Book Luxury Monthly Rentals in Winchcombe

We selected the 1496 homes worth renting in this location

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Home spotlights in Winchcombe

The Canopy of the Forest

The Canopy of the Forest

  • 4 guests

  • 3 bedrooms

Winchcombe, Cheltenham

To take the title of ‘Area of Outstanding Natural Beauty’, the environment has to be pretty spectacular. With The Cotswolds being one of only forty-six places awarded this coveted accolade, this lush countryside region certainly matches its description.

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.

Thatch House

Thatch House

  • 8 guests

  • 4 bedrooms

Gotherington, Cheltenham

Embodying the true meaning of the quintessential English countryside, this chocolate box thatched cottage offers an enchanting experience to guests seeking a cosy and humbling stay. From the comfy living area and snug room, both featuring crackling fireplaces that'll keep your toes warm after a scenic country walk, to the conservatory and garden – you'll find plenty of space to kick back, relax and enjoy doing absolutely nothing 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.


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

Explore the 1496 most perfect homes in our collection

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Most popular homes in Winchcombe

The Crown & Chandelier

The Crown & Chandelier

  • 14 guests

  • 7 bedrooms

Winchcombe, Cheltenham

The Charming Stone

The Charming Stone

  • 6 guests

  • 3 bedrooms

Andoversford, Cheltenham

By the Forge

By the Forge

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

Lady Jane Grey & Princess Elizabeth

Lady Jane Grey & Princess Elizabeth

  • 4 guests

  • 2 bedrooms

Winchcombe, Cheltenham

The Crown & Anchor

The Crown & Anchor

  • 10 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

Fields of Dreams

Fields of Dreams

  • 16 guests

  • 8 bedrooms

Cheltenham, Gloucestershire

The Cotswolds Retreat

The Cotswolds Retreat

  • 6 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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