Vacation rentals in Winding Wood

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Top-rated vacation rentals in Winding Wood

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Top guest favorite
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, 338 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.

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.

Guest favorite
The image shows a charming cottage with a thatched roof surrounded by greenery. A gravel pathway leads to the front door, flanked by small shrubs. To the left, a separate annexe is visible, nestled within the well-kept garden and open fields beyond.
Home in Inkpen
4.82 out of 5 average rating, 127 reviews

Brays Cottage, Inkpen - Perfect Country Time...

Inkpen Cottage, just like "the holiday" film, with annexe and extension making it very stylish and quirky. Located at the highest point of the beautiful village of Inkpen just below Combe Gibbett and the Berkshire Downlands. The Cottage is a new house in a seventeenth century beamed one with incredible views from the garden. The countryside is spectacular with more horse, bikes and paragliders passing by than cars...Dog safe Garden! The annexe is ideal for kids / grandparents

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.

Guest favorite
A grey sign with white lettering indicates the name 'The Avon.' It is mounted on a brick wall, featuring warm red tones and a textured surface.
Bungalow in Ramsbury
4.92 out of 5 average rating, 102 reviews

The Avon. Lovely private apartment in Ramsbury.

Ramsbury is a picturesque Wiltshire village nestled in the north of the county. Our self-contained ground floor chalet is situated within the grounds of the Crown and Anchor public house, which is no longer open. There is free parking, use of the pub garden, private entrance and patio area. We welcome one well behaved dog but do ask that they are kept off of the furniture and bed. Within a short walk you will find the Bell public house and restaurant, a local shop and the post office.

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, 252 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
A welcoming entrance is framed by a rustic wooden gate and lush greenery. The shepherd's hut is visible in the background, with a soft sunset illuminating the sky and reflecting off the structure. Pathways bordered by wildflowers lead towards the fields beyond.
Shepherd’s hut in Ewelme
4.99 out of 5 average rating, 660 reviews

Luxury Shepherd's Hut with stunning sunset views!

Welcome to Honeysuckle, our luxury shepherd's hut with stunning views across the fields in the Chilterns. In the evenings sit and watch the sun go down around your fire pit or stay cosy indoors with your log burner. We are a working farm and you may see the tractor trundle past feeding our herds of Texal sheep (Lambing right in front of you in April 2026!) and Limousin cows grazing in fields, or watch the many birds. You have your own secluded, fenced and private garden area with seating.

Top guest favorite
A bright living area features a spacious gray sofa with red accent pillows and a large checkered ottoman. Skylights provide natural light, while framed art decorates the walls. A dining table is situated nearby, with sliding doors leading to an outdoor terrace.
Home in Pangbourne
5 out of 5 average rating, 258 reviews

A Perfect Pad in Pangbourne!

The house was 'created' in 2020 having originally been part of the village pub - it’s now part of a redeveloped property which also includes the owners home and a fabulous cafe called Artichoke Cafe. The property is right in the heart of the picturesque riverside village of Pangbourne with its fabulous specialist shops, cafes, restaurants and pubs. Yet only ten minutes walk gets you to the countryside! The village also boasts a mainline station with direct trains to London Paddington.

Top guest favorite
The exterior of the larch clad Annexe features modern vertical wood paneling. Large glass doors lead into the entrance, framed by two planters with lush green grass. A gravel path provides access, highlighting the contemporary architecture amid a clear blue sky.
Home in Cirencester
4.98 out of 5 average rating, 263 reviews

Larch clad architect designed contemporary annexe.

Relax at this unique and tranquil getaway in the beautiful South Cotswolds. The Annexe is a separate dwelling next to an architecturally award winning contemporary house located in a quiet village. The larch clad property has an industrial, boho meets the Cotswold vibe with its own private wild flower garden, perfect for alfresco dining. Excellent location for walking, running and cycling. Close to the beautiful town of Cirencester, idyllic picturesque villages and gastro pubs galore!

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, 229 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 favorite
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
4.99 out of 5 average rating, 299 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
Home in Bibury
4.88 out of 5 average rating, 785 reviews

Riverside Cottage • Opposite Arlington Row • Pets

Escape to Sackville House —a beautiful riverside, Grade II-listed Cotswold haven. Located in the heart of Bibury, you're just 140 yards from iconic Arlington Row and steps from the tranquil River Coln. This rare, pet-friendly retreat that sleeps 6, blends authentic historic charm with modern luxury, including a dreamy roll-top bath under the eaves. Enjoy river views, a private terrace, and free parking nearby. The perfect base for exploring the Cotswolds' most beautiful village.

Popular amenities for Winding Wood vacation rentals

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