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House holiday rentals in Old Windsor

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Top-rated house rentals in Old Windsor

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Top guest favourite
The welcoming living area features a spacious gray sofa adorned with colorful cushions. A patterned area rug lies beneath the seating, which is accompanied by a stylish dining table. An open entryway leads to the kitchen, with abundant natural light streaming in from the garden.
Home
5 out of 5 average rating, 124 reviews

Magical Marlow town centre

Wing Cottage is a charming period terraced cottage with log burner in the heart of Marlow. It has been stylishly refurbished and has its own secluded courtyard garden. 5 minutes walk from High St shops with Everyman Cinema, Tom Kerridge’s Michelin* Hand &Flowers & The Coach, plus Marlow Ivy Garden, Côte Brasserie, Piccolino, The Compleat Angler and several historic pubs. The Park and Thames Path river walk are 10 minutes walk. Nearby bus stops serve neighbouring Henley-on-Thames (8 miles away).

Guest favourite
The exterior of the Coach House displays a combination of traditional brickwork and modern design. Black doors are framed by large windows, while a small stone table with chairs is positioned by the entrance. Decorative plants add a touch of greenery to the inviting facade.
Home
4.95 out of 5 average rating, 270 reviews

Historic building in the centre of Windsor.

Beautifully renovated 1850's Coach House. This is part of a building that housed Queen Victoria's Equerries at Windsor Castle. Based in central Windsor with private parking, the property is an ideal place for a staycation. Mess about on the river (boating, paddle boarding, swimming) or visit the many beauty spots in the area. Legoland, Windsor Great Park, Windsor Castle and Swinley mountain bike trails are all within easy reach. A unique property that we hope that you will love as much as us.

Top 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, 516 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).

Guest favourite
The exterior of the studio is displayed during a sunset, with a warm pink sky glowing above. A conservatory with large windows is visible, surrounded by a lush garden featuring blooming flowers and green grass. The countryside backdrop includes distant trees and open fields.
Home
4.85 out of 5 average rating, 178 reviews

Stunning riverside house in the heart of Chilterns

Unique opportunity to stay in the heart of the stunning Chilterns only 30 mins from London. The River Chess flows past the bedroom with wonderful views of countryside beyond. Property offers large sitting/dining room (dbl sofa bed) wet room, kitchen & sunny conservatory. Fibre broadband. Glorious walking on Chess Valley Walk. Nearby Amersham, Chalfont, Chesham & Chenies all offer superb restaurants/pubs/shops & Met line tube to Baker St/Marylebone. Harry Potter World 15min, Heathrow 25min away

Top guest favourite
Home
4.95 out of 5 average rating, 111 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.

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
4.77 out of 5 average rating, 148 reviews

Shal Inn@ Heathrow -pick & Drop + 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, 175 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.

Top guest favourite
The open plan living area features gabled ceilings and stylish furnishings. A comfortable sofa sits across from a galley kitchen with modern cabinetry. French windows open to a private patio garden, while natural light enters through sheer curtains, creating a bright and inviting atmosphere.
Home
5 out of 5 average rating, 128 reviews

Hampton Court: Spacious, Bright & Tranquil Annexe

Our newly renovated spacious 2 bedroom annex is situated in a wide tree lined road, a premier location just a few minutes walk away from the charming cafés, shops and restaurants of Hampton Court Village, Hampton Court Palace and local train station. Adjacent to but detached from our elegant Victorian family home, this bright and stylish space is tranquil and self contained and enjoys additional benefits of a private south facing patio garden and dedicated off street parking space.

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, 121 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.

Superhost
A spacious lounge area features leather sofas positioned around a central glass coffee table. Large windows allow natural light to fill the room, while light-colored walls create a bright atmosphere. A flat-screen television is mounted on the wall, providing entertainment options.
Home
4.87 out of 5 average rating, 352 reviews

Modern, spacious 2 bedroom and secure parking

Modern and spacious 2 double bedroom bungalow is located 5 mins from Heathrow. Bus service to and from Heathrow T5. Windsor, Legoland with close proximity car. Liquid Leisure is merely 2 minutes drive and British Rail Wraysbury train station is within 5mins car or 20mins walk from the property and it goes to Windsor and Waterloo London. Secure gated parking, close to local travel amenities. Comfortably fits 4 and being a bungalow it is suitable for the elderly too.

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, 141 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
An open-plan kitchen and dining area features large skylights allowing ample natural light. A modern kitchen with sleek cabinetry is complemented by a spacious dining table surrounded by benches. Decorative plants and a minimalist decor enhance the inviting atmosphere of the space.
Home
4.91 out of 5 average rating, 106 reviews

Elegant 5-Bed Home in Central Windsor + Parking

Stay in comfort at Clarence House, a beautifully presented 5-bedroom, 2-bathroom home in the heart of Windsor. Perfect for families or business travellers. The house features driveway parking, a large private garden, fully equipped kitchen, and free Wi-Fi. Just a 15-minute walk to Windsor train station (40 mins to London) and a short stroll to Windsor Castle, shops, cafés, and the River Thames. Enjoy the best of Berkshire from this stylish and convenient retreat.

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 £29 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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