
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$10,462 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.

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).
FamilyValueParks

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
LocationFamilySleep quality

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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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.
FamilyValueCleanliness

Windsor Castle escape w/ private hot tub
A Grade II listed home built in 1876, minutes from Windsor Castle - full of character, space, and history. - Sleeps 9 | 4 bedrooms | 5 beds | 2.5 baths - Private hot tub (£150/stay) & fully fenced courtyard w/ BBQ & outdoor dining - Spacious lounge w/ corner sofa, 48" HDTV & Netflix, Disney+, YouTube - Fully equipped kitchen w/ Bertazzoni double oven & dining for 10 - Family-ready: crib, high chair, toys & board games on-site - Dog-friendly | 2 private parking spaces | self check-in
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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.
ValueLocationComfort

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.
FamilyLocationComfort

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.
ValueLocationCondition

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.
FamilyValueCleanliness

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.
LocationAccuracyGetting around
Popular amenities for Old Windsor house rentals
House rentals with a pool

Surrey Cottage with indoor heated swimming pool
FamilyLocationAmenities

Wellness Escape by River: Sauna, Pool, Hot Tub
ValueFamilyHot tub

South Wing of Country House
LocationValueBathroom

Spacious Home Heated Pool(April-Sep) in Tilehurst
ValueLocationCondition

Idyllic rural retreat with optional bespoke yoga
LocationHospitalityCleanliness

5-Bedroom Family Home with Garden, nr Notting Hill

Barn conversion, Henley-on-Thames
LocationValueSleep quality

Forest Getaway - Country Retreat near Windsor
LocationFamilyQuiet
Weekly house rentals

Riverside 4 Bedroom House Wraysbury Windsor 75"TV
ValueFamilyComfort

Quaint Tudor Cottage
FamilyLocationWalkability

The Royal Paddock
LocationWalkabilityAmenities

Racecourse Marina Lodge | Hot tub | Parking | EV
FamilyLocationCondition

3BR big House near Heathrow & Elizabeth Line.
ValueFamilyCondition

5* Charming 1-Bed Hideout, Comfort - Close to LHR
LocationFamilyQuiet

Wild Acre Retreats Thatched Cottage on 2.5 Acres
LocationFamilyCleanliness

The Crafty Fox Beaconsfield
FamilyLocationHot tub
Private house rentals

Olcote by Fullards
FamilyLocationView

The Nook at the Old Butchers
ValueFamilyHospitality

The Lookout - 2 beds, private garden & parking
FamilyValueWalkability

Cozy 2-Bed near Heathrow/Thorpe Park +Free Parking
LocationFamilyCleanliness

Idyllic House on the Thames
FamilyLocationHospitality

Elegant 3-Bed 3-Bath Langley Home | Elizabeth Line
FamilyLocationAccess

Stunning 3 bed in Windsor & Legoland |Free Parking
LocationAmenitiesBathroom

Modern 3 Bed Home | 3 Baths | Near Heathrow
FamilyValueTV
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$45,194 GYD | G$51,053 GYD | G$55,238 GYD | G$62,979 GYD | G$54,191 GYD | G$74,487 GYD | G$91,853 GYD | G$81,810 GYD | G$60,468 GYD | G$60,050 GYD | G$47,496 GYD | G$59,004 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
- London Bridge
- St Pancras International
- ExCeL London
- The O2
- Tottenham Hotspur Stadium
- Silverstone Circuit
- Emirates Stadium
- Tower Bridge
- Goodwood Motor Circuit
- Clapham Common
- University of Oxford
- South Downs National Park
- Thorpe Park Resort
- Chessington World of Adventures Resort
- Victoria Park
- Blenheim Palace
- LEGOLAND® Windsor Resort





