Holiday houses in Pamington

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 · Value · Biking

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.

Value · Family · Nearby

Luxury self-catering for two in the Cotswolds

Situated on a farm between the picturesque villages of Broadway and Winchcombe this private annex is the ideal getaway or escape for visiting the Cotswolds. Spread over two floors the open ground floor contains a small fully equipped kitchen and comfortable seating area with large wood burner. There is a private outdoor area for your enjoyment. Upstairs has a super king size bed and ensuite bathroom. All bedlinen is 100% cotton with down duvet, pillows soft towels and lots of wardrobe space.

Value · Location · Outdoor spaces

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)

Location · Value · Long stay

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 · Value · Comfort

Breathtaking Cotswolds Restored Chapel Valley View

Step into a rare and remarkable stay at ‘The Old Church’, a lovingly restored & renovated 1820s chapel nestled on the hillside in the idyllic Cotswolds village of Sheepscombe. This enchanting property blends timeless character & period charm with a relaxing contemporary feel. A truly unique picturesque countryside escape. Located in a tranquil woodland setting on the edge of Blackstable Nature Reserve with scenic valley walks, a rustic village setting, a playground & lovely pub down the lane.

Value · Family · Heating

The Beehive

A dog friendly shepherds hut in the Cotswolds, ideal for those seeking a tranquil retreat. It features a comfy double bed, wood stove with enough logs to get started, bathroom and kitchen area. Enjoy the garden with a patio set, perfect for relaxing. Located near Gretton, it provides access to the Cotswolds' beauty, historic towns, and National Trust sites. Nearby, explore trails, Sudeley Castle, and racecourses. Experience a blend of rustic allure and contemporary amenities at 'The Beehive’

Value · Family · Bathroom

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.

Location · Family · Barbecue

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.

Family · Value · Walkability

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 · Biking

Hobleys Cottage Stanton Nr Broadway

Hobleys Cottage is positioned on the edge of the historic village of Stanton which is widely regarded as one of the most picturesque in the Cotswolds. Recently refurbished the luxury accommodation is light and spacious with a well-equipped kitchen, open plan dining and sitting room. Wake up to stunning views over the adjoining pasture fields; a relaxing setting and a perfect base from which to explore the Cotswalds. The village pub The Mount Inn is within walking distance.

Value · Family · Decor

Charming 2 Bed House in Tewkesbury Centre

Early 19th century detached two-bedroom cottage, one minute's walk from Tewkesbury town centre. Clean, tidy and cosy, 'Gothic Cottage' is situated extremely close to the high street and all local amenities including Tewkesbury Abbey. Cheltenham Racecourse is 15-20 minutes by car. Small outside decking area to enjoy a coffee or glass of wine. The cottage has two double bedrooms, one with a king sized bed, one with a double and a family bathroom.

Family · Location · Quiet