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Holiday houses in Middlebury
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Middlebury
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlebury holiday rentals
Other great holiday rentals in Middlebury
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Guest favourite
Home in Washington
4.86 out of 5 average rating, 174 reviewsCountry Home on a Hill
![](https://a0.muscache.com/im/pictures/airflow/Hosting-50239951/original/39046f15-b002-4d4f-aadd-8408389a3b01.jpg?im_w=720)
Guest favourite
Apartment in Middlebury
4.99 out of 5 average rating, 71 reviewsCozy Apartment with Water View of Brook
![](https://a0.muscache.com/im/pictures/98dfac05-3065-4f6e-95f9-4c44cd8b420d.jpg?im_w=720)
Guest favourite
Home in Watertown
4.88 out of 5 average rating, 41 reviewsTiny Home Away From Home - Complete Privacy, Peace
![](https://a0.muscache.com/im/pictures/miso/Hosting-585672933716553231/original/330c37db-d9b4-4f26-af5c-9189f1477d8d.jpeg?im_w=720)
Guest favourite
Home in Waterbury
4.92 out of 5 average rating, 38 reviewsCome and enjoy the BURY's of CT!
![](https://a0.muscache.com/im/pictures/miso/Hosting-45254295/original/38a7010c-03ae-41fd-90ba-a4cd2446e849.jpeg?im_w=720)
Guest favourite
Apartment in Waterbury
4.99 out of 5 average rating, 73 reviewsEverything you need! Apartment!
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Guest favourite
Cottage in Southbury
4.91 out of 5 average rating, 11 reviewsSun Filled Cottage
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Guest favourite
Apartment in Southbury
4.88 out of 5 average rating, 91 reviewsSuite Hill studio
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Guest favourite
Apartment in Waterbury
4.96 out of 5 average rating, 28 reviewsFunky downtown art studio apartment.
Destinations to explore
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