A log cabin with red shutters and a small porch.

Search Cottages in Middlebury

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

Our top choices for Middlebury cottages

A waterfront view with an American flag, a boat, and a sunset.

1. The Wellington Cottage

The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (9 reviews)
"Easy 10/10 recommendation Perfect place for peace"
United States
Bonala
The price is ₹9,448
₹11,419 total
includes taxes & fees
1 Nov - 2 Nov
The Wellington Cottage
A wooden deck with outdoor furniture, a railing, and a view of trees and a building.

2. Pet-friendly Cassoplis Cabin, Close to Parks!

Pet-friendly Cassoplis Cabin, Close to Parks!
3.0 star property
Cassopolis
The price is ₹18,297
₹27,512 total
includes taxes & fees
7 Oct - 8 Oct
Pet-friendly Cassoplis Cabin, Close to Parks!
A wooden deck with outdoor furniture, a railing, and a view of trees and a building.

3. Cassopolis Cabin, Little Fish Lake On-site!

Cassopolis Cabin, Little Fish Lake On-site!
3.0 star property
Cassopolis
The price is ₹18,299
₹25,641 total
includes taxes & fees
7 Oct - 8 Oct
Cassopolis Cabin, Little Fish Lake On-site!
A wooden deck with outdoor furniture, a railing, and a view of trees and a cloudy sky.

4. Cozy Cassopolis Cabin, Near Parks & Golfing!

Cozy Cassopolis Cabin, Near Parks & Golfing!
3.0 star property
Cassopolis
The price is ₹18,299
₹27,514 total
includes taxes & fees
7 Oct - 8 Oct
Cozy Cassopolis Cabin, Near Parks & Golfing!
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

Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

10/10 Excellent
"Charming and relaxing"
allison 1-night trip
Posted 12 hours ago
Essenhaus Inn & Conference Center

Find out more about Middlebury

Middlebury Cottages information

Number of reviews
9
Accommodation
61 Cottages
Lowest Price
₹11,419
Highest Price
₹27,514

Frequently asked questions

Why book your cottage in Middlebury with Expedia?
We think that a holiday should be stress-free, so if you're in search of cottages in Middlebury at a nice price, Expedia is here to help. Save cash and check in to a low-cost option far away from the city rush, or splurge on a 5-star cottage to really spoil your favourite people.
How can I find cheap cottages in Middlebury?
Expedia is here to help you easily source cheap cottages in Middlebury. To discover your ideal stay in a couple of clicks, use our handy filter tool to refine your search by amenities, star rating and budget.
What is there to do in Middlebury near my cottage?
If you're eager to make the most of your time in Middlebury, make tracks to Deutsch Kase Haus. It's a favourite with locals and tourists alike.