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House holiday rentals in Old Windsor

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Top-rated house rentals in Old Windsor

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of the cottage features a charming whitewashed façade with a prominent front door and multiple rectangular windows. A gravel pathway leads up to the entrance, flanked by lush greenery. The roof displays classic architectural details, contributing to the cottage's historic character.
Home
4.95 out of 5 average rating, 521 reviews

Cottage in Hartley Wintney/Wi-Fi/Netflix/Parking

A 19th Century updated character cottage with many beams and a vaulted ceiling to the main bedroom. Ideally located, it is only a one minute walk to local shops and restaurants. Legoland and Windsor are only a 30 minute drive away. Also available (on request) is a third cosy separate twin bedroom occupying a converted building in the garden providing two single beds and WC. With the log burner, comfortable beds and off-road parking this is the perfect getaway! Dogs welcome (£30 fee payable).

Top guest favourite
Home
4.96 out of 5 average rating, 116 reviews

Windsor Cottage: Traditional English Charm

Only 20 minutes from London Heathrow Airport and ideally located in one of the most central terraces in Windsor, our cosy cottage is full of character and charm, with all the modern conveniences you'd expect. Perfect for a romantic get-away or a family sight-seeing trip. Windsor Cottage is an 1890's two bedroom terrace house that comfortably sleeps a family or 4 (+ travel cot). A home away from home, you will find all of the luxury and convenience expected of a traditional English cottage.

Top guest favourite
A light-filled living area is furnished with a plush sofa and decorative pillows. A stylish coffee table sits centrally on a patterned rug. Lush plants add a touch of greenery, while a large television rests against a sleek media console, enhancing the inviting ambiance.
Home
4.93 out of 5 average rating, 155 reviews

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.

Superhost
The living room features a combination of comfortable seating, including a plush gray sofa and a vibrant yellow armchair. A smart TV is placed on a modern media console, while a patterned area rug adds warmth to the space. Natural light enters through large windows, enhancing the inviting atmosphere.
Home
4.78 out of 5 average rating, 163 reviews

Shal Home @ Heathrow -Ride on Req + free Parking

Book this family &bussiness friendly,well connected to London and only 10 mins away from Heathrow airport. You are welcome to bring your car as free parking available on premises. Pick and drop to airport is also available on request. Public transport is only couple of mins walk away. Elizabeth line to central London from Langley station, which is 2 miles away. 20 mins by bus to Langley station Attractions Windsor Castle Legoland Windsor resort Thorpe park Chessington world of adventure

Guest favourite
A modern living area features a vibrant blue sofa adorned with soft cushions in varying shades of turquoise and pink. The industrial-style exposed brick wall and art piece create visual interest. A dining area with sleek chairs is visible adjacent to a glass coffee table.
Home
4.91 out of 5 average rating, 176 reviews

Charming Mews House near Windsor Castle, London and Ascot

This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious beds, a beautiful bathroom, abundant art and character; the properties look onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.

Guest favourite
The historic brick exterior of the building is adorned with gothic-style windows, framed by lush greenery. A pathway leads through the landscaped gardens, where trees and shrubs offer a serene atmosphere. The architecture reflects the character of a Grade II listed structure.
Home
4.93 out of 5 average rating, 127 reviews

The Truly Incredible Windsor Home, Free Parking

Welcome to your stay at this incredible and unique Grade II listed building- a stunning 3 bedroom house. Absolutely NO Parties and NO Events. I live close by and guests will be asked to leave immediately. No loud sounds after 10pm. We have to be very respectful of our neighbours. Walk to town in around 20 minutes where you will be able to visit all of the shops and sights. Alternatively hop in the car and drive to Legoland in around 5 minutes or Ascot Racecourse in just over 10.

Guest favourite
A spacious terrace is furnished with wicker seating and a wooden table, providing a comfortable area for relaxation. The serene view of the river Thames is framed by lush greenery and a bright blue sky, creating a peaceful outdoor setting.
Home
4.96 out of 5 average rating, 142 reviews

River Thames near Windsor, Heathrow & London

Our home sits on the beautiful river Thames in Wraysbury near Windsor. The river runs past the end of the garden. There is a large west facing terrace, from the master bedroom. There is a large living room, kitchen and dinning room. 3 double bedrooms. There's parking for 2 cars in the garden. Windsor, Windsor castle and Lego land are about 20mins away my car. From Wraysbury station you can get into London Waterloo in 42mins. Heathrow is only 15mins drive away.

