53+ Vacation Rentals & Holiday Homes in Middlebury |
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  3. Middlebury - Warren
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Middlebury Accommodations - Hotels & Rentals

About Middlebury Vacation Rentals

Discover More than 53 Incredible Getaway Rentals Available in Middlebury. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Middlebury.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Middlebury, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Middlebury. The Average Size of Places to Stay Near Middlebury is 523.68 ft², with Prices Averaging $391 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Middlebury. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Middlebury

Type Count
Vacation Homes 22
Holiday Apartments 12
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Middlebury

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Middlebury with Online Reservations.

Weather in Middlebury, VT

View the weather forecast for Middlebury before booking your Middlebury Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities MiddleburyGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World MiddleburyGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Middlebury College
Town Hall Theater
Vermont Folklife Center
Halpin Covered Bridge
Danforth Pewter
Pulp Mill Covered Bridge
National Museum of the Morgan Horse
Kevin P. Mahaney '84 Center for the Arts
Holy Cow Inc.
Otter Creek Brewing
UVM Morgan Horse Farm
Henry Sheldon Museum of Vermont History
Porter Medical Center
Porter Hospital
UVM Health Network - Porter Medical Center
Sugarbush Ski Resort
Lake Champlain
Fort Ticonderoga
Green Mountain National Forest
Mad River Glen Cooperative

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Middlebury - Warren 666 Properties
Addison County 178 Properties
Halpin Covered Bridge 55 Properties
Cornwall 48 Properties
Middlebury College 36 Properties
Kevin P. Mahaney '84 Center for the Arts 36 Properties
Vermont Folklife Center 35 Properties
Porter Medical Center 35 Properties
UVM Health Network - Porter Medical Center 35 Properties
Porter Hospital 35 Properties
Holy Cow Inc. 34 Properties
National Museum of the Morgan Horse 34 Properties

Frequently Asked Questions About Middlebury?

What are the top hotels, lake houses & vacation rentals in Middlebury?

We provide an array of great vacation destinations in Middlebury. If you are looking to stay in or around the Middlebury area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Middlebury:

Which hotel, lake house, or vacation rental in Middlebury is best for families?

Searching for a family-friendly getaway in Middlebury? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Middlebury?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 53 in the Middlebury area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Middlebury.


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