
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
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The Barn. Perfect for family & friends to meet up.
This very spacious barn conversion is the perfect place to meet family & friends, to relax and “re-connect”. The large fully equipped open plan kitchen and dining room join into the light and comfortable lounge to form the perfect social space plus there's a games room with full size table tennis! Extensive outside patios & gardens provide stunning views over the Severn Vale and wonderful sunsets. Three of the four bedrooms are on the ground floor; all have private en-suites with shower or bath.
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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.
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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.
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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
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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.
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Unique Cosy Retreat - Spacious 3-Bed Farm House
Escape to a cozy, 17th-century Grade II listed farmhouse steeped in history and charm. Tucked away down a quiet lane, Cascade House is set within 1.5 acres of mature gardens, offering a peaceful sanctuary for couples and families. Explore beautiful walking routes throughout the local area or take advantage of our secure storage for bicycles. With ample gated parking and plenty of space to breathe, this historic retreat is the perfect base for your next countryside adventure.
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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.
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Charming end of terrace 2 bed country cottage
Welcome to this delightful period cottage in the picturesque village of Chew Maga. This two-bedroom home combines timeless charm with modern comforts. Situated in the heart of Chew Magna, the cottage is just a short 5 minute stroll from the village’s extensive amenities. The cottage is surrounded by scenic walking trails and a short walk to Chew Valley lake and close to the Mendip Hills. Bristol airport is 10 minutes away, Bath 10 miles away and Bristol 6 miles away.
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Stunning Lansdown Crescent Mews House with parking
Lansdown Crescent is a well-known example of Georgian architecture and a short walk from the famous Royal Crescent. Sitting quietly behind this iconic address you'll find this beautifully converted, lavish Upper Lansdown Mews house. Just a ten minute saunter from Bath centre, this truly luxurious two-bedroom retreat is brimming with the finest fixtures and finishes, complimented by a private terrace, mood lighting, carefully chosen furniture and artwork aplenty.
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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.
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Elegant Family-Friendly Retreat Stunning Views
Beautiful Family & Friends Retreat in the Wye Valley & Forest of Dean. 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 off site activities for all ages. River kayaking, wild swimming, fishing, horse riding, golf, zip wire & inland surfing. Nightly rate includes 15% Airbnb fee
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Popular amenities for Chepstow house rentals
House rentals with a pool

The Old Rectory with Swimming Pool
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Dog friendly with hot tub and Pool -The Pool House
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Green Hat Stays - Chepstow - Harvax House
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Modern inner city 3 bed eco house
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Boundary Court Barn, Selsley common, Stroud
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Pwll Court Retreat, Swim Spa, sleeps 12 people
LocationFamilyLayout

Spring Cottage

Manor House Farm by Birch Stays
LocationFamilyHot tub
Weekly house rentals

Charming 17th century Cottage
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Dry Dock Cottage
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Cosy Private Studio. Fast Wi-Fi & Parking.
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Luxury Cotswolds Cottage, Castle Combe (optional Hot Tub)
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Cider Mill Monmouthshire.Views of Black Mountains
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Beautiful Barn near Bristol in Picturesque Setting
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Country cottage with scenic views and hot tub
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Willsbrook Lodge
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Private house rentals

Spacious 2 bed/Scenic location, Parking
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Large Luxurious Picturesque Countryside House
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Delightful 3-Bedroom cottage with log burner
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The Pink Cottage
ValueLocationLong stay

New 3 Bedroom Flat Close to Station
LocationHospitalityCheck-in

Large Countryside House with Hot Tub, sleeps 17.
FamilyLocationOutdoor spaces

Wye Valley Retreat | Deer Garden & River Views
FamilyLocationHiking

Country Farmhouse | Hamlet Views & Walks from Door
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Destinations to explore
- Bannau Brycheiniog National Park
- Cotswolds AONB
- Stonehenge
- Longleat Safari Park
- Principality Stadium
- Lower Mill Estate
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Cheltenham Racecourse
- Brean Beach
- Bike Park Wales
- 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
- Eastnor Castle





