
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).
FamilyLocationCheck-in

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
ValueFamilyPets

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.
LocationValueCheck-in

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.
LocationFamilyGetting around

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.
FamilyLocationDecor

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.
LocationFamilyAmenities

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.
FamilyLocationAccuracy

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.
ValueFamilyQuiet

Dog-friendly Windsor retreat w/ hot tub
Welcome to The Windsor Tapestries by CASA By GRACE - a Grade II listed home full of character, set in the historic grounds of a former tapestry factory just minutes from Windsor Castle. - Sleeps 9 | 4 bedrooms | 5 beds | 2.5 baths - Private courtyard w/ BBQ & optional hot tub (£150/stay) - 48" Smart TV w/ Netflix & premium cable - Fast Wi-Fi (73 Mbps) & dedicated workspace - Dog-friendly | 2 private parking spaces - 5 mins to Windsor Castle | 3 miles to LEGOLAND
FamilyLocationSleep quality

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.
ValueFamilyBathroom

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.
LocationConditionLong stay

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.
LocationValueCheck-in
Popular amenities for Old Windsor house rentals
House rentals with a pool

5-Bedroom Family Home with Garden, nr Notting Hill

Spacious Home Heated Pool(April-Sep) in Tilehurst
FamilyLocationIndoor spaces

Wellness Escape by River: Sauna, Pool, Hot Tub
FamilyValueQuiet

Barn conversion, Henley-on-Thames
ValueFamilyWalkability

Forest Getaway - Country Retreat near Windsor
FamilyLocationAccess

6 Bed Family Home | Heated Pool & Parking | London
LocationFamilyLaundry

The Pool House
LocationValueCheck-in

Surrey Cottage with indoor heated swimming pool
FamilyValueCheck-in
Weekly house rentals

3BR Cottage • Lovely Garden & FREE Parking
FamilyLocationHospitality

The Royal Paddock
LocationBathroomWalkability

Racecourse Marina Lodge | Hot tub | Parking | EV
FamilyLocationHospitality

Luxury House, Jennett's Park
LocationFamilyKitchen

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

3BR big House near Heathrow & Elizabeth Line.
LocationFamilyAmenities

Olcote by Fullards
FamilyLocationSleep quality

Wild Acre Retreats Thatched Cottage on 2.5 Acres
FamilyLocationCleanliness
Private house rentals

4 Bedroom Luxury Home Features HotTub & Pool Table
FamilyLocationLong stay

Windsor side
LocationNearbyWalkability

Stunning Twickenham 3BR Retreat with Free Parking
FamilyLocationDecor

Calm spacious home w/ large terrace & free parking
FamilyLocationParking

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

Idyllic House on the Thames
LocationFamilyAmenities

"The SummerHouse" Your Home from Home
ValueLocationIndoor spaces

Stunning 3 bed in Windsor & Legoland |Free Parking
LocationHospitalityGetting around
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 | $415 NZD | $449 NZD | $512 NZD | $441 NZD | $606 NZD | $747 NZD | $665 NZD | $492 NZD | $488 NZD | $386 NZD | $480 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
- 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





