
Holiday rentals in Middlebury
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Top-rated holiday rentals in Middlebury
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlebury holiday rentals
Other great holiday rentals in Middlebury
Top guest favourite

Flat in Bristol
4.97 out of 5 average rating, 73 reviews2-Bedroom , 1 1/2 Bath Apartment with Mt Views.
Top guest favourite

Flat in Vergennes
4.91 out of 5 average rating, 22 reviewsLittle City Brick Apartment A
Top guest favourite

Flat in Middlebury
5 out of 5 average rating, 18 reviewsUpdated Apartment Downtown

Home in Middlebury
4.93 out of 5 average rating, 14 reviewsButtolph Acres Hideway
Top guest favourite

Flat in Middlebury
5 out of 5 average rating, 8 reviewsModern Apartment 2 in Middlebury
Top guest favourite

Flat in Bristol
5 out of 5 average rating, 11 reviewsScandinavian inspired studio

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

Private room in Castleton
5 out of 5 average rating, 200 reviewsRoom in rural home with lovely mountain views
Quick stats about holiday rentals in Middlebury
Total rentals
70 properties
Nightly prices starting at
£52 before taxes and fees
Total number of reviews
4.7K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Sugarbush Resort
- Okemo Mountain Resort
- Smugglers' Notch Resort
- Gore Mountain
- Bolton Valley Resort
- Spruce Peak
- Pico Mountain Ski Resort
- Cochran's Ski Area
- Autumn Mountain Winery
- Fort Ticonderoga
- Whiteface Mountain Ski Resort
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Leahy Center for Lake Champlain
- Vermont National Country Club
- Ethan Allen Homestead Museum
- Fox Run Golf Club
- Lucky Bugger Vineyard & Winery
- Adirondack Extreme Adventure Course
- Killington Adventure Center
- Burlington Country Club
- Lincoln Peak Vineyard
- Montshire Museum of Science