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Self Catering Holiday Cottages in Cheltenham

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51.940678, -1.875172

Beautifully presented, this welcoming holiday retreat for two provides a cosy self-catering base from which to explore the Cotswolds and its many attractions. Popular with walkers, cyclists and garden enthusiasts, there are also lots of houses and gardens to visit locally. There are good pubs and of course plenty of tea rooms! The village pub in Kineton serves excellent food and just a few minutes walk away. Tourist board rating: 4 Star

Weekly guide price:
£495 to £520
Short breaks from £85 per night

2  |   1  |   No  |   No  |   Yes

Min nights: 2 (off peak) | 3 (peak)

Preferred arrival day: Flexible | 4 Star

51.954401, -1.963012

Easter House is a beautiful Cotswold stone double-fronted house in Winchcombe, sleeping ten across five bedrooms with four en-suites. Recently refurbished, the group holiday home combines period character with contemporary styling, blending golden-honey stone walls, original features, and modern comforts inside and out. The open-plan living area flows onto a two-level enclosed garden, while the fully equipped kitchen handles family feasts easily. Sudeley Castle sits nearby, Cleeve Hill walks start from the door, and Winchcombe's restaurants and pubs are steps away. This self-catering accommodation puts Broadway, Cheltenham, and the Cotswolds' prettiest villages within easy reach.

Weekly guide price:
£2000 to £2450
Short breaks from £285 per night

10  |   5  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible

51.881474, -1.881474

"Wychwood - UKC1153" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. With facilities to entertain all ages, this holiday property provides luxury accommodation. Popular Cotswold towns are within easy reach.. Ground Floor: Living room: Freeview TV, Games, Open Fire, French...

Prices from £1280 per night

4  |   2  |   No  |   Yes  |   Yes


51.929250, -1.723050

"Honey Cottage, Stow on the Wold" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Brimming with character, this little Cotswold gem is the perfect blend of modern comfort, thoughtful touches and quirky charm. Flagstone floors, exposed stonework and wooden beams have been lovingly restored and retained throughout this...

Prices from £277 per night

4  |   2  |   No  |   Yes  |   Yes


51.881933, -1.617616

"Epsom Cottage, Bruern, near Chipping Norton" is a 3 bed holiday Cottage sleeping up to 5 guests in Oxfordshire. The front door opens into a quarry-tiled entrance hall which is central to the cottage. The elegant drawing room/dining room is off to the left and is flooded with natural light from the three large windows, which look onto the courtyard and...

Prices from £857 per night

5  |   3  |   No  |   Yes  |   Yes


51.882160, -1.617245

"Wychwood Cottage, Bruern, near Chipping Norton" is a 2 bed holiday Cottage sleeping up to 4 guests in Oxfordshire. When you walk in from the courtyard, you find yourself in the large, welcoming open-plan kitchen and dining room with its Cotswold fossil stone floor and bespoke Shaker units. It’s a room where you can imagine dinner stretching out very happily...

Prices from £814 per night

4  |   2  |   No  |   Yes  |   Yes


51.881474, -1.616142

"Cope - UKC1145" is a 1 bed holiday Cottage sleeping up to 2 guests in Oxfordshire. This stunning property is light and elegant, and lies in delightful grounds with use of a pool, spa, gym and children’s play areas.. All on the Ground Floor: Living/dining room: Freeview TV, Books, Open...

Prices from £970 per night

2  |   1  |   No  |   Yes  |   Yes


52.052813, -1.778178

"Cotstone Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. This market town defines the saying "good things come in small packages" as it proves itself to be a wonderful place for tourists to stay. Chipping Campden sits in the northern part of the Cotswolds and boasts many historical buildings from St....

Prices from £272 per night

4  |   2  |   Yes  |   Yes  |   Yes


51.944480, -1.540392

"The House On The Green" is a 3 bed holiday Cottage sleeping up to 6 guests in Oxfordshire. A three-storey home decorated with quality furnishings. In a quiet location yet within walking distance of all amenities in Chipping Norton.. 1 step to entrance. Ground Floor: Kitchen: Breakfast Area,...

Prices from £297 per night

6  |   3  |   No  |   Yes  |   Yes


51.882147, -1.616149

"Cope Cottage, Bruern, near Chipping Norton" is a 1 bed holiday Cottage sleeping up to 2 guests in Oxfordshire. Cope Cottage is a charming and characterful bolthole. More château than cottage with its elegant furnishings, high ceilings and attention to detail, perfect for that special getaway. Once the mill house built for Bruern Abbey, this spacious...

Prices from £517 per night

2  |   1  |   No  |   Yes  |   Yes


51.913927, -1.627059

"Ryeworth, Kingham" is a 3 bed holiday Lodge sleeping up to 6 guests in Oxfordshire. Ryeworth Cottage is a spacious property, with so many features making it the perfect destination for a family get together or friends’ trip away.Built in 2011, Ryeworth Cottage is a comfortable modern property whilst also benefiting from...

Prices from £1060 per night

6  |   3  |   No  |   Yes  |   Yes


51.895250, -1.639220

"Shepherds Cottage, Foscot" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Located in the charming Cotswolds village of Foscot, Shepherds Cottage is a beautiful 17th century, detached Cotswold stone cottage. This characterful cottage seamlessly combines stunning features such as exposed stone walls, wooden beams and...

Prices from £322 per night

4  |   2  |   No  |   Yes  |   Yes


51.881474, -1.616142

"Goodwood - UKC1152" is a 3 bed holiday Cottage sleeping up to 5 guests in Oxfordshire. Nestled on a site with other holiday properties, this luxurious property, with a wood burner and enclosed garden, enjoys use of many on-site facilities.. 4 steps to entrance. Ground Floor: Kitchen: Electric...

