House holiday rentals in Winchcombe

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Top-rated house rentals in Winchcombe

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Guest favourite
The barn features an expansive glass facade, allowing for ample natural light and unobstructed views of the surrounding landscape. A wooden deck extends outward, bordered by gravel. Inside, a spacious room can be seen with a super king-size bed and dining area.
Home
4.91 out of 5 average rating, 292 reviews

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.

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
4.98 out of 5 average rating, 106 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
4.92 out of 5 average rating, 145 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).

Top guest favourite
Home
4.97 out of 5 average rating, 156 reviews

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!

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
4.96 out of 5 average rating, 141 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 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
5 out of 5 average rating, 271 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.

Superhost
The Engine House presents a charming exterior with a blend of stone and brick walls. A gravel pathway leads to the entrance, bordered by a well-kept lawn. Two wooden benches are situated on the porch, surrounded by greenery, offering a tranquil outdoor setting.
Home
4.81 out of 5 average rating, 172 reviews

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.

Top guest favourite
A comfortable sleeping area features a spacious bed with crisp white linens and a textured brown duvet. Two bedside tables are positioned on either side, each with a stylish lamp. Decorative wall art complements the modern geometric wallpaper in soft hues.
Home
4.96 out of 5 average rating, 111 reviews

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!

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
5 out of 5 average rating, 149 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.

Top guest favourite
A bright living area features a comfortable gray sofa with green cushions, facing a wall-mounted television. French doors open to the garden, allowing natural light to fill the space. A rug decorates the floor, and a small wooden table adds to the cozy ambiance.
Home
4.99 out of 5 average rating, 173 reviews

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

Top guest favourite
The living area features exposed Cotswold stone walls, with a cozy fireplace and a mix of vibrant seating options. A blue sofa with bright cushions is complemented by a wooden coffee table. A television and decorative lamp add to the inviting atmosphere.
Home in Winchcombe
4.96 out of 5 average rating, 119 reviews

Anchor Weighbridge House Winchcombe - 4 bedroom

This historic house has been beautifully renovated. Period features, exposed Cotswold stone walls, 4 gorgeous bedrooms, 4.5 bathrooms, double-sided feature fireplace and stunning, fully kitted out kitchen with big farmhouse table. Rent our house with all 4 bedrooms, or just 1, 2 or 3 depending on your needs and still have the whole of the rest of the house for yourselves

Top guest favourite
Home
4.95 out of 5 average rating, 136 reviews

Cosy Cowshed Retreat

'The Cowshed' is a cosy, rustic retreat nestled in the rolling hills of Chipping Campden. Once a shelter for livestock, this historic stone building has been thoughtfully renovated with creative flair. Blending original Cotswold charm with modern comforts, it now welcomes guests from around the world. A perfect escape with warmth, character, and style.

Popular amenities for house rentals in Winchcombe

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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 £44 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!

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