
House vacation rentals in Old Windsor
Find and book unique houses on Airbnb
Quick stats about house rentals in Old Windsor

Total vacation rentals
Explore 40 vacation rentals in Old Windsor

Nightly prices starting at
Old Windsor vacation rentals start at G$10,446 GYD per night before taxes and fees

Verified guest reviews
Over 1,720 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Old Windsor vacation 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.

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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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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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.
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Dee and Steve's ❤ A special place for your family!
Charming Victorian house with plenty of character and maintained to a high standard. We are within an easy walk of the Castle, river and all that the bustle of Windsor offers day and night. Steve and I have run this property as a B & B for the past 33 years and have great pride in the feedback we have received from our guests over the years. We would now like to step back a little, so are offering the whole property out for your enjoyment; though we are easily contactable during your stay.
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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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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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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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Slade Farmhouse with secluded Hot Tub
Check in from 16:00 and checkout is at 10:00. Experience an exquisite 16th-century farmhouse, recently renovated for up to 15 guests. The unique rooms offer a blend of textiles and colours, combining Art Deco with Country Chic style. Enjoy the inviting atmosphere, exposed beams, and Venetian mirrored furnishings. Relax in the hot tub on the terrace with stunning paddock views. Conveniently located near a charming village pub.
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Peaceful 4bdtownhse. Free parkn. Windsor&Heathrow
Welcome to our charming newly refurbished 4-bedroom townhouse, home away from home! Centrally located, you'll be just minutes away from business offices, local attractions, restaurants, shops, and public transport, making it easy to explore everything the area has to offer. The townhouse is bright, spacious, and immaculately clean, with all the modern amenities you need for a comfortable stay.
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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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Spacious Home Heated Pool(April-Sep) in Tilehurst
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Kensington Pool & Piano | Unique 3BR w/ AC, Garden
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5-Bedroom Family Home with Garden, nr Notting Hill

Idyllic rural retreat with optional bespoke yoga
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Barn conversion, Henley-on-Thames
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Weekly house rentals

Dog-friendly retreat mins from Windsor
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Garden, Parking, Private, Nr Windsor & Great Park.
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Quaint Tudor Cottage
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Windsor side
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The Royal Paddock
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Racecourse Marina Lodge | Hot tub | Parking | EV
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Central Windsor, Large Garden, Games Room & Office
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3BR big House near Heathrow & Elizabeth Line.
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Private house rentals

Elegant 3-Bed 3-Bath Langley Home | Elizabeth Line
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Air Conditioning Hot Tub Home 6BR & Sleep 16 Wifi.
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Cute little house in Windsor's Golden Triangle
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Windsor Mews, including parking central Windsor.
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Cozy 2-Bed near Heathrow/Thorpe Park +Free Parking
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Charming Victorian House w/Parking + River Walks
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Stunning 3 bed in Windsor & Legoland |Free Parking
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Contractors | Insurance stays | Free Parking
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When is the best time to visit Old Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$45,125 GYD | G$50,974 GYD | G$55,153 GYD | G$62,882 GYD | G$54,108 GYD | G$74,372 GYD | G$91,712 GYD | G$81,684 GYD | G$60,375 GYD | G$59,958 GYD | G$47,423 GYD | G$58,913 GYD |
| 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
- West Wittering Beach
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Tower Bridge
- Silverstone Circuit
- Emirates Stadium
- Tottenham Hotspur Stadium
- Clapham Common
- Goodwood Motor Circuit
- University of Oxford
- Thorpe Park Resort
- Victoria Park
- The National Bowl
- Blenheim Palace
- South Downs National Park
- Buckingham Palace





