A lakeside scene with a wooden dock, a blue canoe, and a rocky shoreline.

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Middlebury cottages

A two-story wooden house with a covered porch and a large window with a decorative wheel.

1. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (91 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
$195 nightly
The price is $218
Sep 17 - Sep 18
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
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

Middlebury Inn

Middlebury Inn

10/10 Excellent
"Everything was immaculant.The staff was extremely accommodating, kind and friendly as usual. The French Toast was absolutely delicious and sitting on the veranda was splendid. Thank you for another wonderful stay!"
sean 1-night trip
Posted 10 hours ago
Middlebury Inn

Find out more about Middlebury

Middlebury Cottages information

Number of reviews
6,090
Accommodation
79 Cottages
Lowest Price
$85
Highest Price
$364

Frequently asked questions

Why book your cottage in Middlebury with Expedia?
Expedia has some superb cottages in Middlebury, so start packing your bags for a memorable vacation close to nature. If you have a certain budget, click on how much you want to spend and the star rating of your property. Or take advantage of our filters to search for cottages with free WiFi or a kitchen. We'll help you find the right place whatever your plans or bank balance.
How can I find cheap cottages in Middlebury?
The simplest way to uncover cheap cottages in Middlebury is with Expedia's filter tool. Refine your search results by star rating, budget and amenities to secure awesome rates in a couple of clicks.
What is there to do in Middlebury near my cottage?
Middlebury has enough experiences and activities to keep you occupied for weeks, beginning with National Museum of the Morgan Horse. UVM Morgan Horse Farm, Halpin Covered Bridge and Pulp Mill Covered Bridge are other fantastic attractions. If you're lingering longer, Otter Creek Brewing and Henry Sheldon Museum of Vermont History are great additions to your itinerary.

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