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Book a stay in one of the best homes in Cheltenham

We selected the 1650 homes worth renting in this location

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Home spotlights in Cheltenham

Second Nature

Second Nature

  • 2 guests

  • 1 bedrooms

Charlton Kings, Cheltenham

Second Nature is the best of both worlds. Found on the edge of Cheltenham, it’s only a short drive from the city, while still feeling incredibly idyllic and rural because of its immediate surroundings.

High Brow

High Brow

  • 4 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

Situated in the Lansdown area of Cheltenham, a five-minute walk from the swanky Montpellier neighbourhood, this apartment is perfectly placed to sample all this Regency town has to offer. The interiors reflect their surroundings: elegant and sophisticated.

Gold Cup Chic

Gold Cup Chic

  • 4 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

Located on a quiet street yet just a minute's walk from Cheltenham's high street, this home is the ideal base for those looking to be in the heart of the town's action. From the dazzlingly bright white kitchen to the art-framed dining area and plump sofa in the sitting room, chic meets comfort in this home’s eclectic contemporary decor.

No Place I'd Rather Be

No Place I'd Rather Be

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

Cheltenham is quite the crowd-pleaser. Sitting on the edge of the Cotswolds, the place is a heady mix of new styles and old traditions: from horse racing to Jazz, Science and Music festivals, plus a burgeoning food scene – people flock from far and wide to sample this quintessentially English town.


We selected the top 3% holiday homes in Cheltenham

Explore the 1650 most perfect homes in our collection

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Most popular homes in Cheltenham

Royal Place

Royal Place

  • 10 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

Let the Games Begin

Let the Games Begin

  • 8 guests

  • 4 bedrooms

Cheltenham, Gloucestershire

Cosy Cheltenham

Cosy Cheltenham

  • 6 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

Royal Sweet

Royal Sweet

  • 6 guests

  • 3 bedrooms

Cheltenham, Gloucestershire

Victorian Touch

Victorian Touch

  • 4 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

Pittville Paradise

Pittville Paradise

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

Where the Love is

Where the Love is

  • 6 guests

  • 3 bedrooms

Cheltenham, Gloucestershire

Town and Country

Town and Country

  • 10 guests

  • 4 bedrooms

Cheltenham, Gloucestershire

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