Lee Vacation Homes

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

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Our top choices for Lee holiday homes

1. stylish Berkshires Retreat

Lee

Donna K.

HK$3,556 total

includes taxes & fees

3 Aug - 4 Aug

4 bedrooms, travel cot, WiFi, bed sheets

2. Stylish Mid-century Modern Berkshires Cape

Lee

H B.

3. Cozy Riverside Berkshires Retreat

Great Barrington

Colin E.

HK$2,943 total

includes taxes & fees

1 Sept - 2 Sept

4. Spacious Central Berkshires Home for Groups

Lee

Beth S.

HK$5,230 total

includes taxes & fees

1 Sept - 2 Sept

5. Treetop Hideaway in Tyringham

Monterey

"We had coordinated an early check-in, but when we arrived, the house hadn’t been cleaned yet which was a miscommunication. I reached out to Catherine and she promptly responded and got the cleaners RIGHT over. The house was spotless and in wonderful condition for the rest of our stay, and it was dealt with very quickly and wonderfully. Would definitely stay again. The house was great for our girls trip. Also the beds are very comfortable!! "

Samantha G.

HK$5,023 total

includes taxes & fees

2 Sept - 3 Sept

Coffee/tea maker, fridge, microwave, oven

6. Home in Great Barrington

Great Barrington

HEATHER G.

HK$3,206 total

includes taxes & fees

12 Aug - 13 Aug

7. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Sherwood Forest

Sharon K.

HK$3,583 total

includes taxes & fees

25 Aug - 26 Aug

8. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Pittsfield

Liz V.

HK$4,346 total

includes taxes & fees

4 Aug - 5 Aug

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Top Lee Hotel Reviews

Berkshire Lake Lodge

10/10 Excellent

"this property exceeded our expectations. the room was very nice, all recently renovated. clean and new. although we only stayed one night, we loved sitting by the lake and the owner lit a bonfire at night and we sat out for a while. we went into the town of Lee for a wonderful dinner. would definitely recommend if you're are in the area"

Econo Lodge Lee - Great Barrington

8/10 Good

"Great budget option. I thought it would be loud as it’s right by a busy road but it was quite quiet and we slept well. The property was well maintained and neat and tidy. We got service in our room on a 2 night stay which you often don’t get at more expensive hotels these days. Owners / staff were kind and friendly. We will be back!"

Gateway to the Berkshires - Renovated downtown apartment

10/10 Excellent

"This was a great property in the heart of Lee. Spacious, well furnished, nicely outfitted kitchen (although admittedly we didn't use it). Parking in the lot behind was easy and always available during our stay. The host was very responsive. Did have some wifi issues but host provided an alternate network that solved the problem. Close to Jacob's Pillow and Tanglewood which was the primary reason for our visit. Definitely would stay here again."

Spacious 5-bedroom house in charming Lee with WiFi

8/10 Good

"We had a wonderful time at this home for our annual 4th of July James Taylor reunion. The house sleeps a lot of people comfortably and lots of space to congregate inside and out. Kids loved the games available. Location was excellent- easy walk to town, and easy drive to Tanglewood. It was an unusually hot weekend and we often rent houses without AC with no problem- this year it was but our host quickly sent over additional fans to help, which was appreciated. Would stay again!"

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