Book Luxury Holiday Rentals 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.

In Light

In Light

  • 9 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

Sitting on the outskirts of Cheltenham town centre, this home is ideally positioned for a refreshing city break. Outside, there is private parking for up to three cars and you’ll find great public transport links.

Royal Place

Royal Place

  • 10 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

Just a short walk from Cheltenham town centre, this regency town house is ideally situated for an exciting city stay. From here, you can stroll to The Brewery Quarter, and you’ll find the district of Montpellier and Cheltenham's Race Course are also within walking distance.

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.


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

Explore the 44 most perfect homes in our collection

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Most popular homes in Cheltenham

No Place I'd Rather Be

No Place I'd Rather Be

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

Victorian Touch

Victorian Touch

  • 4 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

Cosy Cheltenham

Cosy Cheltenham

  • 6 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

The Woodman

The Woodman

  • 4 guests

  • 3 bedrooms

Cheltenham, Gloucestershire

Arcadia in Stone

Arcadia in Stone

  • 4 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

Pittville Paradise

Pittville Paradise

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

Town and Country

Town and Country

  • 10 guests

  • 4 bedrooms

Cheltenham, Gloucestershire

The Top Hat

The Top Hat

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Cheltenham, Gloucestershire, England, United Kingdom. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Cheltenham, Gloucestershire, England, United Kingdom has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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