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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Middlebury cottages

Cottage (3 Bedrooms) | Front of property
Dainty New Preston Cottage w/ Dock & Lake Views!

Cottage in New Preston

Dainty New Preston Cottage w/ Dock & Lake Views!
3.0 star property
Dainty New Preston Cottage w/ Dock & Lake Views!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middlebury Hotel Reviews

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

10/10 Excellent
"Beautifully appointed, great staff, comfortable beds and hearty breakfast!! We’d have no problem recommending this hotel to family and friends. 😁"
Dede 1-night trip
Posted 21 hours ago
Home2 Suites by Hilton East Haven New Haven

Frequently asked questions

How much do cottages in Middlebury cost?
Prices for cottages in Middlebury range between and per night. Whatever your budget, you'll find a perfect place to reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Middlebury with Expedia?
Expedia has some superb cottages in Middlebury, so start packing for an unforgettable stay on nature's doorstep. If you're sticking to a budget, choose how much you'd like to spend and the star rating of your property. Or, make the most of our filters to search for cottages with free WiFi or a pool. We'll help you find the perfect fit whatever your plans or bank balance.
How can I find cheap cottages in Middlebury?
Expedia can help you easily track down cheap cottages in Middlebury. To lock in your special stay in just a few keystrokes, simply use our handy filter tool to tailor your search results by star rating, amenities and budget.