Cottage holiday rentals in Chepstow

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. ​ ​ ​

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.

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.

Spacious 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

The Cobblers, detached retreat near Bath & Bristol

The Cobblers in Timsbury, on the edge of Bath, is a fabulous detached property. A little haven away from the hustle & bustle of daily life but also a short drive away from Bath, Bristol & many other beautiful spots. It has one bedroom with a king size bed, a luxurious bathroom with a large walk-in shower, a fully fitted and equipped kitchen with table & chairs. The living room is large & very comfortable with bi-fold doors opening up on to a private terrace with pretty views of the garden.

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.

Old Barn, Dyrham, Nr Bath

Old Barn is located in the yard of our family farm, we are conveniently located between Bath and Bristol, 5 minutes from the M4, junction 18. Desk and fast WiFi. A very handy location for those of you visiting the Badminton horse trials. Recent renovations have been carried out with love and care by master builders, it has all of the modern comforts you would expect from a new home but retains the rustic charm of a Cotswold Stone barn with vaulted ceilings and exposed oak beams.

Perfect for couples; friendly pub; great walks

Welcome to The Potting Shed! A cosy couples retreat, renovated to a very high standard, with many funky features and fantastic attention to detail. Just a stroll away from our friendly, foodie village pub, right on Offa’s Dyke path. It’s a special place, nestled in its own little corner of my garden, with an emphasis on luxury and lovely things. Transformed from my everyday potting shed, it’s now a spacious, warm and welcoming hideaway for two which I’m very proud of.

Elm Park Barn, Chewton Keynsham, BS31 2SS

Nestled between the popular cities of Bristol and Bath, stunning views with exclusive use hot tub & large indoor heated swimming pool. 3 charming outdoor seating areas. Easy access to Bath and Bristol 'Park and Rides'. TVs in bedrooms, 65" lounge smart TV. WIFI, Bluetooth Boom Box. dishwasher, washing machine, and microwave. Not suitable for children under 18 or pets. Car essential. The base price is for 2 people. Extra guests 3 and 4 pay £65 per night per person.

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.

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.