Book Luxury Vacation Rentals in Cheltenham

Award-winning homes from £98

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Home spotlights in Cheltenham

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.

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.

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.

Horses for Courses

Horses for Courses

  • 4 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

The ground floor of this new-build in the Montpellier neighbourhood is a great example of how to execute open-concept design successfully. Upon entrance, there's a zone for socialising, with a green velvet sofa and a chic glass dining table.


We selected the top 3% holiday homes in Cheltenham Vacation Rentals

Explore the 38 most perfect homes in our collection

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Most popular homes in Cheltenham

Cosy Cheltenham

Cosy Cheltenham

  • 6 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

Pittville Paradise

Pittville Paradise

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

The Woodman

The Woodman

  • 4 guests

  • 3 bedrooms

Cheltenham, Gloucestershire

In Light

In Light

  • 9 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

Royal Place

Royal Place

  • 10 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

Cheltenham Style

Cheltenham Style

  • 6 guests

  • 4 bedrooms

Cheltenham, Gloucestershire

Miss Montpellier

Miss Montpellier

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

Where the Love is

Where the Love is

  • 6 guests

  • 3 bedrooms

Cheltenham, Gloucestershire

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Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in Cheltenham, Gloucestershire, England, United Kingdom. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Cheltenham Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

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