Holiday houses in Cleeve Hill

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Top-rated holiday rentals in Cleeve Hill

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Guest favourite

Cottage in Cheltenham

4.91 out of 5 average rating, 448 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.

Guest favourite

Guest suite in Winchcombe

4.91 out of 5 average rating, 164 reviews

The Annex Self contained suite on a working farm

A self-contained annex on a working farm in the beautiful Cotswold town of Winchcombe. Sitting above the medieval town, the room has spectacular views of the surrounding cotswold hills. Situated 10 minutes walk from the centre of town with lots of pubs, shops and restaurants. Right on the Winchcombe Way and close to the Cotswold Way its ideal for walkers. Secure cycle storage is also available. Broadway, Stow-on-the Wold, Bourton-on-the -Water Cheltenham, Stratford and Oxford are all drivable

Guest favourite

Cottage in Winchcombe

4.93 out of 5 average rating, 114 reviews

The Feathered Nest an idyllic Cotswolds escape.

The Feathered Nest is a delightful Cotswolds escape at any time of year. Vineyard Street is a picture postcard street in the heart of the Anglo-Saxon town of Winchcombe in the North Cotswolds. Paul and Amanda have lovingly restored this former wool cottage into a boutique two bedroom cottage with all the modern fixtures and fittings required by our discerning guests. The property has a stunning private courtyard garden which is a perfect retreat to listen to the bells of St Peter's at sundown.

Guest favourite

Shepherd’s hut in Winchcombe

4.97 out of 5 average rating, 158 reviews

Stunning Cotswold Views, Idyllic, Ensuite TV/WiFi

Cosy Scandinavian styled, ensuite, bespoke Shepherd's Hut set in a stunning valley with extensive views. Area of Outstanding Natural Beauty, The Cotswolds. Spectacular local & National Walking Trails. Picturesque 1 mile walk to medieval Winchcombe. *Visit Sudeley Castle, once home to King Henry VIII & resting place of his Queen, Katherine Parr, set in award winning gardens & grounds. Festivals and events all year round. Discover our great history, fine restaurants, superb cafés & cosy pubs.

Guest favourite

Cottage in Stanley Pontlarge

4.99 out of 5 average rating, 202 reviews

Stunning Cotswold cottage, log burner, Winchcombe

Gorgeous romantic Cotswold cottage with direct access to walks. One well behaved dog is welcome or enquire. The Old Mill House is a luxury retreat in Stanley Pontlarge, 2 miles to Winchcombe, 5 miles Cheltenham Racecourse, 9 miles central Cheltenham. Living room with TV and logburner, bedroom with kingsize bed, kitchen with microwave, dishwasher, induction hob, oven Nespresso machine, Smeg fridge/freezer. Shower room. Neal's Yard toiletries. Fast broadband. EV charging. Muddy paw pet washer.

Guest favourite

Home in Woodmancote

4.99 out of 5 average rating, 146 reviews

The Cotswold Holiday Home.

Innisfree was built in 1907 from local Cotswold stone, recently extended and renovated to a high standard with modern contemporary fittings making for a very warm and comfortable holiday home. Bedrooms have been fitted with new beds for flexible accommodation of singles and superking size doubles. A single child’s bed and travel cot may be added to the master suite. A double garage provides parking for two cars. The house has large enclosed gardens with outside furniture and BBQ fireplace.

Guest favourite

Barn in Gloucestershire

5 out of 5 average rating, 104 reviews

Farm close to Cheltenham with stunning views

Relax in our lovingly-converted dairy on our small working family farm overlooking Cheltenham. Superb views and sunsets from the quiet and private accommodation. Meet our alpacas, donkeys and pygmy goats and enjoy our free range eggs. Walk in our 80 acres of natural hillside, see the wildlife and enjoy the scenery. We are near the Cotswold Way, GWSR Steam Railway and Cheltenham Racecourse, and approx. 2 miles to the centre of Cheltenham - the heart of the Cotswolds.

Guest favourite

Guesthouse in Withington

4.99 out of 5 average rating, 333 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.

Guest favourite

Home in Prestbury

4.88 out of 5 average rating, 415 reviews

Prestbury Place

Ideal base for the Cotswolds. 3 bedroom house in the lovely village of Prestbury in Cheltenham. Close to local pubs & the racecourse. Ideal for visiting the Cotswolds and the surrounding areas. This house has 3 good sized bedrooms, 1 bathroom & 1 shower room with sink & toilet. There is a large kitchen diner, lounge & downstairs cloakroom. Additional guests also welcome(max 7) Additional guests from £25per night. STRICTLY NO PARTIES

Guest favourite

Cottage in Winchcombe

4.91 out of 5 average rating, 473 reviews

Cotswold77 - Heart of the Cotswolds

Set in the heart of the Saxon village of Winchcombe a beautifully restored and luxuriously furnished Grade II listed cottage set over three floors with a pretty, sunny garden. Glorious countryside, Cotswold country pubs and a Michelin star restaurant all in walking distance. 6 miles from Cheltenham Racecourse and perfect for the Literature, Jazz and Science Festivals in Cheltenham. An Idyllic spot for exploring the Cotswolds!

Guest favourite

Guest suite in Gloucestershire

4.87 out of 5 average rating, 298 reviews

The Garden retreat

The Garden room has its own front and back door, and access to a lovely south facing garden. It has a kitchenette and en suite. It has a very comfortable king-size bed. We are 10-15 minutes walk from the town centre and have views onto Cleeve Hill the highest point of the Cotwolds. There are good local pubs, a national award winning fish and chip shop and a supermarket all nearby. Perfectly situated for all Cheltenham festivals.

Guest favourite

Home in Winchcombe

5 out of 5 average rating, 106 reviews

'Fifteen off the Green'- 1 Bedroom Cotswolds Home

Nestled on a close next to a peaceful tree-strewn lawn lies ‘Fifteen off the Green’. This fun and unique one bedroom home offers its guests the perfect balance of luxury and design whilst adding all creature comforts to make you feel right at home. Newly refurbished and designed with couples in mind, this home has everything you could need to cook up a storm or just to relax and unwind after a busy day exploring the Cotswolds.