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Search results; Over 1,000 homes in Middlebury

Guest favourite
Boutique hotel in Middlebury
Cozy Cathedral at The Rooms at The Stone Mill
1 bedroom, 1 bed, 1 private bathroom
16–21 Aug
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4.97 out of 5 average rating, 101 reviews
Top guest favourite
Flat in Middlebury
Chipman Hill Apartment.
1 bedroom, 1 queen bed
30 Jul – 4 Aug
4.93 out of 5 average rating, 72 reviews
Guest favourite
Home in Middlebury
Midd Manor
2 bedrooms, 2 beds
26–31 Jul
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Room in Middlebury
Crow's Nest
1 queen bed
26–31 Jul
4.94 out of 5 average rating, 222 reviews
Guest favourite
Cottage in Middlebury
The Cottage Apartment in downtown Middlebury.
2 bedrooms, 3 beds
13–18 Aug
4.91 out of 5 average rating, 151 reviews
Home in New Haven
Forest getaway
4 bedrooms, 5 beds
8–13 Aug
New place to stay
Top guest favourite
Cabin in Leicester
Log Cabin Getaway near Middlebury and Green Mtns
2 bedrooms, 3 beds
23–28 Aug
4.98 out of 5 average rating, 876 reviews
Top guest favourite
Guest house in Vergennes
Private Guesthouse in the heart of Vergennes
2 bedrooms, 2 queen beds
29 Jul – 3 Aug
4.98 out of 5 average rating, 140 reviews
Top guest favourite
Home in Middlebury
Middlebury Bungalow
2 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Room in Middlebury
Easy walk into Middlebury!
1 king bed
16–21 Aug
4.91 out of 5 average rating, 419 reviews
Guest favourite
Flat in Middlebury
Spacious Home • Near Downtown Middlebury.
3 bedrooms, 4 beds
13–18 Sept
4.97 out of 5 average rating, 145 reviews
Top guest favourite
Flat in New Haven
Dog Team Falls Apartment - Minutes from Middlebury
1 bedroom, 2 beds
17–22 Aug
5.0 out of 5 average rating, 270 reviews
Top guest favourite
Home in Middlebury
Nice one bedroom cottage
1 bedroom, 1 queen bed
7–12 Aug
4.99 out of 5 average rating, 521 reviews
Top guest favourite
Home in Middlebury
Purple Door Cottage in the heart of Middlebury!
2 bedrooms, 5 beds
25–30 Jul
4.98 out of 5 average rating, 209 reviews
Top guest favourite
Flat in Middlebury
Bluebird Studio- Light filled and airy
1 bedroom, 2 queen beds
19–24 Oct
4.99 out of 5 average rating, 184 reviews
Superhost
Home in Middlebury
Cozy Pleasant St Apartment in Downtown Middlebury!
3 bedrooms, 3 beds
30 Aug – 4 Sept
New place to stay
Top guest favourite
Flat in New Haven
Gracious two bedroom just minutes to Middlebury!
2 bedrooms, 3 beds
20–25 Jul
4.98 out of 5 average rating, 244 reviews
Top guest favourite
Guest house in Middlebury
Historic Farmhouse in Middlebury
4 bedrooms, 6 beds
2–7 Aug
4.87 out of 5 average rating, 157 reviews
Top guest favourite
Farm stay in Cornwall
Cozy country guest house
1 bedroom, 2 queen beds
21–26 Sept
4.94 out of 5 average rating, 254 reviews