House holiday rentals in Winchcombe

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Top-rated house rentals in Winchcombe

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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, 114 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, 146 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, 159 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 modern barn exterior features a slate roof and large glass doors that open to a patio area, surrounded by well-maintained greenery. Potted plants and chairs are positioned outside, inviting relaxation in the scenic, tranquil setting.
Home
4.98 out of 5 average rating, 405 reviews

A Perfect Cotswold Getaway in Peaceful location

Cross's Barn is a beautiful, modern and luxurious place to stay. A prime location, right in the heart of the Cotswolds between Burford and Bourton-on-the-Water. With most, if not all of the Cotswolds most sought after pubs, restaurants, and tourist locations close by, and beautiful countryside walks surrounding it. Northleach town is just a three minute drive away. The barn is open plan, spacious, super cosy, and perfect for a countryside Cotswold getaway! It is quiet, and simply magical!

Top guest favourite
A charming stone cottage is framed by blossoming trees and manicured bushes. A gravel pathway leads to the inviting entrance, where natural light streams through the window. Outdoor seating is positioned nearby, providing a serene space to relax.
Home
5 out of 5 average rating, 125 reviews

Cotswold cottage in Kingham

Slow down and recharge at The Old Smithy. Built about 600 years ago, this Cotswold stone blacksmiths forge has been transformed into a cosy retreat for two. Kingham is a highly sought after village in the heart of the Cotswolds. With a wealth of brilliant pubs and wonderful countryside walks on our doorstep, you can bring your dog along to enjoy too. The Kingham Plough and The Wild Rabbit, are a short walk away. Daylesford Organic Farm Shop and Bamford club a longer walk/short drive.

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, 143 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, 273 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
4.82 out of 5 average rating, 174 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
The living area showcases exposed Cotswold stone walls and wooden beams, featuring a cozy wood-burning stove. A cloud boucle couch and rattan chairs provide seating, surrounded by a round dining table. Soft textures and warm colors create a relaxed atmosphere.
Home
4.96 out of 5 average rating, 145 reviews

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.

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, 114 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, 151 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.

Guest favourite
A spacious barn-style structure nestled within lush greenery, featuring a contemporary metal roof. The building is surrounded by manicured grass and ornamental shrubs, with a pathway leading to the entrance. White clouds drift across a blue sky, adding to the serene landscape.
Home
4.95 out of 5 average rating, 154 reviews

Larch Barn

We’ve recently converted our new barn into a stylish and comfortable three bedroom apartment. The master bedroom has a super-king size bed and a large en-suite bathroom with a freestanding bath, shower and double basin. The second bedroom has a double bed and single bed and it’s own shower room. There is a third double bedroom with en-suite bathroom. The sitting room has an electric wood burner. Every room has stunning views!

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 £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!

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