
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$10,458 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.
ValueFamilyIndoor spaces

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.
LocationFamilyBathroom

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.
FamilyValueQuiet

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.
LocationValueOutdoor spaces

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.
FamilyLocationGetting around

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.
LocationFamilyPets

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.
ValueFamilySleep quality

Fabulous Farm House in Skirmett
Valentine Farm House is newly refurbished to the highest standard and provides a wonderful base for a quick break or a longer stay, in the picturesque village of Skirmett, situated in the Hambleden Valley. Immerse yourself in country living in the Chilterns and enjoy the fantastic atmosphere of rural life. With horses to admire, right on your door step and unlimited walks, bike rides and local pubs to pop into, you're going to be falling in love with Valentine Farm.
FamilyValueNearby

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.
LocationFamilyCheckout

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.
LocationValueQuiet

Garden, Parking, Private, Nr Windsor & Great Park.
This stylish 1BR retreat offers privacy, comfort & a sunny south-facing garden. Save to your Wishlist. ❤️ 🚗 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.
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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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Old Wharf Cottage
ValueFamilySleep quality

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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Kensington Pool & Piano | Unique 3BR w/ AC, Garden
LocationFamilyTV

5-Bedroom Family Home with Garden, nr Notting Hill
Weekly house rentals

Exceptional Windsor 4 Bed Home with Hot Tub
LocationFamilyPets

Riverside 4 Bedroom House Wraysbury Windsor 75"TV
ValueFamilyView

Quaint Tudor Cottage
FamilyLocationSleep quality

Windsor side
LocationFamilyComfort

The Royal Paddock
LocationHospitalityNearby

Contractors | Insurance stays | Free Parking
HospitalityParkingCleanliness

Racecourse Marina Lodge | Hot tub | Parking | EV
LocationFamilyCleanliness

Beautiful 3BR Windsor Retreat, Central + Parking
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Private house rentals

Air Conditioning Hot Tub Home 6BR & Sleep 16 Wifi.
ValueFamilySleep quality

Elegant 3-Bed 3-Bath Langley Home | Elizabeth Line
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Spacious 5BR Home • Games•Garden•Heathrow/Windsor
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Cute little house in Windsor's Golden Triangle
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Charming Victorian House w/Parking + River Walks
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Cozy 2-Bed near Heathrow/Thorpe Park +Free Parking
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Stunning 3 bed in Windsor & Legoland |Free Parking
LocationKitchenNearby

Windsor Mews, including parking central Windsor.
ValueFamilyKitchen
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$45,180 GYD | G$51,037 GYD | G$55,220 GYD | G$62,959 GYD | G$54,174 GYD | G$74,464 GYD | G$91,824 GYD | G$81,784 GYD | G$60,449 GYD | G$60,031 GYD | G$47,481 GYD | G$58,985 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





