Vacation rentals in Middlebury
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Top-rated vacation rentals in Middlebury
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 Middlebury vacation rentals
Other great vacation rentals in Middlebury
Guest favourite
Apartment in Southbury
4.87 out of 5 average rating, 87 reviewsSuite Hill studio
Dec. 23 – 30
$229 CAD per night
Guest favourite
Guesthouse in Newtown
4.79 out of 5 average rating, 19 reviewsCozy Stay in Newtown - discounts for long term
Sep. 25 – Oct. 2
$188 CAD per night
Guest favourite
Loft in Woodbury
5.0 out of 5 average rating, 31 reviewsCountry Loft
Jan. 27 – Feb. 3
$261 CAD per night
Guest favourite
Home in Southbury
5.0 out of 5 average rating, 55 reviewsThe Cottage at Cedar Spring Farm
Aug. 12 – 19
$262 CAD per night
Guest favourite
Apartment in Waterbury
4.95 out of 5 average rating, 19 reviewsFunky downtown art studio apartment.
Jul. 26 – Aug. 2
$166 CAD per night
Guest favourite
Farm stay in Bethlehem
5.0 out of 5 average rating, 10 reviewsThe Loft @ Sun One Organic Farm
Feb. 12 – 19
$134 CAD per night
Guest favourite
Guesthouse in Southbury
4.96 out of 5 average rating, 51 reviewsThe Nest. Large studio in the Woods.
May 2 – 9
$234 CAD per night
Guest favourite
Guesthouse in Sharon
5.0 out of 5 average rating, 64 reviewsCottage with a Waterfall View
Sep. 26 – Oct. 3
$184 CAD per night
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