Holiday houses in Upton Bishop

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Top-rated holiday rentals in Upton Bishop

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Guest favourite
Home in Boddington
4.95 out of 5 average rating, 183 reviews

Boddington Mill

Boddington Mill is a stunning countryside retreat in the heart of the Cotswolds, steeped in history and rural charm. The building retains industrial mill parts which intersect multiple levels for a unique and generous living space. Its south-facing garden includes outside dining, wood-fired hot tub, and large lawn, home to wildlife and fruit-bearing trees. Inside, the three king sized bedrooms feature luxury bedding beneath vaulted, oak-beamed ceilings and period windows. Sky TV, Sonos speakers.

Top Guest favourite
Shepherd’s hut in Blaisdon
4.98 out of 5 average rating, 141 reviews

Romantic Hut + Covrd Jacuzzi + Games Rm +Proposals

Perfect hut with. Louvre Pergola covering jacuzzi, ideal protection from rain/ enjoy sun. (Jacuzzi = extra £30 for 1 night/ £40 for 2 or more nights). Our Rustic Games Room + Lounge (Pool, Darts +Board Games) is perfect for relaxation. Stream. Enjoy 3 outdoor patios, take in the dazzle of a million stars.Spectacular countryside views. Parking. 5 minute walk to Pub. On the edge of AONB: Forest of Dean, Wye Valley, as well as the bustling Gloucester City. Cotswolds & Ross-on-Wye are closeby.

Top Guest favourite
The exterior of The Annex features a wooden facade with large glass doors framed by white curtains. Potted shrubs are positioned on either side of the entrance, complementing the brick-paved patio area. A clear sky and natural light enhance the inviting look of the structure.
Guesthouse in Bridstow
4.95 out of 5 average rating, 711 reviews

The Annex at The Oaks

The Annex is a separate building on two floors. The bedroom and bathroom are upstairs. There is a kingsize bed and a sofa bed available. We do provide extra laundry for the sofa bed at a cost of £15. Please let me know if you require the sofa bed making up. To access the bedroom are external stairs. Downstairs is a great open plan living space. There is private parking. Ross town is a mile away. PLEASE NOTE: the Annexe is next to a busy main road and traffic can be heard from the Annexe.

Guest favourite
Home in Stroud
4.94 out of 5 average rating, 162 reviews

Luxury Converted Costswolds Hillside Chapel Escape

Step into a rare and remarkable stay at ‘The Old Church’, a lovingly restored & renovated 1820s chapel nestled on the hillside in the idyllic Cotswolds village of Sheepscombe. This enchanting property blends timeless character & period charm with a relaxing contemporary feel. A truly unique picturesque countryside escape. Located in a tranquil woodland setting on the edge of Blackstable Nature Reserve with scenic valley walks, a rustic village setting, a playground & lovely pub down the lane.

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
5 out of 5 average rating, 355 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.

Top Guest favourite
Barn in Gloucestershire
4.99 out of 5 average rating, 196 reviews

The Cider Barn, Luxury for 2 with beautiful views.

The Cider Barn provides luxury accommodation for 2, whilst preserving the unique character of the building. The Cider Barn just outside the historic market town of Ledbury, enjoys an idyllic rural location, stunning views and unparalleled walking and cycling. Relax and enjoy your private outdoor dining spaces and garden, or curl up with a book with the log fire. Adjacent to owners farmhouse Netflix, & WiFi Private Parking Sorry No Pets, No Smoking COVID-19: please see Other Things To Note

Top Guest favourite
A spacious courtyard is surrounded by charming red brick buildings, with large arched openings and windows. A central fountain is featured, set within well-kept greenery. The sky is clear and blue, complementing the peaceful setting.
Condo in Gloucestershire
4.99 out of 5 average rating, 136 reviews

Unique Courtyard Apt, walk to 3 Choirs Vineyard

Appledeck is a stylish 1 bedroom unique apartment set in the grounds of an historic 1000 year old house & located within a stunning stable courtyard & fountain. Ideal for walkers, cyclists, visitors & close to the beautiful Wye Valley, Forest of Dean, counties of Glos, Worcs, Herefordshire and Wales. Explore the ancient market towns of Ledbury & Ross On Wye plus beautiful spa towns of Malvern & Cheltenham. Just a short stroll away from the award winning “Three Choirs Vineyard" & brassiere.

