
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 40 holiday rentals in Old Windsor

Nightly prices starting at
Old Windsor holiday rentals start at $85 NZD per night before taxes and fees

Verified guest reviews
Over 1,720 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.

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).
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Film Studio*Heathrow Airport*Families*Long Stays
Outstanding Property with Excellent Reviews (4.95/5 from 164 Guests) Nestled in a picturesque area, this property offers a perfect balance of tranquillity & convenience. Enjoy a short stroll to the scenic canal, lush farmlands, and numerous attractive footpaths. Key amenities are just moments away, including Addlestone train station, GP services, a pharmacy, Tesco Extra, shops, and cozy cafés. Weybridge is also within walking distance. Discover the perfect stay at our highly-rated property
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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.
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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.
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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.
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Sunnycove - Riverfront House near Windsor
Sunnycove is a peaceful riverside family home located in a gated community on a tranquil island. With many attractions nearby and quick links to London, Windsor and Heathrow Airport, Sunnycove is an ideal place for a family getaway, a business break, or just a tranquil place to unwind. Sunnycove is set in half an acre of garden with amazing views of the River Thames. It makes it ideal to sit back and relax watching the world go by as people sail down the river on their boats.
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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.
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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.
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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.
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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.
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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.
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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.
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Popular amenities for Old Windsor house rentals
House rentals with a pool

Surrey Cottage with indoor heated swimming pool
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Wellness Escape by River: Sauna, Pool, Hot Tub
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South Wing of Country House
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3 miles to Royal Ascot, pool, sleeps 12 in 2 acres
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Spacious Home Heated Pool(April-Sep) in Tilehurst
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Idyllic rural retreat with optional bespoke yoga
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5-Bedroom Family Home with Garden, nr Notting Hill

Ivy | Ellerton Road | Pro-Managed
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Weekly house rentals

Quaint Tudor Cottage
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Racecourse Marina Lodge | Hot tub | Parking | EV
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The Royal Paddock
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3BR Cottage • Lovely Garden & FREE Parking
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3BR big House near Heathrow & Elizabeth Line.
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5* Charming 1-Bed Hideout, Comfort - Close to LHR
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Wild Acre Retreats Thatched Cottage on 2.5 Acres
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Olcote by Fullards
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Private house rentals

Central Windsor, Large Garden, Games Room & Office
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Luxury House, Jennett's Park
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Perfectly Positioned Hambleden House
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Windsor Mews, including parking central Windsor.
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Calm spacious home w/ large terrace & free parking
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Elegant 3-Bed 3-Bath Langley Home | Elizabeth Line
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"The SummerHouse" Your Home from Home
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Stunning Twickenham 3BR Retreat with Free Parking
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When is the best time to visit Old Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $367 NZD | $414 NZD | $448 NZD | $511 NZD | $440 NZD | $605 NZD | $746 NZD | $664 NZD | $491 NZD | $488 NZD | $386 NZD | $479 NZD |
| Avg. temp | 6°C | 6°C | 8°C | 11°C | 14°C | 17°C | 19°C | 19°C | 16°C | 12°C | 8°C | 6°C |
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- St Pancras International
- London Bridge
- West Wittering Beach
- The O2
- Emirates Stadium
- Tower Bridge
- Silverstone Circuit
- Tottenham Hotspur Stadium
- Goodwood Motor Circuit
- Clapham Common
- Thorpe Park Resort
- South Downs National Park
- Blenheim Palace
- Buckingham Palace
- Victoria Park
- Alexandra Palace
- London Stadium
- Big Ben





