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Search results; 425 homes in Middlebury

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Top guest favourite
Cottage in Middlebury
Stone Lake Cottage Middlebury IN Boat Fish getaway
3 bedrooms, 5 beds, 4 private bathrooms
13–18 Dec
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4.83 out of 5 average rating, 341 reviews
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Cabin in Middlebury
Cabin off 39 - Peaceful, private one bedroom cabin
1 bedroom, 1 queen bed, 1 bathroom
7–12 Nov
4.99 out of 5 average rating, 455 reviews
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Home in Middlebury
Joy House on Main Luxe - Downtown Middlebury
4 bedrooms, 5 beds, 3 bathrooms
12–17 Oct
4.98 out of 5 average rating, 98 reviews
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Superhost
Home in Middlebury
8,400 Sq Ft Estate | Pool | Theater | Sleeps 23
6 bedrooms, 13 beds, 6 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Middlebury
Cozy 3 bedroom home in Middlebury
3 bedrooms, 3 beds, 1 bathroom
12–17 Oct
4.95 out of 5 average rating, 22 reviews
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Guest suite in Middlebury
Mullet's Speed Shop
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 176 reviews
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Home in Middlebury
| Hot Tub | Amish Farm Country | Pergola | Deck |
3 bedrooms, 4 beds, 2 bathrooms
23–28 Oct
4.96 out of 5 average rating, 292 reviews
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Guest favourite
Home in Middlebury
Mayberry on 8 In Amish Country Sleeps 12+
4 bedrooms, 6 beds, 3 bathrooms
11–16 Oct
4.9 out of 5 average rating, 284 reviews
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Superhost
Cabin in Middlebury
The Scrapyard (Sleeps 15)~Indoor Slide~Wildlife
5 bedrooms, 9 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Middlebury
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
3 bedrooms, 3 beds, 2 bathrooms
22–27 Oct
4.93 out of 5 average rating, 241 reviews
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Guest favourite
Home in Middlebury
The Red Thread Retreat
2 bedrooms, 5 beds, 2 bathrooms
10–15 Oct
4.95 out of 5 average rating, 66 reviews
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Top guest favourite
Home in Middlebury
Farm stay in Amish Country - 4 Bedroom 2 Bath
4 bedrooms, 4 beds, 2 bathrooms
15–20 Oct
5.0 out of 5 average rating, 103 reviews
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Tiny home in Middlebury
Modern Amish Country Tiny Home w/ Outdoor Shower
1 bedroom, 1 queen bed, 1 bathroom
23–28 Nov
5.0 out of 5 average rating, 60 reviews
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Cabin in Middlebury
Songbird, Cabin *Private Trails*Wildlife*View
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
4.96 out of 5 average rating, 52 reviews
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Home in Middlebury
The Cozy Cottage on Main Street
3 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 31 reviews
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Home in Middlebury
Peaceful Amish Country Home | Family-Friendly
3 bedrooms, 4 beds, 2 bathrooms
3–8 Oct
4.99 out of 5 average rating, 104 reviews
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Guest favourite
Home in Middlebury
Middlebury Getaway with In Ground Pool/Hot Tub
5 bedrooms, 2 bunk beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Cabin in Middlebury
Rustic Roots | Middlebury Log Cabin | Shipshewana
3 bedrooms, 8 beds, 3 bathrooms
11–16 Oct
4.96 out of 5 average rating, 76 reviews
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Top guest favourite
Cabin in Middlebury
Ridge Run Inn - Full Cabin
4 bedrooms, 8 beds, 4.5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 53 reviews