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Featured Cottages in Lee

Spacious Historic Home in the Berkshires!

3.0 star property
Spacious Historic Home in the Berkshires!

Stockbridge Home: Walk to Town Beach!

3.0 star property
Stockbridge Home: Walk to Town Beach!

Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!

3.0 star property
Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

3.0 star property
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

Lakeside Berkshires Home Near Hiking & Skiing!

3.0 star property
Lakeside Berkshires Home Near Hiking & Skiing!

Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!

3.0 star property
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!

Cozy Stockbridge Cabin - Walk to Beach & Lake!

3.0 star property
Cozy Stockbridge Cabin - Walk to Beach & Lake!

Elegant Pittsfield Home Near Downtown & Skiing!

3.0 star property
Elegant Pittsfield Home Near Downtown & Skiing!

Private Guest House in Dtwn Lenox, Walk to Dining!

3.0 star property
Private Guest House in Dtwn Lenox, Walk to Dining!

Rockspring by Avantstay Huge Berkshires Estate

3.0 star property
Rockspring by Avantstay Huge Berkshires Estate

Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak!

3.0 star property
Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak!

Tranquil 3 BR Stockbridge House w/ Private Deck!

3.0 star property
Tranquil 3 BR Stockbridge House w/ Private Deck!

A-frame Cabin in Becket: Deck + Private Acreage!

3.0 star property
A-frame Cabin in Becket: Deck + Private Acreage!

Cozy Becket Cottage Escape w/ Lake Access!

3.0 star property
Cozy Becket Cottage Escape w/ Lake Access!

Stockbridge Retreat w/ Pool & Hot Tub!

3.0 star property
Stockbridge Retreat w/ Pool & Hot Tub!
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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Other property types in Lee

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1746)
"Property was beautiful, great staff "
The price is S$263
includes taxes & fees
26 Nov - 27 Nov
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is S$220
includes taxes & fees
26 Nov - 27 Nov
Jiminy Peak Mountain Resort

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (89)
"Fantastic place to stay! So homey, comfortable, and peaceful. Steven was a fabulous host, and his property is wonderful - in a beautiful garden. The room is large and beyond well equipped. No reason to pay more to stay downtown Hudson. We’re on a month-long New England road trip, and this has been our favorite stay! "
The price is S$168
includes taxes & fees
26 Nov - 27 Nov
Micosta Leisure Inn
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

How much do cottages in Lee cost?
Cottages in Lee range between and per night. These stays offer a chance to reconnect with nature — at a price you can afford. 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 Lee with Expedia?
Expedia has some great cottages in Lee, so get set for a memorable holiday close to nature. If you’re sticking to a budget, click on how much you want to spend and the star rating of your property. Or, try out our filters to search for cottages with a kitchen or a pool. We’ll help you find a suitable place whatever your trip looks like.
How can I find cheap cottages in Lee?
Expedia can help you locate cheap cottages in Lee. To reserve your perfect stay in a few clicks, simply use our handy filter tool to tailor your search results by budget, star rating and amenities.
What is there to do in Lee near my cottage?
You’ll find loads of fabulous things to put on your itinerary in Lee. You won’t want to miss big attractions like Ashintully Gardens, Tyringham Cobble and Berkshire Scenic Railway Museum. Wood’s Pond, Greenock Country Club and McLennan Reservation are also visitor favourites.