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Search results; 424 homes in Middlebury

Descriptions are based on details hosts provide
Top guest favourite
Home in Middlebury
| Hot Tub | Amish Farm Country | Pergola | Deck |
3 bedrooms, 4 beds, 2 private bathrooms
8–13 Aug
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4.96 out of 5 average rating, 274 reviews
Top guest favourite
Cabin in Middlebury
Secluded cabin with a fire pit
4.99 out of 5 average rating, 437 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Sept
Top guest favourite
Home in Middlebury
Restored 1904 home with screened porch
4.98 out of 5 average rating, 88 reviews, 4 bedrooms, 5 beds, 3 bathrooms
21–26 Aug
Top guest favourite
Guest suite in Middlebury
New build with a vintage garage theme
5.0 out of 5 average rating, 148 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Tiny home in Middlebury
2.5 private acres on a former golf course
5.0 out of 5 average rating, 46 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Aug
Top guest favourite
Home in Middlebury
Farm stay in Amish Country - 4 Bedroom 2 Bath
5.0 out of 5 average rating, 94 reviews, 4 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Cottage in Middlebury
Stone Lake Cottage Middlebury IN Boat Fish getaway
4.83 out of 5 average rating, 334 reviews, 3 bedrooms, 5 beds, 4 bathrooms
26–31 Oct
Guest favourite
Home in Middlebury
Renovated with a hot tub and fire pit
4.92 out of 5 average rating, 230 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 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
Guest favourite
Home in Middlebury
Cozy 3 bedroom home in Middlebury
4.91 out of 5 average rating, 11 reviews, 3 bedrooms, 3 beds, 1 bathroom
25–30 Jul
Top guest favourite
Cabin in Middlebury
Solar-powered cabin on 103 private acres
4.97 out of 5 average rating, 66 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Aug
Guest favourite
Home in Middlebury
Wraparound porch in the heart of Amish Country
4.91 out of 5 average rating, 274 reviews, 4 bedrooms, 6 beds, 3 bathrooms
8–13 Aug
Superhost
Home in Middlebury
Estate | Pool | Theater | Sleeps 23 | Game Room |
New place to stay, 6 bedrooms, 13 beds, 6 bathrooms
23–28 Jul
Guest favourite
Home in Middlebury
Peaceful back porch near Amish country
4.95 out of 5 average rating, 99 reviews, 3 bedrooms, 3 beds, 1 bathroom
5–10 Aug
Guest favourite
Flat in Shipshewana
Basement Apartment *conveniently near Shipshewana*
4.83 out of 5 average rating, 388 reviews, 2 bedrooms, 4 beds, 1 bathroom
8–13 Aug
Home in Middlebury
Stone cottage with a fire pit
New place to stay, 1 bedroom, 1 bed, 1 bathroom
3–8 Oct
Top guest favourite
Bungalow in Middlebury
Bungalow on Brown Street
5.0 out of 5 average rating, 46 reviews, 4 bedrooms, 5 beds, 2 bathrooms
30 Jul – 4 Aug
Guest favourite
Home in Shipshewana
Walkable to shops in downtown Shipshewana
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 5 beds, 2 bathrooms
29 Jul – 3 Aug
Top guest favourite
Home in Middlebury
Amish country farmhouse on a quiet road
5.0 out of 5 average rating, 42 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
29 Sept – 4 Oct