
House vacation rentals in Old Windsor
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Top-rated house rentals in Old Windsor
Guests agree: these houses are highly rated for location, cleanliness, and more.

Charming 5* Hse Near Windsor Castle, Ascot, London
This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious king size beds, a beautiful bathroom, abundant art and character; the property looks 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.

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.

Cosy private detached from main house large room
Private entrance,dressing room, large corner shower , making the area totally self sufficient and private. The living room area is the same room as the sleeping area. With a Divan bed, 1 double Sofa bed. 1.7 miles to Ascot Racecourse, 2 miles to Ascot Station, 4.5 miles to Legoland, 7 miles to Windsor, 9 miles to Thorpe Park. A 5 Minute drive to Lapland UK. 3.2 miles to Bracknell. Wifi, Sky and Smart TV. Fridge, kettle and microwave. For a family visit please message me to discuss a discount.

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.

Shal Inn @ Heathrow – pick & Drop + Parking
Book this family &bussiness friendly,well connected to London and only 10 mins away from Heathrow airport. You are welcome to bring your car as free parking available on premises. Pick and drop to airport is also available on request. Public transport is only couple of mins walk away. Elizabeth line to central London from Langley station, which is 2 miles away. 20 mins by bus to Langley station Attractions Windsor Castle Legoland Windsor resort Thorpe park Chessington world of adventure

The Truly Incredible Windsor Home, Free Parking
Welcome to your stay at this incredible and unique Grade II listed building- a stunning 3 bedroom house. Absolutely NO Parties and NO Events. I live close by and guests will be asked to leave immediately. No loud sounds after 10pm. We have to be very respectful of our neighbours. Walk to town in around 20 minutes where you will be able to visit all of the shops and sights. Alternatively hop in the car and drive to Legoland in around 5 minutes or Ascot Racecourse in just over 10.

"Annexe" - Private Studio With Garden
Enjoy easy access to everything in Farnborough and surrounding areas from this perfectly located home base. Private parking, Farnborough North train station 6 mins walk and Farnborough Main train station < 20 mins walk (35 mins to London Waterloo). Wifi, Netflix, private outdoor space, own entrance. Well equipped kitchen with various appliances. Free parking on site. Washing machine and tumble dryer available by request. Ideal for contractor working close by.

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.

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.

18th century cottage
Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stair gates top and bottom. Parking spaces at the front and use of the pretty garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London and Oxford, close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!

Modern with parking near Windsor Castle & Legoland
A stylish one bedroom private flat close to Windsor town centre, Windsor Castle, Legoland and all other historic and regional attractions. A short drive to Thorpe Park, Virginia Water, Ascot and London Heathrow. The cozy flat can accommodate up to 2 guests with a king size bed that is available in a private bedroom. High speed WiFi throughout, 4K TV with Netflix & YouTube, high quality cotton bedding, toiletries and fresh towels.

Private annexe in Old Windsor.
A private double bedroom annexe, with its own entrance, separated from main house. Private bathroom and full use of the gymnasium and lovely garden. (which includes a small wood area). The house is situated right on the doorstep of Windsor Great Park, in Old Windsor. Windsor town centre is 3 miles away and we are close to Heathrow and the M25 and M4.
Popular amenities for Old Windsor house rentals
House rentals with a pool

Spacious Home Heated Pool(May-Sep) in Tilehurst

Wellness Escape by River: Sauna, Pool, Hot Tub

Barn conversion, Henley-on-Thames

The Place: 2-Bedroom Getaway

Forest Getaway - Country Retreat near Windsor

Modern Escape-Jacuzzi & Ice Bath

Cosy Cottage-House

Chic Family Home near Notting Hill
Weekly house rentals

Cozy+elegant Studio@West Acton

The Windsor Courtyard

Guest annex - own entrance

Cozy 2-Bed near Thorpe Park + Free Parking

Luxury Victorian Villa

First Floor Private Studio next to Heathrow & Tube

Cosy convenient cottage

2 bedroom House in Ealing 4 mins from station.
Private house rentals

5 mins walk into Windsor | 3 BED with FREE Parking

Central Windsor, Large Garden, Games Room & Office

London, Heathrow, Windsor - great access to all

Beautiful two bed lodge with free parking in Epsom

Home near London Heathrow, Slough,Windsor,Legoland

Richmond Escape

Artists Victorian Semi

Idyllic House on the Thames
When is the best time to visit Old Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $286 CAD | $286 CAD | $368 CAD | $407 CAD | $415 CAD | $620 CAD | $619 CAD | $551 CAD | $407 CAD | $444 CAD | $343 CAD | $368 CAD |
| 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 |
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 $56 CAD per night before taxes and fees

Verified guest reviews
Over 1,450 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Old Windsor vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Old Windsor rentals

4.6 Average rating
Old Windsor stays receive an average rating of 4.6 out of 5 from guests
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