Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Vacation Rentals in Windsor

Our top choices for Windsor vacation rentals

stayAPT Suites Suffolk-Chesapeake
Terrace/patio

stayAPT Suites Suffolk-Chesapeake

2.5 star property
9.6 out of 10, Exceptional, (40)
"Nice cozy place to go with your family "
The price is NT$3,637
NT$4,177 total
includes taxes & fees
Sep 1 - Sep 2
stayAPT Suites Suffolk-Chesapeake
Riverfront Fun: Quiet Home Near Hampton Coastline
House (4 Bedrooms) | Interior

Riverfront Fun: Quiet Home Near Hampton Coastline

3.0 star property
Riverfront Fun: Quiet Home Near Hampton Coastline
Ice Ice Baby Downtown Newport News
Apartment | 2 bedrooms

Ice Ice Baby Downtown Newport News

2.0 star property
10.0 out of 10, Exceptional, (2)
"Loved the place.. clean and quiet!! Perfect for a weekend getaway "
The price is NT$4,435
NT$9,517 total
includes taxes & fees
Sep 1 - Sep 2
Ice Ice Baby Downtown Newport News
Hampton Condo, Close to Beaches!
Apartment (2 Bedrooms) | Interior

Hampton Condo, Close to Beaches!

3.5 star property
Hampton Condo, Close to Beaches!
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

Days Inn by Wyndham Hampton Near Coliseum Convention Center

Days Inn by Wyndham Hampton Near Coliseum Convention Center

8/10 Good
"Our stay was really good. We just had a issue with the water pressure. We also thought there would have been more towels for 2 ppl, but we made due. The staff were very helpful and friendly. Gave us directions to a few great places for food and drinks!!"
Donnie 2-night trip
Posted 2 days ago
Days Inn by Wyndham Hampton Near Coliseum Convention Center

Find out more about Windsor

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 vacation rental in Windsor?

Yes, we give you a choice of vacation rentals close to well known points of interest in Windsor, or you can select a more remote option if you'd like a relaxing place to 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 larger area, you’ll find Windsor Castle Park and Chesapeake Square Mall.

What are vacation rentals like in Windsor?

Vacation rentals are privately owned properties you can book for a couple days or more in Windsor. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.