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Search results; Over 1,000 homes in Middlebury

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Top guest favourite
Home in Middlebury
Purple Door Cottage in the heart of Middlebury!
2 bedrooms, 5 beds, 3 private bathrooms
20–25 Sept
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4.98 out of 5 average rating, 213 reviews
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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, 171 reviews
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Home in Middlebury
Middlebury Bungalow
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 22 reviews
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Cottage in Middlebury
The Cottage Apartment in downtown Middlebury.
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.92 out of 5 average rating, 161 reviews
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Home in Middlebury
Midd Manor
2 bedrooms, 2 beds, 1 bathroom
1–6 Sept
4.93 out of 5 average rating, 27 reviews
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Flat in Middlebury
Spacious Home • Near Downtown Middlebury.
3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
4.97 out of 5 average rating, 147 reviews
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Flat in Middlebury
Modern Apartment 1 in Middlebury
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 48 reviews
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Home in Middlebury
New England Chalet – Champlain Valley
4 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
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Guest house in Middlebury
Historic Farmhouse in Middlebury
4 bedrooms, 6 beds, 1.5 bathrooms
21–26 Sept
4.88 out of 5 average rating, 161 reviews
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Home in Middlebury
3 story contemporary log cabin
4 bedrooms, 6 beds, 2 bathrooms
19–24 Oct
4.94 out of 5 average rating, 82 reviews
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Home in Middlebury
Walkable Middlebury family home
5 bedrooms, 7 beds, 3 bathrooms
22–27 Nov
5.0 out of 5 average rating, 3 reviews
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Home in Middlebury
The Middlebury Cottage
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.91 out of 5 average rating, 104 reviews
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Flat in Middlebury
Cozy Apartment • Minutes to Middlebury
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.84 out of 5 average rating, 216 reviews
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Home in Middlebury
Downtown Middlebury River House
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 38 reviews
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Flat in Middlebury
Chipman Hill Apartment.
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.94 out of 5 average rating, 79 reviews
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Home in Middlebury
Renovated East Middlebury House
2 bedrooms, 2 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 52 reviews
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Flat in Middlebury
Middlebury Home with Sunset views!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
4.85 out of 5 average rating, 192 reviews
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Barn in Ripton
Lovely Vermont Breadloaf Barn Stay Near Middlebury
2 bedrooms, 4 beds, 1 bathroom
2–7 Sept
4.95 out of 5 average rating, 270 reviews
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Home in Middlebury
Modern Middlebury Retreat - Steps to Downtown
3 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
4.97 out of 5 average rating, 125 reviews