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Check prices for these dates

Tonight
23 Dec - 24 Dec
Tomorrow
24 Dec - 25 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Windsor holiday rentals

Terrace/patio
stayAPT Suites Suffolk-Chesapeake

Aparthotel in Suffolk

stayAPT Suites Suffolk-Chesapeake
2.5 star property
9.4 out of 10, Exceptional, (55)
"The staff was so friendly. The rooms were so nice. I loved the kitchen and breakfast bar."
United States
Nicole
The price is ฿3,704
฿4,253 total
includes taxes & fees
28 Dec - 29 Dec
stayAPT Suites Suffolk-Chesapeake
Apartment | 2 bedrooms
The Speakeasy Downtown Newport News

Apartment in Downtown Newport News

The Speakeasy Downtown Newport News
2.0 star property
The price is ฿2,774
฿7,468 total
includes taxes & fees
25 Dec - 26 Dec
The Speakeasy Downtown Newport News
House (4 Bedrooms) | Interior
Centrally Located Hampton Roads Home w/ Game Room!

Cottage in Portsmouth

Centrally Located Hampton Roads Home w/ Game Room!
3.0 star property
The price is ฿8,186
฿19,249 total
includes taxes & fees
27 Dec - 28 Dec
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

Springhill Suites by Marriott Hampton Coliseum

Springhill Suites by Marriott Hampton Coliseum

10/10 Excellent
"The staff was very friendly! "
Melissa 1-night trip
Posted 3 days ago
Springhill Suites by Marriott Hampton Coliseum

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 Suffolk Seaboard Station Railroad Museum and St. Luke's Church.

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.