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

Total holiday rentals
Explore 50 holiday rentals in Winchcombe

Nightly prices starting at
Winchcombe holiday rentals start at $139 AUD per night before taxes and fees

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

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Winchcombe holiday 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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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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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!
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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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The Woodshed
We are located in the countryside but within easy reach of Cheltenham, Stratford-on-Avon, the Cotswolds, the Malverns and Worcester. We are a working farm at the foot of Bredon Hill, just over one mile from the local village which has a great pub. There are many great walks and cycle routes around and we also have a large pond which is great for fishing in or relaxing by. The Woodshed is great for couples, solo adventurers, business travellers, and families (with children).
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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

Deluxe Coach House at Bretforton Manor with pool
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Cotswolds Cottage, Heated Pool, Tithe Barn Views
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Stylish Cotswolds Retreat w/ Heated Pool, Sleeps 8
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43 Clearwater - family gatherings + pools + lakes
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Goosewing - Cotswolds, Lakes, Family, Pools, Spa
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Boundary Court Barn, Selsley common, Stroud
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Rivendell, 96 Howells Mere, Lower Mill Estate
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Modern contemporary home in beautiful setting
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Weekly house rentals

Astley Cottage
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Beautiful 1-bedroom home in Broadway
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Attractive Period House with breath-taking views
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Bourton on the Water Country Chic OldWorld Cottage
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Stone Barn, 4 bed, 4 bath Contemporary living
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Cosy cottage in Bibury & parking
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Comfortable Cotswold house with fabulous views
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The Mews House in Broadway
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Private house rentals

Cottage on the Cotswold Way
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Central Cosy Cottage with Garden & Fireplace
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Modern & stylish family home | private garden
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Cotswold Stone Arts and Crafts detached house
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Nikolaus Cottage Winchcombe Cotswolds 2Bedrooms
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Large Stylish Home | Garden | Two Parking Spots
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Honey stone and style year round
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Cosy Cotswold Cottage with Log Burner & parking
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When is the best time to visit Winchcombe?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $347 AUD | $322 AUD | $318 AUD | $354 AUD | $349 AUD | $364 AUD | $320 AUD | $361 AUD | $293 AUD | $329 AUD | $329 AUD | $416 AUD |
| 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
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- West Midland Safari Park
- Cheltenham Racecourse
- Utilita Arena Birmingham
- Cadbury World
- Ludlow Castle
- Cotswold Wildlife Park
- Coventry Building Society Arena
- University of Birmingham
- Bath Abbey
- Puzzlewood
- Sudeley Castle
- Bicester Village
- University of Warwick
- Alexander Stadium
- No. 1 Royal Crescent
- Warwick Castle
- Waddesdon Manor





