Holiday houses in Winkfield

Windsor Home with Free Parking

Welcome to our 1-bedroom, skylit, guest house with off-road parking & private patio. Located in a quiet cul-de-sac close to Legoland, Windsor Racecourse, and Windsor Castle, our home is the perfect retreat after a long day of sightseeing. The bedroom can be set up with either a kingsize bed or 2 singles on request, while the sofa bed can comfortably fit 2 people. Our family run Airbnb is a great fit for families with kids, a couple or a small group of friends. Any questions, please just ask!

Family · Location · Wi-Fi

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.

Location · Family · Amenities

Charming terrace in the heart of Bray village

Our lovely victorian terraced home is perfectly situated for all the fine dining that the charming village of Bray has to offer. The Michelin 3-starred Waterside Inn and Fat Duck are a few mins walk away as are the Crown Inn, Hinds Head and Caldesi. Stroll 15 mins more and you’ll find the recently renovated Monkey Island Estate. A short drive and you can be at either Ascot or Windsor Races, Cliveden House, Legoland, the village of Cookham or the beautiful river Thames towns of Marlow or Henley

Location · Family · Cleanliness

The Old Gatehouse

The Old Gatehouse is a 5-bedroom house on 2 levels perched at the top of Hawthorn Hill with extensive views at the back of the property. Set beside a private polo field, it has a very private sunny backyard and gated entrance and driveway. It is the Gatehouse to Cruchfield Manor, a Georgian manor formerly the home of the Cadbury family. Ascot and Windsor are less than a 10 min drive. It is an ideal place for a holiday with family or friends within easy reach of Windsor and Ascot racecourse.

Value · Family · Hospitality

Delightful Period House with Sauna & Games Tables

Wonderful, spacious, peaceful, unique large Period property. Plenty of parking space. Perfect for families, friends gatherings and business trips and dogs as enclosed garden. Equipped with a large 5-6 person infra red sauna, 4ft Table Football; 5ft Air Hockey and 6 ft Table Tennis tables. Early 1900’s large Cottage, fully refurbished with all mod cons but decor in keeping with the period. Near to all amenities and some marvellous places to visit, but in a peaceful location.

Location · Family · Kitchen

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.

Value · Family · Layout

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 · Location · Backyard

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 · Kitchen

4 people beautiful views near Legoland & Lapland

Lovely, 2-bed modern apartment, fantastic views over the gardens. Spacious apartment for 4 people in a quiet countryside setting, 1.5 miles to the Lexicon town centre & excellent shops, entertainment, eating, cinema. 5 miles to Legoland, 3 miles to Ascot (the races). 50 minutes into London Waterloo or Paddington from Maidenhead in 18 minutes. 2 x 4k TV's, Disney, Netflix and SNES mini

Location · Family · Barbecue

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.

Location · Getting around · Amenities

Modern studio apartment in Warfield, Bracknell

Self-contained studio annexe in a quiet cul-de-sac with comfortable double bed, kitchen area, shower room, lounge area and private entrance. Plenty of street parking available. Free WiFi access Breakfast: tea/coffee/milk/cereals/bread and preserves provided to set you up for your day :-) Iron/ironing board/airer provided

Value · Family · Checkout

Oak Bray Coach House

Oak Bray Coach House is a new development which is located within the amazing grounds of the Oak Bray Manor estate , Enjoy the sounds of nature and experience amazing 360 views of the countryside when you stay in this unique place. 10 minutes away from Royal Ascot , and 20 mins via train to London

Location · Value · Long stay