Eton

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Whether it's a private gym for morning workouts or a study for digital nomads, this Windsor home has plenty to boast about. Patio doors open straight onto the garden – perfect for evening aperitifs and summer barbecues. There's more than enough space in the lounge for everyone to get together, though if you need a bit of quiet time, each bedroom is as comfortable as the next. One is in a separate studio for extra privacy. As for the location, Windsor and all its royal offerings are just a short drive away.

A Windsor Welcome

This elegant 19th-century home is nestled within the grounds of the former Old Windsor Tapestries factories. It's surrounded by well-maintained communal gardens, but you'll have your own private terrace, too. The main staircase is rather narrow and a little steep, so guests with limited mobility might be better off looking elsewhere. But pets are welcome, and the nearby River Thames offers plenty of walking trails. There are several local restaurants within easy walking distance, and it's only a short drive from Heathrow Airport and Windsor Castle.

The Whistler

The world is your oyster at Head Over Hills. Nestled into the rolling hills of the South Downs by Amberly Wild Brooks, this home blends rustic living with an incredible range of modern luxuries to create a unique space that inspires you to slow down and spend time with your loved ones. Boasting 360-degree views of the surrounding landscape, a meditation pod, a sundeck, and private bluebell woods, we can’t think of a better place to unwind. Head out to the hills to explore the impressive sceneries (host Jemma also offers bike rentals), then come home and soothe your aching muscles in the wood-burning hot tub. Jemma also offers a menu of wellness retreat packages at an extra cost (think along the lines of yoga and pilates classes, sound baths and meditation instructors). And if you want to learn a new skill, you can also book vegan and raw food cookery courses – there are even creative tutorials in things like art and photography. At night, we recommend cooking up a storm in the bespoke kitchen (or hiring a private chef to do the honours), socialising with friends, and taking in your stunning surroundings.

Head Over Hills

On the outskirts of the picturesque village of Cuddington, this two-storey home had us smitten. While unassuming on the outside, it is well-equipped to be your home-from-home whatever the weather, with indoor and outdoor spaces for dining – if you're not heading to the village pub, that is. The skylights in the bathroom and bedroom are nice touches, and we love that there's a view from upstairs. That said, guests on the sofa bed downstairs might feel the area is a little cramped – we think the home is better for families or a couple.

Serenity in Cuddington

Sitting on a quiet residential street in central Windsor, this beautiful upper maisonette offers a warm and welcoming base for those looking to experience the town’s rich and royal history, as well as the delights of nearby Eton, Ascot and Legoland. 

Laid out over three floors, you’ll find plenty of space to socialise as well as opportunities to steal yourself await for some relaxing privacy. We love the woodland palette of the living area with its jewel-toned accents – the ideal spot to kick back, whether on the plump sofa with a glass of wine or around the farmhouse-style dining table for a celebratory home-cooked meal. Upstairs, the three bedrooms each boast their own singular decor, from the claret and blue Britannia-themed one to the nature-inspired single bedroom and the stunning main bedroom with its large slanted window. Factor in the bathroom’s luxurious rainfall shower and you’ve got everything you need for a perfectly blissful stay. 

Outside of your home, you’ll find a couple of cosy pubs at the end of your road, as well as a supermarket a two-minute walk away. When you’re ready to soak up some history and culture, Windsor Castle, Windsor’s High Street and Alexandra Park are a five-to-ten-minute walk away, and Eton is a mere fifteen minutes away on foot. Elsewhere, Legoland is a ten-minute drive and Ascot is twenty minutes away by car. 


Britannia Jewel

This home is a great option for groups looking for a centrally-located stay in Windsor. By day, you can enjoy all that the city has to offer on foot – Windsor Castle is a short walk away and you’ll find the river is within easy reach. Guests looking to explore further afield will also appreciate the private parking on the drive. Inside, the rooms are unfussy, bright and spacious, and the garden is a welcome addition for warm-weather gatherings. 

