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Holiday houses 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
The welcoming living area features a spacious gray sofa adorned with colorful cushions. A patterned area rug lies beneath the seating, which is accompanied by a stylish dining table. An open entryway leads to the kitchen, with abundant natural light streaming in from the garden.
Home in Marlow
5.0 out of 5 average rating, 148 reviews

Magical Marlow town centre

Wing Cottage is a charming period terraced cottage with log burner in the heart of Marlow. It has been stylishly refurbished and has its own secluded courtyard garden. 5 minutes walk from High St shops with Everyman Cinema, Tom Kerridge’s Michelin* Hand &Flowers & The Coach, plus Marlow Ivy Garden, Côte Brasserie, Piccolino, The Compleat Angler and several historic pubs. The Park and Thames Path river walk are 10 minutes walk. Nearby bus stops serve neighbouring Henley-on-Thames (8 miles away).

Superhost
The exterior of the stylish barn conversion is showcased, featuring a well-maintained garden area with a stone patio and outdoor dining set. Lush greenery surrounds the property, while large windows provide a view into the inviting interior. The sky is partly cloudy, enhancing the serene atmosphere.
Barn in Winkfield
4.73 out of 5 average rating, 15 reviews

Luxury 4 Bed Barn, 10 Mins to Windsor

Uncover the charm of a stylish barn conversion located just 10 minutes from Windsor. Featuring a spacious, well-designed layout with an inviting reception hall and an elegant galleried landing, this exceptional retreat seamlessly combines relaxation with comfort. Set amid picturesque countryside, it’s perfect for a peaceful escape or a longer stay. This property combines elegance and enjoyment with a range of outstanding features. The open-plan design, with mellow, exposed brick walls, creates

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, 108 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
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, 459 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 favourite
A cozy sleeping area features a spacious bed dressed with a soft, textured blanket. Two decorative pillows sit at the head of the bed. Nearby, a charming chair complements the rustic wooden beams that arch overhead, adding character to the room.
Condo in Bracknell Forest
4.93 out of 5 average rating, 286 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
A cozy living area features a comfortable white sofa adorned with striped cushions. Natural light filters through two windows with shades, highlighting a wooden coffee table and side table displaying a small vase of flowers. A mirror reflects the space, adding depth.
Cottage in Englefield Green
5.0 out of 5 average rating, 391 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.

Guest favourite
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.
Condo in Bracknell
4.94 out of 5 average rating, 166 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.

Top 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 Bracknell Forest
4.97 out of 5 average rating, 361 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

Guest favourite
An aerial view showcases the unique geo dome structure surrounded by lush greenery. A wooden deck leads to an outdoor seating area, fire pit, and hot tub. The tranquil setting emphasizes a peaceful retreat in nature.
Dome in West Horsley
4.94 out of 5 average rating, 405 reviews

Unique Dome | Glamping | Hot Tub | Surrey | Adults

Olive Pod is the ultimate cosy, private and picturesque geo dome retreat. Set on a fruit farm in Surrey, in its own secluded field behind tall fir trees, with no other pods or tents nearby. A firm favourite adults-only escape for proposals, anniversaries, birthdays and honeymoons - we can also decorate for your arrival ✨ The perfect place to unwind and recharge in a peaceful natural setting. Ideal for couples or friends. No infants, children or pets.

Top Guest favourite
A charming self-contained cottage is set within a lush private garden, characterized by brick exterior and a slate roof. A welcoming door leads to the entrance, framed by greenery and flowering plants, with a spacious lawn surrounding the building.
Cottage in Sunninghill
4.96 out of 5 average rating, 874 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.

Top Guest favourite
A modern lodge is surrounded by a glass balustrade, offering a clear view of the outdoor terrace furnished with a dining table and chairs. The well-maintained lawn provides a vibrant green space, and large windows reflect the bright sky with scattered clouds.
Home in Windsor
4.97 out of 5 average rating, 79 reviews

Racecourse Marina Lodge | Hot tub | Parking | EV

Live your high life on Windsor Racecourse Marina! Discover your dream get away with this beautifully designed luxury lodge located in a prestigious gated community.  This property is perfect for a couple or a family looking to enjoy a relaxing luxurious lifestyle in tranquillity and peace. With amazing views over Windsor Racecourse and the boats moored on the marina, every moment here is a picture of calm elegance.

Guest favourite
Home in Sunninghill
5.0 out of 5 average rating, 6 reviews

The Royal Paddock

A beautiful townhouse on the edge of Royal Ascot Racecourse. Experience the elegance and excitement of Royal Ascot from your own private haven. The Royal Paddock is a three-bedroom, three-bathroom townhouse that quite literally backs onto the world-famous Royal Ascot Racecourse, offering a unique blend of luxury, comfort and British charm.

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