Cottage vacation rentals in Chepstow

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.

Coach House Annex - Annedd Bach - Wye Valley

Finished to a high standard, Annedd Bach makes a comfortable base to explore the Wye Valley - walking, cycling or on the river. Set in 22 acres, the spacious accommodation benefits from underfloor heating, enjoys superb views over the Wye Valley and offers privacy with a secluded patio and garden - a true tranquil hideaway to escape the crowds. Located 4 miles from Monmouth the Cottage is approached through an historic arboretum with several giant redwoods amongst other specimen trees.

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.

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, both 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. There is a good food pub (temporarily closed 23/9/25) shop & garage only 3 minutes walk. There are also 3 more good food pubs each just over 2 miles away.

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.