Gather & See

This cosy guest house is in the heart of Winkfield. It’s a great base for discovering all there is to see and do nearby, including visiting Windsor and Eton, enjoying days out at Ascot, and treating the kids to a Legoland adventure. It’s a comfortable home-from-home, with a sofa bed in the living room that can accommodate an adult or two children – though the main bedroom is on the mezzanine level above, so it’s not the most private set-up. Still, for such a convenient location, it’s a solid option. 


Winkfield Woods

You’ll never be short of things to do when you stay at this characterful country estate. There’s a sauna, hot tub, tennis court, and a gym, plus a natural swimming pond with its own sandy beach. And when you’re ready to retire indoors, you’ll find generous, ornately-decorated rooms and plenty of space to get comfy. It’s also close to Windsor (for a visit to the castle or Legoland) and less than half an hour to London on the Elizabeth Line. Family get-together or group getaway, this home has all you need for an extra-special stay.

The Quiet Oak

There's nothing quite like escaping to the country for a few days and this converted stable barn is a million miles away from the stresses of day-to-day life. Bright, open and immaculate in every way, it's a place to relax, take a deep breath of fresh, country air and enjoy the company of your loved ones. Set on the owners' farm, and right next to their stables, you'll have a great view of the horses being fed each morning – something that's bound to excite the children. 

Anything but rustic, the interiors here are stylish and high-end, with wide-plank flooring and plenty of fabulous stripped back timber beams. The huge living space, surrounded on three sides by floor-to-ceiling windows, is the heart of the home, with squashy velvet sofas, a dining table for six and a delightful kitchen. Equipped with everything you could need, keen cooks will be in their element.

Set in the South Downs National Park, with views across the rolling hills, here you'll have your own private lawned garden area and you're welcome to explore the rest of the grounds. It's a twenty-minute walk into the pretty market town of Bishop's Waltham, with its shops and pubs, and don't miss a visit to the ruins of its historic abbey. And it's less than a half-hour drive to both Southampton and Portsmouth.

The Saddler's Rooms

Set within 2 acres of peaceful grounds, this home opens its doors to a refreshing countryside retreat. Filled with light and offering beautiful views, the rooms make it easy to relax, socialise and spend quality time together. There’s a cocktail bar, a wonderful dining area, an office for remote workers and exercise equipment for your morning workout. Outside, there’s a wild meadow, a large courtyard and a barbecue for alfresco dining. Private parking is available and it’s just a short drive to the South Downs National Park.


Flowers of Love

Nestled between two islands on the picturesque banks of the River Thames – this beautiful thatched Edwardian home built in 1903, under a fifteen-minute drive from Windsor, is the perfect riverside retreat. Watch the boats, ducks and swans on the river go by from your own private heated pool. Lawns stretch down to the water – perfect for a game of croquet or challenge someone to a game of table tennis. There’s also a multipurpose play area for any younger children.

Inside, you'll see more of those divine riverside vistas. There are two living rooms and plenty of space for entertaining your family or friends. We love the master bedroom’s balcony, but a real highlight of this home for us was the bedroom attached to the side of the house on stilts. It’s constructed out of 19th century beams from one of the last pioneering ships bound for Australia and contains beautiful carvings and unique features from this period.

When you want to explore, your hosts can help arrange River Thames boat trips to pick you and your guests up directly from the garden. There’s also a lovely pub in the nearby village of Wraysbury, a ten-minute walk away. As well as close proximity to Windsor and Eton, Ascot racecourse is just over twenty minutes in the car and Thorpe Park, a fifteen-minute ride, while Henley, which hosts the Royal Regatta is forty minutes. If you visit London, Slough train station (a fifteen-minute drive away) runs services to London Paddington, the fastest being fourteen minutes.



One of England's Watery Gems

Footsteps from the shops, restaurants and cafes that line Eton High Street and a ten-minute walk from Windsor Castle, this cottage suits families, friends and couples alike. Inside, the design blends character with contemporary style, and it's packed with everything you'll need for a comfortable stay. At capacity, two guests will be on the sofa in the living area, though – something to bear in mind if you’re planning an extended stay or want plenty of space for socialising. That said, there is a private patio with a seating area, so you can enjoy refreshments alfresco when the sun shines.

Eton Oasis

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