
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$20,906 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.

Comfortable Cotswold house with fabulous views
Comfortable Cotswold house with beautiful views over wide countryside yet very close to the centre of Stow on the Wold. Downstairs there is a well equipped modern Kitchen, a Cloakroom and a Living room leading into a spacious new Orangery. Upstairs there are two bedrooms, one with a double bed and the other with a King size bed. There is a bathroom with bath and shower. Outside there is parking space for several cars and at the front of the house there is a terrace leading onto an open garden
FamilyLocationTV
4.99 out of 5 average rating, 218 reviews
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.
LocationFamilyBathroom
4.94 out of 5 average rating, 198 reviews
Bourton on the Water Country Chic OldWorld Cottage
Welcome to Jasmine Cottage by The Cotswold Collection. Built some time in the 1600s, the cottage retains a lot of its character and charm with exposed Cotswold stone walls and original wood staircase and beams throughout. Completely renovated with all of todays everyday conveniences blending modern comfort with old world charm. Free designated driveway parking.Jasmine Cottage is only seconds away from the River Windrush and all of the best shops and restaurants Bourton on the Water has to offer.
FamilyLocationHeating
4.96 out of 5 average rating, 180 reviews
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.
ValueLocationNearby
4.94 out of 5 average rating, 185 reviews
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).
FamilyLocationComfort
4.93 out of 5 average rating, 168 reviews
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.
FamilyValueComfort
4.96 out of 5 average rating, 179 reviews
Premium 4-Bed Cotswolds Escape & Relaxing Retreat
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.
ValueFamilyBathroom
4.93 out of 5 average rating, 135 reviews
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.
LocationValueNearby
4.89 out of 5 average rating, 138 reviews
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
ValueLocationCleanliness
4.93 out of 5 average rating, 128 reviews
'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.
ValueFamilyDecor
5.0 out of 5 average rating, 176 reviews
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.
ValueLocationBreakfast
4.98 out of 5 average rating, 275 reviews
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.
FamilyLocationOutdoor spaces
4.95 out of 5 average rating, 102 reviewsPopular amenities for Winchcombe house rentals
House rentals with a pool

Deluxe Coach House at Bretforton Manor with pool
LocationValueLayout
4.98 out of 5 average rating, 325 reviews
Cotswolds Cottage, Heated Pool, Tithe Barn Views
ValueFamilyView
4.97 out of 5 average rating, 175 reviews
Stylish Cotswolds Retreat w/ Heated Pool, Sleeps 8
LocationFamilyBreakfast
4.76 out of 5 average rating, 148 reviews
Goosewing - Cotswolds, Lakes, Family, Pools, Spa
ValueLocationAir conditioning
4.94 out of 5 average rating, 159 reviews
Boundary Court Barn, Selsley common, Stroud
ValueLocationDecor
4.97 out of 5 average rating, 152 reviews
43 Clearwater - family gatherings + pools + lakes
LocationValueSleep quality
4.89 out of 5 average rating, 180 reviews
Rivendell, 96 Howells Mere, Lower Mill Estate
FamilyLocationView
4.87 out of 5 average rating, 114 reviews
Lakeside/Hot Tub/Jetty/Pools/Spa/Lower Mill Estate
ValueFamilyHospitality
4.94 out of 5 average rating, 141 reviewsWeekly house rentals

Larch clad architect designed contemporary annexe.
FamilyLocationView
4.99 out of 5 average rating, 277 reviews
Beautiful 1-bedroom home in Broadway
LocationValueSleep quality
4.99 out of 5 average rating, 216 reviews
The Woodshed
LocationValueParking
5.0 out of 5 average rating, 638 reviews
Riverside Cottage • Opposite Arlington Row • Pets
ValueFamilyCheckout
4.88 out of 5 average rating, 805 reviews
Cosy cottage in Bibury & parking
ValueLocationRiver
4.96 out of 5 average rating, 234 reviews
Astley Cottage
LocationFamilyGrill
4.99 out of 5 average rating, 175 reviews
Cotswolds Riverside Cottage in Bibury
FamilyLocationRiver
4.95 out of 5 average rating, 118 reviews
Adorable listed cottage in Stow on the Wold.
ValueFamilyComfort
4.93 out of 5 average rating, 245 reviewsPrivate house rentals

Cottage on the Cotswold Way
LocationFamilyCleanliness
4.97 out of 5 average rating, 96 reviews
Modern & stylish family home | private garden
LocationFamilyBackyard
4.73 out of 5 average rating, 33 reviews
Cosy Cotswold Cottage with Log Burner & parking
ValueLocationKitchen
5.0 out of 5 average rating, 37 reviews
Cotswold Stone Arts and Crafts detached house
LocationFamilyOutdoor spaces
5.0 out of 5 average rating, 29 reviews
Honey stone and style year round
FamilyLocationParking
4.97 out of 5 average rating, 34 reviews
Orchard Lea
ValueFamilyComfort
5.0 out of 5 average rating, 3 reviews
Quirky, unique, light and spacious Cotswolds home.
FamilyLocationKitchen
5.0 out of 5 average rating, 15 reviews
Large Stylish Home - Garden - Two Parking Spots
ValueFamilyKitchen
4.96 out of 5 average rating, 48 reviewsWhen is the best time to visit Winchcombe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,265 GYD | G$48,502 GYD | G$47,874 GYD | G$53,310 GYD | G$52,474 GYD | G$54,773 GYD | G$48,083 GYD | G$54,355 GYD | G$44,111 GYD | G$49,547 GYD | G$49,547 GYD | G$62,509 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
- Blenheim Palace
- National Exhibition Centre
- Lower Mill Estate
- Cheltenham Racecourse
- West Midland Safari Park
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Utilita Arena Birmingham
- Cadbury World
- Cotswold Wildlife Park
- University of Birmingham
- Ludlow Castle
- Puzzlewood
- Coventry Building Society Arena
- Bath Abbey
- Sudeley Castle
- Bicester Village
- Warwick Castle
- University of Warwick
- No. 1 Royal Crescent
- Alexander Stadium
- Waddesdon Manor





