Book Luxury Monthly Rentals in Winchcombe

We selected the 1666 homes worth renting in this location

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Home spotlights in Winchcombe

Queen Mary

Queen Mary

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

Looking for a dog-friendly Cotswold’s bolthole with heritage? This period cottage, set within the grounds of a 15th-century castle and gardens once favoured by Queen Elizabeth I and King Charles I, should do nicely.

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.

The Gathering Place

The Gathering Place

  • 8 guests

  • 4 bedrooms

Bishops Cleeve, Gloucestershire

Gather your nearest and dearest for a comfortable stay at this retreat in Gloucestershire. Boasting contemporary interiors and views of the Cotswolds Hills, you'll feel instantly at home here.

Fields of Dreams

Fields of Dreams

  • 16 guests

  • 8 bedrooms

Cheltenham, Gloucestershire

Ninety acres of pastureland, ancient woodlands, and wild lakes await at this picture-perfect Cotswolds retreat located just a twenty-minute drive from Cheltenham and Stow-on-the-Wold. Set out across three-period cottages (all a five-second walk from each other), and with enough space for all sixteen of you to pile in, no one needs to be left at home for this holiday.


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

Explore the 1666 most perfect homes in our collection

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Most popular homes in Winchcombe

The Old Forge

The Old Forge

  • 3 guests

  • 2 bedrooms

Winchcombe, Cheltenham

High Brow

High Brow

  • 4 guests

  • 2 bedrooms

Cheltenham, Gloucestershire

The Canopy of the Forest

The Canopy of the Forest

  • 4 guests

  • 3 bedrooms

Winchcombe, Cheltenham

By the Forge

By the Forge

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

The Bronze Knight

The Bronze Knight

  • 12 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

Second Nature

Second Nature

  • 2 guests

  • 1 bedrooms

Charlton Kings, Cheltenham

Stone & Tapestry

Stone & Tapestry

  • 5 guests

  • 3 bedrooms

Winchcombe, Cheltenham

The Castle Laundry

The Castle Laundry

  • 12 guests

  • 6 bedrooms

Winchcombe, Cheltenham

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Winchcombe, Cheltenham, Gloucestershire, England, United Kingdom, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Winchcombe Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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