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Search results; 411 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
Home in Middlebury
Joy House on Main Luxe - Downtown Middlebury
4 bedrooms, 5 beds, 3 bathrooms
21–26 Aug
4.98 out of 5 average rating, 88 reviews
Top guest favourite
Cabin in Middlebury
Secluded cabin with a fire pit
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
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
Guest favourite
Home in Middlebury
Renovated with a hot tub and fire pit
3 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
4.92 out of 5 average rating, 230 reviews
Guest favourite
Home in Middlebury
Mayberry on 8 In Amish Country Sleeps 12+
4 bedrooms, 6 beds, 3 bathrooms
8–13 Aug
4.91 out of 5 average rating, 274 reviews
Top guest favourite
Cottage in Middlebury
Lakefront cottage with a pier and kayak
3 bedrooms, 5 beds, 4 bathrooms
26–31 Oct
4.83 out of 5 average rating, 334 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
Superhost
Room in Middlebury
Amish Country inn with a jacuzzi tub
2 beds, 1.5 bathrooms
15–20 Aug
Top guest favourite
Home in Middlebury
Downtown cottage near the Pumpkinvine Trail
3 bedrooms, 6 beds, 2 bathrooms
28 Jul – 2 Aug
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Tiny home in Middlebury
2.5 private acres on a former golf course
1 bedroom, 1 queen bed, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Home in Middlebury
Peaceful Amish Country Home | Family-Friendly
3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
4.99 out of 5 average rating, 98 reviews
Top guest favourite
Flat in Middlebury
The Farm Vista
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
4.93 out of 5 average rating, 171 reviews
Guest favourite
Flat in Shipshewana
Basement Apartment *conveniently near Shipshewana*
2 bedrooms, 4 beds, 1 bathroom
8–13 Aug
4.83 out of 5 average rating, 388 reviews
Superhost
Home in Middlebury
Estate | Pool | Theater | Sleeps 23 | Game Room |
6 bedrooms, 13 beds, 6 bathrooms
30 Jul – 4 Aug
New place to stay
Top guest favourite
Home in Shipshewana
Farmhouse on Farver
4 bedrooms, 5 beds, 4 bathrooms
24–29 Jul
4.96 out of 5 average rating, 26 reviews
Farm stay in Shipshewana
Authentic Amish Farmhouse near all attractions!
3 bedrooms, 4 beds, 1 bathroom
20–25 Jul
4.63 out of 5 average rating, 65 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