Holiday houses in Sunningdale

We Stay - Hills End Cottage with Golf Course Views

Hills End Cottage is part of We Stays’ multi-award-winning collection. An exclusive home in the heart of Ascot, renowned for its prestigious racecourse, Royal Ascot, high fashion and aristocratic tradition. This exquisite cottage has been brought to life with hand-selected furnishings that exude timeless elegance. Among its standout features are a beautifully landscaped garden that backs onto the iconic Sunningdale Golf Course, a home gym and a luxurious open-air bath and rainfall shower for th

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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.

Large, Newly Renovated Flat in Charming Village

Welcome to our newly refurbished apartment, in the charming village of Sunninghill, only a short distance from the bustle of Ascot. A 1000 sq feet of living space: two generously sized bedrooms, with king size beds, two beautiful bathrooms, open-plan living area, and fully equipped kitchen, all finished to a very high spec. Plus the benefits of a delightful outdoor patio and lawn area with table and chairs. Great location for Windsor, Legoland, Ascot races and many fabulous golf courses.

Berkshire Cottage - Wellness Centre

This 18th century residence provides over 3,200 sqft of refined living space across multiple reception areas, designed for comfort, privacy, and extended stays. The property sits within approximately 0.5 acres of landscaped gardens and features a heated pool, creating a secluded environment suited to both relaxation and professional relocation. Located within close proximity to Ascot High Street, Sunningdale, and key corporate hubs, the property offers convenient access to Heathrow Airport.

Modern home in Sunninghill

Modern open-plan home-from-home in the heart of Sunninghill Village. Welcome to your home-from-home in the heart of Sunninghill, Ascot. This modern, recently refurbished 2-bedroom home is perfect for professionals, couples, and small families needing a comfortable & convenient short stay. There is also space for you to bring a cot bed. The property is just a 2 minute walk from all the amenities that the beautiful village of Sunninghill offers; and closeby is Sunningdale, Ascot & Windsor.

Virginia Water Family Getaway

Lambly Hill House – Holiday Rental in Virginia Water, Surrey Welcome to Lambly Hill House, a stylish and spacious 4-bedroom holiday rental in Virginia Water, Surrey. Perfect for families, golf visitors and business travellers, this beautifully renovated home offers modern comfort, peaceful surroundings and a private garden in one of Surrey’s most desirable locations. Located just a short walk from Virginia Water train station, Lambly Hill House provides easy connections to central London.

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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 9 mins to Legoland Walking distance to Lambrook School 10 mins to Swinley Forest, Go Ape, MTB bike park 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley 1 hour by train to London

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Studio 7 in Sunningdale, England

Horses for courses? Does a day at Royal Ascot or a Polo match at the Guards Polo Club in Windsor Great Park tickle your fancy? Or, if history and heritage are your bag, perhaps a visit to the historic Windsor Castle and a gander at the shops might hold some allure? Studio 7 is perfectly placed for you to do all this and more! This newly appointed self-contained studio in Sunningdale is light and bright, providing a tranquil and elegant setting for you to retreat from the hubbub of life.

Bright & Airy Apartment in Charming Sunninghill

Welcome to our chic and cosy 4-sleeper apartment, nestled in the charming village of Sunninghill, Ascot perfect location for the Royal Ascot event. With two stylish bedrooms, an open-plan living area, a fully equipped kitchen, and private outdoor spaces, this is the perfect home away from home for both business and leisure travellers. Whether you’re visiting for Ascot Racecourse, a weekend retreat, or work, you’ll love the comfort, convenience, and thoughtful touches throughout.

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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.

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Sunny Cozy Stay

Escape to our charming Airbnb amidst a picturesque garden. This one-bedroom retreat offers breathtaking views and modern amenities including a dedicated work space and a spacious dressing room ensuring an organized stay. Enjoy the en-suite bathroom and well-equipped kitchen for delightful meals. Relax in the cozy living room with a book or your favorite shows. Outside, stroll through vibrant garden and bask in the sunlight. Perfect for a romantic getaway or solo retreat.

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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.