
Cottage holiday rentals in Chepstow
Find and book unique cottages on Airbnb
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.

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

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.

Set in AONB & 40 Acres of Private Countryside
Perfectly situated to explore all the Wye Valley and Forest of Dean has to offer, The Apple Loft is an idyllic getaway popular with honeymooners, walkers, cyclists and those just wishing to escape the hustle and bustle of everyday life. With panoramic views across Mork Valley, guests can walk our grassy tracks, explore the old lime kilns, picnic in our fields, say ‘hello’ to the pet sheep and enjoy the sights and sounds of nature, stars and sunsets in this magical and relaxing retreat.

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.

Renovated Rustic Stable set in Rolling Hills
Awaken in a sleeping loft when morning light enters through a skylight slotted between century-old beams. Cook breakfast in a full kitchen as a grandfather clock sits in the corner, quietly ticking away, the chime has been silenced so it doesn’t disturb you. This former stable of stone and brick is comfortable and fully updated. Ready for cosy evenings with High speed Fibre Optic Wifi, Netflix and a games table all included.

Carpenters Cottage - Central Chepstow with parking
Carpenters Cottage is a quaint cosy one bedroom cottage at the bottom of Chepstow Town. It’s 2 minutes walk to the castle, town centre or the pubs on the river wye. The cottage is fully equipped with all your necessities for a wonderful home from home stay. Recently completely refurbished to a high standard it offers comfort, style and privacy with a 4* luxury finish. We hope you enjoy your stay and want to come again.
Popular amenities for cottage rentals in Chepstow
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

Romantic Idyllic Nuthatch Cottage with Hot Tub

The Stables: Cozy cottage with views and a hot tub

Elmside is a country cottage with Hot Tub

Idyllic Waterside Cottage - Private Hot Tub

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

Stunning Private Cotswold Cottage with views

Beautifully renovated self contained granary

Wren Cottage for your relaxing rural retreat.

Coach House Annex - Annedd Bach - Wye Valley

Idyllic & Chic Retreat, Wye Valley | Wood Burner

The Covey, a Tudor cottage for two.

Grade II Listed Underdean Lodge

Perfect for couples; friendly pub; great walks
Private cottage rentals

Quiet grade 1 listed entire cottage in Cotswolds

Superb Forest of Dean cottage. 'Wye' not stay?

Cottage at Grove Court Stud Farm

Moongate Cottage - Renovated 18th century cottage

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

Restful rural views, alpacas, wildlife- Perry Pear

Minnow Cottage

Cosy•Dog Friendly•Secure Garden•Forest Walks
Quick stats about cottage rentals in Chepstow

Nightly prices starting at
Chepstow holiday rentals start at € 86 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!
Destinations to explore
- Paris Holiday rentals
- London Holiday rentals
- Picardy Holiday rentals
- Grand Paris Holiday rentals
- Thames River Holiday rentals
- South West England Holiday rentals
- Inner London Holiday rentals
- Rivière Holiday rentals
- Dublin Holiday rentals
- South London Holiday rentals
- Central London Holiday rentals
- Yorkshire Holiday rentals
- Cotswolds AONB
- Principality Stadium
- Brecon Beacons national park
- Stonehenge
- Lower Mill Estate
- Bike Park Wales
- Cheltenham Racecourse
- Cardiff Castle
- Roath Park
- Newton Beach Car Park
- Sudeley Castle
- Bath Abbey
- Zip World Tower
- Bute Park
- Royal Porthcawl Golf Club
- No. 1 Royal Crescent
- Puzzlewood
- Dunster Castle
- Caerphilly Castle
- Bowood House and Gardens
- National Showcaves Centre for Wales
- Porthcawl Rest Bay Beach
- Hereford Cathedral
- Llantwit Major Beach




