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Search results; 420 homes in Middlebury

Top guest favourite
Cabin in Middlebury
Cabin off 39 - Peaceful, private one bedroom cabin
1 bedroom, 1 bed, 1 private bathroom
7–12 Nov
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4.99 out of 5 average rating, 452 reviews
Top guest favourite
Home in Middlebury
Joy House on Main Luxe - Downtown Middlebury
4 bedrooms, 5 beds, 3 bathrooms
12–17 Oct
4.98 out of 5 average rating, 97 reviews
Guest favourite
Home in Middlebury
Cozy 3 bedroom home in Middlebury
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.95 out of 5 average rating, 22 reviews
Guest favourite
Home in Middlebury
Mayberry on 8 In Amish Country Sleeps 12+
4 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
4.9 out of 5 average rating, 284 reviews
Top guest favourite
Cottage in Middlebury
Stone Lake Cottage Middlebury IN Boat Fish getaway
3 bedrooms, 5 beds, 4 bathrooms
6–11 Dec
4.83 out of 5 average rating, 340 reviews
Guest favourite
Home in Middlebury
Middlebury Getaway with In Ground Pool/Hot Tub
5 bedrooms, 2 bunk beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Middlebury
| Amish Country Getaway | Farm Views | Fire Pit |
3 bedrooms, 5 beds, 1 bathroom
19–24 Sept
4.94 out of 5 average rating, 35 reviews
Guest favourite
Home in Middlebury
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
3 bedrooms, 3 beds, 2 bathrooms
22–27 Oct
4.93 out of 5 average rating, 240 reviews
Top guest favourite
Guest suite in Middlebury
Mullet's Speed Shop
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 175 reviews
Guest favourite
Home in Middlebury
The Cozy Cottage on Main Street
3 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 30 reviews
Superhost
Flat in Middlebury
Berry's Nest
2 bedrooms, 5 beds, 1 bathroom
20–25 Sept
4.78 out of 5 average rating, 119 reviews
Top guest favourite
Home in Middlebury
Peaceful Amish Country Home | Family-Friendly
3 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
4.99 out of 5 average rating, 103 reviews
Top guest favourite
Home in Middlebury
Farm stay in Amish Country - 4 Bedroom 2 Bath
4 bedrooms, 4 beds, 2 bathrooms
15–20 Oct
5.0 out of 5 average rating, 101 reviews
Guest favourite
Home in Middlebury
The Red Thread Retreat
2 bedrooms, 5 beds, 2 bathrooms
25–30 Sept
4.95 out of 5 average rating, 66 reviews
Superhost
Cabin in Middlebury
The Scrapyard (Sleeps 15)~Indoor Slide~Wildlife
5 bedrooms, 9 beds, 2.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Middlebury
8,400 Sq Ft Estate | Pool | Theater | Sleeps 23
6 bedrooms, 13 beds, 6 bathrooms
17–22 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Middlebury
Ridge Run Inn - Full Cabin
4 bedrooms, 8 beds, 4.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Tiny home in Middlebury
Modern Amish Country Tiny Home w/ Outdoor Shower
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 59 reviews
Farm stay in Shipshewana
Authentic Amish Farmhouse near all attractions!
3 bedrooms, 4 beds, 1 bathroom
14–19 Sept
4.65 out of 5 average rating, 72 reviews