Vacation rentals in Winson

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Top-rated vacation rentals in Winson

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Top guest favorite
A cozy living room is presented with two soft sofas, a footrest, and a small coffee table. Shelves against the wall are lined with books and decorative items. Warm lighting is provided by a lamp beside a nearby plant, enhancing the inviting ambiance.
Cottage in Gloucestershire
5 out of 5 average rating, 229 reviews

Luxury Old Sorting Office in Cotswold town centre

Cosy character barn conversion nestled in a medieval alley in the heart of Fairford, formerly used as the town's post office mailing and sorting rooms. Two boutique luxury bedrooms, both en-suite. Large fully equipped kitchen, generous living space. 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 favorite
Guesthouse in Ampney Saint Mary
4.88 out of 5 average rating, 135 reviews

Golden Stone Country Retreat, Cotswolds

This quirky, stone-built barn conversion is set in the picturesque village of Ampney St. Mary, near Cirencester, in the heart of the stunning Cotswolds landscape. Generous open plan living in a detached apartment with double bed, lounge area, beautiful kitchen/dinning area and ensuite bathroom. Underfloor heating throughout so suitable for all seasons. Ideal for holidaymakers looking for a tranquil base from which to explore the AONB or individuals seeking a quiet, secluded space to work/study.

Top guest favorite
A single-story annex is presented, featuring a stone patio with outdoor seating for four. Large windows brighten the facade, surrounded by green foliage. The roof is covered with slate, and the entrance is marked by a white door, leading into the welcoming space.
Guesthouse in Severn Stoke
4.97 out of 5 average rating, 361 reviews

Detached Annex in idyllic Countryside

Separate annex in idyllic countryside location, beautiful walks, local country pub. Near to Croome Court National Trust. Close to M5 and M50. Self Catering private location. The annex is prepared to a high standard and we respect your privacy leaving you to enjoy your stay. The annex has a free sat TV, fully fitted kitchen, tea, coffee and milk are provided along with a selection of biscuits, fluffy white towels, and a comfy new bed. The sofa can convert to a double bed if required. Free WIFI.

Top guest favorite
The living area features a cozy seating arrangement with a neutral-toned sofa and decorative cushions. A natural woven pendant light hangs above, illuminating the space. A rustic coffee table sits on textured flooring, accompanied by warm tones and a charming wreath adorning the entrance.
Cottage in Winchcombe
4.98 out of 5 average rating, 226 reviews

Little Nook Cottage - Cosy & Large Garden

Located in the heart of Winchcombe with far reaching views over the rolling Cotswold hills, Little Nook Cottage is a charming bolt hole, perfect for couples or a small family from which to explore the Cotswolds. You will find beautifully crafted beams and original stone floors paired with all the luxuries you need for a relaxing break. Featuring a cosy living/dining room with wood burning fire, a super comfy double room and even a dedicated work space should you wish to work away from home!

Top guest favorite
A spacious bed is framed by a plush headboard and soft, neutral bedding. A bedside table holds a modern lamp and a small vase with fresh flowers. Natural light is welcomed from a nearby window, creating a calming atmosphere in the room.
Guest suite in Ampney Crucis
5 out of 5 average rating, 448 reviews

The Tallet, Self-Contained Country Annex

The Tallet is perfect for couples, nestled away within the quiet village of Ampney Crucis on the outskirts of Cirencester, a busy little market town at the heart of the Cotswolds. The detached annex is on 2 separate levels, self-contained allowing peace/privacy throughout the stay. Accessed down a shared drive to the end of our cottage garden, benefiting from stunning views of the surrounding countryside. Within walking distance to the Crown at Ampney Brook where you can enjoy drinks/food.

Guest favorite
A tranquil garden setting features a stone cottage in the background, surrounded by lush greenery and colorful flowers. A small table is set with dishes, and two light-colored chairs are positioned for outdoor dining. The scene offers a quiet place to enjoy nature.
Cottage in Poulton
4.95 out of 5 average rating, 262 reviews

Charming Cotswold Cottage and Garden near Bibury

Welcome to our much loved cottage, a stones throw from Bibury right in the heart of the Cotswolds. Experience a quintessential historic English country cottage with roaring kitchen log fire, with an abundance of original features that make this a totally unique stay. With naturally crafted finishes, lime washes and natural materials throughout, eco products and toiletries we have created an eco retreat in the Cotswolds surrounded by natural beauty. Small solo dogs accommodated upon request.

Top guest favorite
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 in Bibury
4.97 out of 5 average rating, 158 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 favorite
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.
Guesthouse in Bibury
4.98 out of 5 average rating, 531 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.

Guest favorite
The stone barn features a spacious patio and garden, framed by well-maintained topiary. A large balcony is accessible from French doors on the upper level, while outdoor seating is arranged on the patio, providing an inviting area to enjoy the surroundings.
Barn in Cranham
4.92 out of 5 average rating, 197 reviews

C15th Quiet Cotswold Hillside Barn: stunning Views

A beautiful stylish 15th century south facing stone barn; tastefully refurbished on our organic farm. Quiet, spacious, comfortable & cosy (a wood-burner); bedroom balcony & garden terrace with far reaching views of the Cotswold valleys & village church Our farm was one of Henry VIII hunting lodges, backing onto ancient beech woods, ~ footpaths from the door. Easily accessible to Stroud's famous market, Cheltenham races, Roman villas, village pubs! (2 adults & 2 children are welcome)

Guest favorite
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.
Guesthouse in Bibury
4.86 out of 5 average rating, 547 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.

Guest favorite
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.
Condo in Chedworth
4.93 out of 5 average rating, 370 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 favorite
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, 185 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!

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