
Cottage holiday rentals in Chepstow
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Top-rated cottage rentals in Chepstow
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The Coach House
This expertly refurbished 19th-century Coach House is full of character and all ready for your luxurious relaxing break. The open-plan living area has a exceptional view, and when you want a change there's a large smart TV and good-quality broadband for entertainment. The kitchen comes with induction hob and oven, dishwasher and washing machine, as well as all the pots, pans & utensils you need for cooking up delicious meals. The shower room/toilet is conveniently tucked away in a corner. Walk up the distinctive oak staircase to find the upstairs bedroom, with its impressive round window. It sleeps up to three people in a kingsize double bed and a separate single, and there's also room for a travel cot for an infant.The Coach House is ideal for a couple on a romantic escape, or for a family with young children looking for a safe space to relax and play. KEY FEATURES - One bedroom – upstairs, with kingsize double and single bed, space for travel cot. - One shower room/toilet – downstairs. - Sleeps up to three, and infant. - Private outside terrace area with view, shared use of 1.5 acre secure meadow & gardens. - Dogs welcome, two maximum, small additional charge. - Young children welcome (but you may need to bring a stairgate for safety). - Smart TV (Netflix, iPlayer, Freesat etc). - Good-quality broadband/Wi-Fi (free). - Induction hob, oven, microwave, fridge (freezer available if required), dishwasher. - Dining table for four, two leather sofas. - Washing machine (and use of dryer if required). - Underfloor heating (powered by eco-friendly air source heat pumps). - Wood burner, first basket of logs free. The Coach House is bookable by the week (start day Friday), and for weekend and mid-week short breaks.

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.

Country cottage with private woodland and orchard.
Our beautiful beamed attached cottage complete with log burner is set in over 3 acres of private ancient woodland, in the Forest of Dean near the River Wye. The garden path leads down to a secluded orchard which is a haven for birds, deer & wildlife. The cottage is located in a quiet country lane, with walks to our local pubThe Ostrich Inn and town. We are close to all ammenities, cycle trails, river activities and the best of what the Forest of Dean and Wye Valley has to offer.

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!

Olli's Cottage-Terrace &Jacuzzi
Olli's cottage is situated in one of Bristol picturesque suburds, newly refurbished 700sq Ft/70 Sqm with private terrace and hot tub (3 days notice required/small extra charge). In close proximity to La Villa Olli: Swimming pool with waterfall, pool table & ping pong table (Small extra charge). Located near M4/M5, making travel to/from easy. Perfect for a couple getaway or a business trip in a tranquil environment within 5 minutes access to country pubs.

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 cottage rentals in Chepstow
Cottage rentals with a hot tub

The Old Dairy- Boutique Cottage at Harrys Cottages

Beautiful barn conversion/hot tub views

Coastal cottage with hot tub and sea views

Grade II listed barn conversion & Hot-tub

Beautiful cottage with magnificent views

The Stables: Cozy cottage with views and a hot tub

Elmside is a country cottage with Hot Tub

Pontysgob Cottage
Pet-friendly cottage rentals

Stunning Private Cotswold Cottage with views

Beautifully renovated self contained granary

Oak Holiday Let at Pathwell Farm

Wren Cottage for your relaxing rural retreat.

Quirky, romantic, rural cottage, with own garden

Idyllic & Chic Retreat, Wye Valley | Wood Burner

Highlands Cottage | cider orchard | Wye Valley

Stunning Barn Conversion on Cotswold Way
Private cottage rentals

Renovated Rustic Stable set in Rolling Hills

Cottage at Grove Court Stud Farm

Wye View Cottage

Grade II listed historic Cotswolds cottage

Unique luxury retreat with glorious views & piano

Restful rural views, alpacas, wildlife- Perry Pear

Cotswolds Romantic Getaway in Luxury Barn

Lovely Courtyard Cottage near Abergavenny
Quick stats about cottage rentals in Chepstow

Nightly prices starting at
Chepstow holiday rentals start at £76 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
- Brecon Beacons national park
- Stonehenge
- Lower Mill Estate
- Bike Park Wales
- Cheltenham Racecourse
- Cardiff Castle
- Roath Park
- Newton Beach Car Park
- Sudeley Castle
- Zip World Tower
- Bath Abbey
- Bute Park
- Royal Porthcawl Golf Club
- No. 1 Royal Crescent
- Puzzlewood
- Dunster Castle
- Caerphilly Castle
- Bowood House and Gardens
- Hereford Cathedral
- National Showcaves Centre for Wales
- Porthcawl Rest Bay Beach
- Llantwit Major Beach




