
Vacation rentals in Middlebury
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Top-rated vacation rentals in Middlebury
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Popular amenities for Middlebury vacation rentals
Other great vacation rentals in Middlebury
Top guest favorite

Home in Middlebury
4.95 out of 5 average rating, 22 reviewsThe Middlebury Cottage
Superhost

Home in Middlebury
Midd Manor
Top guest favorite

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

Apartment in Vergennes
4.96 out of 5 average rating, 26 reviewsLittle City Brick Apartment B
Guest favorite

Home in Weybridge
5 out of 5 average rating, 14 reviewsUpdated farmhouse minutes from Middlebury
Top guest favorite

Apartment in Middlebury
4.99 out of 5 average rating, 157 reviewsBluebird Studio- Light filled and airy
Top guest favorite

Apartment in Bristol
4.95 out of 5 average rating, 94 reviewsEast Wing 2nd Floor Apartment
Top guest favorite

Cabin in Ripton
5 out of 5 average rating, 64 reviewsVermont Alpine Cabin
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
- Cochran's Ski Area
- Pico Mountain Ski Resort
- Lucky Bugger Vineyard & Winery
- Fox Run Golf Club
- Autumn Mountain Winery
- Montshire Museum of Science
- Northeast Slopes Ski Tow
- Burlington Country Club
- Ethan Allen Homestead Museum
- Killington Adventure Center
- Adirondack Extreme Adventure Course
- Country Club of Vermont
- Leahy Center for Lake Champlain
- Vermont National Country Club
- Lincoln Peak Vineyard
- The Quechee Club