Holiday houses in Shipton Oliffe

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Top-rated holiday rentals in Shipton Oliffe

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Top Guest favourite
The bedroom features a spacious bed with decorative pillows and soft bedding. A painted artwork hangs above the headboard, while two bedside tables hold lamps, providing soft lighting. The room is accented by a mirror that reflects the serene decor.
Home in Andoversford
4.86 out of 5 average rating, 206 reviews

Romantic Coach House for 2 | Perfect Cotswold Stay

Escape to The Coachhouse, an exquisite 1-bed luxury holiday rental, traditional Cotswold stone and nestled in the very heart of the Cotswolds - an idyllic destination hailed as a quintessential English retreat. This holiday cottage is an excellent base for exploration, whether you're seeking to indulge in the local flavour at country pubs, engage in outdoor activities like golfing, walking, shooting, and horse riding, or fancy a spot of shopping in charming boutiques, all just a stone's throw fr

Top Guest favourite
An aerial view captures the two detached luxury cabins positioned on a gravel drive within a scenic conservation orchard. Lush green fields extend towards the horizon, dotted with trees and framed by distant hills. A serene rural landscape surrounds the cabins, emphasizing their tranquil setting.
Farm stay in Whittington
5 out of 5 average rating, 101 reviews

Architectural gem on an acclaimed Cotswold farm /2

Enjoy a luxurious 'Bantam House' on our award-winning conservation farm. Your every comfort catered for with a handmade super king bed, air-conditioning and superfast fibre broadband. Overlooking a conservation orchard, this house is immersed in nature. The farm has been named one of the top wildlife destinations in the UK (Iolo Williams, Spring Watch). Ten minutes' drive to the spa town of Cheltenham, our cotswold getaway has bountiful access to the outdoors and great road links via the A40.

Top Guest favourite
The charming cottage is set against a rural backdrop, featuring a sloped grassy area and stone wall. The entrance displays a small porch with decorative plants, while a gravel path leads to the front door. A sign indicates the property's name, 'Hampen Lodge.'
Cottage in Andoversford
4.99 out of 5 average rating, 150 reviews

Cotswold cottage charm

Charming one bedroom self contained cottage in beautiful rural setting. Located directly on Gloucestershire Way so perfect for walking/exploring the Cotswolds. Closest village Is Andoversford (Village store, post office, pub). Cheltenham is 6 miles by car. Options on local pubs within walking distance (1hr approx). Neighbours are Curly and Sean the sheep who can be seen from the windows. Accommodation is self catering with a small kitchen including fridge, hob and combination microwave/grill.

Guest favourite
A large window frames a panoramic view of lush green hills and trees beyond. A spacious bed with soft bedding is positioned in front, offering a serene spot to enjoy the landscape. Fluffy towels are neatly arranged at the foot of the bed.
Cabin in Andoversford
4.9 out of 5 average rating, 134 reviews

Off-Grid Tiny Home W/ Spectacular Cotswolds View

Escape to our romantic off-grid cabin nestled in the heart of the Cotswolds. Enjoy breathtaking countryside views, stargazing and cosy up by the wood-burning fire. Eco-friendly retreat perfect for couples seeking peace and tranquility. Located minutes from the Cotswold Way trails, Dunkertons Organic Cider and charming historic market towns, ideal for nature lovers and those wanting to escape hustle & bustle. Featured in The Guardian and The Times as Top 10 UK Off-Grid Retreats (Dog-Friendly).

Top Guest favourite
The living area features a cozy seating arrangement with a neutral-toned sofa and decorative cushions. A natural woven pendant light hangs above, illuminating the space. A rustic coffee table sits on textured flooring, accompanied by warm tones and a charming wreath adorning the entrance.
Cottage in Winchcombe
4.98 out of 5 average rating, 188 reviews

Little Nook Cottage - Dog Friendly & Large Garden

Located in the heart of Winchcombe with far reaching views over the rolling Cotswold hills, Little Nook Cottage is a charming bolt hole, perfect for couples or a small family from which to explore the Cotswolds. You will find beautifully crafted beams and original stone floors paired with all the luxuries you need for a relaxing break. Featuring a cosy living/dining room with wood burning fire, a super comfy double room and even a dedicated work space should you wish to work away from home!

Guest favourite
The entrance to the Garden House is framed by a sturdy tree and vibrant potted plants, showcasing colorful flowers. A wooden table and shelf stand beside the door, enhancing the welcoming appearance of this independent annex.
Tiny home in Gloucestershire
4.93 out of 5 average rating, 727 reviews

The Garden House in Kingsholm, Gloucester

The Garden House is a lovely single room annex with independent access, en-suite bathroom and shower. Light, cosy, and simply furnished, set in the garden of a residential home near the centre of Gloucester, it's a quiet space to relax or work. Driveway parking available. A two-minute walk to the famous Kingsholm rugby stadium and food shops, ten minutes to city centre, bus and train stations, cathedral, Quays shopping outlet, restaurants and historic docks. Easy bus route to Cheltenham.

