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 $140 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.

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Guest favourite
Home in Boddington
4.94 out of 5 average rating, 197 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.

LocationFamilyView

Top Guest favourite
The exterior of a Cotswold house is displayed, featuring a stone façade and a new orangery with large glass panels. A spacious garden with lush green grass surrounds the property, and trees line the perimeter, complementing the natural setting.
Home in Stow-on-the-Wold
4.99 out of 5 average rating, 216 reviews

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

LocationFamilySleep quality

Guest favourite
Home in Painswick
4.94 out of 5 average rating, 181 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.

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Guest favourite
A comfortable living space features a gray sofa paired with a rustic wooden bench. A stone fireplace with a wood-burning stove is framed by an elegant circular mirror, while warm lighting hangs from the ceiling, creating a cozy ambiance. A television stands on a wooden dresser nearby.
Home in Winchcombe
4.93 out of 5 average rating, 164 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).

LocationFamilyCheckout

Top Guest favourite
A charming stone cottage stands proudly under a clear blue sky, featuring a symmetrical facade with white-framed windows. A neatly landscaped garden with low hedges and shrubs frames the entrance, while a path leads to the front door.
Home in Winchcombe
4.96 out of 5 average rating, 174 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.

FamilyLocationSleep quality

Top Guest favourite
A modern kitchen features a large island with four blue bar stools and granite countertops. Two ovens are built into white cabinetry, while a flat screen TV is mounted on the blue wall. Natural light comes through large windows, complemented by decorative flowers.
Home in Woodmancote
4.93 out of 5 average rating, 132 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.

LocationFamilyCheck-in

Guest favourite
A stone wall surrounds a rustic fireplace, where a log burner emits a warm glow. A polished wooden mantel holds decorative items and five candles. A bottle of champagne rests in an ice bucket beside two glasses, enhancing the cozy ambiance of the sitting room.
Home in Winchcombe
4.89 out of 5 average rating, 134 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.

FamilyValueDecor

Top Guest favourite
A rustic timber-clad dwelling is featured, set against a backdrop of green fields. The structure showcases large windows and is complemented by neatly trimmed hedges and flower pots. A gravel pathway leads to the entrance, providing access to the surrounding outdoor space.
Home in Elmley Castle
5.0 out of 5 average rating, 633 reviews

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).

ValueLocationHeating

Top Guest favourite
A charming row of Cotswold stone cottages is nestled beside a tree-lined pathway. The cottages display traditional slate roofs and white-framed windows, with vibrant flowers and climbing plants adorning their stone walls, creating an inviting residential atmosphere.
Home in Winchcombe
4.93 out of 5 average rating, 127 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

ValueFamilyPool

Top Guest favourite
The master bedroom features a king size headboard with a woven design. Two decorative pillows in contrasting patterns rest against the crisp white bedding. Above, framed artwork, including a tiger and a whimsical cat, adorns the wall, complemented by soft bedside lamps.
Home in Winchcombe
5.0 out of 5 average rating, 173 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.

LocationFamilyTV

Top Guest favourite
The exterior of Wycke Cottage features charming stone walls adorned with lush green vines. Multiple windows allow natural light to fill the space, while potted plants in various sizes enhance the entrance. A clear blue sky creates a serene backdrop.
Home in Painswick
4.98 out of 5 average rating, 270 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.

FamilyValueKitchen

Guest favourite
Home in Winchcombe
4.95 out of 5 average rating, 102 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.

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Popular amenities for Winchcombe house rentals

When is the best time to visit Winchcombe?

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