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Search results; 431 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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Flat in Middlebury
The Farm Vista
4.93 out of 5 average rating, 171 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
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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
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Guest suite in Middlebury
Mullet's Speed Shop
5.0 out of 5 average rating, 152 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Flat in Middlebury
Quiet, rural apt w/lg yard-8mi to Shipshewana
4.95 out of 5 average rating, 109 reviews, 1 bedroom, 4 beds, 1 bathroom
16–21 Aug
Home in Middlebury
Cozy Stone Cottage Near Shipshewana
New place to stay, 1 bedroom, 1 bed, 1 bathroom
16–21 Oct
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
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
Guest favourite
Home in Middlebury
The Cozy Cottage on Main Street
5.0 out of 5 average rating, 28 reviews, 3 bedrooms, 6 beds, 2 bathrooms
2–7 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
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
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, 146 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 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
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
Superhost
Home in Shipshewana
Sunset Oasis | Kayaks | Pedal Boat | Pier | Relax
New place to stay, 3 bedrooms, 7 beds, 2 bathrooms
17–22 Aug
Top guest favourite
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
Top guest favourite
Cabin in Middlebury
Secret Haven ~Jacuzzi~Wildlife~Private Trails~
4.97 out of 5 average rating, 67 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Aug
Top guest favourite
Home in Middlebury
Peaceful Amish Country Home | Family-Friendly
4.99 out of 5 average rating, 98 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug