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
Stay near Middlebury's top sights
Other great vacation rentals in Middlebury
Guest favorite
Guest suite in Goshen
4.96 out of 5 average rating, 165 reviewsColorful Country Apartment
Aug 21 – 28
$72 per night
Guest favorite
Apartment in Shipshewana
5.0 out of 5 average rating, 257 reviewsHidden Creek
Apr 19 – 26
$155 per night
Guest favorite
Guest suite in Goshen
4.97 out of 5 average rating, 266 reviewsLofty Spaces, entire upper level, 5 mi from town
Oct 23 – 30
$52 per night
Guest favorite
Guest suite in Sturgis
4.97 out of 5 average rating, 192 reviews"Hawthorne Place - beautiful inside and out"
May 26 – Jun 2
$67 per night
Guest favorite
Home in Middlebury
4.91 out of 5 average rating, 208 reviewsMayberry on 8 In Amish Country Sleeps 12+
Aug 19 – 26
$228 per night
Guest favorite
Apartment in Cassopolis
4.99 out of 5 average rating, 311 reviewsThe Hideaway on Mitchellii Lane
Jun 13 – 20
$68 per night
Guest favorite
Apartment in Howe
4.95 out of 5 average rating, 150 reviewsThe Upper Room
Jun 3 – 10
$65 per night
Guest favorite
Apartment in Nappanee
4.99 out of 5 average rating, 138 reviewsNappanee Loft
May 3 – 10
$68 per night
Quick stats about vacation rentals in Middlebury
Total rentals
10 properties
Popular amenities
Lake access, Gym, and BBQ grill
Wifi availability
10 properties include access to wifi
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
830 reviews
Nightly prices starting at
$40 before taxes and fees
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