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Search results; 416 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
Cabin off 39 - Peaceful, private one bedroom cabin
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 437 reviews
Top guest favourite
Home in Middlebury
Restored 1904 home with screened porch
4 bedrooms, 5 beds, 3 bathrooms
21–26 Aug
4.98 out of 5 average rating, 88 reviews
Top guest favourite
Guest suite in Middlebury
New build with a vintage garage theme
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 148 reviews
Top guest favourite
Tiny home in Middlebury
Modern Amish Country Tiny Home w/ Outdoor Shower
1 bedroom, 1 queen bed, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Cottage in Middlebury
Stone Lake Cottage Middlebury IN Boat Fish getaway
3 bedrooms, 5 beds, 4 bathrooms
26–31 Oct
4.83 out of 5 average rating, 334 reviews
Guest favourite
Home in Middlebury
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
3 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
4.92 out of 5 average rating, 230 reviews
Top guest favourite
Home in Middlebury
Farm stay in Amish Country - 4 Bedroom 2 Bath
4 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
5.0 out of 5 average rating, 94 reviews
Guest favourite
Home in Middlebury
Back deck, 2 blocks from Pumpkin Vine Trail
3 bedrooms, 3 beds, 1 bathroom
25–30 Jul
4.91 out of 5 average rating, 11 reviews
Superhost
Home in Middlebury
Estate | Pool | Theater | Sleeps 23 | Game Room |
6 bedrooms, 13 beds, 6 bathrooms
23–28 Jul
New place to stay
Guest favourite
Room in Middlebury
Amish Country inn with a jacuzzi tub
2 beds, 1.5 bathrooms
15–20 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cabin in Middlebury
Secret Haven ~Jacuzzi~Wildlife~Private Trails~
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.97 out of 5 average rating, 66 reviews
Guest favourite
Home in Middlebury
Wraparound porch in the heart of Amish Country
4 bedrooms, 6 beds, 3 bathrooms
8–13 Aug
4.91 out of 5 average rating, 274 reviews
Guest favourite
Flat in Shipshewana
Tucked in 7 acres of woods
2 bedrooms, 4 beds, 1 bathroom
8–13 Aug
4.83 out of 5 average rating, 388 reviews
Guest favourite
Home in Middlebury
Home with loft, Shipshewana, Elkhart, Notre Dame
3 bedrooms, 3 beds, 1 bathroom
5–10 Aug
4.95 out of 5 average rating, 99 reviews
Superhost
Home in Middlebury
Middlebury Getaway with In Ground Pool/Hot Tub
5 bedrooms, 8 beds, 2 bathrooms
9–14 Aug
New place to stay
Guest favourite
Home in Shipshewana
Walkable to shops in downtown Shipshewana
3 bedrooms, 5 beds, 2 bathrooms
29 Jul – 3 Aug
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Home in Middlebury
Serenity Farmhouse-2 BR
2 bedrooms, 3 beds, 2.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 42 reviews
Home in Middlebury
Cozy Stone Cottage Near Shipshewana
1 bedroom, 1 bed, 1 bathroom
3–8 Oct
New place to stay