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
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Popular amenities for Windsor vacation rentals
Other great vacation rentals in Windsor
Superhost
Cottage in Florida
4.82 out of 5 average rating, 100 reviewsPeaceful Mountain Cabin by Ski, Kayak, Museums +!
Nov 2 – 9
€ 165 per night
Guest favorite
Apartment in North Adams
4.97 out of 5 average rating, 409 reviewsSee MoCA from your mansion+Sauna! Ski nearby!
Apr 10 – 17
€ 175 per night
Guest favorite
Apartment in Greenfield
4.96 out of 5 average rating, 269 reviewsMohawk Trail View/ private apt. no cleaning Fee
Jul 3 – 10
€ 112 per night
Guest favorite
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
Jun 4 – 11
€ 145 per night
Guest favorite
Guesthouse in Northampton
5.0 out of 5 average rating, 273 reviewsMill River Cottage (pet friendly!)
Mar 24 – 31
€ 135 per night
Superhost
Apartment in Adams
4.85 out of 5 average rating, 123 reviewsfull apartment in adams and self check in
Jun 19 – 26
€ 113 per night
Guest favorite
Apartment in Petersburg
4.85 out of 5 average rating, 148 reviewsThe Beer Diviner Brewery Apartment
Aug 29 – Sep 5
€ 70 per night
Guest favorite
Guesthouse in Lenox
4.95 out of 5 average rating, 280 reviewsThe Granary at House on Golden Hill
Sep 8 – 15
€ 157 per night
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