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
Guest favorite
Apartment in Springfield
4.91 out of 5 average rating, 222 reviewsFarm Barn apt. 3 bedr, 2 bath, fiberoptic internet
May 6 – 13
G$20,929 GYD per night
Guest favorite
Apartment in Grantham
5.0 out of 5 average rating, 150 reviewsDartmouth / Lake Sunapee Region
Jul 22 – 29
G$24,658 GYD per night
Guest favorite
Guest suite in Hartford
4.92 out of 5 average rating, 315 reviewsSunny Side Airbnb (dog friendly)
May 13 – 20
G$23,274 GYD per night
Guest favorite
Apartment in Andover
4.98 out of 5 average rating, 386 reviewsPrivate Hilltop farm apartment
Sep 15 – 22
G$23,377 GYD per night
Guest favorite
Guest suite in Grantham
4.98 out of 5 average rating, 187 reviewsStudio 154, Sunapee/Dartmouth region sleeps 4
Aug 17 – 24
G$23,195 GYD per night
Guest favorite
Home in West Windsor
4.96 out of 5 average rating, 55 reviewsBirdie's Nest Guesthouse
May 23 – 30
G$26,877 GYD per night
Guest favorite
Apartment in Hartland
5.0 out of 5 average rating, 9 reviewsLovely Upper Valley 1 Bedroom
Mar 12 – 19
G$17,674 GYD per night
Superhost
Guesthouse in Hartland
4.85 out of 5 average rating, 41 reviewsCozy Guest Cabin w/private hot tub and bath
Jan 8 – 15
G$19,506 GYD per night
Quick stats about vacation rentals in Windsor
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.7K reviews
Nightly prices starting at
G$8,337 GYD before taxes and fees
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