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Search results; Over 1,000 homes in Middlebury

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Top guest favourite
Flat in Middlebury
Bluebird Studio- Light filled and airy
1 bedroom, 2 beds, 1 private bathroom
24–29 Oct
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4.99 out of 5 average rating, 188 reviews
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Top guest favourite
Cottage in Middlebury
The Cottage Apartment in downtown Middlebury.
2 bedrooms, 3 beds
24–29 Oct
4.92 out of 5 average rating, 168 reviews
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Guest favourite
Home in Middlebury
Midd Manor
2 bedrooms, 2 beds
4–9 Oct
4.93 out of 5 average rating, 28 reviews
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Top guest favourite
Home in Middlebury
Downtown Middlebury River House
3 bedrooms, 4 beds
4–9 Oct
5.0 out of 5 average rating, 41 reviews
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Top guest favourite
Home in Middlebury
Middlebury Bungalow
2 bedrooms, 3 beds
25–30 Oct
5.0 out of 5 average rating, 25 reviews
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Guest favourite
Flat in Middlebury
Spacious Home • Near Downtown Middlebury.
3 bedrooms, 4 beds
1–6 Nov
4.97 out of 5 average rating, 149 reviews
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Top guest favourite
Home in Middlebury
Weybridge Cottage |Steps from Middlebury College
2 bedrooms, 3 beds
19–24 Oct
5.0 out of 5 average rating, 19 reviews
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Top guest favourite
Home in Middlebury
3 story contemporary log cabin
4 bedrooms, 6 beds
9–14 Nov
4.94 out of 5 average rating, 84 reviews
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Top guest favourite
Home in Middlebury
In the heart of Middlebury, a modern farmhouse
3 bedrooms, 3 queen beds
1–6 Dec
5.0 out of 5 average rating, 175 reviews
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Top guest favourite
Flat in Middlebury
Chipman Hill Apartment.
1 bedroom, 1 queen bed
19–24 Oct
4.94 out of 5 average rating, 81 reviews
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Top guest favourite
Flat in Middlebury
Modern Apartment 1 in Middlebury
3 bedrooms, 3 beds
9–14 Nov
5.0 out of 5 average rating, 49 reviews
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Top guest favourite
Farm stay in Cornwall
Orchard Guesthouse - 1 mile to Middlebury
3 bedrooms, 9 beds
19–24 Oct
4.95 out of 5 average rating, 155 reviews
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Top guest favourite
Home in Middlebury
The Middlebury Cottage
2 bedrooms, 3 beds
8–13 Nov
4.92 out of 5 average rating, 116 reviews
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Top guest favourite
Flat in Middlebury
Middlebury Home with Sunset views!
2 bedrooms, 3 beds
18–23 Oct
4.85 out of 5 average rating, 194 reviews
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Guest favourite
Guest house in Middlebury
Historic Farmhouse in Middlebury
4 bedrooms, 6 beds
1–6 Nov
4.87 out of 5 average rating, 164 reviews
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Top guest favourite
Home in Middlebury
Walk Everywhere and Enjoy a Historic Vermont Home
4 bedrooms, 4 beds
19–24 Oct
4.96 out of 5 average rating, 111 reviews
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Guest favourite
Home in Middlebury
Tiny Sparrow House, Luxury & Charm in Middlebury
4 bedrooms, 5 beds
4–9 Oct
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Home in Middlebury
Modern Middlebury Retreat - Steps to Downtown
3 bedrooms, 5 beds
4–9 Oct
4.97 out of 5 average rating, 127 reviews
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Top guest favourite
Home in Middlebury
Upscale 4BR Cottage | Walk Downtown | Hot Tub
4 bedrooms, 5 beds
5–10 Oct
5.0 out of 5 average rating, 49 reviews