Vacation rentals in Upton Saint Leonards

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Top-rated vacation rentals in Upton Saint Leonards

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Guest favorite
The stone barn features a spacious patio and garden, framed by well-maintained topiary. A large balcony is accessible from French doors on the upper level, while outdoor seating is arranged on the patio, providing an inviting area to enjoy the surroundings.
Barn in Cotswolds
4.92 out of 5 average rating, 192 reviews

C15th Quiet Cotswold Hillside Barn: stunning Views

A beautiful stylish 15th century south facing stone barn; tastefully refurbished on our organic farm. Quiet, spacious, comfortable & cosy (a wood-burner); bedroom balcony & garden terrace with far reaching views of the Cotswold valleys & village church Our farm was one of Henry VIII hunting lodges, backing onto ancient beech woods, ~ footpaths from the door. Easily accessible to Stroud's famous market, Cheltenham races, Roman villas, village pubs! (2 adults & 2 children under 12 are welcome)

Top guest favorite
A scenic view captures Shamba Barn nestled among lush greenery and blooming flowers. The rustic stone structure features a sloped red roof and large glass doors, surrounded by a vibrant garden filled with trees and colorful blooms under a clear blue sky.
Barn in Gloucestershire
5 out of 5 average rating, 44 reviews

‘Shamba Barn’ Cotswolds Grade II Converted Barn

A beautifully renovated old Cotswold stone apple barn, Shamba Barn is nestled in an acre of lovely landscaped gardens belonging to Bond End Farm; a Grade II listed 400-year-old Timber Frame house where it's rumoured Henry VIII once stayed! Escape for a peaceful break to explore the Cotswolds and exclusively enjoy the beautiful garden with visiting deer and pheasants, orchard and tree swing, and cosy indoor fire-side evenings or beautiful sunsets on your private patio with a warming fire pit.

Top guest favorite
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.
Condo in Painswick
4.97 out of 5 average rating, 242 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 favorite
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, 186 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 favorite
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, 340 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.

Guest favorite
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, 728 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 favorite
A compact kitchenette area features a small table with two chairs, set with plates and bowls. A toaster and a kettle are visible. In the background, a comfortable sleeping area is seen with a pull-out sofa bed and natural light flooding in through the windows.
Guest suite in Hucclecote
4.88 out of 5 average rating, 226 reviews

Neunundzwanzig. Self contained private suite.

Neunundzwanzig Is a totally self contained purpose built studio apartment that is light warm and airy with private access. Off road parking and private rear courtyard. Based in the village of Hucclecote near Cheltenham and Gloucester in a quiet and pleasant location and on the doorstep to the Cotswolds. Ideal for those wishing to explore the area or business people needing easy access to Gloucester business park and on the ring road for easy access to GCHQ on the outskirts of Cheltenham.

Guest favorite
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.
Guesthouse in Cranham
4.97 out of 5 average rating, 213 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 favorite
The living room features a comfortable leather sofa set arranged around a central rug, with a log burner and wooden mantel as focal points. Large windows provide natural light, while framed photographs decorate the walls. A television is positioned for viewing convenience.
Home in Painswick
4.97 out of 5 average rating, 216 reviews

Quiet Edwardian era House, Painswick

Welcome to our family owned Edwardian era house situated in Painswick. Renovated with hosting in mind, we'll have everything you need for a relaxing stay. Situated just off the Cotswold Way national trail, it's the perfect pit-stop for keen walkers (or runners!). If sight seeing is more your thing, the popular 18th Century Rococo Garden is just a 5 minute walk away. Ideally located for travel to Stroud, Cheltenham, Cirencester and Gloucester all within a 20 min drive.

Top guest favorite
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.
Guesthouse in Edge
4.89 out of 5 average rating, 315 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 favorite
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, 142 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.

Guest favorite
A two-story house featuring a symmetrical facade with dark-framed windows and a brown tiled roof. The front has a paved driveway leading to a double garage with wooden doors. Surrounding greenery includes hedges and a small bush, contributing to the peaceful setting.
Guest suite in Abbeymead
4.82 out of 5 average rating, 313 reviews

Spacious, private self contained guest suite

Welcome to our comfortable self contained unique suite with an off road parking space with Ev charging available. We are situated on a quiet street in Abbeymead on the outskirts of Gloucester. 2 miles off the M5 and 8 miles from Cheltenham Spa. Ideal for Cheltenham Races, GCHQ, Gloucester rugby and easy access to Gloucester business park and the Cotswolds. Local shops, take-aways and bus routes are a 2 minute walk.

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