Rent Luxury Cottages in Winchcombe

We selected the 32 homes worth renting in this location

Home spotlights in Winchcombe

Winchcombe Winner

Winchcombe Winner

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

Instantly cosy, this characterful cottage is a true home away from home. With a log burner for winter months and a sunny courtyard come summer, you can enjoy every season here to the fullest.

Little Winchcombe

Little Winchcombe

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

You’ll find this 17th-century Grade II-listed cottage in the centre of Winchcombe, on the doorstep of many fantastic restaurants, boutiques, and tea rooms. It’s also surrounded by countryside – perfectly positioned to explore both the quaint towns and picturesque walking paths of the Cotswolds.

Castle Vale Cottage

Castle Vale Cottage

  • 8 guests

  • 4 bedrooms

Winchcombe, Cheltenham

Charming and bright, this Grade II-listed cottage in the heart of Winchcombe is a beautiful mix of old and new. Retaining some of the original character –including beamed ceilings and stone walls – it has been modernised to make your stay comfortable.

The Green Hill

The Green Hill

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

This 18th-century cottage has plenty of period charm, with low beamed ceilings, a traditional stone inglenook fireplace and bedrooms nestled under the eaves. While it may not suit taller guests, those who fancy an authentic Cotswolds stay will love the original features, as well as the garden with its rolling countryside views and unfenced pond.


We selected the top 3% holiday homes in Winchcombe Cottages

Explore the 32 most perfect homes in our collection

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Most popular homes in Winchcombe

The Crown & Chandelier

The Crown & Chandelier

  • 14 guests

  • 7 bedrooms

Winchcombe, Cheltenham

Quaint Countryside

Quaint Countryside

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

Hilltop Tranquility

Hilltop Tranquility

  • 7 guests

  • 4 bedrooms

Winchcombe, Cheltenham

The Canopy of the Forest

The Canopy of the Forest

  • 4 guests

  • 3 bedrooms

Winchcombe, Cheltenham

Queens & Castle

Queens & Castle

  • 6 guests

  • 2 bedrooms

Winchcombe, Cheltenham

A Royal Guest

A Royal Guest

  • 3 guests

  • 2 bedrooms

Winchcombe, Cheltenham

The Orangery

The Orangery

  • 14 guests

  • 6 bedrooms

Greet, Gloucestershire

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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