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Book Luxury Monthly Rentals in Winchcombe

We selected the 1636 homes worth renting in this location

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Home spotlights in Winchcombe

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.

Stone & Tapestry

Stone & Tapestry

  • 5 guests

  • 3 bedrooms

Winchcombe, Cheltenham

How’s a 15th-century castle that once housed King Charles I and Lady Jane Grey (to name a few) sound for a neighbour? It’s just footsteps away from this charming Cotswolds cottage –⁠ originally part of a paper mill on the vast estate.

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.

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.


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

Explore the 1636 most perfect homes in our collection

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Most popular homes in Winchcombe

A Cozy Retreat

A Cozy Retreat

  • 8 guests

  • 4 bedrooms

Winchcombe, Cheltenham

Snowshill Style

Snowshill Style

  • 6 guests

  • 3 bedrooms

Snowshill, Gloucestershire

The Canopy of the Forest

The Canopy of the Forest

  • 4 guests

  • 3 bedrooms

Winchcombe, Cheltenham

Queens & Castle

Queens & Castle

  • 6 guests

  • 2 bedrooms

Winchcombe, Cheltenham

The Silver Knight

The Silver Knight

  • 12 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

Foxglove House

Foxglove House

  • 10 guests

  • 6 bedrooms

Cheltenham, Gloucestershire

The Old Forge

The Old Forge

  • 3 guests

  • 2 bedrooms

Winchcombe, Cheltenham

Cotswolds Tranquility

Cotswolds Tranquility

  • 14 guests

  • 7 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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