Windsor Holiday Rentals

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Holiday Rentals in Windsor

Property grounds
Bright Chesapeake Home Near Shopping & Dining
3.0 star property
Bright Chesapeake Home Near Shopping & Dining
Interior
Spacious Smithfield Home w/ Screened Porch & Yard!
3.0 star property
Spacious Smithfield Home w/ Screened Porch & Yard!
Exterior
Spacious Chesapeake Home w/ Pool Table!
3.0 star property
Spacious Chesapeake Home w/ Pool Table!
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Interior
Charming Smithfield House: Walk to Downtown!
3.0 star property
Charming Smithfield House: Walk to Downtown!
Don't see what you're looking for?
See all available properties in Windsor
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.

Other types of properties in Windsor you may be interested in

Exterior
Hilton Garden Inn Suffolk Riverfront
3.0 star property
8.4 out of 10, Very good, (667)
"It was just a very cozy environment "
The price is S$196
includes taxes & fees
2 Jun - 3 Jun
Hilton Garden Inn Suffolk Riverfront
Exterior
Comfort Suites Suffolk - Chesapeake
2.5 star property
7.8 out of 10, Good, (1000)
"Good service"
The price is S$157
includes taxes & fees
26 May - 27 May
Comfort Suites Suffolk - Chesapeake
Desk, iron/ironing board, free WiFi, bed sheets
Sleep Inn & Suites Chesapeake - Portsmouth
2.5 star property
6.4 out of 10, (324)
"Small room (small tv too!) but clean and comfortable room! Only complaint was it was a full size mattress in a queen size bed frame so it was VERY small but luckily we are a couple who cuddles lol. But the bed was really comfortable and I slept great. "
The price is S$116
includes taxes & fees
23 May - 24 May
Sleep Inn & Suites Chesapeake - Portsmouth
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.

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?

Explore the area and family-friendly sights such as Suffolk Seaboard Station Railroad Museum, or get out into nature at a spot like Lake Prince. In the wider area, you’ll find Planters Peanut Center and Suffolk Center for Cultural Arts.

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.

Recent reviews of Windsor properties
Expedia verified reviews

Hilton Garden Inn Suffolk Riverfront

Hilton Garden Inn Suffolk Riverfront

5/5 Excellent
"It was just a very cozy environment "
A verified traveller stayed at Hilton Garden Inn Suffolk Riverfront
Posted 4 days ago
Hilton Garden Inn Suffolk Riverfront