Holiday rentals in Winson

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Top-rated holiday rentals in Winson

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Top guest favourite
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, 223 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 favourite
Guest house 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 favourite
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, 438 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 favourite
A charming country cottage, originally a Sunday school, is set amidst a vibrant garden with blossoming trees and manicured lawns. The stone exterior features large windows and a welcoming entrance, inviting guests to explore the peaceful surroundings.
Cottage in Cirencester
4.89 out of 5 average rating, 401 reviews

Chapel Cottage, Pancake Hill, Chedworth. Cotswolds

This fully equipped, comfortable, light and spacious, self-contained country cottage is your home from home in the heart of the Cotswolds, Gloucestershire, an official 'Area of Outstanding Natural Beauty'. With high speed full fibre broadband and a central location Chapel Cottage, and its little courtyard garden and summerhouse gives you easy access to all the surrounding famous stone built towns and villages as well as Cheltenham, Oxford, Stratford, Bath and Bristol, Stonehenge and Avebury.

Superhost
A traditional Cotswold cottage with characteristic stone exterior and a charming roofline is showcased. Lush greenery surrounds the property, while a gravel driveway leads to the entrance. Nearby, modern vehicles are parked, adding a contemporary touch to the historic setting.
Cottage in Bibury
4.85 out of 5 average rating, 147 reviews

Bibury Cotswolds charming grade II listed cottage

Our stunning Grade II listed cottage is home to all the character and charm you would expect from a traditional Cotswold home. Nestled in the heart of the Gloucestershire, in the charming village of Bibury, this cottage is the perfect place to relax and unwind in a peaceful rural setting. Whether you're looking to explore the local countryside, enjoy the country pubs or simply soak up the tranquil surroundings, you'll find everything you need to make your stay comfortable and memorable.

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, 527 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 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, 539 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 favourite
Apartment in Chedworth, Cheltenham
4.93 out of 5 average rating, 368 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)

Superhost
A charming stone building is depicted with a well-maintained facade and a sloping roof. Soft green shutters adorn numerous windows, and climbing plants add a touch of nature. A gravel driveway leads up to the structured space, bordered by a low stone wall.
Apartment in Bibury
4.86 out of 5 average rating, 112 reviews

5 Jubilee Ct, Bibury, Cotswolds

5 Jubilee Court is a newly refurbished first-floor apartment situated in Bibury, one of the most beautiful villages in England. The open-plan living space has everything you will need; comfortable seating & dining areas & a modern kitchen. A beautifully decorated bedroom has a king-size bed and fitted storage. The bathroom is a good size with bath & shower. Off-road parking space & shared courtyard garden. Can accommodate 2 adults & 1 child on a single sofa bed in living room.

Superhost
The cottage features a charming stone façade, with large windows allowing natural light to illuminate the interior. A gently sloping grassy path leads to the entrance, bordered by rustic stone walls and greenery. Adjacent cottages can be seen in the background, set against a tranquil landscape.
Cottage in Chedworth
4.96 out of 5 average rating, 221 reviews

Lavender Cottage - Cosy 2-bedroom Cotswold cottage

Escape the stresses of life in this cosy Cotswolds cottage. Whether you need a winter break with frosty walks, a soak in a warm bath and a good film in front of the fire or a summer getaway with BBQs and country pub gardens, this cottage has what you need. Nestled in the picturesque village of Chedworth, in the centre of the Cotswolds, this cottage is the perfect base from which to explore the beautiful countryside and incredible pubs and restaurants the area has to offer.

Top guest favourite
A spacious bed dressed in luxurious linens is accented by two large pillows. Bedside tables with lamps provide soft lighting, while a patterned blind offers privacy. The wooden beams overhead add warmth to the stylish and inviting bedroom environment.
Guest house in Withington
5 out of 5 average rating, 477 reviews

Stylish studio apartment with breakfast hamper.

Nestled in the Cotswold countryside, Pillars Loft offers a hideaway perfect for two, with stylish interiors, modern amenities and luxurious home comforts. Bordering the regency spa town of Cheltenham and the charming market town of Cirencester, Pillars is perfectly located for those looking to enjoy a spot of retail therapy, fine dining or festival scene that Cheltenham is renowned for while also catering for those looking for a peaceful rural retreat.

Top guest favourite
The lounge area features a wooden chest of drawers and a comfortable sofa. A fireplace with a brick surround adds warmth to the space. Natural light enters through a window and a door leading to a private garden. A staircase provides access to the bedroom.
Home in Poulton
4.88 out of 5 average rating, 206 reviews

The Well House, Poulton

A quintessential Cotswolds cottage, the perfect place to call home for as long or short as you’d like. A spacious self contained suite with a lounge area, single bedroom and en-suite shower room, it's the perfect retreat to escape to the countryside and explore what the beautiful Cotswolds has to offer. Please note, The Well House does not have a kitchen, but a kettle, microwave and fridge are provided along with crockery and cutlery.

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