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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Middlebury cottages

A two-story brick house with a white garage door, surrounded by a well-maintained lawn and a tree.

1. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
$469 nightly
The price is $539
Oct 6 - Oct 7
Total with taxes and fees
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

2. Serene Country Cottage

Serene Country Cottage
Woodbridge
8.0 out of 10, Very good, (11 reviews)
"We had a great one night stay here! The place is really cute, clean and comfortable. One of the greatest parts about the stay was the host, Trent. He was welcoming and VERY responsive to questions! "
United States
felicia
$191 nightly
The price is $217
Oct 6 - Oct 7
Total with taxes and fees
Serene Country Cottage
A two-story house with a dock extending into a lake, surrounded by trees with autumn foliage.

3. Escape to Bantam Lake- With Fireplace and Hot tub!

Escape to Bantam Lake- With Fireplace and Hot tub!
Morris
10.0 out of 10, Exceptional, (5 reviews)
"This house is a dream. First, the views are incredible. Second, it’s beautifully decorated and very cozy. Lastly, the property location is perfect. I can’t wait to stay again!"
United States
Shannon M.
$500 nightly
The price is $566
Nov 2 - Nov 3
Total with taxes and fees
Escape to Bantam Lake- With Fireplace and Hot tub!
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

Best Western Danbury/Bethel

Best Western Danbury/Bethel

10/10 Excellent
"My stay at the the Best Western in Danbury/ Bethel, Ct was superb. The room was exceptionally clean and very comfortable. Breakfast was included and the variety was great. The staff was fantastic. This was my second time staying there and must say, it won't be my last."
Nicholas P. 4-night trip
Posted 1 hour ago
Best Western Danbury/Bethel

Find out more about Middlebury

Middlebury Cottages information

Number of reviews
16
Accommodation
61 Cottages
Lowest Price
$217
Highest Price
$566

Frequently asked questions

How much do cottages in Middlebury cost?
Prices for cottages in Middlebury range between $217 and $566 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.
What is there to do in Middlebury near my cottage?
After you've unpacked your bags, head out and explore the wonderful things Middlebury has on offer. Quassy Amusement Park is a top attraction to add to your must-do list.

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