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Search results; 418 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, 434 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, 85 reviews, 4 bedrooms, 5 beds, 3 bathrooms
17–22 Aug
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Home in Middlebury
| Hot Tub | Amish Farm Country | Pergola | Deck |
4.96 out of 5 average rating, 273 reviews, 3 bedrooms, 4 beds, 2 bathrooms
30 Jul – 4 Aug
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Tiny home in Middlebury
Amen Corner - A Modern Retreat in Amish Country
5.0 out of 5 average rating, 45 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Aug
Guest favourite
Home in Middlebury
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
4.92 out of 5 average rating, 229 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Cabin in Middlebury
Ridge Run Inn - Full Cabin
5.0 out of 5 average rating, 41 reviews, 4 bedrooms, 8 beds, 4.5 bathrooms
15–20 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
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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
31 Jul – 5 Aug
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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
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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
10–15 Jul
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Home in Middlebury
Mayberry on 8 In Amish Country Sleeps 12+
4.9 out of 5 average rating, 273 reviews, 4 bedrooms, 6 beds, 3 bathrooms
12–17 Jul
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Home in Middlebury
The Cozy Cottage on Main Street
5.0 out of 5 average rating, 28 reviews, 3 bedrooms, 6 beds, 2 bathrooms
28 Jul – 2 Aug
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Cabin in Middlebury
Secret Haven ~Jacuzzi~Wildlife~Private Trails~
4.97 out of 5 average rating, 65 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Aug
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Home in Goshen
Quiet Amish-Country Home • Coffee Bar • Fire Pit
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Guest favourite
Home in Middlebury
The Red Thread Retreat
4.96 out of 5 average rating, 57 reviews, 2 bedrooms, 5 beds, 2 bathrooms
5–10 Aug
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Bungalow in Middlebury
Bungalow on Brown Street
5.0 out of 5 average rating, 46 reviews, 4 bedrooms, 5 beds, 2 bathrooms
5–10 Aug
Guest favourite
Loft in Middlebury
Haven Suites - “Apt. A” YOUR place of REST.
4.94 out of 5 average rating, 65 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Jul
Top guest favourite
Home in Middlebury
Serenity Farmhouse-1 BR in Indiana Amish Country
5.0 out of 5 average rating, 79 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
29 Sept – 4 Oct