A town hall with a central dome and columns, surrounded by trees and people.

Search Cottages in Lenox

  • 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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Lenox cottages

A cabin with a wooden deck, a covered porch, and a gravel driveway.

1. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is SAR 840
SAR 2,079 total
includes taxes & fees
22 Oct - 23 Oct
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A deck with outdoor furniture, including a sofa and a glass table, overlooking a body of water.

2. Cozy Cottage-Sunset On The Lake

Cozy Cottage-Sunset On The Lake
Otis
9.8 out of 10, Exceptional, (55 reviews)
"Quiet and peaceful"
United States
Michael S.
The price is SAR 919
SAR 2,154 total
includes taxes & fees
23 Oct - 24 Oct
Cozy Cottage-Sunset On The Lake
A two-story house with a balcony, a chimney, and a window with a view.

3. Berkshires farm, 30+ guests, 50 acres

Berkshires farm, 30+ guests, 50 acres
New Lebanon
10.0 out of 10, Exceptional, (1 review)
The price is SAR 3,141
SAR 6,992 total
includes taxes & fees
18 Nov - 19 Nov
Berkshires farm, 30+ guests, 50 acres
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 Lenox Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Hot tub did not work"
Tatyana 2-night trip
Posted 2 hours ago
Berkshire Mountain Lodge

Frequently asked questions

Why book your cottage in Lenox with Expedia?
We think that a vacay should be hassle-free, so if you're after cottages in Lenox at an affordable price, Expedia has your back. Save cash and stay in a thrifty option far from the downtown buzz, or splurge on an upmarket cottage to really spoil your favorite people.
How can I find cheap cottages in Lenox?
Expedia is here to help you track down cheap cottages in Lenox. To book a terrific stay in a few clicks, use the filter tool to refine your search results by budget, amenities and star rating.