Vacation rentals in Upleadon

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Top-rated vacation rentals in Upleadon

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Top guest favorite

The exterior of a charming cottage is featured, showcasing a combination of modern and traditional elements. Black timber beams contrast with whitewashed walls. A gravel pathway leads to the entrance, framed by potted plants. A fenced area is visible to the right, adding to the property's privacy.

Cottage in Ashleworth

4.93 out of 5 average rating, 224 reviews

Rural, character 2 bed cottage and hot tub

Kozicot provides the ideal getaway, a listed cottage that has been newly refurbished with all mod cons. Set in the heart of a peaceful village near the river severn, adjacent to a shop and cafe. Well appointed 2 large bedrooms (available as 2 Kings or 4 singles), with unspoilt views, private parking, 2 reception rooms (sofa bed to cater for groups of 6), hot tub, bathroom, shower room and upstairs wc. Kitchen with microwave, dishwasher, fridge/freezer, hob and full oven. Washer dryer in utility.

Top guest favorite

A stone coach house is framed by lush green grass and trees. Its warm wooden door and window accents complement the natural surroundings. A swing hangs from a nearby tree, inviting relaxation. The building's rustic charm is enhanced by the gentle play of dappled sunlight.

Cottage in Clifford's Mesne

4.95 out of 5 average rating, 237 reviews

Cosy and quiet coachhouse. Orchard. Private patio.

Converted coach house, ancient cruck beams and woodburner. Country village near Ross on Wye. Restful and quiet, ideal for couple. Open plan with mezzanine bedroom. Two loos, shower. Long views. Great pubs nearby. Own patio and fire basket in orchard. 3 friendly dogs, 2 horses. On May Hill with many walking opportunities . Seven counties visible from the top. On edge of Forest of Dean with excellent walking/cycling routes, and canoeing on the River Wye just 20 mins away. Cheltenham races 40 mins.

Top guest favorite

A modern sink is displayed with a sleek chrome faucet and a bar of soap resting on the counter. The surrounding wall features neutral-toned tiles, contributing to a clean and contemporary bathroom aesthetic.

Barn in Newent

4.98 out of 5 average rating, 130 reviews

Beautiful Rural Apt;walk to award winning vineyard

The Courtyard is a stylish 1 bedroom unique apartment set in the grounds of an historic 1000 year old house & located within a stunning stable courtyard & fountain. Ideal for walkers, cyclists, visitors & close to the beautiful Wye Valley, Forest of Dean, counties of Glos, Worcs, Herefordshire and Wales. Explore the ancient market towns of Ledbury & Ross On Wye plus beautiful spa towns of Malvern & Cheltenham. Just a short stroll away from the award winning “Three Choirs Vineyard" & brassiere.

Top guest favorite

Inside the shepherd's hut, a wood-burner is positioned next to a compact kitchen unit. A framed map is displayed on the wall, and a comfortable chair with a striped cushion is situated nearby. Light enters through a door leading outside, enhancing the bright, wooden interior.

Shepherd’s hut in Poolhill

4.97 out of 5 average rating, 230 reviews

Hazels Hut

Get away from it all in a cosy shepherd’s hut amongst trees in a beautiful rural location. Hazels Hut has a luxury double bed, storage below and a compact kitchen unit with double gas hob, sink and fridge, pots, pans crockery and cutlery. Keep warm with a wood-burner and ready supply of wood, or underfloor heating. Outside, there is a table for al-fresco dining. A newly built, heated, shower room is close by along a short path adjacent to the hut. Just 3 miles from Newent and various pubs.

Top guest favorite

An outdoor view of the Garden House, featuring a compact building with white walls and a welcoming entrance. Surrounding greenery includes a flowering tree and various potted plants, creating a serene environment. Outdoor seating is available, enhancing the inviting garden setting.

Tiny home in Gloucestershire

4.93 out of 5 average rating, 662 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

The modern shower room is equipped with a walk-in shower, sleek dark cabinetry, and a contemporary sink unit. Neutral toned tiles cover the walls, providing a clean and spacious feeling. A towel is neatly arranged on the counter, and glassware is visible above the sink.