Prices from £1593 per night

5  |   3  |   Yes  |   Yes  |   Yes


51.728445, -1.717100

"Culls Cottage, Southrop" is a 3 bed holiday Apartment sleeping up to 6 guests in Gloucestershire. Proud recipient of the Visit England Rose Award; the Visit England 5 star Gold Award; the Gold Green Tourism Award; and also winning Gold in the Self Catering Accommodation of the Year 2024/25 Category in the Bath, Bristol and Somerset,...

Prices from £588 per night

6  |   3  |   No  |   Yes  |   Yes


51.882347, -1.758671

"Kate's Cottage" is a 2 bed holiday Cottage sleeping up to 3 guests in Gloucestershire. Located in the Cotswolds Area of Outstanding Natural Beauty, the village of Bourton-on-the-Water dates back to Neolithic times with over 100 buildings being Grade II listed or higher. The picturesque high street nestles alongside the River...

Prices from £184 per night

3  |   2  |   No  |   Yes  |   Yes


51.994182, -1.696943

"The Coach House" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Tucked away on a quiet cul de sac just a 5-minute walk from the centre of Moreton-in-Marsh, The Coach House, a pastiche styled on original street scenes where coaches would drive under an arch and the coachman lived above. is set on the first...

Prices from £204 per night

2  |   1  |   No  |   Yes  |   Yes


52.040767, -1.859669

"Evergreen" is a 1 bed holiday Cottage sleeping up to 2 guests in Worcestershire. The charming village of Broadway, known as 'The Jewel of the Cotswolds', nestles beneath the Worcestershire hills. This quintessential English village, one of the most beautiful in the Cotswolds, offers a superb range of unique shops and...

Prices from £179 per night

2  |   1  |   No  |   Yes  |   Yes


51.913284, -1.627380

"Berry Pen, Kingham" is a 3 bed holiday Lodge sleeping up to 6 guests in Oxfordshire. Situated in the private gravel courtyard at Kingham Lodge, Berry Pen boasts many of the features of its history.Step foot into a spacious, welcoming open-plan ground floor living space incorporating the kitchen, dining and sitting room....

Prices from £1017 per night

6  |   3  |   No  |   Yes  |   Yes


51.914100, -1.627378

"Ryeworth Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in Oxfordshire. Relax and enjoy the benefits of a traditional Turkish Hammam, before taking a dip in the shared indoor heated swimming pool.. Lower Ground Floor: Playroom. Ground Floor: Open plan...

Prices from £1197 per night

6  |   3  |   No  |   Yes  |   Yes


51.882204, -1.617379

"Cheltenham Cottage, Bruern, near Chipping Norton" is a 2 bed holiday Cottage sleeping up to 4 guests in Oxfordshire. Cheltenham Cottage is a charming maisonette and a perfect bolthole offering open-plan living over two floors with stunning views across the Cotswold countryside.As you enter through your own private entrance, Cheltenham Cottage is...

Prices from £693 per night

4  |   2  |   No  |   Yes  |   Yes


51.882074, -1.617193

"Goodwood Cottage, Bruern, near Chipping Norton" is a 3 bed holiday Cottage sleeping up to 5 guests in Oxfordshire. Goodwood is a charming and cosy cottage located in the pretty courtyard and is one of the cottages built originally for the stable grooms who would have worked at the Abbey. The front door opens into a little lobby where you can take off muddy...

Prices from £857 per night

5  |   3  |   No  |   Yes  |   Yes


51.724670, -1.914478

"The Cotswold Barn" is a 4 bed holiday Cottage sleeping up to 8 guests in Gloucestershire. The Cotswold Barn is fully en-suite and has an open fire for those cold evenings making it perfect at any time of year.. Ground Floor: Living/dining room: Freeview TV, DVD Player, Open...

Prices from £617 per night

8  |   4  |   Yes  |   Yes  |   Yes


51.848710, -1.582205

"Daisy's Rest" is a 1 bed holiday Cottage sleeping up to 2 guests in Oxfordshire. You’ll love waking up to the stunning views of the Cotswolds surrounded by farm land with cattle, sheep and pigs as some of your neighbours. Simply beautiful shepherd’s hut in a glorious location.. 4 steps to entrance. All on...

Prices from £167 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.017018, -1.896157

"Brookside Lodge" is a 5 bed holiday Lodge sleeping up to 10 guests in Worcestershire. Set in the tiny, golden village of Laverton, Brookside Lodge is a luxury Cotswolds self-catering property complete with outdoor heated swimming pool, private gym and 50 acres of glorious grounds. Comprising a grand five-bedroom house...

Prices from £2979 per night

10  |   5  |   Yes  |   Yes  |   Yes


51.953969, -1.519768

"The Nest Cotswold Hills, Chipping Norton" is a 1 bed holiday Lodge sleeping up to 2 guests in Oxfordshire. Set within a country park in the heart of the Cotswold, the Nest is a traditional shepherds hut designed for two. The open-plan space features a king-size bed and rustic decor, creating a warm and inviting atmosphere. Equipped with a log burner...

Prices from £173 per night

2  |   1  |   No  |   Yes  |   Yes


51.913509, -1.627660

"Farro Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in Oxfordshire. The local market town of Chipping Norton is a short distance from the cottage and is one of the most popular, thriving towns in the Cotswolds, with a wealth of independent stores, fabulous antique shops and even the recently famous “Diddly...

Prices from £1068 per night

6  |   3  |   No  |   Yes  |   Yes