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Holiday rentals in Winkfield

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Top-rated holiday rentals in Winkfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Barn in Warfield
4.91 out of 5 average rating, 886 reviews

Delightful small converted barn

Unique newly converted small barn, bright, light and self contained. Sleeps 3 adults or 2 adults and 2 children (or 2 small adults) due to restricted height space in loft. Large gravel drive behind big, wooden gates for safe and easy parking. An assortment of Teas, coffee & biscuits. Breakfast is not provided. Situated down a country lane, within the garden of the house, walking distance to pubs and restaurants. Near Lapland UK, Legoland, Ascot, Windsor, Train stations to London and Reading

Top guest favourite
The charming Victorian Lodge features a classic brick exterior with white trim, framed by lush greenery. Two inviting front windows and a central doorway are surrounded by decorative flower pots. A gravel pathway leads to the entrance, highlighted by an expansive tree nearby.
Cottage in Old Windsor
4.99 out of 5 average rating, 105 reviews

Gorgeous CountryCottage overlooking Windsor Castle

The Victorian Lodge (1876) is a charming & quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits right beside Windsor Great Park, at the entrance of a long driveway to Little Dower House, where the owners of the Lodge live. The private gardens and stunning view at the Victorian Lodge provide the perfect setting for a small intimate wedding. Whilst the romantic gardens within the Little Dower House estate provide an ideal venue for larger weddings.

Top guest favourite
The image features a gravel courtyard surrounded by wooden structures, including a charming hayloft on the right. Soft lighting illuminates the entrance of the main building, while greenery is visible in pots, creating a serene environment. A partly cloudy sky sets a tranquil backdrop.
Apartment in Warfield
4.93 out of 5 average rating, 273 reviews

The Hayloft Suite, St Michaels Grange

The hayloft is a self contained 1-bed beautiful quirky addition to a private family home in a courtyard, secure in a gated environment, close to Bracknell centre but giving the feel of being in the country. A lovely place to relax, and enjoy the pub down the road after a days work. Perfect for anyone working in Bracknell from time to time or on a weekly basis who wants to feel more at home when away. Tea, coffee, milk, porridge pots and welcome treats included. Easy parking outside your door.

Top guest favourite
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
4.97 out of 5 average rating, 233 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.

Superhost
The exterior of the Annexe is surrounded by meticulously maintained lawns and landscaped gardens. The brick structure features large windows and a patio area, with comfortable outdoor seating visible. Lush trees and hedges provide a serene backdrop.
Guest suite in Staines-upon-Thames
4.87 out of 5 average rating, 163 reviews

Garden Apartment close to Heathrow & Windsor

The Annexe is a self-contained interior designed studio apartment, adjacent to a Victorian mill house and set in beautiful gardens. We are perfectly positioned for visits to London, Windsor and Eton, as well as being a five minute taxi ride from Heathrow T4/5. Parking is free in our gated car park whilst you are staying with us. And if you are flying from Heathrow and need somewhere for your car whilst you are away you can leave it with us for a small daily charge (by prior arrangement).

Top guest favourite
The cottage's serene garden is shown, featuring a stone patio with a wooden dining set surrounded by greenery. Sunny skies illuminate the exterior of the cottage, with trees and shrubs providing privacy and a peaceful atmosphere.
Cottage in Bray
5 out of 5 average rating, 163 reviews

A Hidden Gem

A character cottage, tucked away, in the heart of gastronomic Bray - renowned for its Michelin-starred restaurants: The Waterside, The Fat Duck, the Hind's Head and Caldesi, all within easy walking distance of the cottage. Lych Cottage is a two-bed semi-detached property, completed to a high standard. It provides a stylish place to stay for those wishing to enjoy the comforts of home whilst availing themselves of the local amenities. The first night's stay includes a continental breakfast.

Guest favourite
Flat in Datchet
4.97 out of 5 average rating, 262 reviews

Stylish Studio-Walk to Windsor/Eton/Thames/Parking

Welcome to Crail Cottage in Datchet. Surrounded by beautiful greenery, there is plenty of wildlife and the River Thames is just behind the house. Take a walk to Windsor and Eton via the home park or the riverside. You can even walk to Eton through the school grounds from here. Our little studio is freshly decorated and welcomes you to stay. There is a new addition which is a King size bed with Hypnos mattress that will guarantee you a good night sleep. Perfect to relax after a busy day.

Top guest favourite
A gated entrance framed by lush greenery creates a sense of privacy and seclusion. Tall trees line the pathway, with scattered leaves on the ground. The gate suggests access to a serene environment beyond the foliage, enhancing the tranquil atmosphere.
Cottage in Englefield Green
5 out of 5 average rating, 381 reviews

2 Bedroom Luxury Cottage (Secure & Quiet)

This charming Cottage is located in the picturesque Village of Englefield Green. Just four miles from Windsor Castle, three miles from Wentworth Golf Course and six miles from Ascot Race Course. Heathrow Airport if just six miles away. 300 metres further down the lane is The Royal Air Force Memorial and below that, on National Trust grounds that skirts the River Thames is the Magna Carta Memorial. The Royal Holloway University is a ten minute stroll across the Village.

Superhost
A modern living area features large floor-to-ceiling windows, providing abundant natural light and showcasing expansive views. A plush sofa complements a sleek dining table set for six. Light wooden floors enhance the spaciousness, while greenery adds a touch of nature.
Apartment in Bracknell
4.93 out of 5 average rating, 150 reviews

Luxury Penthouse with Huge Balcony

Take a break in our luxurious penthouse. The enormous south-west facing balcony offers panoramic views of the sunset each evening, making it the perfect spot to relax after a day. The interior is bright and modern, with floor-to-ceiling windows and sliding doors that fill the space with natural light. The fully-equipped kitchen has everything you need to prepare meals, and the living room is outfitted with premium audio (Sonos) and TV for your entertainment.

Guest favourite
A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.
Cottage in Warfield
4.97 out of 5 average rating, 339 reviews

Luxury 2 bedroom cottage

Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station

Top guest favourite
A charming cottage surrounded by a lush private garden is depicted. The brick exterior features large windows and a welcoming entrance. The grassy garden is interspersed with flowering shrubs and trees, offering a serene outdoor space for relaxation.
Cottage in Sunninghill
4.96 out of 5 average rating, 852 reviews

The Old School House, Ascot, Berkshire

Beautiful small self-contained character cottage set within private garden, one mile from Ascot. Open plan studio room with sitting area, kitchenette and bedroom area; en suite shower room/WC. Perfect for 1-2 adult guests looking for a comfortable and relaxing place to stay, whether for business or pleasure. It is ideal for visitors to Ascot Races, Windsor, close to Heathrow and a lovely rural retreat less than one hour from central London.

Guest favourite
Home in Berkshire
4.94 out of 5 average rating, 185 reviews

Robin’s Rest @ Scotlands House

Enjoy peaceful views of robins and deer across a field towards a stream. This unique space is peaceful and tranquil yet is also walking distance from the hustle and bustle of The Lexicon in Bracknell. Finished to an exceptional standard, Robin’s Rest @ Scotlands House offers luxury and tranquility, ideal for a weekend escape or longer stay.

Popular amenities for Winkfield holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Berkshire
  5. Winkfield