Boutique Cottages in Cheltenham

This smart Georgian spa town is a must-visit when in the Cotswolds. Home to the world-famous racecourse, the town itself is a glorious example of stunning Georgian architecture with imposing town houses, a leafy promenade, expansive parks and picturesque streets.

As well as plentiful shops to sate the hungriest appetite for retail therapy, there are fabulous places to eat too, whether it’s a Michelin-starred restaurant or a cute café. History lovers should pay a visit to the Wilson Museum and Art Gallery, whilst head to Pitville Pump Room to taste the famed spring waters.

The Promenade, Montpellier, and the Suffolks are the most beautiful spots, with Montpellier home to some stunning caryatid architecture. Cheltenham is also host to several festivals including the Literature, Science, Jazz and Music – if you coincide your stay with any of these, or the Cheltenham Gold Cup, the town really comes alive and has a fabulously buzzy atmosphere.

We have 4 luxury cottages in and around Cheltenham

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Stroud

The Covert

Discover our chic retreat in the heart of the rolling Cotswolds, promising a stylish staycation with a wood-fired hot tub and a stunning terraced garden...

From £1487 for a long weekend to £4618 for a week.

Sleeps 6 + cot | 3 Bedrooms | Pets Welcome

Stroud

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Cirencester

Thimbleberry

Our Cotswolds cottage promises a blissful sojourn for all generations, with gorgeous interiors, an alfresco kitchen and heavenly hot tub. It's dog-friendly too.

From £1400 for a long weekend to £4348 for a week.

Sleeps 6 + cot | 3 Bedrooms | Pets Welcome

5.2 miles NW of Cirencester

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Cheltenham

Pennycress

This beautifully converted Cotswolds barn is an idyllic countryside escape perfect for families, friends, and couples alike, complete with hot tub too.

From £1455 for a long weekend to £3456 for a week.

Sleeps 6 + cot | 3 Bedrooms | No Pets

8.1 miles SE of Cheltenham

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Painswick

Southview

Uncover the perfect base for exploring the Cotswolds, a luxury cottage for four with a wood burner, rolltop bath and a hot tub. It's dog friendly too.

From £709 for a long weekend to £1958 for a week.

Sleeps 4 + cot | 2 Bedrooms | Pets Welcome

Painswick

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