Luxury Long Stay Rentals in Winchcombe

We selected the 1666 homes worth renting in this location

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Home spotlights in Winchcombe

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.

Cotswold Dreams

Cotswold Dreams

  • 6 guests

  • 4 bedrooms

Gloucestershire, England

Set in the village of Laverton, this home promises a relaxing rural retreat. Ideal for a family, there’s plenty of space here with a charming garden and room to spread out across three floors, with whoever bags the bedroom stretching across the entire top floor able to enjoy the sweeping vistas.

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.

Willow Stream

Willow Stream

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

Unique, steeped in history and utterly charming, this gatehouse at the foot of Sudeley Castle is the perfect way to spend a couple of days in the picturesque Cotswolds. Split across two wings that are accessed via separate doors, you’ll enjoy snuggling up in the peaceful living room – we especially loved the regal tones and the antique tapestry that hangs above the sofa.


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

Explore the 1666 most perfect homes in our collection

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Most popular homes in Winchcombe

The Crown & Anchor

The Crown & Anchor

  • 10 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

Thatch House

Thatch House

  • 8 guests

  • 4 bedrooms

Gotherington, Cheltenham

The Crown & Chandelier

The Crown & Chandelier

  • 14 guests

  • 7 bedrooms

Winchcombe, Cheltenham

Cotswold Grace

Cotswold Grace

  • 2 guests

  • 1 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

The Bronze Knight

The Bronze Knight

  • 12 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

A Cotswold Delight

A Cotswold Delight

  • 4 guests

  • 2 bedrooms

Stanton, Broadway

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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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