Book Luxury Holiday Rentals in Winchcombe

Award-winning homes from £98

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Home spotlights in Winchcombe

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.

Greenhaven Retreat

Greenhaven Retreat

  • 6 guests

  • 3 bedrooms

Stanton, Broadway

This Cotswold home is located in the picturesque village of Stanton. Surrounded by open countryside, you’ll really feel like you’ve got away from it all here.

A Cotswold Delight

A Cotswold Delight

  • 4 guests

  • 2 bedrooms

Stanton, Broadway

Dating back to the 17th century, this cottage is perfect for those looking for a slice of idyllic living. Based in the village of Stanton, you've got the Cotswolds on your doorstep here, ideal for intrepid explorers.

Country Chimneys

Country Chimneys

  • 8 guests

  • 4 bedrooms

Winchcombe, Cheltenham

Oozing in medieval character with its sixteenth-century facade and original features throughout, Mercia hides a little secret behind its quirky front. You wouldn't expect it, yet a light-filled and contemporary entertaining space features at the back, with fabulous views of the Isbourne Valley and Sudeley Hill.


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

Explore the 1918 most perfect homes in our collection

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Most popular homes in Winchcombe

Stone & Tapestry

Stone & Tapestry

  • 5 guests

  • 3 bedrooms

Winchcombe, Cheltenham

Queen Mary

Queen Mary

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

Lady Jane Grey & Princess Elizabeth

Lady Jane Grey & Princess Elizabeth

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

The Silver Knight

The Silver Knight

  • 12 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

Second Nature

Second Nature

  • 2 guests

  • 1 bedrooms

Charlton Kings, Cheltenham

Cotswolds Tranquility

Cotswolds Tranquility

  • 14 guests

  • 7 bedrooms

Winchcombe, Cheltenham

Willow Stream

Willow Stream

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

Queens & Castle

Queens & Castle

  • 6 guests

  • 2 bedrooms

Winchcombe, Cheltenham

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Winchcombe, 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 Winchcombe, 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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