Search Holiday Rentals in Windsor

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Top Holiday Rentals in Windsor

Ice Ice Baby Downtown Newport News

2.0 star property
Newport News
10.0 out of 10, Exceptional, (2)
"Loved the place.. clean and quiet!! Perfect for a weekend getaway "
United States
Nicole
The price is 2.285.118 ₫
6.238.817 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Ice Ice Baby Downtown Newport News

The Speakeasy Downtown Newport News

2.0 star property
Newport News
The price is 2.253.498 ₫
6.197.232 ₫ total
includes taxes & fees
16 Nov - 17 Nov
The Speakeasy Downtown Newport News

stayAPT Suites Suffolk-Chesapeake

2.5 star property
Suffolk
9.6 out of 10, Exceptional, (51)
"Great place to stay!"
United States
Devecia
The price is 3.135.650 ₫
3.600.991 ₫ total
includes taxes & fees
23 Nov - 24 Nov
stayAPT Suites Suffolk-Chesapeake
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Windsor?

Yes, there are holiday rentals close to the most popular sights in Windsor, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Windsor?

Cultural attractions include Boykin's Tavern, whereas Lake Prince is a spot to enjoy nature. In the wider area, you’ll find Chesapeake Square Mall and Planters Peanut Center.

What are holiday rentals like in Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windsor. Holiday rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip.