
Vacation rentals in Middlebury
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Middlebury
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlebury vacation rentals
Other great vacation rentals in Middlebury
Guest favorite

Cabin in Middlebury
4.93 out of 5 average rating, 42 reviewsRustic Roots Cabin| 3bd/3ba Cozy/Shipshewana/ND
Top guest favorite

Home in Middlebury
5 out of 5 average rating, 62 reviewsLemon Hill Amish Guest House
Top guest favorite

Home in Middlebury
5 out of 5 average rating, 61 reviewsFarm stay in Amish Country - 4 Bedroom 2 Bath
Guest favorite

Home in Middlebury
4.89 out of 5 average rating, 28 reviewsLakin' It Easy
Guest favorite

Farm stay in Shipshewana
4.86 out of 5 average rating, 7 reviewsFamily Farm Stay+Buggy & Pony Rides + Firepit
Top guest favorite

Home in Middlebury
5 out of 5 average rating, 65 reviewsSerenity Farmhouse-1 BR in Indiana Amish Country
Guest favorite

Guesthouse in Middlebury
4.91 out of 5 average rating, 11 reviewsSolar Amish Farm-Secluded Get-Away!
Guest favorite

Home in Middlebury
4.94 out of 5 average rating, 32 reviewsBurning Pine Inn- Farm House in Amish country
Quick stats about vacation rentals in Middlebury
Total rentals
10 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Destinations to explore
- Chicago Vacation rentals
- Indianapolis Vacation rentals
- Downtown Chicago Vacation rentals
- Northeast Ohio Vacation rentals
- Platteville Vacation rentals
- Detroit Vacation rentals
- Columbus Vacation rentals
- Louisville Vacation rentals
- Southern Indiana Vacation rentals
- Cleveland Vacation rentals
- Cincinnati Vacation rentals
- London Vacation rentals
- Warren Dunes State Park
- University of Notre Dame
- Potato Creek State Park
- Battle Creek Country Club
- Point O' Woods Golf & Country Club
- Lost Dunes Golf Club
- Elcona Country Club
- Culver Academies Golf Course
- South Bend Country Club
- Sycamore Hills Golf Club
- Warren Golf Course
- Kennedy Water Park
- Pokagon State Park
- Country Heritage Winery
- 12 Corners Vineyards
- Dablon Winery and Vineyards
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes