House holiday rentals in Winchcombe

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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 $84 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,010 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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Top Guest favourite
The exterior of the cottage is characterized by thatched roofing and Cotswold stone walls. Climbing roses decorate the facade, while a stone pathway leads to a modest seating area. Lush greenery surrounds the building, enhancing the inviting atmosphere of the property.
Home in Gloucestershire
4.95 out of 5 average rating, 369 reviews

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.

Guest favourite
Home in Stroud
4.94 out of 5 average rating, 161 reviews

Luxury Converted Hillside Chapel Cotswolds Escape

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.

Top Guest favourite
The entrance to the cottage is framed by natural stone walls, showcasing traditional Cotswold architecture. A small overhang provides shelter above the door. Lush greenery and flowering plants enhance the inviting exterior, with a glimpse of the neighboring structure visible to the side.
Home in Stow-on-the-Wold
4.98 out of 5 average rating, 128 reviews

Astley Cottage

Astley is a traditionally styled Cotswold cottage providing you with a home from home experience in Stow on the Wold, one of the most beautiful villages in the Cotswolds We are perfectly located at the end of the town with an array of shops, bars and restaurants to suit every need. Well behaved dogs are welcome. Our fire is for decorative purposes only. Parking suggestions are listed under ‘other details’. Please feel free to message us with any questions you may have, we are happy to help.

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, 153 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).

Guest favourite
The exterior of Rosemary Cottage is showcased with Cotswold stone walls and a traditional roof. A gravel pathway leads to the welcoming entrance, framed by greenery. Natural light highlights the structure, and neighboring cottages can be seen in the background, indicative of the village charm.
Home in Bibury
4.97 out of 5 average rating, 178 reviews

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.

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, 107 reviews

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.

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, 152 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.

Top Guest favourite
The exterior of the larch clad Annexe features modern vertical wood paneling. Large glass doors lead into the entrance, framed by two planters with lush green grass. A gravel path provides access, highlighting the contemporary architecture amid a clear blue sky.
Home in Cirencester
4.98 out of 5 average rating, 253 reviews

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!

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
4.91 out of 5 average rating, 118 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.

Top Guest favourite
The cottage is set on a hillside, surrounded by lush greenery and trees. A gentle slope leads to the well-maintained garden, with ferns and native plants framing the stone structure. The sky is bright blue with scattered clouds, enhancing the peaceful rural setting.
Home in Amberley
5 out of 5 average rating, 282 reviews

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.

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
4.92 out of 5 average rating, 108 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

Top Guest favourite
Home in Bourton-on-the-Water
4.96 out of 5 average rating, 157 reviews

Bourton on the Water Country Chic OldWorld 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.

Popular amenities for Winchcombe house rentals

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