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House holiday rentals in Old Windsor

Find and book unique houses on Airbnb

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 $87 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,600 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Old Windsor holiday rentals include Wi-Fi 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

Top-rated house rentals in Old Windsor

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

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Top Guest favourite
A spacious living area features a comfortable sectional sofa adorned with colorful throw pillows. A light rug defines the seating space, while natural light filters through large windows. Minimalist decor elements, including a mounted antler and lanterns, add character to the neutral-toned walls.
Home in Englefield Green
4.97 out of 5 average rating, 139 reviews

Five Star Boutique House near Windsor Castle, Ascot & London

This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious king size beds, beautiful bathrooms, 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 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 in Windsor
4.94 out of 5 average rating, 290 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 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 in Marlow
5 out of 5 average rating, 139 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).

Top Guest favourite
An outdoor roof terrace features a seating arrangement with a grey cushioned sofa and two armchairs facing a square coffee table. Lush greenery is affixed to the wall, providing a natural backdrop against the wooden decking.
Home in Windsor
4.96 out of 5 average rating, 139 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 in Surrey
4.93 out of 5 average rating, 165 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.

Top Guest favourite
The exterior of the modern annexe is showcased, featuring large glass doors that allow natural light to fill the interior. A spacious balcony is visible above, bordered by glass, and wooden furniture is arranged on the terrace, ideal for outdoor relaxation.
Home in Tetsworth
5 out of 5 average rating, 377 reviews

Luxury self-contained Annexe with balcony Jacuzzi

Luxury self-contained annexe on the edge of the Chilterns, situated in the peaceful countryside which can be enjoyed from the hot tub, yet only 5 mins to the M40, 15 mins to Oxford Park & Ride & 15 mins to the station with trains to London taking 45 mins. It is the perfect place to relax with cosy lounge, wood burning stove, bespoke kitchen & underfloor heating. Upstairs features a super-king sized bed, seating area, luxury wet-room with underfloor heating, balcony and Jacuzzi.

Guest favourite
The bedroom features a striking golden headboard and bedding complemented by a patterned throw. Dark green walls and a patterned ceiling create a bold atmosphere. Two bedside tables with lamps provide illumination, while decorative mirrors add depth to the space.
Home in Old Windsor
5 out of 5 average rating, 70 reviews

Dog-friendly 4-bed w/ hot tub & parking

Step inside a characterful four-bedroom home set within the historic Old Windsor Tapestries factory grounds. - Sleeps 9 | 4 bedrooms | 5 beds | 2.5 baths - Private hot tub (£150/stay) - open daily 8AM-9PM, all year round - Fenced backyard w/ BBQ, outdoor dining & communal garden access - Full kitchen w/ Bertozzoni double oven - dining table seats 10 - 48" HDTV w/ Netflix, fast wifi (73 Mbps) & dedicated workspace - Dog-friendly | free parking (x2) | keypad self check-in

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 in Horton
4.87 out of 5 average rating, 361 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.

Top Guest favourite
Home in Old Windsor
4.96 out of 5 average rating, 25 reviews

Garden, Parking, Private, Nr Windsor & Great Park.

This stylish 1BR retreat offers privacy, comfort & a sunny south-facing garden. ❤️ 🚗 Private driveway parking 🌿 Private end-of-cul-de-sac setting 🛋 Cosy living space with garden views 📺 55-inch HDTV with streaming 📶 Fast Wi-Fi for work or relaxing 🍳 Fully equipped modern kitchen 🧺 Washer/dryer for convenience 🐾 Secure back garden, pet-friendly Close to riverside walks, local amenities & the Royal Farm Shop. SEND US A MESSAGE. Let us help you plan your stay.

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 in Wraysbury
4.97 out of 5 average rating, 153 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 cozy corner of the front reception room features two patterned armchairs adjacent to a decorative fireplace. A small side table is positioned between them. An antique mirror hangs above the mantel, reflecting the warmth of the inviting space.
Home in Windsor
4.91 out of 5 average rating, 113 reviews

Windsor/Legoland/Ascot charming 3BR home in centre

Central location with free public street parking. A charming traditional family home with high quality furnishings, many antique. Blackout blinds in bedrooms. High pressure showers. Very well equipped kitchen. Two reception rooms with games. Smart TVs. Private garden with swings, fruit trees and a pond. 10' walk to Windsor town centre. 15' walk to the castle and train stations. 1' walk to bus-stop for Legoland, Heathrow T5 and London Victoria.

Superhost
A serene view of the river is framed by two palm trees, with four lounge chairs and a shaded table inviting relaxation. Inside, a cozy living area features a large TV and comfortable seating, while a spacious kitchen showcases modern appliances and a dining table.
Home in Wraysbury
4.79 out of 5 average rating, 90 reviews

Riverside 4 Bedroom House Wraysbury Windsor 75"TV

Take it easy at this unique and tranquil getaway. Beautiful picturesque sunset view with passing boats, canoeing, kayaking, and paddle boarders on the river Thames. 10 minutes drive to M25 & M4 and 45 minutes to Central London. Heathrow is 20 minutes away and shops are close by. Attractions close by Windsor Castle, Legoland, Thorpe Park, Virginia Water Lake, and Liquid Leisure.

Popular amenities for Old Windsor house rentals

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Avg. price$378 NZD$427 NZD$462 NZD$506 NZD$514 NZD$770 NZD$768 NZD$684 NZD$506 NZD$502 NZD$397 NZD$493 NZD
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