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.

Family · Value · Walkability

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.

Location · Value · Backyard

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.

Family · Location · Backyard

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

Location · Family · Walkability

Beautiful Cider House Village Getaway Sleeps 4

The Cider House is a spacious and comfortable home opposite the Village Green in Cromhall, near to Wotton-under-Edge on the southern fringe of the Cotswolds in Gloucestershire. The village is conveniently located for the M5, with J14 approx. 10 mins by car, and the A38 a similar distance. Easy access to local market towns of Thornbury and Wotton-under-Edge, as well as to Bristol and Bath. The barn is next door to our home but entirely self-contained and private with parking for two cars.

Location · Value · Sleep quality

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 or 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; 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

Family · Location · Comfort

New Barn, Dyrham, Near Bath.

New 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. Work space with WiFi. We are in a very handy location for those of you visiting the Badminton horse trials. Renovations have been carried out with love and care by master builders, it has all of the modern comforts you would expect from a hotel suite but retains the rustic charm of a Cotswold Stone barn with vaulted ceilings and exposed oak beams.

Location · Value · Check-in

Elegant Cotswolds Retreat near Bath | Parking & EV

Escape to The Old Workshop, Monkton Combe, your peaceful retreat nestled in idyllic Cotswold countryside. Just minutes from historic Bath, this beautifully converted stone cottage is a welcoming hideaway perfect for relaxing with family and friends. Enjoy stunning walks and bike rides straight from your door, and visit the picturesque village's welcoming pub and canal-side café. The Old Workshop has its own private patio garden, ultrafast WiFi, free parking and EV charger.

Location · Value · Sleep quality

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!

Location · Family · Layout

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.

Location · Value · Long stay

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 (£30 extra charge to be settled at the property). In close proximity you have another property called Olli’s Summer house: Swimming pool with waterfall, pool table & ping pong table (£100 extra charge and subject to availability). Located near M4/M5, making travel to/from easy. 3 minutes drive to country pubs.

Family · Location · Heating

Stone Cottage with a splendid Wye Valley View

This 200 year old stone cottage tucked into the hillside yet set perfectly overlooking the beautiful Wye,has a wealth of period features,original stone fireplace and beamed ceiling and has been lovingly updated and furnished with mainly vintage finds. The cottage is ideally situated for walking and exploring Tintern the Wye Valley and Offas Dyke paths. the views and the balcony to enjoy them makes this cottage very special.

Location · Value · Getting around