
House vacation rentals in Winchcombe
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Top-rated house rentals in Winchcombe
Guests agree: these houses are highly rated for location, cleanliness, and more.

Luxury Romantic Coach House for 2 in the Cotswolds
Escape to The Coachhouse, an exquisite 1-bed luxury holiday rental, traditional Cotswold stone and nestled in the very heart of the Cotswolds - an idyllic destination hailed as a quintessential English retreat. This holiday cottage is an excellent base for exploration, whether you're seeking to indulge in the local flavour at country pubs, engage in outdoor activities like golfing, walking, shooting, and horse riding, or fancy a spot of shopping in charming boutiques, all just a stone's throw fr

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).

Spacious Organic Cotswold Farm Cottage
Newly converted Cotswold barn in a beautiful location on our Organic working farm with views to die for. Centrally located in the North Cotswolds, close to Broadway and Winchcombe and other nearby villages. We are also only 15-20 mins from Cheltenham, Chipping Campden, Stow-on-the-Wold, Moreton-in-Marsh, Tewkesbury and Junction 9 of the M5. A 5 min drive to the train station where you can catch a steam train that can take you to Broadway and or Cheltenham. Perfect for Cheltenham Races!

A Perfect Cotswold Getaway in Peaceful location
Cross's Barn is a beautiful, modern and luxurious place to stay. A prime location, right in the heart of the Cotswolds between Burford and Bourton-on-the-Water. With most, if not all of the Cotswolds most sought after pubs, restaurants, and tourist locations close by, and beautiful countryside walks surrounding it. Northleach town is just a three minute drive away. The barn is open plan, spacious, super cosy, and perfect for a countryside Cotswold getaway! It is quiet, and simply magical!

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.

Magical cottage set within a woodland glade
Badgers Bothy is set within a woodland glade in the grounds of the 16th century Amberley Farmhouse and provides the most unique and charming country escape. Our idyllic cottage is set on the edge of Minchinhampton Common (located in an AONB) and with miles of footpaths which are perfect for those wishing to explore the Cotswolds. This beautiful cottage exudes an aura of peace and tranquillity and a haven for those wishing to escape the hustle and bustle of a busy life.

Adorable listed cottage in Stow on the Wold.
A delightful, cosy one bedroom cottage actually in the very heart of the town. Beautiful walks across fields and woodland straight from the door. Or enjoy the exquisite gastronomic delights that Stow’s cafes, restaurants, coffee shops and local markets are famous for. Enjoy exploring the ancient town and learning about the history of the ‘tures’ (old sheep passages). Stow is famous for being an antique dealers heaven. Cheltenham and Oxford are only 30 minutes away.

The Engine House, rural escape to Bredon Hill
The Engine House is the perfect base for a romantic break or active outdoors holiday. It's fantastic dog-walking and off-road cycling country, set at the foot of Bredon Hill on the Glos/Worcs border. The house is beautifully-furnished and ready to self-cater with a well-equipped kitchen. Step out of the door, and it's easy access straight onto the hill, to enjoy spectacular views. Or for a friendly welcome and good food, just stroll next door to the Yew Tree Inn.

Entire guest suite in stylish converted loft
Private suite close to Cheltenham racecourse & the town's many restaurants, theatres & shopping. With a frequent bus service to Cheltenham races (2.5miles) & town (3miles) you can leave your car safely on our drive. We're only 2.8 miles from Prescott Hill Climb and Bishops Cleeve is the perfect base for exploring the surrounding Cotswolds area. Tea, coffee & breakfast staples provided (Gluten Free alternatives on request). A warm welcome awaits you!

'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.

Pretty detached cottage
The cottage is located in a unique rural setting , surrounded by open countryside and spectacular views yet two minute walk to the centre of Kingham village, which boasts two exceptional Gastro pubs. Daylesford Organic a two minute drive or a 25 min. walk through beautiful Cotswold countryside, Soho Farmhouse and Diddly Squat Farm shop a short drive. There are a wealth of stunning Cotswold market towns on the doorstep.

Beautiful 1-bedroom home in Broadway
Lottie’s Cottage is an idyllic home located in the residential area of The Sands, just a short walk away from one of the most beautiful high streets in the Cotswolds, Broadway. Lotties’s cottage is a perfectly presented and newly renovated one-bedroom property, ideally and conveniently sourced with everything you’ll need for a perfect Cotswolds getaway. An idyllic property for couples or friends
Popular amenities for Winchcombe house rentals
House rentals with a pool

Private Pool/Cotswolds Celebrations /Games Room

Dog friendly with hot tub and Pool -The Pool House

Lakeside House, Hot Tub, Swimming Pools

Boundary Court Barn, Selsley common, Stroud

Pennyroyal Lodge - HM31 - Lakeside Spa Property

Wishbone Cottage, beautiful lakeside Cotswold home

Cotswolds House w/ private Swimming Pool in Garden

43 Clearwater - Lower Mill Estate + Pools + Spa
Weekly house rentals

Between Stratford-upon-Avon and North Cotswolds

Cotswold Stone Arts and Crafts detached house

Boutique cottage in the heart of Winchcombe

Cosy cottage in the Malverns

Upper Barn, Upper Slaughter, Cotswolds

Little Milestones

Cotswold charm with everything on your doorstep

Cottage on the Cotswold Way
Private house rentals

Vicky and Richards home

Smart Luxury Character Cottage @ Stow in the Wold

The Assembly Hall

Cotswold Corner

Mercia House, Winchcombe, Cotswolds

Modern & stylish family home | private garden

Cosy home in Leckhampton

The Room Next Door- Boutique room in the Cotswolds
When is the best time to visit Winchcombe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$34,223 GYD | G$46,534 GYD | G$58,012 GYD | G$54,047 GYD | G$46,534 GYD | G$41,735 GYD | G$47,995 GYD | G$54,255 GYD | G$44,030 GYD | G$49,456 GYD | G$49,456 GYD | G$62,394 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 |
Quick stats about house rentals in Winchcombe

Total vacation rentals
Explore 40 vacation rentals in Winchcombe

Nightly prices starting at
Winchcombe vacation rentals start at G$12,520 GYD per night before taxes and fees

Verified guest reviews
Over 1,990 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 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!
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- Cotswolds AONB
- University of Oxford
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- Cheltenham Racecourse
- Lower Mill Estate
- Silverstone Circuit
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