
House holiday 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.

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).

Cosy cottage in Bibury & parking
Rosemary Cottage is a charming Grade II Listed 17th-century Cotswold stone cottage in the heart of Bibury, “the most beautiful village in England.” Just a 2-min walk to Arlington Row and close to the tranquil River Coln, it blends original features like exposed beams with modern comforts. Featuring two cozy bedrooms, a real fire and off-street parking. Ideally situated for wedding venues, countryside walks and with the Swan Inn pub less than 5 min walk - it’s the perfect countryside retreat.

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!

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.

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.

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!

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.

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

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.

Charming house in the centre of town.
A centrally located charming house. Just a short walk from the trendy Montpellier area and High Street it’s perfect for a city break. The house has a spacious open plan living/dining area with separate kitchen, two spacious bedrooms, bathroom and courtyard garden. There is a comfy fold down king size Murphy bed in the living room. Included in your booking is a parking permit for one vehicle. Additional parking permit available for a small fee.

'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.

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

100 Howells Mere - 100HM - Lakeside Spa Property

Private Pool/Cotswold Celebrations /Games Room

Lakeside House, Hot Tub, Swimming Pools, Spa

Boundary Court Barn, Selsley common, Stroud

Deluxe Coach House at Bretforton Manor with pool

Wishbone Cottage, beautiful lakeside Cotswold home

Cotswolds House w/ private Swimming Pool in Garden

Luxury Cosy Cottage with Garden
Weekly house rentals

Between Stratford-upon-Avon and North Cotswolds

Cotswold Stone Arts and Crafts detached house

Cotswold cottage with hot tub

*NEW* Wardall's Cottage - Central Location!

Cosy Grade II Listed Cotswolds Retreat

The Woodshed

The Room Next Door- Boutique room in the Cotswolds

Cottage on the Cotswold Way
Private house rentals

Smart Luxury Character Cottage @ Stow on the Wold

Boutique cottage in the heart of Winchcombe

Campden Cottage

Cosy Cotswold Cottage with Log Burner & parking

Honey stone and style year round

Hill View – Cosy Cottage Stay in Burford, Cotswold

Mercia House, Winchcombe, Cotswolds

Modern & stylish family home | private garden
When is the best time to visit Winchcombe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £124 | £168 | £210 | £195 | £168 | £151 | £173 | £196 | £159 | £179 | £179 | £225 |
| 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 £45 per night before taxes and fees

Verified guest reviews
Over 1,990 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!
Destinations to explore
- Cottage rentals Winchcombe
- Rentals with a patio Winchcombe
- Family-friendly rentals Winchcombe
- Pet-friendly rentals Winchcombe
- Rentals with a firepit Winchcombe
- Rentals with a washing machine and dryer Winchcombe
- Rentals with a fireplace Winchcombe
- Rentals with outdoor seating Winchcombe
- House rentals Gloucestershire
- House rentals England
- House rentals United Kingdom
- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Cheltenham Racecourse
- Lower Mill Estate
- Silverstone Circuit
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- West Midland Safari Park
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Bath Abbey
- Waddesdon Manor
- National Exhibition Centre
- No. 1 Royal Crescent
- Puzzlewood
- Coventry Cathedral
- University of Warwick
- Eastnor Castle
- Shakespeare's Birthplace
- Hereford Cathedral
- Dyrham Park
- Bowood House and Gardens




