Book Luxury Short Stay Rentals in Winchcombe

We selected the 1496 homes worth renting in this location

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Home spotlights in Winchcombe

The Festival House

The Festival House

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

Put your out of office on and disconnect entirely at this cute little shepherd's hut near Winchcombe. With plenty of room for two, it sits in a quiet field with nothing but birdsong and the occasional whistle of a steam train in the distance.

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.

A Touch of Countryside

A Touch of Countryside

  • 6 guests

  • 3 bedrooms

Winchcombe, Cheltenham

If your trip to the Cotswolds needs a bit of decadence, then visiting Sudeley Castle should be a top priority. Seeing as Sudeley Castle Cottage is right next door, visiting the beautiful castle grounds will be easy, and thanks to your hosts, you'll also get free admission to the castle and its beautiful gardens.

The Old Forge

The Old Forge

  • 3 guests

  • 2 bedrooms

Winchcombe, Cheltenham

Set within the grounds of a 15th-century castle and within walking distance of the Cotswold's town of Winchcombe, the setting of this dog-friendly cottage is a knockout. Inside, the traditional interiors are befitting of this period home, and the wooden deck outside is a nice touch for evening drinks.


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

Explore the 1496 most perfect homes in our collection

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Most popular homes in Winchcombe

The Cottage Green

The Cottage Green

  • 6 guests

  • 3 bedrooms

Alderton, Tewkesbury

The Garden Room

The Garden Room

  • 6 guests

  • 2 bedrooms

Winchcombe, Cheltenham

The Glory

The Glory

  • 8 guests

  • 4 bedrooms

Cheltenham, Gloucestershire

Golden Knights

Golden Knights

  • 34 guests

  • 15 bedrooms

Cheltenham, Gloucestershire

Hilltop Tranquility

Hilltop Tranquility

  • 7 guests

  • 4 bedrooms

Winchcombe, Cheltenham

Stone & Tapestry

Stone & Tapestry

  • 5 guests

  • 3 bedrooms

Winchcombe, Cheltenham

Second Nature

Second Nature

  • 2 guests

  • 1 bedrooms

Charlton Kings, Cheltenham

Country Honey

Country Honey

  • 2 guests

  • 1 bedrooms

Cheltenham, Gloucestershire

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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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