Vacation rentals in Winstone

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Top-rated vacation rentals in Winstone

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Top 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 Painswick

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.

4.92 out of 5 average rating, 330 reviews
Guest favourite
Home in Painswick

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.

4.94 out of 5 average rating, 185 reviews
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

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).

5.0 out of 5 average rating, 216 reviews
Top guest favourite
The exterior of a charming stone annexe is shown, featuring a pitched roof and a white door. Planters with colorful flowers add a welcoming touch, while surrounding gravel pathways and lush greenery create a serene rural setting.
Guest suite in Painswick

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.

4.99 out of 5 average rating, 415 reviews
Top guest favourite
Cottage in Elkstone

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.

4.98 out of 5 average rating, 122 reviews
Top guest favourite
A dining table is set with a plate and glass, accompanied by cutlery. In the background, a comfortable sofa adorned with colorful cushions provides a cozy atmosphere, with natural light filtering through nearby windows.
Cottage in Winstone

Cotswold retreat. Spacious and peaceful

This retreat provides spacious, comfortable accommodation with lovely rural 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.

4.95 out of 5 average rating, 257 reviews
Superhost
An attic bedroom features a spacious bed with layered bedding and decorative pillows. Exposed wooden beams enhance the charm of the room, which is brightened by two skylights. A soft robe hangs nearby, and a textured pink chair adds a touch of color to the inviting space.
Barn in Elkstone

The Little House, Luxury Cotswolds Stunning Views

Little Cotswold Stays presents, The Little House. 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

4.84 out of 5 average rating, 156 reviews
Top guest favourite
The entrance of a charming cabin is framed by vibrant flowering plants and lush greenery. A wooden door with multiple panes is complemented by large windows featuring soft curtains, providing a welcoming touch to the serene exterior.
Cabin in Far Oakridge

Spring Cabin

Tucked away in a remote spot over looking the Golden Valley , this peaceful retreat is the ideal place for your weekend getaway . Only 2 hours from London Spring Cabin is quiet and secluded with the countryside on your doorstep. The cabin is attached to the hosts property so is not entirely self contained but has a fridge , toaster and kettle for your basic needs . There is an outside lounge area with barbeque and fire pit for romantic evenings watching the stars .

4.94 out of 5 average rating, 159 reviews
Guest favourite
A well-maintained garden features a wooden picnic table in a grassy area, surrounded by neatly trimmed shrubs and flower beds. The exterior of a charming cottage can be seen in the background, with multiple windows and a welcoming front door.
Cottage in Mount Pleasant

Traditional Cotswold cottage, Bisley, Nr. Stroud.

The cottage is set within the beautiful Cotswold village of Bisley. It is set out over three floors and comprises of an open-plan kitchen/dining/sitting room with an exposed stone fireplace with woodburner. TV, wifi and a well equipped kitchen. A very steep wooden staircase leads to the first floor with a double bedroom and bathroom/w.c. Another steep staircase leads to the second floor which comprises of a twin bedroom and a bathroom/w.c.

4.96 out of 5 average rating, 302 reviews
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

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.

4.98 out of 5 average rating, 275 reviews
Guest favourite
The lodge is viewed from a wooden gate, framed by trees. The structure features large glass windows, revealing a bright and open design. Rolling hills can be seen in the distance under a clear blue sky.
Guesthouse in Gloucestershire

Luxury Cotswold Lodge |Stunning View of Cheltenham

Enjoying spectacular views this 2 bedroom, dog friendly lodge sits on the top of Leckhampton Hill, enjoying easy access to the famous ‘Cotswold Way’ walk and is a 5 minute drive from the town centre of regency Cheltenham. The Lodge also includes a 3.5m outdoor kitchen looking over The Malvern Hills. The kitchen includes a large built in BBQ, a pizza oven and sink.

4.92 out of 5 average rating, 695 reviews
Top guest favourite
Cottage in Cirencester

Converted barn in beautiful Cotswolds countryside

Having undergone extensive refurbishment, we are delighted to reopen the doors (as of August ‘26) to our beautiful converted stone barn in Middle Duntisbourne. The barn is situated near Cirencester, is within the Cotswolds area of outstanding natural beauty and is surrounded by beautiful countryside in a traditional quintessential Cotswolds hamlet.

4.99 out of 5 average rating, 245 reviews

Popular amenities for Winstone vacation rentals