Holiday houses in Shipton Oliffe

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Top-rated holiday rentals in Shipton Oliffe

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Guest favourite
Home in Boddington
4.95 out of 5 average rating, 181 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
Two modern cabins are set within a natural landscape, surrounded by tall grass and trees. Shared outdoor seating areas are visible, along with a gravel path leading to the cabins. The sky is partly cloudy, enhancing the serene rural environment.
Farm stay in Whittington
4.99 out of 5 average rating, 101 reviews

Architectural gem on an acclaimed Cotswold farm /1

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
Home in Andoversford
4.91 out of 5 average rating, 240 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 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, 167 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
Home in Painswick
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.

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
4.88 out of 5 average rating, 173 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
Home in Bibury
4.97 out of 5 average rating, 179 reviews

Cosy cottage in Bibury & parking

Rosemary Cottage is a charming Grade II Listed 17th-century Cotswold stone cottage in the heart of Bibury, “the most beautiful village in England.” Just a 2-min walk to Arlington Row and close to the tranquil River Coln, it blends original features like exposed beams with modern comforts. Featuring two cozy bedrooms, a real fire and off-street parking. Ideally situated for wedding venues, countryside walks and with the Swan Inn pub less than 5 min walk - it’s the perfect countryside retreat.

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, 254 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
The charming Cotswold stone cottage is framed by lush greenery and colorful flowers. A gravel pathway leads to the entrance, flanked by a small pond. The property features a symmetrical facade, with multiple gabled roofs and large windows reflecting natural light.
Home in Coberley
4.93 out of 5 average rating, 327 reviews

Beautiful Cotswold Stone Cottage

Situated close to the Cotswold Way and the Gloucestershire Way footpaths, Close Cottage (the earliest building in Coberley circa 1550) really is in the heart of the Cotswold Hills. The self contained property comprises: two double bedrooms, fully equipped kitchen, shower room and a cosy lounge with wood burner. The traditional Cotswold stone cottage overlooks picturesque countryside and is situated within ten minutes drive from the beautiful and popular spa town of Cheltenham.

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, 500 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, 209 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
Barn in Andoversford
4.86 out of 5 average rating, 146 reviews

Converted 17th century barn with garden

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..

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