gardener's Cottage at Mathern Palace

The Lodge

The Snug Luxury Cottage Retreat.

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 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




