
House holiday 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.

Tregaron Cottage, Upper Cwmbran
Nestled in the tranquil foothills of Blaen Bran Community Woodlands. A perfect, cosy getaway for couples, families & pets (plz NB there is an additional charge for pets) The cottage boasts exceptional mountain views. Perfectly situated for walkers & cyclists to explore the nearby trails inc BikePark Wales trail. 30 sec walk to The Bush Inn Pub, 3 min walk to The Queen Inn (recently reported as the worlds 1st vegan steakhouse), both friendly & welcoming, serving excellent meals & craft beers.

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.

A comfortable and stylish house, central Tetbury.
A rare find, in the heart of the Cotswolds, this stylish, stone, family house was built in 1600s in the Georgian style. It has been modernised and has its own garden, it is in a quiet location within central Tetbury, ideal for guests who want to visit Highgrove, Malmesbury, Nailsworth, Minchinhampton, Cheltenham, Bath, Bristol and Cirencester. The house has a log burner, 3 modern shower rooms one with a large bath, an Aga in the kitchen and parking. Kemble Station is 10 minutes drive away.

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!

The Game Larders
Wythall is a half-timbered manor house in a secluded and idyllic setting with garden, fresh water lake, wooded grounds and vineyards. You will enjoy peace and quiet here and see an abundance of wildlife. Wine tastings and vineyard tours are also available via appointment. The Game Larders is completely self contained and situated in the west wing of the manor house. It is well equipped and furnished, with access to ample parking space and central heating throughout. Pets are welcome.

Self catering cottage, sleeps 4, in Portishead.
The early 18C cottage is a part of our home but totally self contained. It retains many of the features of the time and is full of character. The two doubles are a good size and have wardrobes and shelving. Both have tea and coffee making facilities. The property enjoys two bathrooms; each close to the each of the bedrooms. There is a large lounge with a wood burning stove, ample seating, TV/DVD player and a piano. The large kitchen has a range, microwave cooker and dishwasher.

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.

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!

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.
Popular amenities for house rentals in Chepstow
House rentals with a pool

Orchard House- 6 bed with hot tub & log burner

Olli's Summer House - Jacuzzi & Natural pool

Granary Cottage with access to indoor pool & spa

The Old Rectory with Swimming Pool

Dog friendly with hot tub and Pool -The Pool House

Modern inner city 3 bed eco house

Cotswold Farmhouse with Swimming Pool

Luxury Cosy Cottage with Garden
Weekly house rentals

Stunning Barn Conversion on Edge of Bath

Large Country Cottage, Log Fire, Fire Pit, Air Con

Fisherman’s Lodge at Crane Lodge

Stroll to the City Centre From a Chic Refurbished Townhouse

Super Chic trendy town house central Bedminster

The Barn. Perfect for family & friends to meet up.

Cider Mill Monmouthshire.Views of Black Mountains

Beautiful spacious home with parking and sea view.
Private house rentals

Lovely Spacious 2 bed/Scenic location, Parking

Delightful 3-Bedroom cottage with log burner

The Pink Cottage

Gardener's Cottage at Mathern Palace

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

Cotswolds cottage near Stroud, with amazing views.

Peaceful Woodland Retreat near Clifton, Bristol
Quick stats about house rentals in Chepstow

Total holiday rentals
Explore 10 holiday rentals in Chepstow

Nightly prices starting at
Chepstow holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 570 verified reviews to help you choose

Wifi availability
10 of Chepstow holiday rentals include wifi 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
- Cheltenham Racecourse
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- Bike Park Wales
- Roath Park
- Cardiff Bay
- Zip World Tower
- Sudeley Castle
- Bath Abbey
- Bute Park
- No. 1 Royal Crescent
- Newton Beach - Porthcawl
- Puzzlewood
- Royal Porthcawl Golf Club
- Dunster Castle
- Caerphilly Castle
- Hereford Cathedral
- Bowood House and Gardens
- Dyrham Park




