
House holiday rentals in Winchcombe
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Top-rated house rentals in Winchcombe
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Romantic Coach House for 2 | Perfect Cotswold Stay
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

Unique Private Slad Valley Contemporary Chic Barn
Peglars Barn was completed in 2019, the entire front of this barn is glass which brings the stunning Slad Valley to you at all times, with nothing except the odd animal to distract you from your back to nature experience. This property has everything, blinds, super kingsize bed, en-suite walkin shower, laundry & loo, fully equiped kitchen, huge Smart TV, DVD, WiFi, Bose speaker, Nespresso machine, Laurie Lee trail walking map & other trails. Please read on for more local interest for your stay.

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.

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!

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.

Bourton on the Water Scandi Chic Authentic 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 remodeled with all of todays everyday conveniences blending modern comfort with old world charm. 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.

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!

Campion Cottage - a classic Cotswold Cottage
Campion Cottage is a charming holiday cottage available to rent all year round. Dating back to the mid-1800s, it is located in the stunningly picturesque Cotswold village of Willersey adjacent to Broadway. This bijou stone-built cottage sleeps 4 adults. It has off-street parking, front & rear gardens and is ideally placed for exploring the villages and towns of the Cotswolds, the Vale of Evesham and beyond. TYPE 2 EV CHARGING NOW AVAILABLE!

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

100 Howells Mere - 100HM - Lakeside Spa Property

Celebrations in the Cotswolds/Woodstove/Games Room

Dog friendly stay with hot tub & 4 swimming pools

Lakeside House, Hot Tub, Swimming Pools

Boundary Court Barn, Selsley common, Stroud

Wishbone Cottage, beautiful lakeside Cotswold home

Cotswolds House w/ private Swimming Pool in Garden

Luxury Cosy Cottage with Garden
Weekly house rentals

Cotswold Stone Arts and Crafts detached house

Boutique cottage in the heart of Winchcombe

Campden Cottage

Cotswold cottage with hot tub

Luxurious 1 Bed Detached Home with Gated Parking

Cotswold charm with everything on your doorstep

Cottage on the Cotswold Way

15 North Street Cotswold Cottage
Private house rentals

Smart Luxury 400 yr Old Cottage @ Stow in the Wold

Honey stone and style year round

Honeystone Cottage | Stanton | Broadway |Sleeps 9

Modern & stylish family home | private garden

Hope, Luxury Cotswold Couples Retreat

The Room Next Door- Boutique room in the Cotswolds

Hare Cottage

The Little Barn: Luxury Cotswolds Retreat
When is the best time to visit Winchcombe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $214 SGD | $290 SGD | $362 SGD | $337 SGD | $290 SGD | $260 SGD | $299 SGD | $339 SGD | $275 SGD | $254 SGD | $214 SGD | $268 SGD |
| 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 holiday rentals
Explore 40 holiday rentals in Winchcombe

Nightly prices starting at
Winchcombe holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 1,800 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Winchcombe holiday rentals include wifi 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
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Lower Mill Estate
- West Midland Safari Park
- Cheltenham Racecourse
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- Coventry Cathedral
- No. 1 Royal Crescent
- Puzzlewood
- Shakespeare's Birthplace
- Bowood House and Gardens
- Hereford Cathedral
- Royal Shakespeare Theatre
- Manor House Golf Club
- Lacock Abbey
- Dyrham Park
- Painswick Golf Club
- Eastnor Castle




