Holiday rentals in Upleadon

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Top-rated holiday rentals in Upleadon

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Top guest favourite
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
4.96 out of 5 average rating, 272 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 favourite
Farm stay in Redmarley D'Abitot
4.99 out of 5 average rating, 103 reviews

"Country views" loft conversion Redmarley D'Abitot

Situated in open countryside this, first floor, self contained loft space sits close to our working farm. While enjoying far reaching countryside views it has been designed wholly with our guests comfort in mind. Enter via the external stairs into a fitted kitchen/living section, a sleeping area with king size bed & a shower room. A balcony area with seating offers the chance to relax outside. Guests have a designated parking area & private entrance. Ideal for anyone who enjoys the countryside.

Top guest favourite
The exterior of Rectory Cottage showcases a charming brick facade with elegant timber accents. The garden features a manicured lawn and assorted flowering plants. A spacious terrace with outdoor seating provides a welcoming spot for relaxation, surrounded by wooden fencing and lush greenery.
Home in Tibberton
5 out of 5 average rating, 130 reviews

Rectory Cottage - Luxury Gloucestershire Retreat

Rectory Cottage is a former coach house newly converted to a luxury 2 bedroom cottage. In summer enjoy a BBQ and a glass of wine on the terrace. In winter keep toasty with its log burner and underfloor heating. Connect to the Sonos sound system. Situated in the pretty village of Tibberton, nestled in beautiful countryside with wonderful walks and cycle rides from the door to delight both walkers and keen cyclists. Dogs are welcome and will enjoy the fully fenced garden and outdoor dog shower.

Top guest favourite
Shepherd’s hut in Poolhill
4.97 out of 5 average rating, 352 reviews

Tom's Hut

Get away from it all in a cosy shepherd’s hut amongst trees in a beautiful rural location. Tom's Hut has a comfortable 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 fire wood provided, or underfloor heating. Outside, there is a table for al-fresco dining. A newly built, heated shower room is close to the hut. Just 3 miles from Newent and various pubs. Please note there is no WiFi.

Top guest favourite
A spacious courtyard is surrounded by charming red brick buildings, with large arched openings and windows. A central fountain is featured, set within well-kept greenery. The sky is clear and blue, complementing the peaceful setting.
Apartment in Gloucestershire
4.99 out of 5 average rating, 134 reviews

Unique Courtyard Apt, walk to 3 Choirs Vineyard

Appledeck 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.

Guest favourite
A charming cabin is nestled amid lush green grass, surrounded by colorful flower beds. Large windows and skylights draw in natural light, while a small patio with a pink umbrella offers a cozy outdoor seating area. Mature trees provide a serene backdrop.
Cabin in Ashleworth
4.97 out of 5 average rating, 127 reviews

Log Cabin

This delightful detached property is set in an acre of beautiful shared gardens, summer house and a large pond. The Cabin has its own patio/bbq area. The Cabin comprises of one double bedroom (also sofa bed in lounge area), shower room, equipped kitchenette / dining area / lounge. Set amid charming countryside within easy reach of the Forest of Dean, Symonds Yat, Cheltenham, Gloucester, the Cotswolds, Hartpury College, and Malvern. Excellent base for touring, fishing, cycling and walking.

Top guest favourite
Shepherd’s hut in Blaisdon
4.98 out of 5 average rating, 133 reviews

Romantic Hut + Covrd Jacuzzi + Games Rm +Proposals

Perfect hut with new contemp. Louvre Pergola covering jacuzzi, ideal protection from rain/ enjoy sun. (Jacuzzi = extra £30 per stay). Our Rustic Games Room + Lounge (Pool, Darts +Board Games) is perfect for relaxation. Stream in garden. Enjoy 2 outdoor patios, take in the dazzle of a million stars. Parking. 5 minute walk to an Award Winning Pub. On the edge of AONB: Forest of Dean, Wye Valley, as well as the bustling historic Gloucester City. Cotswolds & Ross-on-Wye are closeby.

Top guest favourite
An inviting entrance to the self-contained annex is displayed, featuring a light-colored exterior and a sloped roof. A wooden door opens outward, revealing a welcoming interior. A small green umbrella shades a picnic table, surrounded by potted plants in a paved area.
Cottage in May Hill
4.98 out of 5 average rating, 288 reviews

Woodside cottage. Wood burner. Amazing views

On the edge of The Forest of Dean and Wye Valley, this cosy getaway is a professionally converted and exquisitely decorated annex to our main property. This conversion was completed in 2022. PLEASE NOTE... You are welcome to use the woodburner during the summer months (May - Sept inclusive) but I do not supply firewood during this period. Please bring your own supplies of firelighters, kindling and logs if you would like an inside fire during the summer.

Top guest favourite
A charming cabin is nestled among trees, featuring a rustic wooden exterior. The outdoor area is well-maintained with a path of gravel leading to the entrance. A spacious seating arrangement and a barbecue area are visible on the deck, enhancing the outdoor space.
Shepherd’s hut in Redmarley D'Abitot
4.99 out of 5 average rating, 100 reviews

Moat View

Escape to MoatView, a unique cabin set on its own private island, surrounded by a tranquil moat. Stargaze & relax in the hot tub, fire up the BBQ, or unwind in the stylish wooden interior that blends rustic charm with a modern twist with surround sound & smart tech. Enjoy nature, wildlife, and eco-friendly touches like filtered water and chemical-free products. Perfect for a romantic escape or peaceful retreat. Come and experience the magic of MoatView!

Top guest favourite
A scenic view captures a charming property surrounded by greenery. A gravel driveway leads to the house, framed by lush trees and well-maintained gardens. A horse is seen near the stables, adding to the tranquil rural atmosphere.
Loft in Redmarley D'Abitot
4.97 out of 5 average rating, 412 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 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, 198 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.

Top guest favourite
A scenic landscape is framed by vibrant flowers in the foreground. Green fields stretch into the distance, leading towards gentle hills under a clear blue sky. Shadows from the flowers create interesting patterns on the grass, enhancing the serene rural setting.
Tiny home in Oxenhall
4.98 out of 5 average rating, 250 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.

Popular amenities for Upleadon holiday rentals

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