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Cheltenham • Dates • Guests
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Cheltenham Cottages

35 properties found
Painswick (4mls NE), Cotswolds

Broadridge Mews

2111

Our grading

7 nights

£501 - £687

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Gloucester (3.5 mls SW), Cotswolds

Old Barn

2112

Our grading

7 nights

£355 - £574

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Bredon (2.5 Mls E), Cotswolds

Hoglets

2111

Our grading

7 nights

£692 - £762

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Cheltenham (4mls NE), Cotswolds

Overbrook Cottage

2211

Our grading

7 nights

£561 - £1,050

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Bourton-on-the-Water (9mls SW), Cotswolds

Ballingers Granary Cottage

2111

Our grading

7 nights

£488 - £686

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Tewkesbury (NW 2Mls), Worcestershire

Bumble Bee Cottage At Bushley

221

Our grading

7 nights

£532 - £946

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Bourton-on-the-Water (9mls SW), Cotswolds

Ballingers Stable Cottage

2111

Our grading

7 nights

£493 - £691

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Cheltenham (4.5Mls SE), Cotswolds

Laverok Cottage

211

Our grading

7 nights

£556 - £1,027

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Cheltenham (3mls SW), Cotswolds

Halfpenny Retreat

2113

Our grading

7 nights

£624 - £1,237

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Toddington, Cotswolds

Cotswold Retreat

2111

Our grading

7 nights

£570 - £582

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Stow-on-the-Wold (5.5mls SW), Cotswolds

The Old Cart House

2111

Our grading

7 nights

£605 - £1,158

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Tewkesbury, Cotswolds

9 Mill Bank

211

Our grading

7 nights

£548 - £681

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Showing 1-12 of 35 properties

Self-catering holiday accommodation in Cheltenham

Holidays in Cheltenham, Gloucestershire, offer elegant regency grandeur with striking terraces, wide avenues and beautiful parks wherever you look. Known as the ‘Western Gateway to the Cotswolds’, Cheltenham is regarded as one of the UK’s best-preserved spa towns and is a cultural hub with a plethora of music and food festivals each year. Stay in one of our Cheltenham holiday lets and sample the town’s restorative alkaline-rich spa waters at the Pittville Pump Room located in Pitville Park and explore the abundance of boutique shops, and trendy bars and restaurants at Cheltenham’s Brewery Quarter and the affluent Montpellier District.

If you fancy a flutter, the town plays host to the famous Cheltenham Gold Cup at its racecourse each year. Other popular attractions in Cheltenham include The Wilson, an award-winning art gallery and museum, the Holst Birthplace Museum and the Brennen & Brown Distillery where you can create your own bottle of gin in their Gin Lab.

Indulge in one of our cottages in Cheltenham and you can easily access the tranquil surrounding countryside, as well as the picturesque Cotswolds villages of Bourton-on-the-Water and Winchcombe, or the historic towns and cities of Oxford, Gloucester, Stratford-upon-Avon and Tewkesbury. For spectacular views at sunset, we recommend a brisk jaunt up Cleeve Hill, the highest point in the Cotswolds, or Leckhampton Hill with its awe-inspiring walking trails. Alternatively, admire the scenery from a different perspective aboard the Gloucestershire Warwickshire Railway, a magical journey by steam through 24 miles of Cotswolds countryside.

For those interested in history and architecture, there is a wealth of National Trust properties and ornamental gardens to discover nearby including Snowshill Manor, Hidcote Manor, Batsford Arboretum, Hanbury Hall, Coughton Court and Broadway Tower. Our selection of hand-picked holiday cottages in Cheltenham provide the perfect base to explore this wonderful town and the surrounding Cotswolds. Be sure to take a look at our dog-friendly cottages as well so your pet can come with you.