Guesthouse in Redmarley D'Abitot

4.95 out of 5 average rating, 112 reviews

Redmarley D'Abitot country lovers' retreat

This recently refurbished, ground level, self contained unit, is set in a rural location. The unit consists of a fully fitted, well equipped kitchen and living area, shower room and bedroom with a king size bed. Guests have their own designated parking space. Private entrance with keylock. The property also has a private, fully enclosed garden. Ideal for walkers or those just seeking a quiet getaway. Close to the market town of Ledbury. Ideal base for visiting the Malverns or Cotswolds.

Top guest favorite

A panoramic view of the surrounding countryside is displayed, featuring rolling green hills and an expansive sky scattered with clouds. A wooden fence frames the landscape, while colorful flowers and plants are visible in the foreground, contributing to the serene rural atmosphere.

Tiny home in Oxenhall

4.98 out of 5 average rating, 171 reviews

A newly Renovated and Exclusive Studio

A newly renovated and exclusive studio within a peaceful rural setting, sleeping two guests within easy reach of The Forest of Dean, Gloucester, Cheltenham and the Malvern Hills. Scenic walks and cycle routes surround. All on the ground floor with an open plan living space French doors lead to a private patio and seating area with spectacular uninterrupted views of the Cotswolds as far as the eye can see. Betula Views Apartment coming on line early 2026 - so bring your friends!

Guest favorite

The entrance of a traditional shepherd hut is showcased, featuring a white door with a small window. A welcoming doormat is placed on the wooden deck. Potted plants and a lantern add charm to the outdoor area, complementing the rustic wooden exterior.

Shepherd’s hut in Newent

4.91 out of 5 average rating, 183 reviews

Cosy shepherd-hut with wood burner and fire pit.

Traditional shepherd hut in beautiful rural location. Oak flooring, woodburner, feather duvet & pillows, wool blankets. Outside seating area with fire pit/barbeque, cosy blankets & cushions. Woodburner & fire pit. Tea, coffee & fresh milk provided. Desk & chair in the hut suitable as a workspace. PS we are currently renovating our 17c cider mill and so it is shrouded in scaffolding and weather protective wrap so not so pretty to look at….please bear with us.

Top guest favorite

Loft in Redmarley D'Abitot

4.97 out of 5 average rating, 391 reviews

The Loft Apartment

Spacious first-floor furnished loft apartment (outside stairs, rather steep) above our garages in delightful quiet rural locality, good area to explore. Suit couple or couple with one child. Double bed, single bed, kitchenette, and separate shower/toilet room. Off road parking. Extra charges are applied for more than two people, and for pets. Separate (50m) from the main house, and therefore offers great privacy. Some access to the garden.

Top guest favorite

Cottage in Gloucestershire

4.94 out of 5 average rating, 162 reviews

Pretty 2 bedroom country cottage with rural views

Daisie cottage is a relaxing rural retreat near May Hill, just outside Newent , with lovely country views. It is light and airy - perfect for relaxing. Good for couples, solo adventurers, business travellers, families and dogs welcome too. With wonderful walks and trails right on the doorstep for either gentle strolls or for more serious ramblers. The Forest of Dean offers lots of activities from high ropes to cycling and canoeing.

Top guest favorite

An open living space features a comfortable seating area with a gray sofa and a wooden coffee table. A rustic column provides character, while a wood stove and a cozy armchair enhance the atmosphere. Fresh flowers brighten the table, and natural light fills the room.

Barn in Gloucester

4.99 out of 5 average rating, 170 reviews

Rural retreat - Hen House, contemporary & spacious

A former chicken shed; the hen house is individual, light, and offers spacious, comfortable, well-equipped accommodation in a rural location. Ideal for exploring the area, for couples wanting to enjoy a quiet, romantic break or a great bolt hole to work or study - you can close up the shutters, lock yourself away and no-one will know you are there!

Top guest favorite

A shepherd hut sits surrounded by a vibrant field of wildflowers under a clear blue sky. The structure is painted in soft green, with a rounded roof and large window. Lush greenery and trees provide a serene backdrop to the scene.

Hut in Gloucestershire

4.97 out of 5 average rating, 383 reviews

Hideaway Hut, Gloucestershire

Hideaway Shepherd Hut is situated on top of an old cider orchard in the heart of the Gloucestershire country side with views of The Malverns and May Hill. The beautiful Forest of Dean is also a twenty minute drive away. The location is completely private, ideal for visitors looking for a place to relax, unwind and enjoy a cosy, romantic break.