Luxury Long Stay Rentals in Winchcombe

We selected the 1636 homes worth renting in this location

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Home spotlights in Winchcombe

Cotswolds Tranquility

Cotswolds Tranquility

  • 14 guests

  • 7 bedrooms

Winchcombe, Cheltenham

Originally a small dairy farm, this stone cottage has stood since it was built in 1685, and although it has undergone extensions and renovations, it has retained much of its charm and now makes for a cosy and inviting port of call for families looking to explore the Cotswolds. Set in the heart of Winchcombe, where walking trails will allow you to fully absorb the natural beauty of your surroundings, try the Sudeley Castle Circular for a more leisurely stroll before taking on any of the harder routes.

The Woodland

The Woodland

  • 7 guests

  • 3 bedrooms

Cheltenham, Gloucestershire

Whether you’re in search of a relaxing retreat or an action-packed adventure, this home welcomes you to enjoy it all from its peaceful spot in Temple Guiting. Outside, you can follow hiking trails through the Cotswolds countryside and explore nearby Stow-on-the-Wold (just 7 miles away).

Queens & Castle

Queens & Castle

  • 6 guests

  • 2 bedrooms

Winchcombe, Cheltenham

Situated on a historic estate in the Cotswolds, this cottage grants you free entry to the on-site castle and gardens. As a former engine house, this home has heaps of character with traditional windows and wood beams, though the ceilings are low on the ground floor.

Hilltop Tranquility

Hilltop Tranquility

  • 7 guests

  • 4 bedrooms

Winchcombe, Cheltenham

Bring the whole family and your beloved pet to this picturesque home in the heart of idyllic Winchcombe. Dating back to the eighteenth century, the house recently underwent a renovation to ensure all modern comforts are up to date throughout the home, whilst keeping with its traditional features and warming interiors.


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

Explore the 1636 most perfect homes in our collection

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Most popular homes in Winchcombe

Snowshill Style

Snowshill Style

  • 6 guests

  • 3 bedrooms

Snowshill, Gloucestershire

Second Nature

Second Nature

  • 2 guests

  • 1 bedrooms

Charlton Kings, Cheltenham

Country Chimneys

Country Chimneys

  • 8 guests

  • 4 bedrooms

Winchcombe, Cheltenham

The Crown & Chandelier

The Crown & Chandelier

  • 14 guests

  • 7 bedrooms

Winchcombe, Cheltenham

The Canopy of the Forest

The Canopy of the Forest

  • 4 guests

  • 3 bedrooms

Winchcombe, Cheltenham

Lady Jane Grey & Princess Elizabeth

Lady Jane Grey & Princess Elizabeth

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

The Bronze Knight

The Bronze Knight

  • 12 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

The Cottage Green

The Cottage Green

  • 6 guests

  • 3 bedrooms

Alderton, Tewkesbury

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Frequently asked questions

Explore our collection of luxury Extended Stay Rentals available for you to rent in Winchcombe, Cheltenham, Gloucestershire, England, United Kingdom. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Winchcombe, Cheltenham, Gloucestershire, England, United Kingdom collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.

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