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Search results; Over 1,000 homes in Middlebury

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Top guest favourite
Home in Middlebury
3 story contemporary log cabin
4 bedrooms, 6 beds, 2 private bathrooms
9–14 Nov
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4.94 out of 5 average rating, 84 reviews
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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, 168 reviews
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Home in Middlebury
Downtown Middlebury River House
3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 41 reviews
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Home in Middlebury
Midd Manor
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 27 reviews
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Home in Middlebury
Modern Middlebury Retreat - Steps to Downtown
3 bedrooms, 5 beds, 2.5 bathrooms
4–9 Oct
4.97 out of 5 average rating, 127 reviews
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Room in Middlebury
Easy walk into Middlebury!
1 king bed, 1 bathroom
4–9 Oct
4.91 out of 5 average rating, 426 reviews
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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
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Room in Middlebury
Crow's Nest
1 queen bed, 1 bathroom
16–21 Nov
4.94 out of 5 average rating, 231 reviews
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Flat in Middlebury
*Downtown Middlebury Waterfall Studio Apartment*
1 bedroom, 1 bed, 1 bathroom
5–10 Oct
4.95 out of 5 average rating, 88 reviews
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Flat in Middlebury
Chipman Hill Apartment.
1 bedroom, 1 queen bed, 1 bathroom
19–24 Oct
4.94 out of 5 average rating, 81 reviews
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Home in Middlebury
Middlebury Bungalow
2 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 25 reviews
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Home in Middlebury
South Street Retreat walk to campus/town
4 bedrooms, 5 beds, 3.5 bathrooms
6–11 Oct
5.0 out of 5 average rating, 24 reviews
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Home in Middlebury
In the heart of Middlebury, a modern farmhouse
3 bedrooms, 3 queen beds, 1.5 bathrooms
1–6 Dec
5.0 out of 5 average rating, 175 reviews
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Home in Middlebury
The Middlebury Cottage
2 bedrooms, 3 beds, 1 bathroom
8–13 Nov
4.92 out of 5 average rating, 116 reviews
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Home in Middlebury
Tiny Sparrow House, Luxury & Charm in Middlebury
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 18 reviews
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Home in Middlebury
Purple Door Cottage in the heart of Middlebury!
2 bedrooms, 5 beds, 3 bathrooms
18–23 Oct
4.98 out of 5 average rating, 217 reviews
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Room in Middlebury
Mill Street Suite at The Rooms at The Stone Mill
1 queen bed, 1 bathroom
1–6 Nov
4.95 out of 5 average rating, 39 reviews
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Home in Middlebury
Walk Everywhere and Enjoy a Historic Vermont Home
4 bedrooms, 4 beds, 1.5 bathrooms
19–24 Oct
4.96 out of 5 average rating, 111 reviews
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Home in Middlebury
Weybridge Cottage |Steps from Middlebury College
2 bedrooms, 3 beds, 1.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 18 reviews