Rent Luxury Holiday Cottages in Winchcombe

We selected the 22 homes worth renting in this location

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Home spotlights in Winchcombe

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.

A Cozy Retreat

A Cozy Retreat

  • 8 guests

  • 4 bedrooms

Winchcombe, Cheltenham

Located on the Sudeley Castle estate, just a short walk from the castle and its gardens, this quaint eighteenth-century cottage catches the eye with a beautiful Cotswold stone exterior. Positioned on the outskirts of historic Winchcombe, you'll benefit from incredible views of the village as well as easy access to plenty of cafes, shops and restaurants – this is an excellent base from which to explore the Cotswold's outstanding natural beauty.

The Crown & Chandelier

The Crown & Chandelier

  • 14 guests

  • 7 bedrooms

Winchcombe, Cheltenham

Nestled into the Sudeley Castle Estate, fringing the charming village of Winchcombe, you'll find this Cotswold stone 18th Century farmhouse. Spread out over three floors, with a separate annex to spill into, this home is the perfect country escape for an extended family or group of friends.

A Royal Guest

A Royal Guest

  • 3 guests

  • 2 bedrooms

Winchcombe, Cheltenham

Nestled in the grounds of a 15th-century castle, and fringing the charming village of Winchcombe, this dog-friendly cottage is one-of-a-kind. Make sure to discover the fascinating history of the estate, which you’ll have complimentary access to.


We selected the top 3% holiday homes in Winchcombe Cottages

Explore the 22 most perfect homes in our collection

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Most popular homes in Winchcombe

Cotswold Grace

Cotswold Grace

  • 2 guests

  • 1 bedrooms

Winchcombe, Cheltenham

Hilltop Tranquility

Hilltop Tranquility

  • 7 guests

  • 4 bedrooms

Winchcombe, Cheltenham

The Orangery

The Orangery

  • 14 guests

  • 6 bedrooms

Greet, Cheltenham

The Old Forge

The Old Forge

  • 3 guests

  • 2 bedrooms

Winchcombe, Cheltenham

Country Chimneys

Country Chimneys

  • 8 guests

  • 4 bedrooms

Winchcombe, Cheltenham

Lady Jane Grey & Princess Elizabeth

Lady Jane Grey & Princess Elizabeth

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

Queen Mary

Queen Mary

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

Charm of the Cotswolds

Charm of the Cotswolds

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

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Frequently asked questions

Discover our curated collection of luxury holiday Cottages in Winchcombe, Cheltenham, Gloucestershire, England, United Kingdom. We painstakingly review all homes available in a destination and accept only the top 3% to ensure quality our guests can trust. Each of the Winchcombe Cottages in our collection comes fully furnished with essential bathroom toiletries, expertly-equipped kitchens and all linens included. Book your dream stay today and should you need some help, our friendly team of experts are on hand to help plan your perfect Cottage break.

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