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Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
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Jan 8 - Jan 10

Our top choices for Middlebury cottages

House (3 Bedrooms) | Interior

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
Sep 20 - Sep 21
Total with taxes and fees
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Coffee/tea maker, fridge, oven, stovetop

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
$174 nightly
The price is $198
Sep 28 - Sep 29
Total with taxes and fees
Serene Country Cottage
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

New Haven Hotel

New Haven Hotel

10/10 Excellent
"The hotel is well located to all of downtown New Haven and Yale University. The staff is friendly and helpful. The parking garage across the streets that allow guests to park for $24 a day is connected by an enclosed bridge way that takes you to the second floor of the hotel. We chose a king standard room and the bed was extremely comfortable, with a duvet that was light but warm. I would absolutely stay here again."
Elizabeth 1-night trip
Posted 2 hours ago
New Haven Hotel

Find out more about Middlebury

Middlebury Cottages information

Number of reviews
Accommodation
61 Cottages
Lowest Price
$539
Highest Price
$539

Frequently asked questions

How much do cottages in Middlebury cost?
Prices for cottages in Middlebury range between $539 and $539 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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