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
4.91 out of 5 average rating, 321 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
Home
4.94 out of 5 average rating, 179 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 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
5 out of 5 average rating, 211 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
A spacious studio layout features a comfortable double bed next to a cozy sectional sofa. Soft lighting from a table lamp and large window brightens the room, while a kitchenette with modern amenities is visible in the background. A striped rug adds texture to the wooden floor.
Loft
4.98 out of 5 average rating, 130 reviews

Modern Studio Apt close to village pub & bus stop

A modern and deceptively spacious studio apartment with its own entrance less than 2 minute walk from a lively village pub, and a 2 minute walk to a main bus route into Cheltenham. All mod cons including, high speed wireless internet, 55 inch 4K TV with Freesat, PS4, underfloor heating, double bed, sofa (can be turned into another bed. Please request extra bedding if required), well appointed kitchen, with toaster, microwave and coffee machine. Bathroom with toilet, sink and electric shower.

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
4.99 out of 5 average rating, 405 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 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
4.98 out of 5 average rating, 248 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.

Superhost
A cozy interior showcases a spacious bed with ample pillows, adjacent to a small table and chairs. A woven rug adds texture to the wooden floor. Natural light enters through two windows adorned with green blinds, while decorative elements, including a basket and vibrant flowers, enhance the inviting atmosphere.
Shepherd’s hut
4.84 out of 5 average rating, 255 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.

Guest favourite
An open-plan living and dining area features a modern white dining table surrounded by black chairs. A light-colored sofa and colorful cushions are positioned across the room, with a staircase leading to the upper level. Soft lighting highlights the sleek, tiled flooring.
Home
4.84 out of 5 average rating, 138 reviews

Renovated, stylish house, contemporary getaway

Beautifully refurbished stylish house in a peaceful residential location. Our contemporary home is comfortable, spacious, light and airy, calming with no clutter. Featuring a fully equipped kitchen, outdoor space with seating area and off-road parking for 5 to 6 cars. Fantastic location close to ring-road and motorway connections. Everything you need for a getaway. Ideal for families due to space or business travellers as close to large corporate businesses close by.

Top guest favourite
A shepherd's hut is set on a grassy meadow, surrounded by wildflowers. The exterior showcases dark green corrugated siding with a light-colored door. Steps lead up to the entrance, while seating arrangements of two chairs and a bench are arranged on the patio.
Shepherd’s hut
4.98 out of 5 average rating, 175 reviews

Shepherds Hut, Painswick.

The Shepherds Hut is located on the edge of the village of Painswick, which is known as the 'Queen of the Cotswolds'. It lies a short walk from the Cotswold Way and sits in an area of Outstanding Natural Beauty. We offer a cosy and comfortable self contained shepherds hut with a double bed, shower room and kitchen with a wood burning stove. The hut sits within a pretty grassland meadow, with unrivalled views across the Painswick Valley.

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
4.98 out of 5 average rating, 258 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 favourite
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
4.81 out of 5 average rating, 395 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.

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.
Guest house
4.91 out of 5 average rating, 681 reviews

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.

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