
House vacation rentals in Winchcombe
Find and book unique houses on Airbnb
Quick stats about house rentals in Winchcombe

Total vacation rentals
Explore 50 vacation rentals in Winchcombe

Nightly prices starting at
Winchcombe vacation rentals start at G$20,927 GYD per night before taxes and fees

Verified guest reviews
Over 2,200 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Winchcombe vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winchcombe rentals

4.9 Average rating
Winchcombe stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Winchcombe
Guests agree: these houses are highly rated for location, cleanliness, and more.

Boddington Mill
Boddington Mill is a stunning countryside retreat in the heart of the Cotswolds, steeped in history and rural charm. The building retains industrial mill parts which intersect multiple levels for a unique and generous living space. Its south-facing garden includes outside dining, wood-fired hot tub, and large lawn, home to wildlife and fruit-bearing trees. Inside, the three king sized bedrooms feature luxury bedding beneath vaulted, oak-beamed ceilings and period windows. Sky TV, Sonos speakers.
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Astley Cottage
Astley is a traditionally styled Cotswold cottage providing you with a home from home experience in Stow on the Wold, one of the most beautiful villages in the Cotswolds We are perfectly located at the end of the town with an array of shops, bars and restaurants to suit every need. Well behaved dogs are welcome. Our fire is for decorative purposes only. Parking suggestions are listed under ‘other details’. Please feel free to message us with any questions you may have! @astleycottagecotswolds
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Iconic 17th Century Thatched Cottage
Enjoy the beautiful garden in the summer sunshine or hunker down next to the fire in the winter, Hoo Cottage has it all! It is one of the few thatched Cotswold Stone properties, tucked away in the idyllic village of Chipping Campden. We have done our best to bringing out the distinctive character of this historic property, while furnishing it in a luxurious rustic style. The history of the cottage is still up to debate. However, we have found evidence of it playing a role as the village bakery.
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Breathtaking Cotswolds Restored Chapel Valley View
Step into a rare and remarkable stay at ‘The Old Church’, a lovingly restored & renovated 1820s chapel nestled on the hillside in the idyllic Cotswolds village of Sheepscombe. This enchanting property blends timeless character & period charm with a relaxing contemporary feel. A truly unique picturesque countryside escape. Located in a tranquil woodland setting on the edge of Blackstable Nature Reserve with scenic valley walks, a rustic village setting, a playground & lovely pub down the lane.
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Beam House, Winchcombe, sleeps 6 + 2
We don't just offer you somewhere to sleep; at Beam House you can indulge in all the Cotswolds and Cheltenham have to offer knowing you can return to a uniquely styled period house in Winchombe's historic Gloucester Street. Expect soft cotton linens, a wood burning stove, Farrow and Ball paint, exposed beams and stone and oak floors. We offer a unique and stylish retreat ideal for relaxing and exploring. We can host 6 (1 king, 2 double) plus 2 (a sofa bed is available in the drawing room).
LocationFamilySleep quality

Kingfisher Cottage, Disabled Friendly, Cotswolds
Kingfisher Cottage is a delightful, five-bedroom, five-bathroom country residence that's perfect for multi-generational stays, comfortably sleeping 10 guests. This spacious holiday home overlooks open countryside and has a fabulous garden that backs onto the River Isbourne, with plenty of space to dine and relax outside. There's lots of room to entertain all ages, including a large kitchen and breakfast room, a living room, and a superb conservatory with a dining area and a snooker table.
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Cotswold cottage in Kingham “The Old Smithy”
Slow down and recharge at The Old Smithy. Built about 600 years ago, this Cotswold stone blacksmiths forge has been transformed into a cosy retreat for two. Kingham is a highly sought after village in the heart of the Cotswolds. With a wealth of brilliant pubs and wonderful countryside walks on our doorstep, you can bring your dog along to enjoy too. The Kingham Plough and The Wild Rabbit, are a short walk away. Daylesford Organic Farm Shop and Bamford club a longer walk/short drive.
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Luxury Cotswolds Cottage with Hot Tub
Escape to our luxurious Cotswolds holiday cottage with a hot tub! Located in the enchanting Cotswold region, our snug-luxe cottage offers the perfect break. With a landscaped garden and proximity to Cheltenham, it's ideal for race enthusiasts and explorers. Experience an unforgettable weekend getaway, family holiday, or celebration with friends in style and comfort. Book now to indulge in the beauty of the Cotswolds and enjoy relaxation, scenic trails, and the charm of Cotswolds living.
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Beautiful 4 bed house in Cotswolds
Welcome to our 4 bedroom home located in the village of Woodmancote, near Cleeve Hill & Cheltenham, right next to The Cotswold Hills, Known as the walking capital of England and AONB. Beautifully presented throughout, this self-catering home benefits from an open plan fully equipped kitchen / lounge / diner with sliding patio doors leading out to the garden, separate snug with TV. 4 double bedrooms that can accommodate up to 8 guests, en suite to the Master and a modern family bathroom.
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Cosy Cotswolds Cottage
A cosy Cotswolds getaway nestled in the small village of Combe - perfect for exploring this beautiful area. Thyme Cottage offers a romantic, luxurious escape in a tranquil setting. We are a 10 minute drive from Blenheim Palace and Estelle Manor, 20 mins from Soho Farmhouse and 30 mins from Daylesford and Oxford's dreaming spires. The cottage has been fully restored to a modern country style and equipped with luxury British brands including 100 Acres, Soho Home and Daylesford Organic.
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Cosy Cotswold Cottage near Cheltenham
Our 200 year old cottage provides the perfect getaway for walkers, cyclists, families or those just wanting some time to unwind and explore the beautiful Cotswold country side. Although the accommodation has been recently refurbished with a new kitchen and bathroom it still retains a wealth of original features including exposed oak beams, stone walls and wood floors. Pubs, cafes, restaurants, shops, Sudely Castle are within walking distance. Cheltenham race course is 6 miles away.
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4 Vineyard Street
A character filled Cotswold stone cottage including an indoor log burner and a patio with a garden to the rear of the cottage with a coal BBQ which allows for outdoor dining during the summer. Two double bedrooms allow plenty of space for families or friends to holiday in this stylish and welcoming home. This central location means all local amenities are just yards from your front door. See our Cotswold Escapes website and socials for more information and pictures
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Popular amenities for Winchcombe house rentals
House rentals with a pool

Deluxe Coach House at Bretforton Manor with pool
LocationFamilyNearby

Cotswolds Cottage, Heated Pool, Tithe Barn Views
ValueFamilyTV

Stylish Cotswolds Retreat w/ Heated Pool, Sleeps 8
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Boundary Court Barn, Selsley common, Stroud
LocationFamilyBreakfast

Rivendell, 96 Howells Mere, Lower Mill Estate
ValueLocationOutdoor spaces

Modern contemporary home in beautiful setting
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Private Pool/Cotswolds/Gatherings/Slps 12/Games Rm
FamilyLocationAmenities

43 Clearwater - family gatherings + pools + lakes
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Weekly house rentals

Luxury boutique holiday Cottage, 2 bed, 2 bathroom
ValueFamilyWalkability

Cotswolds love nest
ValueLocationComfort

Larch clad architect designed contemporary annexe.
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Modern & Spacious Cotswolds Living, Great View
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Two Rose Walk Cottage | Cotswolds Sleeps 4
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Riverside Cottage • Opposite Arlington Row • Pets
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The Mews House in Broadway
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Traditional 6br farmhouse
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Private house rentals

Cotswolds Riverside Cottage in Bibury
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Comfortable Cotswold house with fabulous views
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Cosy cottage in Bibury & parking
ValueFamilyCleanliness

Central Cosy Cottage with Garden & Fireplace
LocationCleanlinessHospitality

Cottage on the Cotswold Way
LocationFamilySleep quality

Cotswold Stone Arts and Crafts detached house
FamilyLocationIndoor spaces

Cosy Cotswold Cottage with Log Burner & parking
FamilyValueBackyard

Orchard Lea
LocationValueLong stay
When is the best time to visit Winchcombe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,318 GYD | G$48,552 GYD | G$47,924 GYD | G$53,365 GYD | G$52,528 GYD | G$54,830 GYD | G$48,133 GYD | G$54,411 GYD | G$44,157 GYD | G$49,598 GYD | G$49,598 GYD | G$62,573 GYD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 17°C | 15°C | 11°C | 7°C | 5°C |
Destinations to explore
- Silverstone Circuit
- Cotswolds AONB
- Blenheim Palace
- National Exhibition Centre
- Lower Mill Estate
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Cheltenham Racecourse
- West Midland Safari Park
- Utilita Arena Birmingham
- Cadbury World
- University of Oxford
- Ludlow Castle
- Cotswold Wildlife Park
- Bath Abbey
- University of Birmingham
- Puzzlewood
- Sudeley Castle
- University of Warwick
- No. 1 Royal Crescent
- Alexander Stadium
- Warwick Castle
- The International Convention Centre
- Coventry Cathedral
- Bullring





