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Search results; Over 1,000 homes in Middlebury

Guest favourite
Flat in Middlebury
The Barn at Middlebury
3 bedrooms, 3 beds, 2 private bathrooms
2–7 Nov
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5.0 out of 5 average rating, 213 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, 81 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
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
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
Cottage in Middlebury
The Cottage Apartment in downtown Middlebury.
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
4.92 out of 5 average rating, 164 reviews
Guest favourite
Home in Middlebury
Tiny Sparrow House, Luxury & Charm in Middlebury
4 bedrooms, 5 beds, 2.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Flat in New Haven
Charming one bedroom just minutes to Middlebury!
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 191 reviews
Top guest favourite
Home in Salisbury
Golden Hour on Lake Dunmore; Near Middlebury
3 bedrooms, 5 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 79 reviews
Top guest favourite
Home in New Haven
Beautiful timber frame just minutes to Middlebury!
6 bedrooms, 6 beds, 4 bathrooms
9–14 Nov
5.0 out of 5 average rating, 154 reviews
Guest favourite
Home in Cornwall
Cozy House 4 bedroom 3 bath with Mountain VIews
4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
4.98 out of 5 average rating, 50 reviews
Top guest favourite
Home in Cornwall
Cape Style Vermont Farm House
3 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Home in Middlebury
Weybridge Cottage |Steps from Middlebury College
2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 17 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
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
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
Guest favourite
Home in Middlebury
Midd Manor
2 bedrooms, 2 beds, 1 bathroom
20–25 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
21–26 Sept
4.94 out of 5 average rating, 258 reviews