Windsor Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Windsor vacation rentals

Comfort House | Living area

The Carew House Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP

The Carew House Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP
3.5 star property
York
The price is ￥21,398
￥73,994 total
includes taxes & fees
May 18 - May 19
The Carew House Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP
House (2 Bedrooms) | Interior

Work & Play! Home 1 Mi to Dtwn & Central Market

Work & Play! Home 1 Mi to Dtwn & Central Market
3.0 star property
York
The price is ￥19,208
￥61,736 total
includes taxes & fees
May 18 - May 19
Work & Play! Home 1 Mi to Dtwn & Central Market
House (Multiple Bedrooms) | Front of property

Grand 4,000 Sq Ft House - 11 Miles to Lancaster!

Grand 4,000 Sq Ft House - 11 Miles to Lancaster!
3.0 star property
New Providence
Grand 4,000 Sq Ft House - 11 Miles to Lancaster!
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.
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Top Windsor Hotel Reviews

Best Western Plus Heritage Rail Inn & Suites

Best Western Plus Heritage Rail Inn & Suites

8/10 Good
"Nice hotel. Friendly staff. Breakfast was nice."
Anthony 1-night trip
Posted 1 hour ago
Best Western Plus Heritage Rail Inn & Suites

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

Frequently asked questions

Can I find vacation rentals in Windsor?

Yes, we offer vacation rentals near popular points of interest in Windsor, or you can go with a more secluded option if you're looking for relaxation.

What's the top vacation rental that Windsor has to offer?

The Loft at Riverside: This vacation home rental near Windsor is equipped with a patio, air-conditioning, and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Windsor?

Explore the area and family-friendly sights such as Corn Cob Acres Field of Fun, or get out into nature at a spot like Dallastown Lions Club Community Park. Heritage Hill Golf Course and Haines Shoe House are a couple of places you'll find in the larger area.

What’s a vacation rental in Windsor like?

Vacation rentals are private properties you can stay in for a long or short time in Windsor. Vacation rentals provide amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip.