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Search results; Over 1,000 homes in Middlebury

Top guest favourite
Cottage in Middlebury
The Cottage Apartment in downtown Middlebury.
2 bedrooms, 3 beds, 1 private bathroom
24–29 Oct
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4.92 out of 5 average rating, 163 reviews
Top guest favourite
Flat in Middlebury
Chipman Hill Apartment.
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 80 reviews
Top guest favourite
Flat in Middlebury
Walk to Middlebury College
1 bedroom, 1 bed, 1 bathroom
20–25 Oct
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Weybridge
Modern sunny getaway near Middlebury College
4 bedrooms, 4 queen beds, 4 bathrooms
15–20 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Middlebury
The Little House
2 bedrooms, 3 beds, 1 bathroom
22–27 Oct
5.0 out of 5 average rating, 107 reviews
Guest favourite
Home in Middlebury
Midd Manor
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 27 reviews
Top guest favourite
Flat in Middlebury
Bluebird Studio- Light filled and airy
1 bedroom, 2 queen beds, 1 bathroom
24–29 Oct
4.99 out of 5 average rating, 188 reviews
Top guest favourite
Farm stay in Cornwall
Cozy country guest house
1 bedroom, 2 queen beds, 1 bathroom
12–17 Sept
4.94 out of 5 average rating, 257 reviews
Top guest favourite
Home in Middlebury
Middlebury Bungalow
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Middlebury
Sunny Middlebury village house close to campus
3 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Middlebury
Modern Middlebury Retreat - Steps to Downtown
3 bedrooms, 5 beds, 2.5 bathrooms
25–30 Oct
4.97 out of 5 average rating, 126 reviews
Top guest favourite
Home in Middlebury
Renovated East Middlebury House
2 bedrooms, 2 beds, 2 bathrooms
11–16 Sept
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Guest suite in Cornwall
Home Suite Home in Cornwall, Minutes from Midd!
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
4.99 out of 5 average rating, 182 reviews
Guest favourite
Flat in Middlebury
Cozy Apartment • Minutes to Middlebury
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.84 out of 5 average rating, 218 reviews
Top guest favourite
Home in Weybridge
Updated farmhouse minutes from Middlebury
3 bedrooms, 3 beds, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Cornwall
Custom Home, minutes from Middlebury
3 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 120 reviews
Top guest favourite
Home in Middlebury
In the heart of Middlebury, a modern farmhouse
3 bedrooms, 3 queen beds, 1.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 173 reviews
Top guest favourite
Home in Middlebury
The Middlebury Cottage
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.92 out of 5 average rating, 111 reviews
Top guest favourite
Flat in New Haven
Dog Team Falls Apartment - Minutes from Middlebury
1 bedroom, 2 beds, 1 bathroom
21–26 Oct
5.0 out of 5 average rating, 273 reviews