
Cottage vacation rentals in Chepstow
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Top-rated cottage rentals in Chepstow
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Goldcrest-Lodge-Forest-of-Dean
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 delicious 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/wyevalleydairy-uk

Pineapple Cottage - Chepstow Town Centre (Wales)
17th Century cottage in the heart of Chepstow, close to Offa's Dyke & the Wye Valley. Tucked down a little cobbled street in the town centre, it’s a small but perfectly formed cottage ideal for a couple or a young family. There’s a secret door leading to the second bedroom, where you’ll even get a glimpse of Chepstow Castle from the window. It’s an ideal base for weddings at St Tewdrics (we’ve even hosted the bride and groom!) or for walking and cycling in the Forest of Dean and Wye Valley.

The Old Coach House at Tintern, the Wye Valley
The old coach House is a few minutes walk from the centre of Tintern on the banks of the river Wye, where you'll find the famous abbey, as well as places to eat and drink, and shops selling local crafts. The Wye Valley Walk passes the house, and the hourly bus between Chepstow and Monmouth stops just metres away. Staying at the historic Old Coach House in Tintern, you'll experience the unique charm of an early 1800s Welsh cottage, while enjoying modern comforts in a stylish and homely setting.

Countryside Cidermaker's Cottage
A characterful and lovingly converted 18th century cider makers cottage in the heart of the Herefordshire countryside. The interior is welcoming, cosy and unique. A mix of modern and quirky. Only 7.5 miles from the historic city of Hereford and the market town of Ledbury. An idyllic countryside retreat. Perfect for foodies, walkers, cyclists or a bolthole for getting away from it all. We are only 1.5 hours from Birmingham and Bristol airports and 2 3/4 hours drive from London Heathrow.

Wye Valley Escape. Romantic Loft on 40-Acre Estate
Romantic luxury loft for two on a 40-acre private estate in the Wye Valley National Landscape. Perfect for honeymooners, stargazers, proposals, anniversaries, or milestone moments. Enjoy panoramic Mork Valley views through the feature arched window, vaulted oak beams, and a cozy fire pit (logs & marshmallows incl.). Includes a generous welcome hamper and exclusive access to our dark skies, meadows, stream, and woodland. A peaceful, magical retreat with high-end, curated experiences available.

Peaceful South facing cottage in Cotswolds. UK,
South facing, quiet, cottage with exceptional views set in valley of "Outstanding natural beauty" close by "The Cotswold Way" and miles of wonderful walks from the doorstep. Light filled rooms are decorated with original paintings and textiles. There are 2 computer chairs, a good table for laptops & business connection wi fi in the cottage. Relax by the wood burning stove, sleep on a super king size antique brass bed. Private south facing small terrace & lawn which cannot be overlooked.

Peaceful Stone Cottage among fabulous gardens
The Garden House is a peaceful stone cottage set in the historic gardens of High Glanau Manor, the home of H. Avray Tipping (1855-1933) the Architectural Editor of Country Life Magazine from 1907. High Glanau Manor is an important Arts & Crafts house set in 12 acres of gardens designed in 1922. The gardens retain many original features including formal terraces, octagonal pool, glasshouse, pergola and 100 ft long double herbaceous borders. There are spectacular views to the Brecon Beacons

Beautiful Cider House Village Getaway Sleeps 4
The Cider House is a spacious and comfortable home opposite the Village Green in Cromhall, near to Wotton-under-Edge on the southern fringe of the Cotswolds in Gloucestershire. The village is conveniently located for the M5, with J14 approx. 10 mins by car, and the A38 a similar distance. Easy access to local market towns of Thornbury and Wotton-under-Edge, as well as to Bristol and Bath. The barn is next door to our home but entirely self-contained and private with parking for two cars.

3 bedroom, peaceful, secluded, & large garden
Hidden away on the edge of the ancient Forest of Dean, in the beautiful Wye Valley, with a large secluded garden, accessed by a mile long, narrow, single track lane, hanging with ferns in summer. It's is a fabulous place for walkers and town escapees. Once a woodman’s cottage, with a cosy, spacious interior, fully equipped kitchen, log burner, very comfortable beds, all you need for a relaxing break. Not suitable for young children 1-12, the large garden has a pond and steep terracing.

Scenic 1-bedroom cottage with beautiful views
A self-contained tranquil cottage in a private gated residence within a quiet hamlet bordering Tortworth Estate fields and beautiful views. Sensational country walks and cycling straight from the property, but only 3 minutes from the M5 for maximum accessibility to the local areas of Bath, Bristol, Chepstow and Gloucester. NB the cottage is beside our house with its own patio and garden. You share our gated driveway for parking. Please feel free to make a pre-booking enquiry.

Luxurious spacious cottage with awesome views !
With commanding views over Monmouth, the Wye Valley and beyond, Wern Farm Cottage is a cosy but spacious recluse ideally situated for all that Monmouthshire has to offer. Light, airy and welcoming with zip and link beds. We can accommodate 2-4 flexible to your needs. We are in a great spot for the Forest of Dean, the Brecon Beacons, Bike Park Wales, Cannop Cycle Centre and the Offa’s Dyke Path. There are lovely walks right from the door and so much to do nearby!

Cosy Cottage | Dog Friendly | Wye Valley
Mill Cottage is a delightful stone cottage situated on a private lane in the heart of a pretty village located on the River Wye. The original cottage is over 150 years old and was the home of the sawmill manager, who ran the nearby sawmill, which has long since disappeared. It is now a lovely holiday cottage, that sleeps two couples and one well-behaved dog. It overlooks a pretty church and is very conveniently located for the village pub.
Popular amenities for Chepstow cottage rentals
Cottage rentals with a hot tub

Coastal cottage with hot tub and sea views

Grade II listed barn conversion & Hot-tub

Romantic cosy cottage & hottub in Forest of Dean

Beautiful cottage with magnificent views

Elmside is a country cottage with Hot Tub

Olli's Cottage-Terrace &Jacuzzi

Idyllic Waterside Cottage - Private Hot Tub

Maple Cottage, beautiful Mendip Hills with hot tub
Pet-friendly cottage rentals

Stunning Private Cotswold Cottage with views

Wren Cottage for your relaxing rural retreat.

Coach House Annex - Annedd Bach - Wye Valley

Idyllic & Chic Retreat, Wye Valley | Wood Burner

Grade II Listed Underdean Lodge

Stunning Barn Conversion on Cotswold Way

Perfect for couples; friendly pub; great walks

The Toolshed, a luxury Cotswold eco cottage
Private cottage rentals

Cottage at Grove Court Stud Farm

Cosy cottage in Usk with wood-burner and parking

Oak Cottage, Llanthony

Wye View Cottage

The Billiard Room, The Green, Biddestone, SN14 7DG

Restful rural views, alpacas, wildlife- Perry Pear

Minnow Cottage

Luxury Historic Cottage in Bradford-On-Avon
Quick stats about cottage rentals in Chepstow

Nightly prices starting at
Chepstow vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

Verified guest reviews
Over 1,190 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chepstow rentals

4.9 Average rating
Chepstow stays are highly rated by guests—averaging 4.9 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
- Sudeley Castle
- Newton Beach Car Park
- Bath Abbey
- Zip World Tower
- Bute Park
- No. 1 Royal Crescent
- Royal Porthcawl Golf Club
- Puzzlewood
- Dunster Castle
- Caerphilly Castle
- Bowood House and Gardens
- Hereford Cathedral
- National Showcaves Centre for Wales
- Porthcawl Rest Bay Beach




