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Search results; Over 1,000 homes in Middlebury

Guest favourite
Guest house in Middlebury
Historic Farmhouse in Middlebury
4 bedrooms, 6 beds, 1.5 private bathrooms
21–26 Sept
,
4.87 out of 5 average rating, 162 reviews
Top guest favourite
Cottage in Middlebury
The Cottage Apartment in downtown Middlebury.
2 bedrooms, 3 beds
24–29 Oct
4.92 out of 5 average rating, 163 reviews
Top guest favourite
Home in Middlebury
In the heart of Middlebury, a modern farmhouse
3 bedrooms, 3 queen beds
18–23 Oct
5.0 out of 5 average rating, 173 reviews
Top guest favourite
Flat in Middlebury
Bluebird Studio- Light filled and airy
1 bedroom, 2 queen beds
24–29 Oct
4.99 out of 5 average rating, 188 reviews
Top guest favourite
Home in Middlebury
Middlebury Bungalow
2 bedrooms, 3 beds
14–19 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Flat in Middlebury
Chipman Hill Apartment.
1 bedroom, 1 queen bed
20–25 Sept
4.94 out of 5 average rating, 80 reviews
Guest favourite
Flat in Middlebury
Spacious Home • Near Downtown Middlebury.
3 bedrooms, 4 beds
1–6 Nov
4.97 out of 5 average rating, 149 reviews
Top guest favourite
Home in Middlebury
The Middlebury Cottage
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.92 out of 5 average rating, 111 reviews
Guest favourite
Home in Middlebury
Midd Manor
2 bedrooms, 2 beds
13–18 Sept
4.93 out of 5 average rating, 27 reviews
Guest favourite
Flat in Middlebury
Cozy Apartment • Minutes to Middlebury
1 bedroom, 2 beds
4–9 Oct
4.84 out of 5 average rating, 218 reviews
Top guest favourite
Home in Middlebury
3 story contemporary log cabin
4 bedrooms, 6 beds
19–24 Oct
4.94 out of 5 average rating, 83 reviews
Top guest favourite
Home in Middlebury
Weybridge Cottage |Steps from Middlebury College
2 bedrooms, 3 beds
19–24 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Middlebury
Modern Apartment 1 in Middlebury
3 bedrooms, 3 beds
9–14 Nov
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Room in Middlebury
Crow's Nest
1 queen bed
16–21 Nov
4.94 out of 5 average rating, 228 reviews
Guest favourite
Guest suite in Middlebury
Cozy, quiet 1-bedroom apartment with fabulous view
1 bedroom, 2 beds
20–25 Sept
4.95 out of 5 average rating, 40 reviews
Top guest favourite
Home in Middlebury
Downtown Middlebury River House
3 bedrooms, 4 beds
4–9 Oct
5.0 out of 5 average rating, 39 reviews
Guest favourite
Home in Middlebury
Tiny Sparrow House, Luxury & Charm in Middlebury
4 bedrooms, 5 beds
21–26 Sept
5.0 out of 5 average rating, 18 reviews
Home in Middlebury
Walkable Middlebury family home
5 bedrooms, 7 beds
22–27 Nov
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Cornwall
Custom Home, minutes from Middlebury
3 bedrooms, 4 beds
19–24 Oct
5.0 out of 5 average rating, 120 reviews