Holiday houses in Winding Wood

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Top-rated holiday rentals in Winding Wood

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Top Guest favourite
Home in Goring
4.98 out of 5 average rating, 178 reviews

Pool House at Mill Cottage

The Pool House at Mill Cottage offers a unique riverside escape with exclusive access to a private pool (Mar 1st - Oct 1st 2025 & Apr 1st - Oct 1st 2026). Nestled on the Thames, enjoy easy access to riverside cafes and restaurants by foot or boat. The charming one-bedroom retreat features blackout blinds for restful nights, plus a small sofa bed for extra guests. Just minutes from Goring on Thames village and the train station, it also boasts a BBQ and outdoor seating area for relaxing evenings.

Guest favourite
A spacious room features a king size bed with light blue bedding. A small dining table is positioned nearby, complemented by rattan seating. A kitchenette with a microwave and fridge is visible, along with a TV. Natural light filters in through two windows.
Guest suite in Kintbury
4.87 out of 5 average rating, 329 reviews

The Pottery Barn

This is a self contained annex above a double garage (please note low roof angles in places) with an independent door. It has one king size bed with some seating and a TV and dinning table. There is a small kitchenette including a microwave, fridge, kettle and toaster. The ensuite has a basic electric shower and usual amenities. There is internet available. If you would like to bring a child please contact us before to check if suitable. There is parking on the main road or opposite in a Close.

Guest favourite
A wooden cabin with an arched design is framed by tall trees, creating a natural setting. Steps lead to a spacious deck area, which includes potted plants and a dark wood BBQ grill under a covered space.
Tiny home in Buckinghamshire
4.97 out of 5 average rating, 849 reviews

The Woodland Cabin with Private Hot Tub Spa

Step into a world of peace and privacy in a secluded cabin. The perfect setting for romance, relaxation and a touch of luxury. Soak under the stars in the private hot tub, cozy up by the wood burner, the scent of countryside air and the sound of birdsong. With a comfy double bed, fitted bathroom, kitchenette, gas BBQ. Surrounded by scenic walking trails, charming pubs, and nearby heritage spots, this is the perfect romantic retreat to slow down, reconnect, and create unforgettable memories.

Top Guest favourite
A generous living space features a large stone fireplace with a wood-burning stove at its center. Two comfortable armchairs are positioned adjacent to a spacious sofa, creating a cozy seating area. Soft lighting from table lamps complements the warm tones of the decor.
Cottage in Gloucestershire
4.99 out of 5 average rating, 214 reviews

Chic Georgian town house in Cotswold town centre

Chic luxury town house full of charm with river views. Formerly the town's Post Office, in the heart of Fairford. Three boutique luxury bedrooms, one with master en-suite. Large fully equipped kitchen, generous living space with large fireplace. Pretty, enclosed stone walled garden. We're next door to a lovely 15th century inn with a choice of other pubs nearby; Italian restaurant; local shops; pharmacy; cafes and takeaways on hand - a perfect base to explore this lovely part of the world.

Top Guest favourite
Barn in Great Milton
4.95 out of 5 average rating, 234 reviews

17th Century Barn in quiet country village

A 17th Century Hay Barn 7 miles from Oxford and in the same village as ‘Le Manoir aux Quat’ Saisons’. Enjoy a glass of bubbles on your own private terrace before strolling to dinner at this famous Cotswold stone Manor. Fully wheelchair accessible & with private parking this unique property is the perfect place for a few days away walking in the nearby Chilterns, exploring Oxford’s Colleges & Cafes, visiting Art & Literary Fairs or attending appointments at Oxford’s many leading hospitals.

Top Guest favourite
The Pigsty features a unique domed structure with a blend of dark and natural wood accents. A small outdoor seating area with a round table and two chairs is positioned at the entrance, surrounded by lush greenery and potted plants.
Hut in Winchester
4.98 out of 5 average rating, 634 reviews

The Pigsty

The Pigsty is Winchester's first luxury woodland hideaway, with beautiful views of Vale Farm. Less than 2.5 miles from the historic centre of Winchester, this peaceful retreat is perfect for those looking to visit the city, or escape for some peace. The Pigsty’s domed design with wooden interior has a roll top bath, cosy open plan living space and decking area to enjoy dinner with sunset views. Just a few minutes walk from the famous Clarendon Way, and a 30 minute walk to the city centre.

