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Search results; 408 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, 334 reviews
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Cabin in Middlebury
Cabin off 39 - Peaceful, private one bedroom cabin
4.99 out of 5 average rating, 435 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, 86 reviews, 4 bedrooms, 5 beds, 3 bathrooms
17–22 Aug
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Tiny home in Middlebury
Modern Amish Country Tiny Home w/ Outdoor Shower
5.0 out of 5 average rating, 45 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Aug
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Home in Middlebury
| Hot Tub | Amish Farm Country | Pergola | Deck |
4.96 out of 5 average rating, 274 reviews, 3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
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Guest suite in Middlebury
Mullet's Speed Shop
5.0 out of 5 average rating, 147 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Guest favourite
Home in Middlebury
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
4.92 out of 5 average rating, 230 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 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
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
Superhost
Room in Middlebury
Ridge Run Inn - Room 2
2 beds, 1.5 bathrooms
13–18 Jul
Guest favourite
Home in Middlebury
Mayberry on 8 In Amish Country Sleeps 12+
4.91 out of 5 average rating, 274 reviews, 4 bedrooms, 6 beds, 3 bathrooms
12–17 Jul
Top guest favourite
Cabin in Middlebury
Secret Haven ~Jacuzzi~Wildlife~Private Trails~
4.97 out of 5 average rating, 66 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Aug
Guest favourite
Flat in Middlebury
Quiet, rural apt w/lg yard-8mi to Shipshewana
4.95 out of 5 average rating, 107 reviews, 1 bedroom, 4 beds, 1 bathroom
2–7 Aug
Top guest favourite
Camper van/Motorhome in Middlebury
1-bedroom RV, in a quiet spot for couples getaway
4.96 out of 5 average rating, 144 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Guest favourite
Home in Goshen
Bumblebee Inn Goshen, Indiana
4.93 out of 5 average rating, 29 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
Guest favourite
Home in Shipshewana
The Nest on Talmadge
5.0 out of 5 average rating, 34 reviews, 3 bedrooms, 5 beds, 2 bathrooms
29 Jul – 3 Aug
Top guest favourite
Home in Goshen
Hidden Log Cabin | Hot Tub | Ping Pong | Family |
4.97 out of 5 average rating, 118 reviews, 3 bedrooms, 4 beds, 2 bathrooms
5–10 Aug
Top guest favourite
Cabin in Middlebury
Songbird, Cabin *Private Trails*Wildlife*View
4.95 out of 5 average rating, 44 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Aug
Top guest favourite
Home in Shipshewana
Lake Front Cottage | Kayaks | Game Table Fun
5.0 out of 5 average rating, 46 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug