
Vacation rentals in Woolaston
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Top-rated vacation rentals in Woolaston
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The Barn. Perfect for family & friends to meet up.
This very spacious barn conversion is the perfect place to meet family & friends, to relax and “re-connect”. The large fully equipped open plan kitchen and dining room join into the light and comfortable lounge to form the perfect social space plus there's a games room with full size table tennis! Extensive outside patios & gardens provide stunning views over the Severn Vale and wonderful sunsets. Three of the four bedrooms are on the ground floor; all have private en-suites with shower or bath.
4.99 out of 5 average rating, 209 reviews
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.
4.88 out of 5 average rating, 548 reviews
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.
5.0 out of 5 average rating, 373 reviews
Lambsquay House - Apartment Two
Lambsquay House is a beautifully restored 300 year old Georgian Country House, located in the picturesque Forest of Dean, situated between popular tourist attractions, Puzzlewood and Clearwell Caves. A former hotel, it has undergone extensive renovations and is now home to Calico Interiors, a family run interiors/soft furnishing business, occupying the ground and first floor. The second floor has been converted into two self catering apartments with private entrance accessed via a staircase.
4.91 out of 5 average rating, 263 reviews
Squirrel Lodge - Hot Tub!
Squirrel Lodge is a pine scented slice of heaven in the Forest of Dean. Well equipped and situated overlooking a meadow and has direct walks into the forest and onto the Bream Heritage Walk. Also an absolute haven for fun seekers with one of the UK’s best cycle trails and downhill mountain bike course, along with abseiling, caving and canoeing. For walkers a wealth of forest trails that will guide you through the forest, take in the sculpture trail or simply take a stroll along the river Wye.
4.93 out of 5 average rating, 121 reviews
Cute little Wye Valley cottage
Surrounded by woodland with hilltop views across the Wye Valley to Offa’s dyke, this eco friendly traditional Monmouthshire cottage is the perfect place to unwind and enjoy nature at its very best. Spend time in the garden listening to bird song and the gentle babbling of the stream or step out the gate to explore Cleddon Falls and beautiful view points along the Wye Valley walk. The medieval village of Trellech and Tintern Abbey are also within easy reach off or on road by foot, bike or car.
5.0 out of 5 average rating, 125 reviews
Luxury Barn | Stunning Panoramic Estuary Views
Escape to this beautifully converted barn, surrounded by breathtaking 360° rural views and stunning vistas across the estuary. Designed for comfort and relaxation, the barn features a bright open-plan living space, a fully equipped modern kitchen, and two stylish ensuite bedrooms — perfect for couples, friends, or families. Wake up to spectacular sunrises, enjoy peaceful countryside walks from your doorstep, and unwind in your own private rural retreat frequented by local deer & wildlife.
4.99 out of 5 average rating, 103 reviews
Rose Cottage, dog friendly, countryside location
Rose Cottage forms part of the old stable block of the Clanna Country Estate dating back to the 1850's and as such, they combine rustic character with modern comfort. The cottage is both family and doggy friendly. The cottage provides an ideal base for exploring the natural beauty and history of the area while offering a warm and welcoming place to return to after a day of adventure. Guests have shared access to our onsite games room, which includes Pool, darts, ping pong and so much more.
4.94 out of 5 average rating, 132 reviews
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
4.97 out of 5 average rating, 221 reviews
Kingfisher Barn
New eco-friendly two bed barn in beautiful Oldbury-on-Severn. 50m to the famous Anchor Inn. Direct access to footpaths with stunning countryside and riverside walks. 32 solar panels and electric car charging. Luxury bedrooms with king-sized doubles and dressing tables. Living space with sofa bed, recliner chairs/footstools and dining table. Kitchen fully equipped with oven, hob, microwave, washing machine. Unique wildlife photography throughout. South facing patio with table and chairs.
4.99 out of 5 average rating, 105 reviews
Tranquil cottage Forest of Dean
Wake up to the sound of bird song and enjoy the serenity of this charming dog friendly cottage nestled in Alvington. Explore The Forest of Dean with its countless walking and cycling trails, where there is the opportunity to see wild boar, pine martens and deer. Perfectly positioned to discover Tintern Abbey, FOD Steam Railway, Symonds Yat and the stunning Wye valley. Great pubs and eateries. This is a retreat for nature lovers and adventurers rather than shoppers. Come and enjoy.
4.99 out of 5 average rating, 137 reviews
Colne Brook Barn-private pet friendly Forest Dean
A cosy, pet friendly barn conversion, with all amenities required to make your holiday comfortable and enjoyable. Situated in almost an acre of private grounds, accessed via a secure, gated driveway off the A48, this pretty, secluded and private property is the ideal location for some rest and relaxation. Wooden steps and decking allow guests to enjoy a view of the meandering Colne Brook which runs nearby. Situated just 2 miles from Lydney, gateway to the Forest of Dean.
4.96 out of 5 average rating, 74 reviewsPopular amenities for Woolaston vacation rentals
Other great vacation rentals in Woolaston

Home in Brookend.
4.92 out of 5 average rating, 77 reviews
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The Studio Barn + Outdoor Sauna, Shower & Diptank
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A most unusual Manor House
5.0 out of 5 average rating, 41 reviews
Relax, log fires hot tub & foreshore dog walks!
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The Old Pump House, Forest of Dean
4.73 out of 5 average rating, 22 reviews
The Pig Sty
4.95 out of 5 average rating, 94 reviews
The Udder Place at Beanhill
4.93 out of 5 average rating, 74 reviewsDestinations to explore
- Longleat Safari Park
- Cotswolds AONB
- Stonehenge
- Brean Beach
- Lower Mill Estate
- Bike Park Wales
- West Midland Safari Park
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Cheltenham Racecourse
- Cardiff Bay
- Cardiff Castle
- Roath Park
- Cotswold Wildlife Park
- Ludlow Castle
- Bath Abbey
- Puzzlewood
- Barry Island Beach
- Sudeley Castle
- Zip World Tower
- Bute Park
- No. 1 Royal Crescent
- St Audrie's Bay
- Waterfall Country
- Ragley Hall Park And Gardens