Guest favourite
Cabin in Froxfield
4.92 out of 5 average rating, 226 reviews

Open Plan Barn near Hungerford and Marlborough

Nestled beside a manor house and surrounded by five acres of gardens, this sumptuous and comfortable open-plan barn offers a relaxing countryside retreat. Ideally located near the charming market towns of Hungerford and Marlborough, it provides the perfect base for exploring the local area. The barn is ideal for a couple or a single guest seeking a quiet and comfortable stay. In the morning, guests can enjoy a simple breakfast selection of cereals, bread, butter, jam and marmalade.

Top Guest favourite
An open plan kitchen showcases a large wooden island with a smooth countertop, equipped with modern appliances. Pendant lights hang above, illuminating fresh flowers and kitchen utensils. The space transitions seamlessly to a cozy living area, visible through large windows that invite natural light.
Barn in Newbury
5 out of 5 average rating, 101 reviews

Stunning Parkland Barn Retreat

Maximum adults: 4 The Barn is set in beautiful private gated grounds on a quiet country lane, in an AONB. It is within easy reach of the A34 and M4, as well as the market towns of Newbury, Wantage and Hungerford. The nearest pubs are within easy walking / cycling distance. The River Kennet runs through the grounds leading to the canal and towpaths making visiting Hungerford and Newbury a pleasure by foot or bicycle. Fantastic rail routes from Newbury / only 50 minutes from London.

Top Guest favourite
The entrance features a white wooden door framed by a stone wall and a charming plant in a planter. A small hanging lantern adds to the character of the cottage's exterior, complementing the natural stone and gravel pathway.
Cottage in Cirencester
4.95 out of 5 average rating, 245 reviews

The Old Bakery At The Grange

Perfectly located for RIAT, being walking distance from the Green Entry Point, The Old Bakery At The Grange is an ideal cottage for exploring all that the Cotswolds has to offer whatever the season. We are a few minutes’ walk away from The Old Spotted Cow pub. The cottage is full of country character and the interiors reflect our love of travel. Due to the character features of the cottage, it is unsuitable for very young toddlers and those unsteady on their feet.

Top Guest favourite
Guesthouse in Garsington
4.95 out of 5 average rating, 541 reviews

The Pool House

Relax and reset at the Pool House. The Pool House provides a quiet location where you can relax away from the world. Swim in our pool, heated during the warmer months. During the colder months enjoy a cold plunge, beneficial for body and mind. Ease your aches and muscles in the hot tub. Please note: you are using the pool and hot tub at your own risk, there is no life guard! Please watch children and non swimmers in the pool and hot tub at all times.

Guest favourite
Home in Berkshire
4.93 out of 5 average rating, 109 reviews

Charming period home in historic Newbury

Welcome to our cosy home in central Newbury. Perfect for Highclere castle and Just a 3-min walk to the town centre and Train station, walking distance to Newbury racecourse, ideal for exploring local shops, cafes, and the River Kennett. Enjoy countryside walks, cycling, and shopping nearby. Two bedrooms, 2 Bathrooms, Dining room, Private garden, Fast Wi-Fi. Pets welcome. Easy rail access to London, Oxford, Cotswolds. easy access to the M4.

Top Guest favourite
A cozy bedroom features a comfortable bed adorned with a textured white coverlet, flanked by wooden bedside tables. Natural light enters through a large window, which displays a foggy view of trees. Soft neutral walls enhance the tranquil ambiance of the space.
Apartment in Kintbury
4.95 out of 5 average rating, 217 reviews

Four Oaks, Kintbury. Private self-catering annex.

Situated on the edge of the picturesque village of Kintbury in an area of outstanding natural beauty. The first floor annex with it's own entrance via stairs to the side of the main house has private, comfortable living accommodation with kitchen, dinning and lounge area; double bedroom and en-suite shower room. There is an outside area to sit on those warm sunny days. Strictly no baby’s, children or pets.

Popular amenities for Winding Wood holiday rentals

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  4. Berkshire
  5. Hungerford
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