Holiday houses in Winstone

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Top-rated holiday rentals in Winstone

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Guest favourite
Home in Boddington
4.95 out of 5 average rating, 185 reviews

Boddington Mill

Boddington Mill is a stunning countryside retreat in the heart of the Cotswolds, steeped in history and rural charm. The building retains industrial mill parts which intersect multiple levels for a unique and generous living space. Its south-facing garden includes outside dining, wood-fired hot tub, and large lawn, home to wildlife and fruit-bearing trees. Inside, the three king sized bedrooms feature luxury bedding beneath vaulted, oak-beamed ceilings and period windows. Sky TV, Sonos speakers.

Top Guest favourite
An open door reveals a path leading through a vibrant garden filled with blooming flowers and lush greenery. The stone walkway is framed by planters, guiding the eye towards the natural landscape beyond.
Cottage in Gloucestershire
4.97 out of 5 average rating, 186 reviews

Cottage Nestled within old Cotswold Farmhouse

Take your first glimpse of the rolling fields surrounding our traditional Cotswold stone farmstead, as you travel along our private, tree lined drive. In an AONB, the farmstead sits on the edge of the Golden Valley. Dating back to the 1700s, Little Finch's Cottage is nestled within the original Farmhouse, where you can still find exposed beams and sunny window seats. Step through Little Finch's front door into the lounge/breakfast room which is linked to the bedroom by a steep spiral staircase.

Guest favourite
Home in Painswick
4.94 out of 5 average rating, 165 reviews

Breathtaking Cotswolds Restored Chapel Valley View

Step into a rare and remarkable stay at ‘The Old Church’, a lovingly restored & renovated 1820s chapel nestled on the hillside in the idyllic Cotswolds village of Sheepscombe. This enchanting property blends timeless character & period charm with a relaxing contemporary feel. A truly unique picturesque countryside escape. Located in a tranquil woodland setting on the edge of Blackstable Nature Reserve with scenic valley walks, a rustic village setting, a playground & lovely pub down the lane.

Top Guest favourite
A tranquil outdoor view captures a vibrant sunset over the lush green valley. Beautiful flower beds in various colors line the steps leading up from the garden. The surrounding countryside features rolling hills and trees, complemented by quaint buildings in the distance.
Guest suite in Painswick
4.99 out of 5 average rating, 386 reviews

Idyllic rural location in Sheepscombe village

A self contained annexe on a working small holding which has recently been refurbished to a high standard. It is overlooking the unique village of Sheepscombe with fantastic panoramic views over the village and surrounding National Trust beechwoods. This rural retreat is a walkers paradise, dog friendly with close access into the woods behind and near to the Laurie Lee way in the Slad Valley. Stroud, Cheltenham, Cirencester and Gloucester are a short drive away. An idyllic quiet get away.

Top Guest favourite
A charming exterior view of the property is framed by lush greenery, showcasing large glass doors that open onto a gravel pathway. A comfortable seating area is visible inside, inviting relaxation in a serene garden setting.
Cottage in Elkstone
4.97 out of 5 average rating, 103 reviews

A Cotswold Retreat with Private Garden

A calm, light-filled Cotswold retreat with a private garden, set in a peaceful village setting. The Other House is an architect-designed one-bedroom space with garden views and direct access to a private terrace. Walk to The Green Dragon pub and Elkstone Studios, with two excellent farm shops, and Cowley Manor Hotel and Spa nearby. Ideal for couples or solo travellers looking for a quiet countryside escape, with walks from the door and easy access to Cirencester and the wider Cotswolds.

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, 258 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!

Top Guest favourite
The charming Cotswold stone cottage is framed by lush greenery and colorful flowers. A gravel pathway leads to the entrance, flanked by a small pond. The property features a symmetrical facade, with multiple gabled roofs and large windows reflecting natural light.
Home in Coberley
4.93 out of 5 average rating, 327 reviews

Beautiful Cotswold Stone Cottage

Situated close to the Cotswold Way and the Gloucestershire Way footpaths, Close Cottage (the earliest building in Coberley circa 1550) really is in the heart of the Cotswold Hills. The self contained property comprises: two double bedrooms, fully equipped kitchen, shower room and a cosy lounge with wood burner. The traditional Cotswold stone cottage overlooks picturesque countryside and is situated within ten minutes drive from the beautiful and popular spa town of Cheltenham.

Top Guest favourite
Cottage in Winstone
4.96 out of 5 average rating, 236 reviews

Cotswold retreat. Spacious and peaceful

This rural retreat provides spacious, comfortable accommodation with fabulous views. An open plan ground floor leads to a south facing terrace (sole use.) Upstairs there is a huge bedroom ( Super King bed) and a roll top bath with garden view. Shower/WC downstairs Private parking. Hosts on hand if required. This peaceful rural village is an ideal base to explore the Cotswolds and soak up glorious countryside. Enjoy excellent dog walking and cycling straight out of the door.

Superhost
Shepherd’s hut in The Camp
4.84 out of 5 average rating, 239 reviews

Foston's Ash Shepherd's Hut (Lawlessdown:blue hut)

Simple, private luxury. Not far from our lovely country pub serving great drinks and food. Set in an area of outstanding natural beauty. Overlooking fields and woodland. On the Cotswold Way with many other walks nearby to explore. Hot tub. Cosy wood burner inside. Complimentary home made food and drink hamper. BBQ and private garden. Plenty of interesting sights, villages and things to do nearby. You will find some of our recommendations in your guest information booklet.

Top Guest favourite
A well-maintained hot tub is situated on a stone patio, featuring a clear, inviting water surface. Surrounding natural stone walls provide a rustic backdrop, while a small set of steps leads up to the hot tub area. A window from a nearby building is visible in the background.
Home in Amberley
5 out of 5 average rating, 288 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 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 in Painswick
4.98 out of 5 average rating, 222 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.

Superhost
The exterior of the Little House is surrounded by lush greenery, with a gravel pathway leading to the entrance. Bushes and trees provide natural privacy, while flowering plants add a touch of color to the serene environment.
Barn in Elkstone
4.83 out of 5 average rating, 145 reviews

The Little House, Luxury Cotswolds Stunning Views

Located just a short stroll from Elkstone Studios, the Little House provides luxury accommodation for 2 - 4, whilst preserving the unique character of the building. It benefits from its idyllic rural location, stunning views and unparalleled walking and cycling. Relax and enjoy your private outdoor dining spaces and garden, or curl up with a book and enjoy the uninterrupted Cotswold views. Netflix, & WiFi, Private Parking

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