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Vacation rentals in Windsor
Find and book unique accommodations on Airbnb
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
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Guest favorite
Home in Greenup
4.94 out of 5 average rating, 197 reviewsCozy Corner 1 Mile from I-70
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Guest favorite
Home in Brownstown
4.92 out of 5 average rating, 166 reviewsHouse By The Woods 2-bedroom house with fireplace
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Guest favorite
Cabin in Ashmore
4.85 out of 5 average rating, 144 reviewsSweet Dreams Cabin. Peaceful & Relaxing
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Guest favorite
Loft in Strasburg
4.93 out of 5 average rating, 58 reviewsFully furnished one bedroom apartment above garage
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Guest favorite
Home in Sullivan
5 out of 5 average rating, 39 reviewsLake Shelbyville Cozy, Country Home
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Guest favorite
Home in Mattoon
5 out of 5 average rating, 5 reviewsSmall, clean and updated home!
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Guest favorite
Rental unit in Sullivan
5 out of 5 average rating, 40 reviewsThe Iris
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Guest favorite
Home in Cowden
5 out of 5 average rating, 12 reviewsFamily Friendly Home Cowden.
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