Holiday houses in Shipton Oliffe

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Top-rated holiday rentals in Shipton Oliffe

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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, 105 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 living room features exposed brickwork and a central fireplace, creating a cozy focal point. Two soft sofas are arranged thoughtfully, with a coffee table at the center. Natural light enters through the window, complemented by elegant curtains and decorative wall artwork.
Home in Andoversford
4.91 out of 5 average rating, 239 reviews

Luxury Coal Merchant’s Cotswold Cottage - EV & Gym

Welcome to Coal Merchants Cottage, a beautiful and spacious Cotswold stone cottage perfect for your next holiday. With flexible accommodation for up to 6 guests, this cottage is ideal for families, couples, and groups of friends. The cottage boasts a perfect blend of traditional charm and modern convenience, with high-spec amenities for a luxurious stay. Situated in the heart of the Cotswolds, it's ideally located for exploring the area's quaint english villages and you'll never be short of thi

Top Guest favourite
The open living area features a cozy seating arrangement with a large white couch adorned with patterned cushions. Green beams are visible on the ceiling. Natural light floods in through multiple windows, illuminating a dining space with a wooden table surrounded by chairs.
Guesthouse in Stanton
4.99 out of 5 average rating, 152 reviews

Luxury self-catering for two in the Cotswolds

Situated on a farm between the picturesque villages of Broadway and Winchcombe this private annex is the ideal getaway or escape for visiting the Cotswolds. Spread over two floors the open ground floor contains a small fully equipped kitchen and comfortable seating area with large wood burner. There is a private outdoor area for your enjoyment. Upstairs has a super king size bed and ensuite bathroom. All bedlinen is 100% cotton with down duvet, pillows soft towels and lots of wardrobe space.

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 Shipton
4.99 out of 5 average rating, 165 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.

Superhost
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
4.89 out of 5 average rating, 168 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 exterior of a unique stone dovecote is displayed, featuring a rounded structure topped with a conical roof. A single door is visible at the base, framed by flowers and greenery. Sunlight casts soft shadows on the textured stone walls, enhancing its rustic charm.
Guesthouse in Bibury
4.98 out of 5 average rating, 535 reviews

Bibury Hidden Dovecote (Grade II Listed)

We are delighted to reopen the dovecote after some essential improvements. We can now offer availability from this spring. A completely unique experience. This converted dovecote has a stunning bathroom, copper bath, wet room shower and beautiful double bedroom with terrace. Situated in a quiet but central location in Bibury with parking and breakfast. Perfect for a secret romantic break. Situated conveniently for Burford, Cirencester and Cheltenham, you can explore South Cotswolds.

Top Guest favourite
The exterior of the larch clad Annexe features modern vertical wood paneling. Large glass doors lead into the entrance, framed by two planters with lush green grass. A gravel path provides access, highlighting the contemporary architecture amid a clear blue sky.
Home in Cirencester
4.98 out of 5 average rating, 249 reviews

Larch clad architect designed contemporary annexe.

Relax at this unique and tranquil getaway in the beautiful South Cotswolds. The Annexe is a separate dwelling next to an architecturally award winning contemporary house located in a quiet village. The larch clad property has an industrial, boho meets the Cotswold vibe with its own private wild flower garden, perfect for alfresco dining. Excellent location for walking, running and cycling. Close to the beautiful town of Cirencester, idyllic picturesque villages and gastro pubs galore!

Guest favourite
A serene pool area is framed by stone paving and flowering plants. The pool, reflecting the clear sky, is surrounded by a sun patio with seating. Lush greenery and rolling hills are visible in the background, creating a peaceful outdoor retreat.
Condo in Chedworth
4.93 out of 5 average rating, 372 reviews

Cosy, rural apartment with breakfast hamper

Relax and soak in the peace and quiet at Shrove Cottage, an idyllic little gem of a property which is self-contained with its own private entrance, roomy modern bathroom with underfloor heating, fully equipped kitchen and bedroom/sitting room area with beautiful views up the Chedworth Valley. A perfect central location for work, rest and play. Breakfast with home-made bread included for you to prepare and eat at your leisure. Available at Shrove Cottage, Pancake Hill. (URL HIDDEN)

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, 493 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.

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, 197 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.

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
4.85 out of 5 average rating, 142 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..

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, 304 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. *Helicopter landing field

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