
Cottage holiday rentals in Chepstow
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Top-rated cottage rentals in Chepstow
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Tranquil cottage Forest of Dean
Wake up to the sound of bird song and enjoy the serenity of this lovely dog friendly cottage in Alvington. Explore The Forest of Dean with its many walking and cycling trails, where there is the opportunity to see wild boar, pine martins and deer. Close to attractions eg Tintern Abbey, FOD steam Railway, Symonds Yat and the lovely Wye valley. Not a retail therapy destination. Max stay of 4 weeks (Cleaning and change of linen are undertaken weekly, for longer stays the cleaning fee is £40 )

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.

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 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.

The Old Cider Mill
The Old Cider Mill is a beautifully converted old cider barn set in the wonderfully peaceful monmouthshire countryside. The cottage is a fabulous romantic and tranquil retreat set in one acre of meadow and adjoining spinney. Perfectly situated to explore all the wye valley, and nearby forest of dean, has to offer. This cosy cottage sleeps two guests and has an open plan living area with a woodburning stove. Outside is lovely gravelled courtyard with furniture and off road parking.

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.

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 Chepstow cottage rentals
Cottage rentals with a hot tub

The Old Dairy- Boutique Cottage at Harrys Cottages

Coastal cottage with hot tub and sea views

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

Pontysgob Cottage

Idyllic Waterside Cottage - Private Hot Tub

Home Cottage - @ House of Bread holiday cottages
Pet-friendly cottage rentals

Tom's Cottage

Charming cottage outside Bath in peaceful setting

Top Barn

Traditional Country Cottage

Idyllic & Chic Retreat, Wye Valley | Wood Burner

The Covey, a Tudor cottage for two.

Grade II Listed Underdean Lodge

Designer Cotswold Post House with external sauna
Private cottage rentals

Unique 1-bed cottage with gated parking, Clifton

Quiet grade 1 listed entire cottage in Cotswolds

Charming one bed detached cottage in the Cotswolds

Cottage at Grove Court Stud Farm

The Old Granary Farm Cottage

Beautiful new studio cottage with off-road parking

Unique luxury retreat with glorious views & piano

Restful rural views, alpacas, wildlife- Perry Pear
Quick stats about cottage rentals in Chepstow

Nightly prices starting at
Chepstow holiday rentals start at $134 AUD per night before taxes and fees

Verified guest reviews
Over 1,230 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- The Roman Baths
- Sudeley Castle
- Newton Beach - Porthcawl
- Zip World Tower
- Bath Abbey
- Bute Park
- No. 1 Royal Crescent
- Royal Porthcawl Golf Club
- Cardiff Market
- Puzzlewood
- Dunster Castle
- Bristol Aquarium
- Bowood House and Gardens
- Caerphilly Castle