Guest favourite
A serene landscape unfolds with gentle hills and lush greenery, set against a vibrant sunset sky. The foreground features a rustic brick wall, partially covered by grass and wildflowers, providing a natural boundary to the expansive fields beyond.
Home
4.9 out of 5 average rating, 136 reviews

Gorgeous Cottage in Skirmett with Parking

This gorgeous 3 bedroom cottage, is in the quiet village of Skirmett, situated in the Hambleden Valley, in a particularly pretty area of the Chilterns. Many films and TV series have been filmed in the area, as it is often thought of as quintessentially English. Just a hop and a skip from London and its airports and a short distance from Marlow, Henley or High Wycombe stations... come and step back in time and enjoy a rural setting you won't forget.

Superhost
A serene lake view features calm waters bordered by lush greenery, with a graceful swan gliding across the surface. A cozy outdoor area includes a tent on the grass, preparing for relaxation. An inviting bedroom showcases floral wallpaper, complemented by crisp linens and bedside lamps.
Home
4.79 out of 5 average rating, 114 reviews

The Lake House ◈ Woking

Welcome to our humble abode. We are delighted to host you in the lake house that Come dine with me was filmed. A beautiful spacious cosy modern 3 bedroom house situated in a peaceful location, minute walk to Goldsworth park lake. A lake perfect for jogging, spotting wildlife, or just relaxing. The lake house is all you need for a perfect longer or short stay It has all the amenities you would require to make your stay a comfortable and relaxing one

Guest favourite
A bright living room features a comfortable grey sofa adorned with yellow pillows. A large window adorned with yellow curtains allows natural light to fill the space. A plush yellow rug covers the floor, and a sleek TV unit is positioned below a minimalist shelf with decorative plants.
Home
4.9 out of 5 average rating, 191 reviews

Chiltern Hills Escape | Walks & Parking

Set in a peaceful rural location near Saunderton Station, this family-friendly home offers scenic countryside walks and nearby golf courses. Ideally placed for exploring Coombe Hill, Chequers, Waddesdon Manor, the Hellfire Caves and the Roald Dahl Museum, all just a short drive away. The house features a fully equipped kitchen, 65-inch TV, utility room and downstairs bathroom, providing comfort, space and everything needed for a relaxing stay.

Superhost
A bright dining area is presented, featuring a wooden table surrounded by several chairs. A large, decorative mirror reflects the natural light, while a small television is placed on a nearby shelf. Soft furnishings and decorative items are arranged alongside books on the open shelves.
Home
4.8 out of 5 average rating, 164 reviews

3 Bedroom Maisonette House in Kew Gardens/Richmond

Elegant and spacious 3-bedroom maisonette just moments from Kew Gardens. This light-filled home features a stylish living area, fully equipped kitchen, and a beautiful private terrace—ideal for outdoor dining. Located close to Kew Gardens Underground Station with fast links to central London. A perfect base for families, friends, or business travellers seeking comfort, charm, and convenience.

Top guest favourite
A red-brick exterior features two separate white doors, leading into the private annexe. Solar panels are installed on the roof, and the surrounding area includes a paved patio with a smooth stone surface, complemented by greenery in the background.
Home
4.94 out of 5 average rating, 137 reviews

Private annexe in Old Windsor.

A private double bedroom annexe, with its own entrance, separated from main house. Private bathroom and full use of the gymnasium and lovely garden. (which includes a small wood area). The house is situated right on the doorstep of Windsor Great Park, in Old Windsor. Windsor town centre is 3 miles away and we are close to Heathrow and the M25 and M4.

Popular amenities for house rentals in Old Windsor

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Quick stats about house rentals in Old Windsor

  • Total holiday rentals

    Explore 30 holiday rentals in Old Windsor

  • Nightly prices starting at

    Old Windsor holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,550 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Old Windsor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Old Windsor rentals

  • 4.7 Average rating

    Old Windsor stays receive an average rating of 4.7 out of 5 from guests

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