Vacation rentals in Shipton Oliffe

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Top-rated vacation rentals in Shipton Oliffe

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Guest favorite

Cottage in Cheltenham

4.9 out of 5 average rating, 417 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.

Jan 26 – Feb 2

R2,391 ZAR per night

Superhost

Home in Andoversford

4.8 out of 5 average rating, 122 reviews

The Cotswold Coachhouse , Cotswolds

Escape to The Coachhouse, an exquisite 1-bed luxury holiday rental, traditional Cotswold stone and nestled in the very heart of the Cotswolds - an idyllic destination hailed as a quintessential English retreat. This holiday cottage is the excellent base for exploration, whether you're seeking to indulge in the local flavor at country pubs, engage in outdoor activities like golfing, walking, shooting, and horse riding, or fancy a spot of shopping in charming boutiques, all just a stone's throw fr

Jan 23 – 30

R2,598 ZAR per night

Guest favorite

Shepherd’s hut in Winchcombe

4.97 out of 5 average rating, 126 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.

Jul 29 – Aug 5

R2,363 ZAR per night

Guest favorite

Apartment in Stow-on-the-Wold, Cheltenham

4.97 out of 5 average rating, 327 reviews

Cotswold Barn Loft with Panoramic views

A light spacious Cotswold barn conversion, for 2 persons decoration industrial shabby chic. Completed in Jun 2019 this lovely loft has panoramic views over the Cotswold countryside. Stable style door accessed by wooden outside staircase. Aga and fully equipped kitchen Separate bedroom with double bed and en-suite shower room Tv, sofa and table A loft conversion of an old Cotswold Barn many beams and historic features Overlooks ménage and paddocks beyond separate access and no shared facilities.

Oct 13 – 20

R2,616 ZAR per night

Guest favorite

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.

Jul 16 – 23

R3,032 ZAR per night

Superhost

Cottage in Cheltenham

4.86 out of 5 average rating, 134 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

Mar 1 – 8

R3,268 ZAR per night

Guest favorite

Cottage in Chedworth

4.99 out of 5 average rating, 114 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.

Nov 5 – 12

R4,026 ZAR per night

Guest favorite

Guesthouse in Withington

4.99 out of 5 average rating, 257 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.

Nov 1 – 8

R2,450 ZAR per night

Guest favorite

Cottage in Northleach

4.91 out of 5 average rating, 177 reviews

Peace and natural beauty in the heart of Cotswolds

Set in the heart of the Cotswolds this charming cottage is perfect for a exploring the many delights the area has to offer! The cottage itself is set back from the road and has use of a large garden and orchard as well as its own private outdoor eating area. The cottage is both spacious, with plenty of space for games and socialising, yet cosy with a wood burner for snug winter nights. It's ideal for either a family or a group of friends.

Sep 15 – 22

R2,795 ZAR per night

Superhost

Cottage in Chedworth

4.86 out of 5 average rating, 257 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.

Jul 10 – 17

R2,387 ZAR per night

Guest favorite

Cottage in Rendcomb

5.0 out of 5 average rating, 313 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.

Jan 8 – 15

R4,836 ZAR per night

Guest favorite

Cottage in Withington

5.0 out of 5 average rating, 192 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.

Oct 15 – 22

R3,186 ZAR per night