Book Luxury Holiday Rentals in Winchcombe

Award-winning homes from £98

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Home spotlights in Winchcombe

Charm of the Cotswolds

Charm of the Cotswolds

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

Tucked along a tree-lined lane on the outskirts of Winchcombe, this sweet cottage is as cosy as it looks. The red brick exterior exudes a simple country charm, but step inside and you'll be surprised by the sophisticated living space and contemporary comforts.

Second Nature

Second Nature

  • 2 guests

  • 1 bedrooms

Charlton Kings, Cheltenham

Second Nature is the best of both worlds. Found on the edge of Cheltenham, it’s only a short drive from the city, while still feeling incredibly idyllic and rural because of its immediate surroundings.

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 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.


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

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Most popular homes in Winchcombe

The Castle Laundry

The Castle Laundry

  • 12 guests

  • 6 bedrooms

Winchcombe, Cheltenham

The Cosy Cotswolds

The Cosy Cotswolds

  • 2 guests

  • 1 bedrooms

Winchcombe, Cheltenham

Hilltop Tranquility

Hilltop Tranquility

  • 7 guests

  • 4 bedrooms

Winchcombe, Cheltenham

Golden Knights

Golden Knights

  • 34 guests

  • 15 bedrooms

Cheltenham, Gloucestershire

A Village Home

A Village Home

  • 4 guests

  • 3 bedrooms

Prestbury, Gloucestershire

The Crown & Chandelier

The Crown & Chandelier

  • 14 guests

  • 7 bedrooms

Winchcombe, Cheltenham

Country Chimneys

Country Chimneys

  • 8 guests

  • 4 bedrooms

Winchcombe, Cheltenham

Winchcombe Haven

Winchcombe Haven

  • 4 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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