Holiday rentals in Winson

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Top-rated holiday rentals in Winson

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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
4.97 out of 5 average rating, 173 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
The exterior of a unique stone dovecote is displayed, featuring a rounded structure topped with a conical roof. A single door is visible at the base, framed by flowers and greenery. Sunlight casts soft shadows on the textured stone walls, enhancing its rustic charm.
Guest house
4.98 out of 5 average rating, 535 reviews

Bibury Hidden Dovecote (Grade II Listed)

We are delighted to reopen the dovecote after some essential improvements. We can now offer availability from this spring. A completely unique experience. This converted dovecote has a stunning bathroom, copper bath, wet room shower and beautiful double bedroom with terrace. Situated in a quiet but central location in Bibury with parking and breakfast. Perfect for a secret romantic break. Situated conveniently for Burford, Cirencester and Cheltenham, you can explore South Cotswolds.

Top guest favourite
The exterior of a quaint detached cottage is presented with a stone facade. Two wooden chairs are arranged on a gravel area, surrounded by neatly trimmed hedges and flower beds, creating a welcoming entrance. Mature trees provide partial shade, enhancing the rural charm.
Guest house
4.86 out of 5 average rating, 555 reviews

The Small House with a Big Welcome

The Small House, is a quaint detached cottage situated just outside the beautiful Cotswold Village of Bibury. Its a short walk to the typically Cotswold charming village of Bibury and just a short drive from Cirencester, and an 8 minute walk away from Arlington Row, owned by the National Trust, which is one of England’s most iconic and photographed sites, it even appears on the inside cover of UK passports! Use the small house as a base to explore and enjoy a true Cotswold experience.

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
4.98 out of 5 average rating, 252 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 serene pool area is framed by stone paving and flowering plants. The pool, reflecting the clear sky, is surrounded by a sun patio with seating. Lush greenery and rolling hills are visible in the background, creating a peaceful outdoor retreat.
Apartment
4.93 out of 5 average rating, 372 reviews

Cosy, rural apartment with breakfast hamper

Relax and soak in the peace and quiet at Shrove Cottage, an idyllic little gem of a property which is self-contained with its own private entrance, roomy modern bathroom with underfloor heating, fully equipped kitchen and bedroom/sitting room area with beautiful views up the Chedworth Valley. A perfect central location for work, rest and play. Breakfast with home-made bread included for you to prepare and eat at your leisure. Available at Shrove Cottage, Pancake Hill. (URL HIDDEN)

Top guest favourite
A welcoming sitting room features a stone fireplace with neatly stacked logs beside it. Colorful furniture adds warmth, with a wooden table in the center displaying a backgammon set. The space is illuminated by natural light streaming through the window.
Cottage
4.95 out of 5 average rating, 190 reviews

Comfortable Cotswold lodge conservatory and garden

Centrally located in a quiet corner in one of the most picturesque villages in the Cotswolds, Saltway Lodge in Bibury is a perfect escape for peace, quiet and fresh air... It is close to Cheltenham renowned (festival) race horse track, literature and jazz festivals as well as the annual airshow at Fairford and much more. The area has many wonderful markets, pubs, spas and walks all within easy reach. A step back in time to the Roman age and beyond but with up to date amenities!

Guest favourite
Home
4.88 out of 5 average rating, 756 reviews

Riverside Cottage • Opposite Arlington Row • Pets

Escape to Sackville House —a beautiful riverside, Grade II-listed Cotswold haven. Located in the heart of Bibury, you're just 140 yards from iconic Arlington Row and steps from the tranquil River Coln. This rare, pet-friendly retreat that sleeps 6, blends authentic historic charm with modern luxury, including a dreamy roll-top bath under the eaves. Enjoy river views, a private terrace, and free parking nearby. The perfect base for exploring the Cotswolds' most beautiful village.

Top guest favourite
A charming stone cottage is framed by lush greenery and colorful flowering plants. A wooden gate leads to a gravel driveway, while rolling hills can be seen in the background under a clear blue sky.
Cottage
5 out of 5 average rating, 134 reviews

Hobleys Cottage Stanton Nr Broadway

Hobleys Cottage is positioned on the edge of the historic village of Stanton which is widely regarded as one of the most picturesque in the Cotswolds. Recently refurbished the luxury accommodation is light and spacious with a well-equipped kitchen, open plan dining and sitting room. Wake up to stunning views over the adjoining pasture fields; a relaxing setting and a perfect base from which to explore the Cotswalds. The village pub The Mount Inn is within walking distance.

Guest favourite
The entrance features a white wooden door framed by a stone wall and a charming plant in a planter. A small hanging lantern adds to the character of the cottage's exterior, complementing the natural stone and gravel pathway.
Cottage
4.95 out of 5 average rating, 238 reviews

The Old Bakery At The Grange

Perfectly located for RIAT, being walking distance from the Green Entry Point, The Old Bakery At The Grange is an ideal cottage for exploring all that the Cotswolds has to offer whatever the season. We are a few minutes’ walk away from The Old Spotted Cow pub. The cottage is full of country character and the interiors reflect our love of travel. Due to the character features of the cottage, it is unsuitable for very young toddlers and those unsteady on their feet.

Top guest favourite
An open-plan living space features a cozy seating area with textured cushions and a coffee table. A well-equipped kitchen is visible in the background, highlighted by soft lighting and modern cabinetry. Natural elements, such as potted plants, contribute to a welcoming ambiance.
Barn
4.98 out of 5 average rating, 407 reviews

Luxury medieval barn in Cotswold town centre

Unique barn conversion nestled in a medieval alley in the heart of Fairford - open plan barn living with a snug living room and luxury bathroom. Climb the spiral staircase to the boutique bedroom or relax in the pretty, enclosed stone walled garden. We're next door to a lovely 15th century inn with a choice of other pubs nearby; Italian restaurant; local shops; pharmacy; cafes and takeaways on hand - a perfect base to explore this lovely part of the world!

Guest favourite
The exterior of the cottage features traditional Cotswold stone construction, with a well-maintained garden area. A small patio with seating is visible, complemented by a manicured lawn. Sunlight brightens the landscape, revealing trees and the charming design of the adjacent outbuilding.
Cottage
4.93 out of 5 average rating, 179 reviews

Perfect Cotswolds cottage for two!

Hide away in our lovely private cottage in Little Barrington! Though recently renovated, the cottage contains many original features and enjoys wonderful countryside views from a surprisingly large garden. If you can tear yourself away from the cottage, there are wonderful walks from the door and an excellent traditional pub in the village. We live 20 minutes away so can easily be on hand if needed, but otherwise its all yours!

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
4.98 out of 5 average rating, 200 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.

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