
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
Top guest favorite

Home in Middlebury
4.96 out of 5 average rating, 25 reviewsThe Middlebury Cottage
Superhost

Home in Middlebury
4.67 out of 5 average rating, 3 reviewsMidd Manor
Top guest favorite

Apartment in Vergennes
4.94 out of 5 average rating, 32 reviewsLittle City Brick Apartment A
Top guest favorite

Guesthouse in Leicester
5 out of 5 average rating, 16 reviewsPeace of the Farm Guest House
Top guest favorite

Home in East Middlebury
5 out of 5 average rating, 37 reviewsRenovated East Middlebury House
Top guest favorite

Guest suite in Middlebury
5 out of 5 average rating, 27 reviewsCozy, quiet 1-bedroom apartment with fabulous view
Guest favorite

Apartment in Lincoln
4.94 out of 5 average rating, 70 reviewsPrivate Apartment with Mountain Views
Top guest favorite

Home in Weybridge
5 out of 5 average rating, 16 reviewsUpdated farmhouse minutes from Middlebury
Quick stats about vacation rentals in Middlebury
Total rentals
70 properties
Nightly prices starting at
R1,214 ZAR before taxes and fees
Total number of reviews
5K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Okemo Mountain Resort
- Sugarbush Resort
- Smugglers' Notch Resort
- Spruce Peak
- Gore Mountain
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Cochran's Ski Area
- Autumn Mountain Winery
- Lucky Bugger Vineyard & Winery
- Fox Run Golf Club
- Montshire Museum of Science
- Northeast Slopes Ski Tow
- Burlington Country Club
- Ethan Allen Homestead Museum
- Adirondack Extreme Adventure Course
- Killington Adventure Center
- Leahy Center for Lake Champlain
- Country Club of Vermont
- Vermont National Country Club
- Lincoln Peak Vineyard
- Whaleback Vineyard