The Best Homes in Cheltenham.

Award-winning homes from £98

Home spotlights in Cheltenham

Royal Huntress

Royal Huntress

  • 24 guests

  • 9 bedrooms

Charlton Kings, Cheltenham

An elegant, imposing home fit for a special gathering of family and friends, this place is a real showstopper. With room for twenty-four guests in the main house, and the possibility of adding another two in the annexe, it's so big you may have trouble finding your way around.

Village Treasure

Village Treasure

  • 2 guests

  • 1 bedrooms

Shurdington, Gloucestershire

This charming home is perfect for a couple seeking a romantic escape in the Cotswolds. It’s a self-contained home with a private garden at the bottom of Leckhampton Hill, between Cheltenham and Gloucester.

Town and Country

Town and Country

  • 10 guests

  • 4 bedrooms

Cheltenham, Gloucestershire

Located just a short stroll from Cheltenham town centre, this contemporary townhouse is perfectly positioned for a day at the races. While the modern decor here won’t be everyone’s cup of tea, we love the panelled walls and the pops of colour throughout the home.

The Gentleman's Retreat

The Gentleman's Retreat

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

This beautiful detached studio is a dreamy getaway for two. It’s located at the end of a cul-de-sac on the outskirts of Cheltenham’s town centre, in a quiet, peaceful spot.


We selected the top 3% holiday homes in Cheltenham Best Homes

Explore the 44 most perfect homes in our collection

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Most popular homes in Cheltenham

Pittville Paradise

Pittville Paradise

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

In Light

In Light

  • 9 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

Clarentine

Clarentine

  • 8 guests

  • 4 bedrooms

Cheltenham, Gloucestershire

Second Nature

Second Nature

  • 2 guests

  • 1 bedrooms

Charlton Kings, Cheltenham

Victorian Touch

Victorian Touch

  • 4 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

Let the Games Begin

Let the Games Begin

  • 8 guests

  • 4 bedrooms

Cheltenham, Gloucestershire

No Place I'd Rather Be

No Place I'd Rather Be

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

The Woodman

The Woodman

  • 4 guests

  • 3 bedrooms

Cheltenham, Gloucestershire

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Frequently asked questions

Searching for your dream home in Cheltenham, Gloucestershire, England, United Kingdom? You've come to the right place: we’re the official selection of the world’s best homes. Our collection of homes in Cheltenham, Gloucestershire, England, United Kingdom come fully furnished with well-equipped kitchens, toiletries in bathrooms & all linen included. We obsessively check each home for you, so you can book a short or extended stay with peace of mind.

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