Holiday rentals with outdoor seating in Tewkesbury Borough

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

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.

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.

Little Nook Cottage - Dog Friendly & 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!

Cosy countryside retreat.

The Nest is a self contained detached annexe set in the peaceful Gloucestershire village of The Leigh. The property has been newly refurbished and is available for up to 2 people with access to a secluded garden space within our lovely orchard surroundings. The property has easy access and ample parking. Located within easy reach of Cheltenham, Tewkesbury, Gloucester, The Malverns, Cotswolds and M5, the accommodation is in a perfect position for exploring all that the area has to offer.

Studio 77 Cheltenham

You will be very welcome to stay in our brand new and beautifully renovated compact and bijou tiny home which is in an easy walk of Cheltenham Town Centre and the Racecourse. We have created a gorgeous space to the rear of our family home that is completely self contained with its own entrance. Studio 77 comprises of a king size bed, kitchenette area, small seating arrangement and a good sized shower room. There is a small private patio area for guests to enjoy on a sunny evening.

7 Diamond Jubilee, Cheltenham

Diamond Jubilee is a unique fully electric property located in a quiet little mews street but a short walk to the bars, shops, and restaurants of the vibrant area of The Suffolks and Montpellier. Cheltenham has a thriving cultural scene and hosts numerous festivals throughout the year such as the jazz, food and drink, literature, and science. Undoubtedly, the highlight of the year is the annual racing festival, The Gold Cup at Cheltenham Racecourse. Newly renovated bathroom.

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.

'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.

Beautiful Barn in the Cotswolds

Beautifully private converted barn in the heart of Gloucestershire, perfectly situated for Cheltenham Races, the Cotswold Way and Gloucester Rugby as well as all the local town festivals. Dating back to the 1850s and part of the original village Rectory, the barn was converted in 2019 and provides both a light and airy base as well as a cosy and super comfortable retreat. Can sleep up to 4.

Cotswold lodge with amazing views and famous walks

Enjoying spectacular views this 2 bedroom, dog friendly lodge sits on the top of Leckhampton Hill, enjoying easy access to the famous ‘Cotswold Way’ walk and is a 5 minute drive from the town centre of regency Cheltenham. The Lodge also includes a 3.5m outdoor kitchen looking over The Malvern Hills. The kitchen includes a large built in BBQ, a pizza oven and sink.