Book Luxury Short Stay Rentals in Winchcombe

We selected the 1474 homes worth renting in this location

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Home spotlights in Winchcombe

The Silver Knight

The Silver Knight

  • 12 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

This home is something else, so where do we even begin? Set between Stow and Cheltenham, it’s nestled to the edge of a wooded Cotswolds hamlet with beautiful views of surrounding greenery and grassland.

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.

Cotswolds Tranquility

Cotswolds Tranquility

  • 14 guests

  • 7 bedrooms

Winchcombe, Cheltenham

Originally a small dairy farm, this stone cottage has stood since it was built in 1685, and although it has undergone extensions and renovations, it has retained much of its charm and now makes for a cosy and inviting port of call for families looking to explore the Cotswolds. Set in the heart of Winchcombe, where walking trails will allow you to fully absorb the natural beauty of your surroundings, try the Sudeley Castle Circular for a more leisurely stroll before taking on any of the harder routes.

The Castle Laundry

The Castle Laundry

  • 12 guests

  • 6 bedrooms

Winchcombe, Cheltenham

This beautiful home sits on the Sudeley Castle estate and was the former laundry for the castle. Now, it’s a stunning home, refurbished in keeping with the age of the building – you can look forward to mullioned windows, original fireplaces, and high ceilings.


We selected the top 3% holiday homes in Winchcombe Short Stay Rentals

Explore the 1474 most perfect homes in our collection

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Most popular homes in Winchcombe

Country Honey

Country Honey

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

The Garden Room

The Garden Room

  • 6 guests

  • 2 bedrooms

Winchcombe, Cheltenham

The Festival House

The Festival House

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

The Bronze Knight

The Bronze Knight

  • 12 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

Charm of the Cotswolds

Charm of the Cotswolds

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

Hilltop Tranquility

Hilltop Tranquility

  • 7 guests

  • 4 bedrooms

Winchcombe, Cheltenham

The Cottage Green

The Cottage Green

  • 6 guests

  • 3 bedrooms

Alderton, Tewkesbury

Oliver Cromwell

Oliver Cromwell

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

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Frequently asked questions

Browse our curated collection of Short Stay Rentals in Winchcombe, Cheltenham, Gloucestershire, England, United Kingdom. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Winchcombe luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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