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Willow Cottage, A Luxury Cotswold Retreat

Willow Cottage is a self-contained annexe connected to Waterloo House, a 19th century farmhouse. Named after the Weeping Willow tree right outside the door and located in the beautiful semi-rural village of Stoke Orchard, this recently renovated cottage offers an excellent base from which to explore the Cotswolds. There are great walks and cycle routes straight out of the door, and with Cheltenham Racecourse and Cheltenham town only a short drive away the possibilities for exploring are endless!

Self-contained annex on Cleeve Hill Common.

Cheesecake Well Cottage is a very peaceful and rural location, on the edge of Cleeve Hill Common, a 1,000 acre area of outstanding natural beauty with a café and golf course. Ideal for the Cotswold Way and Cheltenham Spa, 4 minutes by car from the racecourse, and close to a good pub with hourly bus service between Winchcombe and Cheltenham. The annex is self-contained, with a front door and hallway. Dogs £25 supplement. Private parking. Note the lane has a 1 in 4 to 6 gradient and is bumpy.

Pittville Loft - 5* Free parking no cleaning fee

The hidden gem of hidden gems. Our beautiful apartment is nestled in a quiet private mews lane - close to all you need and want in central Cheltenham. Free Parking inc Pittville Loft is perfectly situated for couples, young families, small groups of friends and single people traveling for business or pleasure. Within easy walking distance to the festival sites and the racecourse. Quirky and unique, Pittville Loft combines all modern conveniences with stylish vintage style and industrial chic.

Stylish Cottage in The Cotswolds.

This quaint cottage in the beautiful village of Alderton has been refurbished to a high standard, an open plan living area including a kitchen/diner leading into a living space .Off the hallway is a downstairs WC. Upstairs there are two bedrooms, one with king size bed, the second with twin beds and a family bathroom. The outside space offers a small pretty area to relax, read, eat, & drink wine. This idyllic village has everything on offer, a village shop, pub & play park in stunning setting.

St Marg’s Hideaway; Grade II listed luxury apartment in the heart of Cheltenham - gateway to the Cotswolds! Sleeps 4 - outdoor seating and free private parking!

Welcome to St. Marg's Hideaway! Indulge in luxury living in this apartment within a Grade II listed building in central Cheltenham, with free private parking included! Meticulously restored, this apartment combines historic charm with modern comfort, and sleeps 4. The spacious living area, tranquil bedroom and top-notch kitchen create an elegant ambiance. Located in Cheltenham's centre, St Marg's offers a blend of heritage and contemporary living for a truly opulent stay. Now also pet-friendly!

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!

Stunning Cotswold cottage, log burner, Winchcombe

Gorgeous romantic luxury Cotswold cottage with direct access to walks. Up to 2 well behaved small/medium dogs are welcome or enquire (see dog rules). The Old Mill House is 2 miles to Winchcombe, 5 miles Cheltenham Racecourse, 9 miles central Cheltenham. Living room with logburner, bedroom with kingsize bed, kitchen - microwave, dishwasher, induction hob, oven, Nespresso machine, Smeg fridge/freezer. Shower room. Neal's Yard toiletries. Fast broadband. EV charging. Muddy paw pet washer.

The Engine House, rural escape to Bredon Hill

The Engine House is the perfect base for a romantic break or active outdoors holiday. It's fantastic dog-walking and off-road cycling country, set at the foot of Bredon Hill on the Glos/Worcs border. The house is beautifully-furnished and ready to self-cater with a well-equipped kitchen. Step out of the door, and it's easy access straight onto the hill, to enjoy spectacular views. Or for a friendly welcome and good food, just stroll next door to the Yew Tree Inn.

Cosy self-contained annex

This is a cosy self-contained annex adjoining a 17th century cottage. The accommodation comprises a double bedroom with ensuite bathroom and a living room with kitchenette and tea and coffee making facilities. The location, in Churchdown Village, is peaceful yet extremely conveniently located, with a pub, village shop, takeaways and bus service to Cheltenham and Gloucester all within a few minutes walk. Free parking on site and wifi is included.

Cleeve Cottage (The Studio)

A small detached studio/annex, in the picturesque village of Bushley, ideal location for anyone looking to have a short break in the countryside just 1.5 miles from the old market town of Tewkesbury and only 20 minutes from Cheltenham so perfect for a weekend at the races. Plenty of stunning rural locations to be explored nearby, with easy access to the beautiful Malvern hills, fantastic for cycling and hiking