
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$20,923 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.
FamilyValueComfort

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
LocationFamilySleep quality

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.
FamilyValueLong stay

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.
ValueFamilyBreakfast

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).
LocationValueShared spaces

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.
LocationFamilyCheckout

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.
LocationFamilyBathroom

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.
LocationValuePets

Larch clad architect designed contemporary annexe.
Relax at this unique and tranquil getaway in the beautiful South Cotswolds. The Annexe is a separate dwelling next to an architecturally award winning contemporary house located in a quiet village. The larch clad property has an industrial, boho meets the Cotswold vibe with its own private wild flower garden, perfect for alfresco dining. Excellent location for walking, running and cycling. Close to the beautiful town of Cirencester, idyllic picturesque villages and gastro pubs galore!
FamilyValueGetting around

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.
FamilyValueQuiet

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
LocationFamilyWifi

'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.
FamilyValueSleep quality
Popular amenities for Winchcombe house rentals
House rentals with a pool

Cotswolds Cottage, Heated Pool, Tithe Barn Views
LocationFamilyRiver

Deluxe Coach House at Bretforton Manor with pool
FamilyValueLaundry

Stylish Cotswolds Retreat w/ Heated Pool, Sleeps 8
FamilyLocationNearby

Boundary Court Barn, Selsley common, Stroud
FamilyValueComfort

Modern contemporary home in beautiful setting
LocationValueOutdoor spaces

Rivendell, 96 Howells Mere, Lower Mill Estate
ValueFamilyParking

43 Clearwater - family gatherings + pools + lakes
FamilyValueOutdoor spaces

100 Howells Mere - 100HM - Lakeside Spa Property
FamilyValueDecor
Weekly house rentals

Cosy Cotswolds Cottage
LocationFamilyGetting around

Two Rose Walk Cottage | Cotswolds Sleeps 4
FamilyValueComfort

Riverside Cottage • Opposite Arlington Row • Pets
LocationValueKitchen

Modern & Spacious Cotswolds Living, Great View
LocationValueWifi

Cosy Grade II Listed Cotswolds Retreat
LocationValueCheckout

Cotswold cottage with hot tub
FamilyLocationCleanliness

Traditional 6br farmhouse
ValueFamilyAmenities

Between Stratford-upon-Avon and North Cotswolds
LocationFamilyParking
Private house rentals

Beautiful Cotswold Stone Cottage
ValueFamilyView

Central Cosy Cottage with Garden & Fireplace
LocationAmenitiesCleanliness

Cottage on the Cotswold Way
LocationFamilyKitchen

Cotswold Stone Arts and Crafts detached house
FamilyLocationTV

Cosy Cotswold Cottage with Log Burner & parking
FamilyLocationSleep quality

Orchard Lea
ValueLocationAmenities

Honey stone and style year round
FamilyLocationGetting around

Nikolaus Cottage Winchcombe Cotswolds 2 Bedrooms
FamilyLocationWalkability
When is the best time to visit Winchcombe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,308 GYD | G$48,542 GYD | G$47,914 GYD | G$53,355 GYD | G$52,518 GYD | G$54,819 GYD | G$48,124 GYD | G$54,401 GYD | G$44,148 GYD | G$49,588 GYD | G$49,588 GYD | G$62,561 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





