Lee Cottage: Find The Top Holiday Cottages in Lee

A street lined with historic buildings, including a Morgan House restaurant.

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Our top choices for Lee cottages

A deck with outdoor furniture, including a sofa and a glass table, overlooking a body of water.

1. Cozy Cottage-Sunset On The Lake

Otis

Rose Angela M.

includes taxes & fees

23 Oct - 24 Oct

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

2. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Stephentown

includes taxes & fees

5 Oct - 6 Oct

A two-story house with a balcony, a chimney, and a window with a view.

3. Berkshires farm, 30+ guests, 50 acres

New Lebanon

includes taxes & fees

2 Nov - 3 Nov

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Top Lee Hotel Reviews

Quality Inn Lee - Lenox South

10/10 Excellent

"Room was clean, bed was comfortable, breakfast was good, centrally located for our days events!"

Berkshire Lake Lodge

10/10 Excellent

"It was the sweetest Place ever. It was compact yet cute and efficient. Great shower and plenty of hot water. It was easy to check in and clean. There were all the amenities that we needed. The owner was very nice and even started a fire in the cute fire pit. We enjoyed the scenery and the pretty lake setting. Than-you for a pleasant experience in Mass. I"

Lake View Berkshire Retreat – Private Setting Near Lenox

10/10 Excellent

"Kari was so flexible and had open lines of communication the entire time we were there. There was an unforeseen circumstance that arose and Kari made sure we were kept in the loop, offered multiple solutions, and was just great! The house itself is beautiful and I can only imagine what it’s like during the summertime, if we’re ever back in the Berkshire’s we’d love to stay with Kari and everyone again"

Gateway to the Berkshires - Renovated downtown apartment

10/10 Excellent

"This is an excellent space! It’s well laid out and functional, with everything you need in an apartment. It’s right on Lee’s main drag so we could walk to everything, including coffee, restaurants, and thrifting and antiquing."

Econo Lodge Lee - Great Barrington

8/10 Good

"Clean, simple and quiet with a very small room. It's a nice place to stay for the night when just needing a rest from driving. I did not try the basic continental breakfast. The bathroom could use a bit of updates/maintenance and the beds were very soft (too soft for us). Staff were kind and the location was good."

Sunset Inn

8/10 Good

"We were in town for a show at Tanglewood in Lenox. Concert had been rescheduled with little notice; so it put us in a tight spot with no time to add time to being in the Berkshires. I just looked for an inexpensive overnight to just sleep before heading back home the following morning. I wasn't expecting much. We were pleasantly surprised. Our little room was clean and felt safe. We could open the windows! The bed and pillows were very comfortable. We slept great. The location was perfect; walked into town for a really good meal before heading to the show. The following morning breakfast restaurant just doors away was incredible! This hotel is out of the 60's in its character and charm. The one man operation is very efficient in responding to the check-in buzzer and to answering the phone for a quick question. We didn't use the shower or the TV; so I can't say anything about that."

Berkshire Lake at the Pillow, and EV!

10/10 Excellent

"The house was really nice, the rooms were spacious the beds were comfortable, the kitchen was well stocked and open concept with the dining room and living room. There is a large game room in the basement that is probably put to good use by others but we just were out on trails and around the different towns all day. The lake is tight across the highway( not great) but it was lovely and there are kayaks you can use and a canoe. The host seem very nice and accommodating."

Find out more about Lee

Lee Cottages information

Number of reviews	54
Accommodation	33 Cottages
Lowest Price	AU$783
Highest Price	AU$2,680

Frequently asked questions

How much do cottages in Lee cost?

Cottages in Lee range between AU$783 and AU$2,680 per night. These retreats offer a chance to touch base with nature — at a price you can afford. This price was 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.

What is there to do in Lee near my cottage?

There are lots of terrific things to put on your itinerary in Lee. You won't want to miss attractions like Ski Butternut, Norman Rockwell Museum and Bousquet Ski Area. Shakespeare and Company, October Mountain State Forest and Berkshire Theatre Festival are other must-do's.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Lee cottages

1. Cozy Cottage-Sunset On The Lake

2. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

3. Berkshires farm, 30+ guests, 50 acres

Find holiday rentals that suit your style

Top Lee Hotel Reviews

Quality Inn Lee - Lenox South

stylish Berkshires Retreat

Modern And Spacious Berkshires Retreat 5 bdrm 3 bath

Berkshire Lake Lodge

Lake View Berkshire Retreat – Private Setting Near Lenox

Gateway to the Berkshires - Renovated downtown apartment

Econo Lodge Lee - Great Barrington

Sunset Inn

Berkshire Lake at the Pillow, and EV!

Find out more about Lee

Lee Cottages information

Frequently asked questions

Explore a world of travel with Expedia

Search Lee Cottage Accommodations

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Lee cottages

1. Cozy Cottage-Sunset On The Lake

2. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

3. Berkshires farm, 30+ guests, 50 acres

Find holiday rentals that suit your style

Top Lee Hotel Reviews

Quality Inn Lee - Lenox South

Find out more about Lee

Lee Cottages information

Frequently asked questions

Explore a world of travel with Expedia