Top Guest favourite
A half-timbered manor house is set within a spacious, green landscape. The building is surrounded by lush trees, with a clear blue sky overhead. A peaceful freshwater lake and gently rolling hills are visible in the background, enhancing the tranquil atmosphere.
Home in Ross-on-Wye
4.91 out of 5 average rating, 294 reviews

The Game Larders

Wythall is a half-timbered manor house in a secluded and idyllic setting with garden, fresh water lake, wooded grounds and vineyards. You will enjoy peace and quiet here and see an abundance of wildlife. Wine tastings and vineyard tours are also available via appointment. The Game Larders is completely self contained and situated in the west wing of the manor house. It is well equipped and furnished, with access to ample parking space and central heating throughout. Pets are welcome.

Top Guest favourite
The cottage is displayed from an elevated view, highlighting its rustic charm with a red-tiled roof. Surrounded by lush green fields and trees, it offers a peaceful rural setting. Gravel pathways and fencing can be seen in the distance, enhancing the serene landscape.
Cottage in Ross-on-Wye
4.98 out of 5 average rating, 128 reviews

A beautiful cottage set in spectacular grounds

Welcome to Walnut Cottage. A beautiful stunning quiet peaceful location. This cottage is beautifully furnished with under floor heating in the bathroom with a heated mirror. There is a woodburner in the lounge for those chilly winter nights. There is a private court yard where you can sit outside, listen and see the surrounding wildlife including Red Deer, Red Kites and Barn Owls to name a few . This cottage offers a luxury couples hideaway with magnificent surroundings views

Top Guest favourite
The cottage is set on a hillside, surrounded by lush greenery and trees. A gentle slope leads to the well-maintained garden, with ferns and native plants framing the stone structure. The sky is bright blue with scattered clouds, enhancing the peaceful rural setting.
Home in Amberley
5 out of 5 average rating, 285 reviews

Magical cottage set within a woodland glade

Badgers Bothy is set within a woodland glade in the grounds of the 16th century Amberley Farmhouse and provides the most unique and charming country escape. Our idyllic cottage is set on the edge of Minchinhampton Common (located in an AONB) and with miles of footpaths which are perfect for those wishing to explore the Cotswolds. This beautiful cottage exudes an aura of peace and tranquillity and a haven for those wishing to escape the hustle and bustle of a busy life.

Top Guest favourite
Tiny home in Hope Mansell
4.97 out of 5 average rating, 238 reviews

The Woodman's Bothy

A rural retreat tucked away on a hillside at the edge of the forest where you can relax in front of the wood burning stove or enjoy the views of the beautiful Hope Mansell valley by the fire pit. This rustic hideaway is perfect for a romantic break or as a base for walkers and cyclists wanting to explore The Wye Valley and Royal Forest of Dean. Ross on Wye (10 mins), Monmouth (20 mins) and the cathedral city of Hereford (45 mins).

Top Guest favourite
The exterior of Wycke Cottage features charming stone walls adorned with lush green vines. Multiple windows allow natural light to fill the space, while potted plants in various sizes enhance the entrance. A clear blue sky creates a serene backdrop.
Home in Painswick
4.98 out of 5 average rating, 212 reviews

Cottage luxe in The Cotwolds

Wycke Cottage welcomes you with unequivocal charm and a little luxe at every turn. Hunker down in style in the picture-perfect Cotswold setting in the heart of Painswick. This 400-year-old cosy cottage, sits opposite the historic church. With stunning sunset views across to the church's beautiful spire and clockface, and its much storied 99 cloud-like yew trees, this stay offers the quintessential Cotswold experience.

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