A historic stone castle with multiple towers and arched windows.

Windsor Private Home Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Windsor holiday homes

A modern kitchen with a central island, recessed lighting, and a view to the outside.

1. Stunning Central Windsor Town House

Stunning Central Windsor Town House
3.0 star property
Windsor City Centre
9.6 out of 10, Exceptional, (4 reviews)
"The house was perfect! The standard of the accommodation was excellent and it was located close to restaurants and all local attractions."
United Kingdom
Lisa
Stunning Central Windsor Town House
A modern living room with a brown leather sofa, a wooden coffee table, and a large potted plant.

2. 5BR Home Near Windsor Castle Legoland

5BR Home Near Windsor Castle Legoland
2.0 star property
Clewer North
5BR Home Near Windsor Castle Legoland
A modern kitchen with a central island, pendant lighting, and a dining area with a glass table.

3. Fabulous Central Windsor Town House

Fabulous Central Windsor Town House
3.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (1 review)
"House is exactly as in the pictures. Lovely, spacious and clean. Kids loved the bunk bed. "
United Kingdom
Abdullah
The price is S$643
includes taxes & fees
13 Oct - 14 Oct
Fabulous Central Windsor Town House
A modern kitchen with a central island, built-in ovens, and a dining area with a view.

4. Immaculate Central Windsor Town House

Immaculate Central Windsor Town House
4.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (3 reviews)
"The property was in a nice quiet residential space but just minutes walking to shops, restaurants, etc. It was really perfect for what we were looking for."
United States
JOEL
Immaculate Central Windsor Town House
A modern kitchen with white cabinetry, a granite countertop, a built-in oven, and a window with a view of greenery.

5. Luxury 4BR Windsor Near M4 LHR Free Parking

Luxury 4BR Windsor Near M4 LHR Free Parking
2.0 star property
Clewer East
The price is S$1,544
includes taxes & fees
25 Oct - 26 Oct
Luxury 4BR Windsor Near M4 LHR Free Parking
A dining area with a long table set for six, surrounded by wooden chairs, a sofa, and a small side table with a lamp.

6. 4BR Home Near Windsor Castle Legoland

4BR Home Near Windsor Castle Legoland
2.0 star property
Clewer North
The price is S$1,592
includes taxes & fees
26 Oct - 27 Oct
4BR Home Near Windsor Castle Legoland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Sir Christopher Wren Hotel

Sir Christopher Wren Hotel

10/10 Excellent
"Great location and nice hotel."
Alan 1-night trip
Posted 4 hours ago
Sir Christopher Wren Hotel

Find out more about Windsor

Windsor Private Holiday Homes information

Number of reviews
8
Accommodation
39 Private Holiday Homes
Lowest Price
S$643
Highest Price
S$1,592

Explore a world of travel with Expedia