Book Luxury Holiday Rentals in Winchcombe

Award-winning homes from £98

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Home spotlights in Winchcombe

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.

The Crown & Anchor

The Crown & Anchor

  • 10 guests

  • 5 bedrooms

Cheltenham, Gloucestershire

If you fancy waking up to the sound of blackbirds singing in the trees, then this home is for you. This picture-perfect cottage is located in an idyllic corner of the Cotswolds and offers the perfect countryside escape for a large group looking for some fresh air and good times.

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.

The Crown & Chandelier

The Crown & Chandelier

  • 14 guests

  • 7 bedrooms

Winchcombe, Cheltenham

Nestled into the Sudeley Castle Estate, fringing the charming village of Winchcombe, you'll find this Cotswold stone 18th Century farmhouse. Spread out over three floors, with a separate annex to spill into, this home is the perfect country escape for an extended family or group of friends.


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

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Most popular homes in Winchcombe

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

Country Chimneys

Country Chimneys

  • 8 guests

  • 4 bedrooms

Winchcombe, Cheltenham

The Castle Laundry

The Castle Laundry

  • 12 guests

  • 6 bedrooms

Winchcombe, Cheltenham

The Garden Room

The Garden Room

  • 6 guests

  • 2 bedrooms

Winchcombe, Cheltenham

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Winchcombe, Cheltenham, Gloucestershire, England, United Kingdom. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Winchcombe, Cheltenham, Gloucestershire, England, United Kingdom has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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