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Search results; 424 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, 438 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Sept
Top guest favourite
Home in Middlebury
| Hot Tub | Amish Farm Country | Pergola | Deck |
4.96 out of 5 average rating, 275 reviews, 3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Home in Middlebury
Joy House on Main Luxe - Downtown Middlebury
4.98 out of 5 average rating, 88 reviews, 4 bedrooms, 5 beds, 3 bathrooms
21–26 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
8–13 Aug
Top guest favourite
Tiny home in Middlebury
Modern Amish Country Tiny Home w/ Outdoor Shower
5.0 out of 5 average rating, 47 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, 95 reviews, 4 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Superhost
Home in Middlebury
Middlebury Getaway with In Ground Pool/Hot Tub
New place to stay, 5 bedrooms, 8 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Guest suite in Middlebury
Mullet's Speed Shop
5.0 out of 5 average rating, 150 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Superhost
Home in Middlebury
Estate | Pool | Theater | Sleeps 23 | Game Room |
New place to stay, 6 bedrooms, 13 beds, 6 bathrooms
30 Jul – 4 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
Secret Haven ~Jacuzzi~Wildlife~Private Trails~
4.97 out of 5 average rating, 66 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Aug
Superhost
Room in Middlebury
Ridge Run Inn - Room 3
2 beds, 1.5 bathrooms
15–20 Aug
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
8–13 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
4.95 out of 5 average rating, 44 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Home in Middlebury
Lake House | Shallow Sandy | Kayaks | Family Fun
5.0 out of 5 average rating, 46 reviews, 3 bedrooms, 5 beds, 2 bathrooms
15–20 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
1–6 Aug
Top guest favourite
Home in Shipshewana
Irish Black Bear Cottage
4.91 out of 5 average rating, 35 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug