
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$20,930 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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Two Rose Walk Cottage | Cotswolds Sleeps 4
Welcome to Two Rose Walk Cottage, a luxurious retreat in Oddington village. This elegant Cotswold getaway accommodates up to four guests, merging modern comforts with classic style. The cottage location is perfect for exploring nearby Stow on the Wold, Bourton on the Water, Bibury, and Broadway. Just a 5-minute drive or a picturesque walk away lies Daylesford, renowned for its organic dining, spa treatments, and farm shop. Within walking distance, you'll find the highly-rated Fox at Oddington.
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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).
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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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'Fifteen off the Green'- 1 Bedroom Cotswolds Home
Nestled on a close next to a peaceful tree-strewn lawn lies ‘Fifteen off the Green’. This fun and unique one bedroom home offers its guests the perfect balance of luxury and design whilst adding all creature comforts to make you feel right at home. Newly refurbished and designed with couples in mind, this home has everything you could need to cook up a storm or just to relax and unwind after a busy day exploring the Cotswolds.
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Cottage luxe in The Cotwolds
Wycke Cottage welcomes you with unequivocal charm and a little luxe at every turn. Hunker down in style in the picture-perfect Cotswold setting in the heart of Painswick. This 400-year-old cosy cottage, sits opposite the historic church. With stunning sunset views across to the church's beautiful spire and clockface, and its much storied 99 cloud-like yew trees, this stay offers the quintessential Cotswold experience.
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Kingfisher Cottage, Disabled Friendly, Cotswolds
Nestled in the wonderful market town of Winchcombe, this relaxing retreat in the heart of the Cotswolds is the perfect base for a family or group getaway to this beautiful part of the world. Experience sweeping countryside views and a tranquil garden with gentle babbling stream winding alongside it. Discover local highlights like Sudeley Castle, Broadway and Cheltenham Racecourse or explore the wider Cotswolds.
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Popular amenities for Winchcombe house rentals
House rentals with a pool

Cotswolds Cottage, Heated Pool, Tithe Barn Views
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Deluxe Coach House at Bretforton Manor with pool
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Boundary Court Barn, Selsley common, Stroud
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Stylish Cotswolds Retreat w/ Heated Pool, Sleeps 8
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Rivendell, 96 Howells Mere, Lower Mill Estate
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Private Pool/Cotswolds/Gatherings/Slps 12/Games Rm
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Modern contemporary home in beautiful setting
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Goosewing - Cotswolds, Lakes, Family, Pools, Spa
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Weekly house rentals

Astley Cottage
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Larch clad architect designed contemporary annexe.
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Riverside Cottage • Opposite Arlington Row • Pets
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Between Stratford-upon-Avon and North Cotswolds
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Cosy cottage in Bibury & parking
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Beautiful Cotswold Stone Cottage
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Cotswold cottage with hot tub
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Cotswolds love nest
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Private house rentals

Central Cosy Cottage with Garden & Fireplace
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Cottage on the Cotswold Way
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Cotswold Stone Arts and Crafts detached house
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Cosy Cotswold Cottage with Log Burner & parking
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Honey stone and style year round
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Orchard Lea
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Quirky, unique, light and spacious Cotswolds home.
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The Room Next Door- Boutique room in the Cotswolds
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When is the best time to visit Winchcombe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,324 GYD | G$48,557 GYD | G$47,929 GYD | G$53,371 GYD | G$52,534 GYD | G$54,836 GYD | G$48,138 GYD | G$54,417 GYD | G$44,162 GYD | G$49,603 GYD | G$49,603 GYD | G$62,580 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
- University of Oxford
- National Exhibition Centre
- Blenheim Palace
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- Cheltenham Racecourse
- West Midland Safari Park
- University of Warwick
- Utilita Arena Birmingham
- Cadbury World
- Ludlow Castle
- Coventry Building Society Arena
- Cotswold Wildlife Park
- Bath Abbey
- University of Birmingham
- Puzzlewood
- Bicester Village
- Sudeley Castle
- Warwick Castle
- Alexander Stadium
- No. 1 Royal Crescent
- Waddesdon Manor





