Holiday houses in Upleadon

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Top-rated holiday rentals in Upleadon

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Guest favourite
Home in Boddington
4.95 out of 5 average rating, 181 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
Cottage in Ashleworth
4.93 out of 5 average rating, 281 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
Farm stay in Redmarley D'Abitot
4.99 out of 5 average rating, 104 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, 134 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.

Guest favourite
Home in Painswick
4.94 out of 5 average rating, 162 reviews

Luxury Converted Costswolds Hillside Chapel Escape

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
Shepherd’s hut in Poolhill
4.97 out of 5 average rating, 361 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, 135 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
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, 106 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, 415 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
A wooden deck leads to a uniquely designed cabin, with large glass doors reflecting the evening sky. String lights softly illuminate the deck area, while a potted plant adds a touch of greenery. A scenic view of open fields is visible in the distance.
Chalet in Gloucestershire
4.99 out of 5 average rating, 156 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 Daisie Cottage is presented, showcasing its white facade and distinctive roofline. A gravel pathway is visible, leading to the entrance, while wooden fencing provides privacy. Natural surroundings enhance the rural setting, offering a serene view of the countryside.
Cottage in Gloucestershire
4.95 out of 5 average rating, 204 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/friends, 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 favourite
A spacious studio apartment is displayed, featuring soft lighting from twinkling fairy lights against a dark wall. A king-size bed is complemented by a cozy sofa and glass coffee table, inviting relaxation. A hint of greenery is added by a small potted plant on the table.
Chalet in Blaisdon
4.96 out of 5 average rating, 228 reviews

Fairytale Stays/Proposals-Hot Tub-Games Rm-Stream

Marriage Proposal & Birthday packages available. Lux Games Rm, Bar & Hot Tub (surcharge £30). Enjoy Our Fairytale, twinkling Studio +Exclusive Games Rm - pool, air hockey & darts + Private Hot Tub. Idyllic location, babbling stream, lovely garden & rolling countryside. Wye Valley/ Forest of Dean; it’s the perfect base to just relax/ explore all the area has to offer. Blaisdon village offers great walks & a superb pub just a 5 min walk..

Popular amenities for Upleadon holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Gloucestershire
  5. Upleadon