Holiday rentals 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
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.

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
4.91 out of 5 average rating, 238 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.
Guest house
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
4.99 out of 5 average rating, 163 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 view of rolling green hills and trees, inviting natural light into the cozy sleeping area. The bed is adorned with soft linens, and a stack of fluffy towels rests nearby, enhancing the calm and serene environment.
Tiny home
4.79 out of 5 average rating, 135 reviews

Romantic Off-Grid Cabin | Cotswolds Valley Views

Escape to our romantic off-grid cabin, nestled in the heart of the Cotswolds. Enjoy breathtaking countryside views, stargazing under an unspoiled sky, and cozy up by the wood-burning fireplace. 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 walkers. Featured in The Guardian and The Times as Top 10 UK Off-Grid Retreats (Dog-Friendly).

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
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!

Top guest favourite
An open-plan living area features a comfortable sectional sofa adorned with pillows, facing a coffee table. Natural light floods through large glass doors, revealing views of the countryside. A television is mounted on the wall, and framed artwork adds character to the space.
Home
4.96 out of 5 average rating, 114 reviews

Luxury, contemporary hayloft with stunning views.

The Hayloft is a self contained flat with stunning views across surrounding countryside and with a lovely balcony. Ideal for exploring the local area, the Hayloft is conveniently situated between Cheltenham and Cirencester in the heart of the beautiful Cotswolds. Newly built (finished July 2020), it has all mod cons and is well equipped with flexible sleeping (the king size bed can convert to twin beds on request). The owners live on site (in a separate building).

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.
Guest house
5 out of 5 average rating, 492 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
4.98 out of 5 average rating, 195 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
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..

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
5 out of 5 average rating, 303 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

Superhost
The exterior of the cottage is depicted, showcasing a stone facade and a gravel area featuring a small round table and a bench. Lush greenery surrounds the space, and expansive glass doors allow natural light to illuminate the interior. A fire pit stands nearby.
Cottage
4.88 out of 5 average rating, 109 reviews

Beautiful, recently renovated two bedroom cottage

This former coachhouse has been recently converted into a stunning, private and comfortable two bedroom cottage - perfect for a peaceful break, romantic getaway or base from which to explore the Cotswolds. Guests have their own outdoor eating area and access to the private grounds including wood. There are a number of pubs serving delicious food a walk or short drive away.

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