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
Cabin in Bristol
4.86 out of 5 average rating, 172 reviewsColonel's Camp in Buck Haven
Jan. 17 – 24
$206 CAD per night
Guest favourite
Yurt in New Haven
4.91 out of 5 average rating, 254 reviewsSong Bird Sangha Yurt
Aug. 10 – 17
$201 CAD per night
Guest favourite
Home in Ripton
4.89 out of 5 average rating, 257 reviewsCozy cottage near nature
Aug. 23 – 30
$220 CAD per night
Guest favourite
Apartment in Hancock
4.95 out of 5 average rating, 146 reviewsSuite in the Green Mountains
Oct. 22 – 29
$151 CAD per night
Guest favourite
Apartment in Bristol
4.88 out of 5 average rating, 285 reviews"Dragonfly Apartment" Private Bristol Apartment
Jan. 22 – 29
$146 CAD per night
Guest favourite
Yurt in Bristol
4.93 out of 5 average rating, 237 reviewsBristol Cozy Yurt near Hiking/Swimming|Maple Farm
Dec. 22 – 29
$197 CAD per night
Guest favourite
Cabin in Bristol
4.95 out of 5 average rating, 109 reviewsCozy Cabin on the River in Bristol
Sep. 15 – 22
$279 CAD per night
Guest favourite
Barn in Ripton
4.93 out of 5 average rating, 146 reviewsGreen Mountains Vermont Middlebury Bread Loaf Barn
Feb. 7 – 14
$245 CAD per night
Quick stats about vacation rentals in Middlebury
Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
3.5K reviews
Nightly prices starting at
$96 CAD before taxes and fees
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