Holiday houses in Upleadon

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Top-rated holiday rentals in Upleadon

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Guest favourite
Home in Boddington
4.94 out of 5 average rating, 189 reviews

Boddington Mill

Boddington Mill is a stunning countryside retreat in the heart of the Cotswolds, steeped in history and rural charm. The building retains industrial mill parts which intersect multiple levels for a unique and generous living space. Its south-facing garden includes outside dining, wood-fired hot tub, and large lawn, home to wildlife and fruit-bearing trees. Inside, the three king sized bedrooms feature luxury bedding beneath vaulted, oak-beamed ceilings and period windows. Sky TV, Sonos speakers.

Top Guest favourite
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, 292 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 favourite
A balcony space features a round glass table with two glasses and a bottle of rosé, accompanied by a vibrant flower arrangement. Wooden railing provides a scenic view of the countryside, showcasing rolling hills and greenery under a cloudy sky.
Farm stay in Redmarley D'Abitot
4.99 out of 5 average rating, 114 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
Shepherd’s hut in Blaisdon
4.98 out of 5 average rating, 152 reviews

Romantic Hut + Covrd Jacuzzi + Games Rm +Proposals

Perfect hut with. Louvre Pergola covering jacuzzi, ideal protection from rain/ enjoy sun. (Jacuzzi = extra £30 for 1 night/ £40 for 2 or more nights). Our Rustic Games Room + Lounge (Pool, Darts +Board Games) is perfect for relaxation. Stream. Enjoy 3 outdoor patios, take in the dazzle of a million stars.Spectacular countryside views. Parking. 5 minute walk to Pub. On the edge of AONB: Forest of Dean, Wye Valley, as well as the bustling Gloucester City. Cotswolds & Ross-on-Wye are closeby.

Guest favourite
Home in Painswick
4.94 out of 5 average rating, 173 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.

Guest favourite
Tiny home in Bromsberrow Heath
4.9 out of 5 average rating, 427 reviews

Romantic & Private HotTub Hideaway

The HotTub Hideaway is a perfect private romantic retreat. The floor-to-ceiling windows provide magnificent views over the countryside and is very private. The Hideaway has a small galley kitchen with 2 induction hobs, a fridge and dishwasher. Idea for throwing a breakfast together or a one pot meal. The Hideaway is pet friendly and has secure fencing. Sadly due to previous guests not observing the rules regarding pets, I’ve added an extra charge to cover costs for additional cleaning.

Top Guest favourite
Shepherd’s hut in Poolhill
4.97 out of 5 average rating, 392 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.
Condo in Gloucestershire
4.99 out of 5 average rating, 141 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.

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, 303 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, 124 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
Chalet in Gloucestershire
4.99 out of 5 average rating, 168 reviews

Stunning Logcabin with sauna and cold plunge

Walkers Lodge, is the ideal couples retreat, with sauna and ice bath all on a working farm, with fields that surround. With views of the Malvern hills. You do as much or as little as you want in the heart of Gloucestershire with plenty to do if you so wish within a short drive. There are many lovely country pubs and good walks, historic towns and so much more. Within easy access of Cheltenham, Racecourse, the show ground, Ledbury & Tewkesbury

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, 244 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.

Popular amenities for Upleadon holiday rentals

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  4. Gloucestershire
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