Vacation rentals in Ashchurch

Hobbit Hole, Shepherds Hut nr Cheltenham/Cotswolds

Enjoy the natural beauty surrounding this quiet shepherd's hut set in the grounds of a historic original Tudor Manor. 'Hobbit hole' is an ideal break for anything between one night and a week, or more. Only 5 minutes from junction 9 of the M5, it's set in a rural farming hamlet, 2 miles out of Tewkesbury, and 20 mins drive to Cheltenham and Gloucester. The 'Hobbit hole' enjoys free car parking, and sits in a gravel area overlooking a herb & veg garden with shady trees overlooking a young orchard

Location · Family · Indoor spaces

Boddington Mill

Boddington Mill is a stunning countryside retreat in the heart of the Cotswolds, steeped in history and rural charm. The building retains industrial mill parts which intersect multiple levels for a unique and generous living space. Its south-facing garden includes outside dining, wood-fired hot tub, and large lawn, home to wildlife and fruit-bearing trees. Inside, the three king sized bedrooms feature luxury bedding beneath vaulted, oak-beamed ceilings and period windows. Sky TV, Sonos speakers.

Family · Value · Accuracy

Beautiful Bolthole for Two

The Old Stables is a spacious, tastefully furnished private retreat, perfect for two. We’re located in the pretty village of Bredon just 3 miles from the historic riverside town of Tewkesbury, close to Cheltenham and a short drive to the north Cotswolds. Plenty of walking in the area, places to visit, shopping in Cheltenham or stay put with a good book, film or glass of wine in the garden. Or just talking to each other! *The Fox and Hounds is still closed due to a fire (note added April 2026)

Value · Family · Walkability

Iconic 17th Century Thatched Cottage

Enjoy the beautiful garden in the summer sunshine or hunker down next to the fire in the winter, Hoo Cottage has it all! It is one of the few thatched Cotswold Stone properties, tucked away in the idyllic village of Chipping Campden. We have done our best to bringing out the distinctive character of this historic property, while furnishing it in a luxurious rustic style. The history of the cottage is still up to debate. However, we have found evidence of it playing a role as the village bakery.

Location · Value · Sleep quality

Renovated cottage with views of Bredon Hill

Cedar Cottage is a recently renovated self contained cottage adjacent to our home with its own entrance and secure parking on site. It has everything you need to make your stay comfortable with high quality stylish furnishings including a king sized bed with Emma mattress. The village has 2 pubs and a village shop and is perfectly situated for easy access to Cheltenham Festivals, Upton-upon-Severn and the Cotswolds. Wonderful walks directly from the cottage. Bike storage & EV Charger available

Location · Family · Hiking

Attractive Period House with breath-taking views

Take it easy at this unique and tranquil getaway. Dating back to the 1800s, this delightful Grade II listed Georgian House is set on a Hillock in an acre of beautiful gardens overlooking the River Avon and the Cotswolds. The Uplands offers the perfect blend of luxurious rural privacy and the convenience of the town centre with its numerous restaurants and riverside pubs a short walking distance away. We have plenty of space for you to relax and pride ourselves on our high standards.

Value · Family · View

Cotswolds Cottage, Heated Pool, Tithe Barn Views

A characterful Cotswolds coach house overlooking the National Trust Tithe Barn, with two bedrooms and mature private gardens with a beautiful duck pond and heated pool. The Coach House is set in the grounds of Bredon Manor. Bredon village (two pubs, a shop) a short walk away; Cheltenham, Malvern and the Cotswolds villages a short drive. An easy escape from London that works year-round. Autumn walks, cosy winter retreats, spring gardens and heated pool May to September. Dogs welcome.

Value · Family · Cleanliness

Dog friendly stylish cottage near Malvern Hills

The Little Retreat is a beautiful stable conversion. The open plan living/kitchen/dining room has a vaulted ceiling, stylish lighting and everything you need to cook up a storm. With cosy underfloor heating throughout, this is a special place, with only 5 star reviews! The Malvern Hills, and the new Cotswold Designer Outlet are on the doorstep, the Cotwolds Hills, Jeremy Clarkson's pub and Diddly Squat Farm are less than an hour away. Well behaved dogs welcome by arrangement.

Value · Location · Amenities

53 Church Street - 500 yr old cottage/Luxury/View

53 Church Street served as a corner shop for many years, still evidenced by the door sign. It is likely to be around 500 years old, and has been lovingly restored to re-create an unmistakably historic building with all the modern comforts you could possibly want in a holiday home. From a four poster bed to a sleek, modern bathroom, from a beamed, cosy lounge to a characterful kitchen, and from a winding oak staircase to a breathtaking view of the spectacular Abbey.

Value · Family · TV

The Potting Shed (Two-bedroom barn conversion)

Kick back and relax in this calm, stylish space. Comprising a master bedroom with king size bed, En-suite shower room, twin bedroom, main bathroom and beautiful open plan kitchen living area. A morning coffee watching the sun rise over Bredon Hill or an evening glass of wine watching the sunset behind the Malvern Hills an accessible location making it suitable to chill out and relax or use as a base camp to explore the local area.

Location · Value · Backyard

Cottage luxe in The Cotwolds

Wycke Cottage welcomes you with unequivocal charm and a little luxe at every turn. Hunker down in style in the picture-perfect Cotswold setting in the heart of Painswick. This 400-year-old cosy cottage, sits opposite the historic church. With stunning sunset views across to the church's beautiful spire and clockface, and its much storied 99 cloud-like yew trees, this stay offers the quintessential Cotswold experience.

Value · Location · Bathroom

Cotswold Green - Sleeps 5 - Free EV Charging

Nestled within a brand-new development, this property is just a short stroll from the Cotswold Designer Outlet and Dobies Garden Centre! Convenience meets accessibility, with Junction 9 of the M5 only a 5-minute drive away. Public transport is just as easy—there’s a bus stop 5 minutes away, offering routes to Tewkesbury, Cheltenham, and Gloucester, while Ashchurch Parkway train station is a mere 15-minute walk.

Family · Location · Parking