Guest favourite
A private garden studio is shown alongside a manicured garden, featuring a stone pathway lined with soft grass. Contemporary wooden fencing provides privacy, while a small tree adds a natural touch. Seating areas with chairs are visible, inviting outdoor relaxation.
Guest suite in Henleaze
4.89 out of 5 average rating, 122 reviews

Detached Garden Room in Cheltenham

Beautiful private garden studio, perfect for a couple for the races or weekend in Cheltenham or the Cotswolds. Continental breakfast included on the first day. Enjoy visiting one of the famous Cheltenham festivals. Private entrance with parking, patio, table & chairs. Opposite a great pub. 3.2 miles/9mins from Cheltenham racecourse. The hosts are very welcoming & are on hand to help with restaurant or bar recommendations. There’s so much to see & do in Cheltenham & the surroundings area.

Guest favourite
The cottage features a charming stone façade, with large windows allowing natural light to illuminate the interior. A gently sloping grassy path leads to the entrance, bordered by rustic stone walls and greenery. Adjacent cottages can be seen in the background, set against a tranquil landscape.
Cottage in Chedworth
4.97 out of 5 average rating, 214 reviews

Lavender Cottage - Cosy 2-bedroom Cotswold cottage

Escape the stresses of life in this cosy Cotswolds cottage. Whether you need a winter break with frosty walks, a soak in a warm bath and a good film in front of the fire or a summer getaway with BBQs and country pub gardens, this cottage has what you need. Nestled in the picturesque village of Chedworth, in the centre of the Cotswolds, this cottage is the perfect base from which to explore the beautiful countryside and incredible pubs and restaurants the area has to offer.

Top Guest favourite
A spacious bed dressed in luxurious linens is accented by two large pillows. Bedside tables with lamps provide soft lighting, while a patterned blind offers privacy. The wooden beams overhead add warmth to the stylish and inviting bedroom environment.
Guesthouse in Withington
5 out of 5 average rating, 451 reviews

Stylish studio apartment with breakfast hamper.

Nestled in the Cotswold countryside, Pillars Loft offers a hideaway perfect for two, with stylish interiors, modern amenities and luxurious home comforts. Bordering the regency spa town of Cheltenham and the charming market town of Cirencester, Pillars is perfectly located for those looking to enjoy a spot of retail therapy, fine dining or festival scene that Cheltenham is renowned for while also catering for those looking for a peaceful rural retreat.

Superhost
The exterior of the converted barn is displayed, featuring Cotswold stone walls and two sets of French doors that lead to a garden area. Potted plants add greenery to the space, while a cozy seating arrangement is present on a patio. Sunlight bathes the setting.
Barn in Andoversford
4.86 out of 5 average rating, 130 reviews

Converted 17th century barn with garden & parking

My home is a lovely 17th-century converted barn in the picturesque village of Andoversford. This Grade II listed property has 3 bedrooms, one ensuite, with 2 king size and 1 double beds. The property has been recently renovated, maintaining it’s original features, and has been tastefully furnished throughout. My home is a perfect base to soak up village life, explore Cheltenham and all the Cotswolds has to offer..

Top Guest favourite
The exterior of Heron Cottage is shown, featuring a stone facade and a charming terrace. Two green chairs and a small table are positioned on the patio, set against a backdrop of well-maintained grass and trees, creating a serene outdoor space.
Cottage in Rendcomb
5 out of 5 average rating, 401 reviews

Stunning 2 bed Cotswold cottage, sleeps 4

Formally a candle making workshop and then the village surgery, Heron Cottage has recently been completely refurbished and extended to create a modern, light and comfortable cottage. Sitting in beautiful countryside and conveniently located between Cheltenham and Cirencester, the cottage is perfect for romantic breaks and those that want to escape from busy city life.

Top Guest favourite
A stone cottage is positioned among trees and greenery, featuring a well-maintained exterior. Sunlight filters through the branches, highlighting the natural surroundings. A gravel path leads to the entrance, creating an inviting transition from the landscape to the home.
Cottage in Withington
5 out of 5 average rating, 284 reviews

Boutique 1 bedroom Cotswold Cottage

Kick back and relax in this beautiful location. A stylish stone cottage in the heart of the Coln Valley, arguably the prettiest part of the Cotswolds. The cottage is set within the 16 acres of land belonging to the main house. The perfect place for scenic walks and romantic nights in. A peaceful retreat, just 20 minutes drive from both Cirencester and Cheltenham.

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