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Search results; Over 1,000 homes in Middlebury

Descriptions are based on details hosts provide
Top guest favourite
Home in Middlebury
Walk Everywhere and Enjoy a Historic Vermont Home
4 bedrooms, 4 beds, 1.5 private bathrooms
31 Jul – 5 Aug
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4.96 out of 5 average rating, 105 reviews
Guest favourite
Home in Middlebury
Fireplace, fire pit, and walkable downtown
4.94 out of 5 average rating, 18 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Room in Middlebury
Crow's Nest
4.94 out of 5 average rating, 221 reviews, 1 queen bed, 1 bathroom
23–28 Aug
Top guest favourite
Flat in Middlebury
Mountain views from skylights, near trails
4.93 out of 5 average rating, 70 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Cottage in Middlebury
Walk to Main Street with private parking
4.91 out of 5 average rating, 151 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Room in Middlebury
Easy walk into Middlebury!
4.91 out of 5 average rating, 419 reviews, 1 king bed, 1 bathroom
18–23 Jul
Top guest favourite
Home in Middlebury
Middlebury Bungalow
5.0 out of 5 average rating, 13 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Flat in New Haven
Balcony overlooking an orchard on 25 acres
5.0 out of 5 average rating, 114 reviews, 2 bedrooms, 2 beds, 1 bathroom
15–20 Jul
Home in New Haven
Forest getaway
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
15–20 Jul
Top guest favourite
Guest house in Vergennes
Private Guesthouse in the heart of Vergennes
4.98 out of 5 average rating, 140 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Jul – 3 Aug
Top guest favourite
Home in Middlebury
Renovated with a fireplace, near Waybury Inn
5.0 out of 5 average rating, 48 reviews, 2 bedrooms, 2 beds, 2 bathrooms
4–9 Aug
Top guest favourite
Cabin in Ripton
Sauna @ Vermont Alpine Cabin
5.0 out of 5 average rating, 88 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Guest suite in Middlebury
Green Mountain views from a private deck
4.95 out of 5 average rating, 40 reviews, 1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Home in Middlebury
1790s farmhouse with a baby grand piano
4.97 out of 5 average rating, 60 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
24–29 Jul
Top guest favourite
Guest house in Salisbury
VT Getaway Near Middlebury & Lake Dunmore
4.95 out of 5 average rating, 158 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Cabin in Leicester
Log Cabin Getaway near Middlebury and Green Mtns
4.98 out of 5 average rating, 876 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Aug
Top guest favourite
Flat in New Haven
Dog Team Falls Apartment - Minutes from Middlebury
5.0 out of 5 average rating, 270 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Middlebury
At the foot of the Green Mountains
4.99 out of 5 average rating, 519 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Flat in Middlebury
Bluebird Studio- Light filled and airy
4.99 out of 5 average rating, 184 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Oct