Holiday houses in Winkfield

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

Family · Location · Backyard

Lavish Retreat & Champagne 30mins Taxi from London

The Little Touch of Grey, provides an electric ambiance and the perfect setting for the elite of mind, who wants to reward both themselves and their partner. We are proud to share the latest addition to our portfolio with those who appreciate of all things bespoke. Included are; a complimentary bottle of Champagne, indoor & outdoor Jacuzzi, underfloor heating, sound system and salacious yet tasteful surprises throughout. For special occasions, use our secret compartment to add to your surprise.

Family · Location · Indoor spaces

Luxury Gated 3BR Stay in Ascot - By Tempstay

Experience refined living in our exclusive gated apartment in Ascot, perfectly suited for guests looking for style, relaxation and a premium stay in one of Ascot's most desirable locations. Thoughtfully designed with elegant interiors, our stunning three-bedroom, first floor apartment offers a blend of modern luxury and homely comfort. Located within a secure gated development, guests can enjoy bright open-plan living spaces, high-quality finishes, and a stylishly designed interior throughout.

Value · Location · Amenities

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.

Family · Location · Access

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.

Location · Family · Barbecue

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.

Family · Location · Getting around

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.

Family · Location · Indoor spaces

Luxury Boathouse Apartment - central Henley

The Boathouse is a completely private studio apartment with wonderful river views. Furnished to a high standard with luxury bed linens and towels, and fully equipped with everything you could need. The perfect location for the Henley Royal Regatta, Henley Festival and The Rewind Festival Relaxing location that is perfect for watching the world and river go by, but also close enough to the hustle and bustle of the town and it's many restaurants and cafes.

Family · Location · TV

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

Value · Family · Heating

Inviting Ascot Home Ideal for families & racegoers

Ideally located just 1.3 km from Ascot Racecourse and 4.3 km from LaplandUK, this spacious holiday home offers garden views, free Wi-Fi, and private parking. Enjoy private check-in and check-out at this non-smoking property, situated only 4.8 km from Legoland Windsor and 9.4 km from Windsor Castle. Nisa Express minimarket, conveniently located next door. Please note that there will be a refundable deposit & ID required for the booking confirmation

Location · Family · Comfort

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.

Location · Family · View

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.

Family · Location · Bathroom