Holiday rentals in Upton Saint Leonards

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Top-rated holiday rentals in Upton Saint Leonards

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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
4.92 out of 5 average rating, 279 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.

Guest favourite
The charming stone cottage features a welcoming double door entrance, revealing an open-plan living area with a small kitchen. A large window allows natural light to fill the space, providing a glimpse of the surrounding greenery outside.
Tiny home in Cowley
4.87 out of 5 average rating, 637 reviews

Little Knapp on the Cotswold Way

Snug space ideal for relaxing getaways. Set in area of outstanding natural beauty. Perfect base for couples to explore the Cotswolds with direct access to Cotswold Way. It's a quirky small space. Intended as a great escape, there is WiFi but no TV. Dogs: 1 w-behaved dog welcome (+ £10). Sofabed: Please request bedding (+£10 charge) or bring own for free. Firepit & logs: By request (£10) NB Bathroom space limited, stairs tricky for less mobile, roof terrace is private & overlooked by our house.

Top guest favourite
A stone building featuring a unique gabled roof and multiple windows, allowing natural light to enter. The exterior is surrounded by neatly trimmed bushes and a gravel area, with lush greenery and trees visible in the background.
Apartment in Painswick
4.97 out of 5 average rating, 249 reviews

Stunning one bedroom Cotswold loft apartment

Charming apartment with stunning views over orchard and fields in perfect location for both Painswick - Queen of the Cotswolds - and the Slad valley, home to poet Laurie Lee. Award winning pubs nearby. In the grounds of seventeenth century Turnstone House, listen to the owls, watch the buzzards and spot the deer. Enjoy a drink as the sun sets behind the iconic Painswick church steeple. Delicious breakfast. Microwave/mini-fridge/hob. Additional bed, pets by arrangement - additional £15 pet fee.

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, 187 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).

Guest favourite
A modern house is set in a lush green garden, surrounded by well-maintained plants and trees. Large glass windows allow natural light to fill the interior. The building features a sloped roof and is complemented by a tall tree alongside, creating a welcoming exterior.
Home in Painswick
4.94 out of 5 average rating, 226 reviews

Dove Lodge Painswick

A stunning little house in an area of outstanding natural beauty with rolling hills and a location only a mile from the 'queen of the Cotswolds' ( Painswick). The modern little house consists of a bedroom on the ground floor, a large open kitchen and tv lounge on the first floor and spectacular views throughout. The house all equipped and has plenty of free parking as well as a sharegarden which is free to roam. 1 pet is allowed during the stay. Check out is strictly no later than 11am.

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 Sheepscombe
4.99 out of 5 average rating, 346 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
The entrance to the Garden House is framed by a sturdy tree and vibrant potted plants, showcasing colorful flowers. A wooden table and shelf stand beside the door, enhancing the welcoming appearance of this independent annex.
Tiny home in Gloucestershire
4.93 out of 5 average rating, 744 reviews

The Garden House in Kingsholm, Gloucester

The Garden House is a lovely single room annex with independent access, en-suite bathroom and shower. Light, cosy, and simply furnished, set in the garden of a residential home near the centre of Gloucester, it's a quiet space to relax or work. Driveway parking available. A two-minute walk to the famous Kingsholm rugby stadium and food shops, ten minutes to city centre, bus and train stations, cathedral, Quays shopping outlet, restaurants and historic docks. Easy bus route to Cheltenham.

Guest favourite
An outdoor garden area is featured, showcasing a stone patio with a large dining table surrounded by chairs. Potted plants and lush greenery create a natural setting, while the rustic wooden structures of the property provide a charming backdrop.
Guest house in Cranham
4.97 out of 5 average rating, 217 reviews

The Organic Cotswolds Cowshed

The Organic Cotswolds Cowshed Set in the heart of The Cotswolds, one of the most beautiful areas in the UK, we are offering the most organic and toxic free environment that we can for our guests which may be important to you if you are allergic or intolerant to such things as added fragrance to laundry soap or the chemicals used in non-bio cleaning chemicals and sprays. I also have a shepherds hut on the property that sleeps two. See my other listing 1 DOG welcome. No other pets

Top guest favourite
The cottage is set on a hillside, surrounded by lush greenery and trees. A gentle slope leads to the well-maintained garden, with ferns and native plants framing the stone structure. The sky is bright blue with scattered clouds, enhancing the peaceful rural setting.
Home in Amberley
5 out of 5 average rating, 258 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
A twin-bedded room is featured, showcasing a wooden dresser, desk with a computer, and chair. A window provides natural light while a flat-screen TV is mounted on the wall. Soft carpeting and a pendant light enhance the overall ambiance.
Guest suite in Churchdown
4.92 out of 5 average rating, 200 reviews

Apartment with bathroom and kitchen

Our first floor flat offers twin bedded room with shower room, kitchen, Internet, TV and underfloor heating. Sunny aspect with windows on both sides. View over garden and countryside. The house is set back about 100 yards from the road and is therefore quiet. It has plenty of off road parking and a bus stop outside. Within 400 yards we have a pub, Chinese and Indian restaurants, cafe and newsagents. Nearest supermarket is one mile away.

Top guest favourite
A charming studio is enveloped by greenery, featuring a gravel courtyard with a stone planter at its center. The exterior showcases a red-tiled roof and wooden siding, while a small table and chairs are positioned nearby next to a barbecue, inviting outdoor relaxation.
Guest house in Edge
4.89 out of 5 average rating, 321 reviews

Artist's studio in Edge in stunning countryside.

This is a well equipped studio in the Cotswolds. It's at the end of a singletrack no through road about 1/2 mile from the Cotswold way and at the junction of several footpaths. The nearest towns are Painswick,which is 1 mile away, and Stroud where there is a train station and supermarkets. The studio has a sleeping area with a king size double bed. It is separated by a bookcase from the main living area. where there is also a sofa.

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, 153 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.

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