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Search results; 416 homes in Middlebury

Top guest favourite
Cottage in Middlebury
Stone Lake Cottage Middlebury IN Boat Fish getaway
3 bedrooms, 5 beds, 4 private bathrooms
26–31 Oct
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4.83 out of 5 average rating, 335 reviews
Top guest favourite
Cabin in Middlebury
Cabin off 39 - Peaceful, private one bedroom cabin
4.99 out of 5 average rating, 440 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Sept
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Home in Middlebury
Joy House on Main Luxe - Downtown Middlebury
4.98 out of 5 average rating, 90 reviews, 4 bedrooms, 5 beds, 3 bathrooms
21–26 Aug
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Home in Middlebury
| Hot Tub | Amish Farm Country | Pergola | Deck |
4.96 out of 5 average rating, 277 reviews, 3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Guest favourite
Home in Middlebury
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
4.92 out of 5 average rating, 231 reviews, 3 bedrooms, 3 beds, 2 bathrooms
13–18 Aug
Superhost
Home in Middlebury
Estate | Pool | Theater | Sleeps 23 | Game Room |
New place to stay, 6 bedrooms, 13 beds, 6 bathrooms
1–6 Aug
Top guest favourite
Tiny home in Middlebury
Modern Amish Country Tiny Home w/ Outdoor Shower
5.0 out of 5 average rating, 49 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Aug
Guest favourite
Home in Middlebury
Cozy 3 bedroom home in Middlebury
4.92 out of 5 average rating, 13 reviews, 3 bedrooms, 3 beds, 1 bathroom
3–8 Aug
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Home in Middlebury
Lake House | Shallow Sandy | Kayaks | Family Fun
5.0 out of 5 average rating, 48 reviews, 3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
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Guest suite in Middlebury
Mullet's Speed Shop
5.0 out of 5 average rating, 153 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
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Cabin in Middlebury
Secret Haven ~Jacuzzi~Wildlife~Private Trails~
4.97 out of 5 average rating, 68 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Aug
Top guest favourite
Home in Middlebury
Farm stay in Amish Country - 4 Bedroom 2 Bath
5.0 out of 5 average rating, 97 reviews, 4 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Guest favourite
Home in Middlebury
Mayberry on 8 In Amish Country Sleeps 12+
4.91 out of 5 average rating, 276 reviews, 4 bedrooms, 6 beds, 3 bathrooms
17–22 Aug
Top guest favourite
Flat in Middlebury
The Farm Vista
4.93 out of 5 average rating, 171 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Guest favourite
Home in Middlebury
The Cozy Cottage on Main Street
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
Guest favourite
Room in Middlebury
Ridge Run Inn - Room 1
5.0 out of 5 average rating, 6 reviews, 2 beds, 1.5 bathrooms
15–20 Aug
Top guest favourite
Cabin in Middlebury
Songbird, Cabin *Private Trails*Wildlife*View
4.96 out of 5 average rating, 46 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Sept
Guest favourite
Home in Middlebury
The Red Thread Retreat
4.96 out of 5 average rating, 57 reviews, 2 bedrooms, 5 beds, 2 bathrooms
5–10 Aug
Top guest favourite
Bungalow in Middlebury
Bungalow on Brown Street
5.0 out of 5 average rating, 47 reviews, 4 bedrooms, 5 beds, 2 bathrooms
2–7 Aug