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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
Guest suite in Hamden
4.96 out of 5 average rating, 725 reviewsLarge Private Studio + Entrance + Bath
![](https://a0.muscache.com/im/pictures/92713834/92d31150_original.jpg?im_w=720)
Guest favourite
Home in Bethlehem
4.97 out of 5 average rating, 266 reviewsLitchfield County Farmhouse with a Modern Twist
![](https://a0.muscache.com/im/pictures/miso/Hosting-6284044/original/c70ce5b9-c19c-4776-a48f-c7d23276487d.jpeg?im_w=720)
Guest favourite
Home in Litchfield
4.93 out of 5 average rating, 168 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
![](https://a0.muscache.com/im/pictures/789fc08a-d24a-4fc7-996f-747a45be5567.jpg?im_w=720)
Guest favourite
Cottage in Goshen
4.98 out of 5 average rating, 106 reviewsCountry Cottage in Goshen
![](https://a0.muscache.com/im/pictures/9dd83ba2-8ba4-4157-a716-809ef76124dd.jpg?im_w=720)
Guest favourite
Home in Newtown
4.98 out of 5 average rating, 140 reviewsSpacious, private home, must see!
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-862467183906411736/original/e6bfb79e-55cc-4819-8ec5-c08197c44656.jpeg?im_w=720)
Guest favourite
Cabin in East Haddam
4.9 out of 5 average rating, 424 reviewsGetaway Machimoodus - NYC/Boston
![](https://a0.muscache.com/im/pictures/airflow/Hosting-50239951/original/39046f15-b002-4d4f-aadd-8408389a3b01.jpg?im_w=720)
Guest favourite
Rental unit in Middlebury
4.99 out of 5 average rating, 71 reviewsCozy Apartment with Water View of Brook
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Guest favourite
Rental unit in Waterbury
4.96 out of 5 average rating, 28 reviewsFunky downtown art studio apartment.
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