Holiday rentals in Winson

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Top-rated holiday rentals in Winson

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Top guest favourite
A welcoming living area is furnished with two beige sofas and a cozy ottoman. A wooden coffee table sits centrally on a light carpet. Natural light filters through the window, complemented by soft curtains, enhancing the calm ambiance.
Guest house in GB
5 out of 5 average rating, 102 reviews

The Jays countryside annexe

A village in the heart of the Cotswolds, great for walkers, close to Bibury, Broadway, Stow on the Wold. Burford's Cotwold Wildlife Park & Guiting Power's 'Farm Park', both near. Cirencester, 3 miles away, is an historic market town boasting several large supermarkets, Leisure Centre, ample Pubs and Restaurants. Outdoor pursuits at Cotswold Water Park, Golf Courses, Badminton Trials. 7 miles from Fairford, ideally placed for the International Air Tattoo. Culture in Regency Cheltenham.

Top guest favourite
A generous living space features a large stone fireplace with a wood-burning stove at its center. Two comfortable armchairs are positioned adjacent to a spacious sofa, creating a cozy seating area. Soft lighting from table lamps complements the warm tones of the decor.
Cottage in Gloucestershire
4.99 out of 5 average rating, 209 reviews

Chic Georgian town house in Cotswold town centre

Chic luxury town house full of charm with river views. Formerly the town's Post Office, in the heart of Fairford. Three boutique luxury bedrooms, one with master en-suite. Large fully equipped kitchen, generous living space with large fireplace. 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.

Top guest favourite
The exterior of a charming stone cottage is visible, showcasing traditional Cotswold architecture. The light stone façade is complemented by small windows with panes and a welcoming front door. Lush greenery is planted in front, adding to the rustic appeal of the setting.
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 bright living and dining area is showcased with sloped ceilings and multiple skylights. A cozy three-seater sofa and two-seater sofa provide comfortable seating, complemented by a wooden dining table for four. A flat-screen TV is positioned against the wall, enhancing the space's functionality.
Flat in Gloucestershire
4.99 out of 5 average rating, 220 reviews

A Perfect Cotswold Bolthole

The Garret is a new, beautifully presented one bedroom apartment, situated just outside the village of Windrush and a stone’s throw away from the medieval town of Burford (4 miles). Key features: - A perfect base for touring the Cotswolds -Bright, spacious and fully equipped -On site cafe -Perfect for a romantic getaway or family break - Perfect for weddings at Stone Barn (2 miles) -10 minutes drive to The Farmer's Dog -Free, safe secure parking -King size bed and double sofa bed

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 in Bibury
4.98 out of 5 average rating, 537 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 in Bibury
4.86 out of 5 average rating, 558 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 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 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 in Chedworth, Cheltenham
4.93 out of 5 average rating, 373 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)

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 in Bibury
4.95 out of 5 average rating, 191 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 in Bibury
4.88 out of 5 average rating, 760 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.

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 in Cirencester
4.95 out of 5 average rating, 239 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.

Guest favourite
A charming garden space is shown with large wooden doors opening to reveal a small dining area. A round table set for two is centered, surrounded by natural light. Lush greenery and a stone pathway lead to the entrance, enhancing the serene outdoor setting.
Cottage in Little Barrington
4.93 out of 5 average rating, 181 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!

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