Holiday rentals in Dingestow

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Top-rated holiday rentals in Dingestow

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

A dining table is set with modern chairs, positioned beside large glass doors that open to a spacious outdoor patio. The area overlooks rolling green hills under a clear sky, with vibrant flowers and plants framing the view.

Home in Monmouthshire

Stunning Views, Hot Tub, Pizza Oven & Fire Pit

Retreat to South Wales and enjoy this lovingly and eco-consciously restored C18th Welsh farmhouse set over 3 floors, with breathtaking views. Perfect for family stays and retreats. Private Chef options available. Set in 5 acres enjoy: Hot Tub, Pizza oven + panoramic views to the Black Mountains. Walk, cycle, paddle board, or, simply relax with a good book from our library and summer garden games. We sleep 8-10 (+ 2 children's day beds) Strictly not a party house in line with Airbnb policy.

4.97 out of 5 average rating, 115 reviews

Top guest favourite

An electric hot tub is positioned in a spacious garden, surrounded by lush greenery. Two steamer chairs are visible nearby, offering a relaxing area for guests. The hot tub features jets and bubbles, with clear blue water inviting for a soothing experience.

Home in Llanrothal

The Cart Shed-hot tub, up to 4 bedrooms

A peaceful & luxurious new stone conversion in the heart of The Monnow Valley. On the English/Welsh border. Electric Hot Tub, large mature enclosed garden, private driveway and parking. Sleeps up to 6. Up to 4 bedrooms. 1 dog welcomed. Rolling hills & beautiful countryside. From the location the views are magnificent. Doorstep footpath takes you 200 mtrs down to river Monnow where it can be followed to picturesque Llanrothal church & Tregate bridge within 1/2 mile.The location is truly idylic

5.0 out of 5 average rating, 106 reviews

Top guest favourite

The charming 16th Century Tudor cottage is framed by a lush garden filled with colorful flowers. The exterior features whitewashed walls and several large windows, with a table and chairs positioned on the patio area, inviting outdoor relaxation in a tranquil setting.

Cottage in Garway

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.

4.96 out of 5 average rating, 319 reviews

Top guest favourite

A feature arched window frames panoramic views of rolling hills and fields, with sunlight illuminating the stone wall and wooden shutters. A vase of fresh flowers sits on a round table, enhancing the inviting atmosphere of the open living space.

Cottage in Saint Briavels

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

Top guest favourite

The traditional cottage is partially obscured by lush greenery, featuring a white exterior and prominent chimneys. A conservatory is visible, and trees frame the surroundings, creating a tranquil and inviting setting in the heart of nature.

Home in Trellech

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

Top guest favourite

Cottage in Coleford

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 pub, The Ostrich Inn and the local town. We are close to all amenities, cycle trails, river activities and the best of what the Forest of Dean and Wye Valley has to offer.

4.96 out of 5 average rating, 374 reviews

Top guest favourite

A quaint stone cottage is framed by lush greenery, featuring a large window that invites natural light inside. The well-maintained lawn includes neatly trimmed hedges and a comfortable seating area, creating a serene outdoor environment.

Cottage in Monmouthshire

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

Superhost

The exterior of the cedar-clad pavilion is captured, featuring large windows and a sloped roof. Surrounding gardens boast shrubs and grasses, with a stone patio area that includes a round table and chairs. Scenic views of the landscape are visible in the background.

Home in Mitchel Troy

Designer house, balcony, views, sauna, pool

Pavilion: private & unique beautifully designed whole house. Huge windows, large balcony, stunning views of Black Mountains. South west facing. Use of natural swimming pool. Open plan top floor living / sleeping / dining area with sofas, bed, dining area. High spec wood fired sauna, fully fitted kitchen with Miele oven, bathroom. TV. WiFi. Suit couple, single or three friends. Sorry no children. Dogs welcome. Set in 140 acres of wild and secluded Trealy Farm, organic, wooded. Very quiet.

4.8 out of 5 average rating, 174 reviews

Top guest favourite

A serene landscape features gently rolling hills shrouded in morning mist, framed by lush green trees. A simple wooden gate opens to the expansive, grassy field, inviting a sense of tranquility and connection to nature.

Barn in Raglan

Beautifully renovated barn with lovely views

Beautifully renovated barn with stunning uninterrupted views to the Black Mountains. Our lovingly refurbished tractor shed offers a luxurious and stylish bolthole where you can escape and relax in the countryside. Open plan living with a walk in shower, electric fire and well equipped kitchen. This is the perfect escape to the countryside, within reach of all the beauty of the Brecon Beacons National Park and The Forest of Dean, perfect for hiking, cycling, adventuring and relaxing.

4.9 out of 5 average rating, 291 reviews

Top guest favourite

Cabin in Monmouthshire

Ty Nant Treehouse with covered hot tub

As you enjoy the short buggy ride down to the far end of our woodland you will be astounded when you come across our beautiful woodland cabin set in the treetops. You will immediately feel relaxed as you immerse yourself in the surrounding nature. Lounging chairs on the decking provide the perfect place for your morning coffee listening to the birds sing and soak away your stress in the wood fired hot tub then cosy up in front of the log burner and enjoy the tranquility of the woodland.

5.0 out of 5 average rating, 151 reviews

Superhost

A charming detached lodge is surrounded by a well-maintained garden, featuring a mix of stone and wooden design elements. The inviting entrance is framed by potted plants, with a patio area of stepping stones leading to lush green grass. The exterior is bathed in natural light under a partly cloudy sky.

Home in Raglan

Willsbrook Lodge

This little piece of heaven sits in the centre of the village of Raglan, within the grounds of Willsbrook House, just moments from its castle & within walking distance of a pub, restaurant, village Supermarket (Tesco 7am-11pm) & award winning butcher. Ideally located for exploring Tintern Abbey, floral Usk, Abergavenny and Monmouth (all under 10 miles) visitors can also enjoy golf courses abound and the Breacon Beacons, Offa's Dyke, Wye and Usk Valleys which all provide good walking.

4.86 out of 5 average rating, 205 reviews

Guest favourite

A spacious converted cidermill is set against a backdrop of green hills. Large windows on the front allow ample natural light into the structure, framed by neatly trimmed hedges and an open lawn area, creating a serene rural setting.

Home in Monmouthshire

Cider Mill Monmouthshire.Views of Black Mountains

Beautiful converted Cidermill set in the Wye Valley, with stunning views of the Black Mountains, quiet rural location three miles from the historic town of Monmouth, therefore we are not suitable for party people. Also not far from The Forest of Dean and the mountain bike tracks, Ideally situated for country walks, comes with ample parking space for two or three cars. Short drive to several country inns and restaurants. What three words compound.quantity.roadways will bring you direct.

4.95 out of 5 average rating, 290 reviews