Holiday houses in Winstone

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Top-rated holiday rentals in Winstone

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Guest favourite
The exterior of The Cabin features a contemporary design with a combination of dark shingles and wooden panels. Entrance doors with large glass panels are framed by stylish wall lighting, providing a modern appeal. A small welcome mat is positioned at the entrance.
Tiny home in Bedminster
4.93 out of 5 average rating, 240 reviews

Cotswolds Stroud Cirencester Retreat - The Cabin

Welcome to The Cabin which is situated on the edge of the beautiful Cotswold village of Miserden. The Cabin offers luxury accommodation, with private parking, entrance and garden. The living space provides ample space for two people with double bed, sofa bed, tv, wifi, kitchenette (no cooker) and bathroom purpose built for a relaxing time away. There is excellent access to local amenities, country side walks, cycling and attractions. Cheltenham Cirencester and Stroud are only a short drive away.

Guest favourite
The barn features an expansive glass facade, allowing for ample natural light and unobstructed views of the surrounding landscape. A wooden deck extends outward, bordered by gravel. Inside, a spacious room can be seen with a super king-size bed and dining area.
Home in Slad
4.91 out of 5 average rating, 292 reviews

Unique Private Slad Valley Contemporary Chic Barn

Peglars Barn was completed in 2019, the entire front of this barn is glass which brings the stunning Slad Valley to you at all times, with nothing except the odd animal to distract you from your back to nature experience. This property has everything, blinds, super kingsize bed, en-suite walkin shower, laundry & loo, fully equiped kitchen, huge Smart TV, DVD, WiFi, Bose speaker, Nespresso machine, Laurie Lee trail walking map & other trails. Please read on for more local interest for your stay.

Top Guest favourite
Guest suite in Henleaze
4.88 out of 5 average rating, 102 reviews

Annexe in the foothills

Kick back and relax in this calm, stylish space. A newly created annex nestled in the foothills of Leckhampton Hill. 2 minute walk to an Area of Outstanding Natural Beauty and 15 minute walk from the Cotswold Way. This beautiful, bijou annexe is self contained, with private entrance and off road parking, in a quiet, residential cul de sac. Finished to a very high standard throughout with double bed, sofa, smart TV, shower room, and kitchen with workspace. 30 minute walk into Regency Cheltenham.

Guest favourite
The interior of a converted bus is displayed, featuring a cozy living area with natural light streaming through large windows. A wood-burning stove stands near a dining table with two chairs. Soft textiles and decor items create a welcoming atmosphere, enhancing the rustic charm.
Bus in Cirencester
4.94 out of 5 average rating, 114 reviews

Converted Bus stay in the Cotswolds (cirencester)

Take a break in this quirky- cool converted bus, offering a touch of luxury in the Cotswolds . A unique accommodation that takes Glamping to a whole new level, offering a complete contemporary space for you to relax in, but with a rustic farmhouse feel. There is a lovely wood burner to keep you cosy at night, an outside fire pit for you to gaze under the stars, and an out door BBQ and seating area with a hammock. There is an outdoor bathroom shack for you to shower in nature (it's heated).

Top Guest favourite
The image captures the exterior of a stone farmhouse surrounded by lush greenery. Flowering plants and shrubs add color to the scene, while a white window contrasts with the rustic stone walls. The area features a well-kept grass patch leading up to the structure.
Cottage in Gloucestershire
4.97 out of 5 average rating, 175 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.

Top Guest favourite
A charming Cotswold stone cottage is depicted, featuring a stone pathway leading to a warm, inviting entrance. Surrounding greenery enhances the rustic ambiance, while the exterior showcases original details and serene landscaping. Bicycles are securely parked nearby, indicating accessibility for outdoor activities.
Cottage in Painswick
5 out of 5 average rating, 190 reviews

Quiet grade 1 listed entire cottage in Cotswolds

A bright and recently modernised grade 1 listed Cotswold stone cottage, 100 yards from the Cotswold Way with breathtaking views down the Stroud Valley, its own parking and secluded outdoor eating. Filled with natural light, it is very peaceful and extremely comfortable with luxury bedding (super king or twin bed) and kitchen. An idyllic spot for walking, cycling, exploring the local scenery or simply escaping the city Painswick is 10 minutes from Stroud ( 87 mins hourly train to London).

Top Guest favourite
Cottage in Selsley
4.99 out of 5 average rating, 222 reviews

Charming one bed detached cottage in the Cotswolds

Beautiful 17th Century detached Cotswold stone cottage, renovated and furnished to a high standard, located off a quiet country lane with far reaching views, a parking space and patio area. The open plan ground floor looks across the hosts cottage garden, has many original features including a traditional stone fireplace with wood burner, exposed beams and feature walls. The oak staircase leads to the bedroom and bathroom and fabulous views can be enjoyed across the valley. A little gem!

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 Sheepscombe
4.99 out of 5 average rating, 359 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
Cottage in Winstone
4.95 out of 5 average rating, 221 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.

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.
Guesthouse in Withington
5 out of 5 average rating, 483 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.

Guest favourite
Barn in Elkstone
4.84 out of 5 average rating, 137 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

Top Guest favourite
A private patio area features a mix of seating options, including a table with chairs and loungers. A wood storage area and a fire pit are visible, surrounded by well-maintained grass and stone paving. Dappled sunlight filters through overhead foliage, creating a relaxing outdoor space.
Cottage in Withington
5 out of 5 average rating, 295 reviews

Boutique 1 bedroom Cotswold Cottage

Kick back and relax in this beautiful location. A stylish stone cottage in the heart of the Coln Valley, arguably the prettiest part of the Cotswolds. The cottage is set within the 16 acres of land belonging to the main house. The perfect place for scenic walks and romantic nights in. A peaceful retreat, just 20 minutes drive from both Cirencester and Cheltenham.

Popular amenities for Winstone holiday rentals

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  4. Gloucestershire
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