Holiday rentals in Shipton Oliffe

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Top-rated holiday rentals in Shipton Oliffe

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Guest favourite

Cottage in Cheltenham

4.9 out of 5 average rating, 419 reviews

The Bothy cottage in the Cotswolds

The Bothy is a conversion of a 17th Century Cotswold stone stable and a 20th Century kennel building. On the ground floor is the living room with a beautiful wood burning stove, a fully equipped kitchen, a comfortable double bedroom and a modern shower room. Whilst upstairs, which is accessed from a narrow oak staircase, you can find the twin bedroom. The living room has been fitted to retain all its original features and is furnished in period style. I have included many Georgian and Victorian pieces and have also included a large settee and two arm chairs, dining table and chairs for 4, corner cupboard and a dash of the 21st Century with a Sky television. The Bothy is beautifully situated in the Postlip Coombe on the leeward side of the Cotswolds highest hill and yet only minutes from Winchcombe, a classic Cotswold "wool" town, renowned for its excellent shops, restaurants and architecture.

14–21 Dec

$173 SGD per night

Superhost

Home in Andoversford

4.91 out of 5 average rating, 180 reviews

Spacious Cotswold Cottage with Free Gym and EV Cha

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

18–25 Feb

$445 SGD per night

Guest favourite

Shepherd’s hut in Winchcombe

4.97 out of 5 average rating, 127 reviews

Stunning Cotswold Views, Idyllic, En suite TV/WiFi

Scandinavian styled, ensuite, luxury Shepherd's Hut set in idyllic private countryside. Extensive hillside views. Perfectly located in an Area of Outstanding Natural Beauty (AONB) in The Cotswolds. National Walking Trails on the doorstep. Picturesque walk or e-bike to medieval Winchcombe; home to the fascinating & majestic Sudeley Castle, many interesting shops, excellent restaurants, superb cafés & pubs. Just one other beautiful Shepherd’s Hut is also available & both can be booked together.

23–30 Oct

$164 SGD per night

Guest favourite

Cottage in Andoversford

4.99 out of 5 average rating, 116 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.

21–28 May

$226 SGD per night

Superhost

Cottage in Cheltenham

4.86 out of 5 average rating, 135 reviews

Charming 2 Bedroom Cottage in Compton Abdale

Charming 2 bedroom cottage in Compton Abdale. Near Cheltenham, Northleach & Bourton on Water. Riverside Cottage is an ideal base for a country getaway, a charming c18th Cotswold stone cottage located in the picturesque hamlet of Compton Abdale, in a valley in the heart of the Cotswolds, about 10 minutes drive from Cheltenham, Northleach and Bourton-on-the-Water. Two very comfy double beds in beautiful countryside. Note: the stairs are short but wooden & quite steep as it is an older cottage

12–19 May

$229 SGD per night

Guest favourite

Cottage in Chedworth

4.99 out of 5 average rating, 117 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.

20–27 Feb

$289 SGD per night

Guest favourite

Guest house in Withington

4.99 out of 5 average rating, 261 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.

10–17 Apr

$178 SGD per night

Superhost

Cottage in Chedworth

4.86 out of 5 average rating, 258 reviews

Littlecote Cottage, Cotswolds

Littlecote Cottage is a charming two bedroom, one bathroom cottage, nestled in the picturesque village of Chedworth in the heart of the Cotswolds. Littlecote is tastefully decorated featuring traditional oak beams, exposed brickwork, flagstone floors as well as all modern conveniences. The sitting room features an original inglenook fireplace with wood burning stove (logs provided) and a window seat overlooking Chedworth Valley.

11–18 Oct

$172 SGD per night

Guest favourite

Guest house in Cheltenham

4.98 out of 5 average rating, 116 reviews

Leighterton, a beautiful Cotswold hideaway

Leighterton is a new bolthole in the heart of the Cotswold. The small, but perfectly formed, annex offers a beautifully designed, well-equipped space to stay. Surrounded by fields guests can enjoy walks, cycling and exploring neighboring villages. We are also perfectly located for guests of weddings at Cripps and Stone Barn. Located in a separate building next to the main house you have both security and privacy.

29 Jun – 6 Jul

$168 SGD per night

Guest favourite

Cottage in Rendcomb

5.0 out of 5 average rating, 314 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.

12–19 Jan

$351 SGD per night

Guest favourite

Cottage in Withington

5.0 out of 5 average rating, 195 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.

20–27 Jan

$231 SGD per night

Guest favourite

Cottage in Chalford

4.97 out of 5 average rating, 234 reviews

One bedroom cottage in the heart of the Cotswolds

Cowcombe End is part of Cowcombe House, which is a late 17th century Cotswold stone home. Close to the market towns of Tetbury, Stroud and Cirencester, it is well positioned for exploring the Cotswolds. The property is surrounded by three and half acres of fields and gardens, with stunning views over the Golden Valley. You can walk for miles from the door

20–27 Oct

$188 SGD per night