Vacation rentals in Shipton Oliffe

Luxury Romantic Coach House for 2 in the 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 an excellent base for exploration, whether you're seeking to indulge in the local flavour 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

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.

Little Knapp on the Cotswold Way

Snug space ideal for relaxing getaways. Set in area of outstanding natural beauty. Perfect base for couples to explore the Cotswolds with direct access to Cotswold Way. It's a quirky small space. Intended as a great escape, there is WiFi but no TV. Dogs: 1 w-behaved dog welcome (+ £10). Sofabed: Please request bedding (+£10 charge) or bring own for free. Firepit & logs: By request (£10) NB Bathroom space limited, stairs tricky for less mobile, roof terrace is private & overlooked by our house.

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).

Little Nook Cottage - Cosy & Large Garden

Located in the heart of Winchcombe with far reaching views over the rolling Cotswold hills, Little Nook Cottage is a charming bolt hole, perfect for couples or a small family from which to explore the Cotswolds. You will find beautifully crafted beams and original stone floors paired with all the luxuries you need for a relaxing break. Featuring a cosy living/dining room with wood burning fire, a super comfy double room and even a dedicated work space should you wish to work away from home!

Cotswolds studio apartment with breathtaking views

A spacious, light & airy ground floor studio apartment with separate shower room & underfloor heating, set in beautiful surroundings. The apartment is close to the Cotswold Farm Park, located in the grounds of a 48 acre livery business, the apartment has fantastic views across the lawns, to the horses in the paddocks and beyond. This apartment has a fully equipped kitchen and is decorated to give it a Cotswold farmhouse feel, it has it's own entrance, with off street parking.

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.

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.

The Cottage

Charming cottage which is perfectly located for a relaxing break or holiday in the Cotswolds. Designed for comfort, the interior has been refurbished to a high standard. We are in a designated area of outstanding natural beauty and are a popular destination for walkers and cyclists who want to explore the many footpaths and bridleways. The cottage is a 2.5 mile drive from Bourton-on-the-Water and a short walk across the fields to the cafe in Notgrove.

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..

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.

Chapel End

Set on Cleeve Hill, this converted chapel is a unique and peaceful getaway. Located on the Cotswold Way, it is ideal for walkers, is dog friendly and has fabulous views. Next door is the Rising Sun pub and it is a short walk to Cleeve Hill Golf Club. It is also perfect for horse-racing enthusiasts with the Cheltenham Racecourse close by.