
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 Covey, a Tudor cottage for two.
Set in tranquil countryside, on the Welsh Borders, down our private drive, a charming, spacious, 16th Century Tudor cottage enjoys beautiful views, secluded, walled, rose garden, private gate, secure for dogs. A perfect romantic cottage for couples. It boasts oak beams, ingle nook fireplace with wood burner and a large airy cruck beamed bedroom with stunning far reaching views east over Herefordshire countryside. Enjoy the morning sun over breakfast, near the open door and listen to the birds.

Country Cottage 25% Weekly Discount, Covered Patio
The Mews House is a homely, light & spacious character cottage in the village of Llanishen, Monmouthshire, between the Wye & Usk Valleys, AONB areas. There is a variety of attractions including walks from the property and in the local area, castles, Tintern Abbey, the River Wye, Roman Caerleon, horse riding, cycling & golf. It is a 2 minute walk to the village shop, garage & new coffee shop. The village pub is closed at the moment, there are 3 other good food pubs each just over 2 miles away.

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.

The Hidey Hole - Cottage in the heart of Wells
Tucked away in the very heart of the picturesque city of Wells, just moments from the High Street, Cathedral & Bishop's Palace. The Hidey Hole is a charming one bedroom cottage, accessed via a pretty central courtyard. Having recently been refurbished, this stylish cottage offers an eclectic mix, combining modern convenience, character features and quirky, yet sumptuous, décor. This hidden gem is ideally placed to enjoy all that Wells has to offer and makes the perfect place to relax & unwind.

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.

Vauxhall Cottage: Sunny garden, stroll to town
Vauxhall Cottage is a charming home-from-home, ideal for families & friends, yet cosy for couples. The spacious layout offers social areas & quiet nooks, with 4 comfy bedrooms, large kitchen & lounge, sunroom & an enclosed, dog-friendly garden with patio & BBQ. The modernised 1790s Welsh cottage is a short stroll to Chepstow’s historic centre, Castle & riverside, ideal for the racecourse, & to explore the Forest of Dean, Wye Valley & beyond, with easy connections to Cardiff, Bristol & M4/M5.

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.

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.

Birch Cottage with woodland sauna
Birch Cottage is a charming 3-bedroom stone cottage with a secluded woodland sauna cabin and views across the Wye Valley countryside. It is located on Offas Dyke footpath on a very quiet road, so is great for anyone looking to explore the network of Wye Valley footpaths. Monmouth, Forest of Dean, Bristol, Bath and Cardiff are close enough for day visits. Whatever season you prefer, it's a wonderful place to recharge your batteries and connect with nature.
Popular amenities for Chepstow cottage rentals
Cottage rentals with a hot tub

Stream Cottage in glorious Somerset countryside.

Hot Tub Cottage Near Bath, parking, pets welcome

The Old Dairy- Boutique Cottage at Harrys Cottages

Beautiful barn conversion/hot tub views

Romantic cosy cottage & hottub in Forest of Dean

Romantic Idyllic Nuthatch Cottage with Hot Tub

Elmside is a country cottage with Hot Tub

Pontysgob Cottage
Pet-friendly cottage rentals

Chicory Cottage: Beautiful Cotswolds Home + EV ch.

Country cottage with private woodland and orchard.

Traditional Country Cottage

Beautifully renovated self contained granary

Idyllic Forest Retreat - Abergavenny 12 miles

Coach House Annex - Annedd Bach - Wye Valley

Walkers Rest at The Hayloft - The Brecon Beacons

The Toolshed, a luxury Cotswold eco cottage
Private cottage rentals

Unique 1-bed cottage with gated parking, Clifton

Countryside Cidermaker's Cottage

Peaceful South facing cottage in Cotswolds. UK,

Luxury Cottage in Idyllic Cotswold Village nr Bath

Chew Valley Cottage (West End Cottage)

Minnow Cottage

Cotswold cottage near Bath with log fire

Magical rural barn by a stream
Quick stats about cottage rentals in Chepstow

Nightly prices starting at
Chepstow holiday rentals start at $126 AUD per night before taxes and fees

Verified guest reviews
Over 1,280 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
- Durham Holiday rentals
- Paris Holiday rentals
- London Holiday rentals
- Picardie Holiday rentals
- Grand Paris Holiday rentals
- Thames River Holiday rentals
- South West Holiday rentals
- Inner London Holiday rentals
- Rivière Holiday rentals
- Dublin Holiday rentals
- South London Holiday rentals
- Central London Holiday rentals
- Cotswolds AONB
- Principality Stadium
- Cardiff Castle
- Bannau Brycheiniog National Park
- Stonehenge
- Cheltenham Racecourse
- Lower Mill Estate
- Bike Park Wales
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Roath Park
- Cardiff Bay
- Bath Abbey
- Zip World Tower
- Sudeley Castle
- Bute Park
- No. 1 Royal Crescent
- Puzzlewood
- Newton Beach - Porthcawl
- Dunster Castle
- Eastnor Castle
- Longleat Safari Park
- Caerphilly Castle
- Dyrham Park
- Hereford Cathedral




