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
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Popular amenities for Middlebury vacation rentals
Stay near Middlebury's top sights
Other great vacation rentals in Middlebury
Guest favorite
Home in Three Rivers
5 out of 5 average rating, 69 reviews5 Star - Lakeside Luxury & Comfort!
Superhost
Home in Wawaka
4.88 out of 5 average rating, 112 reviewsThe Heron House-On The Lake!🦢🎣🏄🏊🛶🍷
Guest favorite
Home in Syracuse
4.78 out of 5 average rating, 59 reviewsLovely Lake Cottage aka The Yellow House
Superhost
Home in Angola
4.76 out of 5 average rating, 17 reviewsLakeside home w beach & dock
Guest favorite
Guesthouse in North Webster
4.97 out of 5 average rating, 227 reviewsModern Webster Lake cottage
Guest favorite
Home in Elkhart
4.9 out of 5 average rating, 168 reviewsMy Happy Place!!
Apartment in Dowagiac
4.73 out of 5 average rating, 163 reviewsIndian Lake Cottage for Nature Lovers - Apt. C
Guest favorite
Cottage in Vandalia
4.97 out of 5 average rating, 34 reviewsBeautiful cottage, perfect for the whole family.
Quick stats about vacation rentals in Middlebury
Total rentals
10 properties
Nightly prices starting at
G$8,359 GYD before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
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