Vacation rentals in Windsor
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Top-rated vacation rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor vacation rentals
Other great vacation rentals in Windsor
Guest favorite
Apartment in Suffolk
5.0 out of 5 average rating, 70 reviewsCountry Living Guest House (Upstairs/Downstairs)
Aug 31 – Sep 7
ﺩ.ﺇ411 per night
Guest favorite
Home in Smithfield
5.0 out of 5 average rating, 11 reviewsOak Level Acres
Jun 19 – 26
ﺩ.ﺇ931 per night
Superhost
Tiny home in Suffolk
4.93 out of 5 average rating, 42 reviewsCozy Tiny House 2 - onsite Cafe'
Oct 23 – 30
ﺩ.ﺇ609 per night
Superhost
Home in Suffolk
4.8 out of 5 average rating, 20 reviewsLUXE Railroad Villa
Dec 28 – Jan 4
ﺩ.ﺇ500 per night
Guest favorite
Cottage in Sunbury
4.94 out of 5 average rating, 54 reviewsThe Little House on Park Avenue
Nov 3 – 10
ﺩ.ﺇ339 per night
Guest favorite
Guesthouse in Suffolk
5.0 out of 5 average rating, 39 reviewsCozy coastal inspired cottage w/ pool & hot tub
Nov 26 – Dec 3
ﺩ.ﺇ640 per night
Guest favorite
Cabin in Wakefield
4.95 out of 5 average rating, 22 reviewsSugarshack
Oct 26 – Nov 2
ﺩ.ﺇ314 per night
Guest favorite
Guest suite in Chesapeake
4.91 out of 5 average rating, 45 reviewsGuest Suite with Private entrance & bathroom
Jul 9 – 16
ﺩ.ﺇ395 per night
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