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

Search Middlebury Cottage Rentals from CA $320

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Middlebury cottages

Exterior

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, (80 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is CA $209
CA $320 total
includes taxes & fees
Jul 26 - Jul 27
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlebury Hotel Reviews

Courtyard Middlebury

Courtyard Middlebury

8/10 Good
"Room was clean but all rooms need a refresh. We stay at this location a few times a year. Lobby is laid out so well. Great location."
Stella 1-night trip
Posted 22 hours ago
Courtyard Middlebury

Find out more about Middlebury

Middlebury Cottages information

Number of reviews
80
Accommodation
79 Cottages
Lowest Price
CA $320
Highest Price
CA $320

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.

Explore a world of travel with Expedia