Book Luxury Holiday Rentals in Cheltenham

Award-winning homes from £98

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Home spotlights in Cheltenham

The Woodman

The Woodman

  • 4 guests

  • 3 bedrooms

Cheltenham, Gloucestershire

This grade II-listed house offers all the home comforts you could need for a fuss-free, relaxing stay. While the bedrooms don’t boast tons of space, the cosy living room and extra reception area provide enough room for your group to sprawl out and unwind while dinner's being prepared in the big kitchen.

A Royal Heritage

A Royal Heritage

  • 12 guests

  • 6 bedrooms

Charlton Kings, Cheltenham

If you’re seeking a country house getaway surrounded by nature and with panoramic views, look no further. This beautiful Grade II-listed, mid-18th-century home has been lovingly renovated by its owners and a team of award-winning interior designers, to seamlessly marry contemporary and traditional styles.

The Top Hat

The Top Hat

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

Bordering the rolling greens of the Cotswolds, and with horse racing, Regency architecture, and independent shops to discover throughout, you get a taste of both the city and country lifestyle in Cheltenham. Eleven minutes from the town centre, this apartment offers an elegant base for your stay in Gloucestershire.

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.


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

Explore the 1644 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

Regency Glow

Regency Glow

  • 4 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

Royal Sweet

Royal Sweet

  • 6 guests

  • 3 bedrooms

Cheltenham, Gloucestershire

Arcadia in Stone

Arcadia in Stone

  • 4 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

Woodland Peace

Woodland Peace

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

Pittville Paradise

Pittville Paradise

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

Gold Cup Chic

Gold Cup Chic

  • 4 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

Reading Tea Leaves

Reading Tea Leaves

  • 4 guests

  • 2 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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