Vacation rentals 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

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

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.

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.

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.

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.

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

The Ultimate Couples Retreat | 30 Mins from London

This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.

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.

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

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.

Flat 4, Luxury Apartment Near Ascot Racecourse

A Stunning contemporary first floor apartment is the perfect spot for exploring the local area including Ascot Races, it is close to Wentworth, Sunningdale & The Berkshire Golf Courses. Walking distance to the racecourse, restaurants, bars/cafes. The Apartment has access to a beautiful landscaped garden. There is parking at the property for 1 car. The property is also within a 10 minute drive to Windsor & 5 mins to local Polo clubs.