House vacation 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.

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Top guest favorite
Home in Andoversford
4.87 out of 5 average rating, 230 reviews

Luxury Romantic Coach House for 2 in the Cotswolds

Escape to The Coachhouse, an exquisite 1-bed luxury holiday rental, traditional Cotswold stone and nestled in the very heart of the Cotswolds - an idyllic destination hailed as a quintessential English retreat. This holiday cottage is an excellent base for exploration, whether you're seeking to indulge in the local flavour at country pubs, engage in outdoor activities like golfing, walking, shooting, and horse riding, or fancy a spot of shopping in charming boutiques, all just a stone's throw fr

Guest favorite
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
4.92 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 favorite
Home in Gloucestershire
4.97 out of 5 average rating, 157 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 favorite
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 in Sherborne
4.98 out of 5 average rating, 402 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 favorite
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, 142 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 favorite
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, 272 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.

Top guest favorite
A charming bedroom features a king-size bed with a floral patterned blanket draped over it. Soft lighting from two bedside lamps creates a warm glow, while wooden beams add character to the space. A mirror reflects the cozy atmosphere, enhancing the inviting feel.
Home in Stow-on-the-Wold
4.95 out of 5 average rating, 195 reviews

Adorable listed cottage in Stow on the Wold.

A delightful, cosy one bedroom cottage actually in the very heart of the town. Beautiful walks across fields and woodland straight from the door. Or enjoy the exquisite gastronomic delights that Stow’s cafes, restaurants, coffee shops and local markets are famous for. Enjoy exploring the ancient town and learning about the history of the ‘tures’ (old sheep passages). Stow is famous for being an antique dealers heaven. Cheltenham and Oxford are only 30 minutes away.

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 in Worcestershire
4.82 out of 5 average rating, 173 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 favorite
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 in Bishops Cleeve
4.96 out of 5 average rating, 113 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 favorite
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 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.

Top guest favorite
An open living area is showcased with a spacious sofa adorned with various cushions. A wooden coffee table sits centrally, complemented by a light fixture and chair. Staircase access is visible in the background, along with two windows featuring softly patterned shades.
Home in Kingham
4.99 out of 5 average rating, 214 reviews

Pretty detached cottage

The cottage is located in a unique rural setting , surrounded by open countryside and spectacular views yet two minute walk to the centre of Kingham village, which boasts two exceptional Gastro pubs. Daylesford Organic a two minute drive or a 25 min. walk through beautiful Cotswold countryside, Soho Farmhouse and Diddly Squat Farm shop a short drive. There are a wealth of stunning Cotswold market towns on the doorstep.

Top guest favorite
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 in Worcestershire
4.99 out of 5 average rating, 174 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

Popular amenities for Winchcombe house rentals

When is the best time to visit Winchcombe?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$34,223 GYDG$46,534 GYDG$58,012 GYDG$54,047 GYDG$46,534 GYDG$41,735 GYDG$47,995 GYDG$54,255 GYDG$44,030 GYDG$49,456 GYDG$49,456 GYDG$62,394 GYD
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Quick stats about house rentals in Winchcombe

  • Total vacation rentals

    Explore 40 vacation rentals in Winchcombe

  • Nightly prices starting at

    Winchcombe vacation rentals start at G$12,520 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,990 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Winchcombe vacation 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!

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