Vacation rentals in Winding Wood

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Top-rated vacation rentals in Winding Wood

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Top guest favorite
Home in Goring
4.98 out of 5 average rating, 187 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.

Superhost
A rustic cabin with a dark metal roof and timber exterior is surrounded by trees. Smoke gently rises from a chimney. The front porch, featuring large glass doors, leads to a welcoming seating area. A pathway of stepping stones guides the way through the lawn.
Farm stay in Headbourne Worthy
4.96 out of 5 average rating, 372 reviews

A Unique Farm Retreat

There’s something magical about The Granary. Set in acres of farmland with spectacular sunrises and sunsets, The Granary brims with rustic charm. A dreamy hideaway with an outdoor copper bath and wood fired hot tub. An idyllic get-away-from-it-all yet only 3 miles to historic Winchester. Soak amid hot water, steam and fresh air surrounded by nature and birdsong, enjoy magnificent sunsets from the ‘Sundowner’ or cosy up toasting marshmallows over the fire pit - a perfect escape to unwind.

Top guest favorite
A riverside log cabin is nestled among trees, featuring a spacious deck and seating area overlooking the water. Lush greenery surrounds the outdoor space, creating a natural setting that invites relaxation. The cabin’s wooden structure blends harmoniously with its peaceful environment.
Cabin in Reading
4.98 out of 5 average rating, 451 reviews

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

Charming, riverside log cabin on the bank of the Kennett, overlooking a nature reserve. Privately located in my back garden there is a large open plan room with 2 double sofa beds, sleeping 4, a slate bed pool table & Hi Fi system. There's a luxury en suite bathroom with copper bathtub, shower, basin & WC. There are basic kitchen facilities with kettle, toaster, double hot plate, microwave & grill, sink & refrigerator/freezer. A veranda with 2 bbq's & seats plus lower deck overlook the river.

Top guest favorite
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, 223 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.

Guest favorite
The exterior of a charming stone barn is illuminated at night, highlighting its rustic architecture. Soft lighting from below enhances the textures of the stone walls and draws attention to the barn doors. A sculptural feature is visible in the foreground, adding interest to the serene landscape.
Barn in Great Milton
4.95 out of 5 average rating, 236 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 favorite
A cozy sitting area features a wood-burning stove beneath an artistic landscape photograph. Exposed reclaimed wood panels provide texture, while soft furnishings and neutral tones create a comfortable atmosphere. Nearby, a dining space with a round table is visible, enhancing the inviting environment.
Cottage in Lechlade-on-Thames
4.98 out of 5 average rating, 129 reviews

Exquisitely designed | Village centre location

At the centre of one of the South Cotswolds’ most charming riverside villages, The Stables is a newly refurbished and interior designed two bedroomed cottage (allowing 4 guests maximum, including babies in cots), with private garden, EV charger and complimentary off street private parking. Historic Lechlade-on-Thames is the perfect base from which to explore the Cotswolds Area of Outstanding Natural Beauty and its picturesque hamlets, villages and towns like Bibury, Burford and Cirencester.

Top guest favorite
A traditional thatched cottage is framed by lush greenery and flowering shrubs alongside a gently flowing river. The cottage features a white door and brick exterior, with a serene garden area visible in front, contributing to the tranquil countryside setting.
Cottage in Newbury
4.98 out of 5 average rating, 253 reviews

Romantic Thatched Riverside Garden Cottage Entire

Lovingly restored thatched cottage in beautiful countryside on the banks of the River Lambourn. Tranquil. Superfast broadband. Traditional comfortable. CAR NECESSARY as no shop or pub in the village itself. STEEP STAIRCASE! Unsuitable for disabled access. By car - M4 to London and Heathrow (1 hr) Oxford/Cotswolds, Hungerford, Wantage South facing garden to front of cottage (9m x 6m) Flower borders/lawn/table chairs. Loungers on request View onto river from cottage Good walks nearby

Top guest favorite
The spacious upstairs living area features exposed wooden beams and tasteful furnishings. A comfortable sofa adorned with decorative pillows is complemented by two armchairs. A coffee table with magazines and a basket sits centrally, while a dining area is visible through an open door leading to the views outside.
Guesthouse in Thatcham
4.99 out of 5 average rating, 355 reviews

Manstone Cottage, Yattendon

Situated just outside the picturesque village of Yattendon, Manstone Cottage is surrounded by beautiful views of rolling country side. Spacious and elegantly furnished, with private parking the cottage is the ideal get away for couples, families or small groups. Within walking distance of the village with it's fantastic pub, shop, cafe, brewery and beauty salon you won't have much need to go far but it's also well situated for access to Newbury, Hungerford, Goring, Pangbourne and Henley.

Guest favorite
An open plan sleeping area features a spacious queen-size bed adorned with soft linens, surrounded by wooden accents and a collection of framed photographs. A small desk with a chair and flowers adds a touch of serenity, while a cozy seating arrangement offers additional comfort.
Cabin in Froxfield
4.92 out of 5 average rating, 231 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.

Superhost
The image captures a uniquely designed tiny home with vibrant green and wooden accents. A vintage yellow sports car is positioned prominently in front, while a spacious deck features comfortable seating and potted plants, creating an inviting outdoor area.
Hut in Medstead
4.98 out of 5 average rating, 304 reviews

Lotus Car Spa & Horse Hut

Yes, that is a hot tub in a Lotus Elan! On the outskirts of Medstead village, in the corner of a field where shire horses once roamed, you’ll find a tiny home like no other. Once hauled to and fro for Polo and Shire shows, The Horse Hut has been lovingly transformed into a luxury holiday stay—while maintaining its horsey heritage. Whether you're soaking in the Lotus Spa or sitting back on the verandah, take in the beautiful vista of the Hampshire countryside and Hattingley Valley.

Top guest favorite
A spacious wooden deck is presented, featuring a mix of outdoor seating options, including a cozy sofa set and a round table with two chairs. The deck is surrounded by greenery, and a gentle overhang protects the sitting area, enhancing outdoor enjoyment.
Apartment in Berkshire
4.99 out of 5 average rating, 134 reviews

Kites Nest - Cosy Rural Apartment

Kites Nest is charming and well appointed one bedroom apartment on the grounds of Hungerford Park, minutes from the town of Hungerford, a historic market town in the heart of the North Wessex Downs of Outstanding Natural Beauty and is surrounded by stunning countryside and picturesque villages. An ideal location for exploring Berkshire, Hampshire, Wilshire and Oxfordshire and within easy access to the M4 and Hungerford station which gives access to London Paddington.

Top guest favorite
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, 252 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.

Popular amenities for Winding Wood vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Berkshire
  5. Hungerford
  6. Winding Wood