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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Windsor holiday rentals

Apartment | 2 bedrooms

Ice Ice Baby Downtown Newport News

Ice Ice Baby Downtown Newport News
2.0 star property
Downtown Newport News
10.0 out of 10, Exceptional, (2 reviews)
"Loved the place.. clean and quiet!! Perfect for a weekend getaway "
United States
Nicole
The price is ฿2,252
฿7,006 total
includes taxes & fees
25 Jan - 26 Jan
Ice Ice Baby Downtown Newport News
Cottage, 3 Bedrooms | Terrace/patio

Manor And Mutts #2 3 Bedroom Cottage by RedAwning

Manor And Mutts #2 3 Bedroom Cottage by RedAwning
3.5 star property
Willoughby Spit
The price is ฿7,617
฿18,456 total
includes taxes & fees
14 Feb - 15 Feb
Manor And Mutts #2 3 Bedroom Cottage by RedAwning
Terrace/patio

stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
2.5 star property
Suffolk
9.4 out of 10, Exceptional, (60 reviews)
"The staff was so friendly. The rooms were so nice. I loved the kitchen and breakfast bar."
United States
Nicole
The price is ฿3,698
฿4,247 total
includes taxes & fees
15 Feb - 16 Feb
stayAPT Suites Suffolk-Chesapeake
Apartment | 2 bedrooms

Breakfast Tiffany s Downtown Newport News

Breakfast Tiffany s Downtown Newport News
2.0 star property
Downtown Newport News
6.0 out of 10, (1 review)
"The property was nice but full of insects my kids didn’t want to sleep there. "
United States
James
Breakfast Tiffany s Downtown Newport News
House (4 Bedrooms) | Interior

Centrally Located Hampton Roads Home w/ Game Room!

Centrally Located Hampton Roads Home w/ Game Room!
3.0 star property
Portsmouth
The price is ฿8,173
฿19,219 total
includes taxes & fees
1 Feb - 2 Feb
Centrally Located Hampton Roads Home w/ Game Room!
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

Sonesta Simply Suites Hampton

Sonesta Simply Suites Hampton

10/10 Excellent
"I don’t like smell of marijuana inside the building but staff work on this issue "
Maria 8-night trip
Posted 3 days ago
Sonesta Simply Suites Hampton

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 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 St. Luke's Church and Windsor Castle Park.

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.