Holiday Homes in Lee

Most accommodation are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Featured Holiday Homes in Lee

Terrace/patio
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, (64)
"This is the 2nd time we've stayed here and loved it again. This has become our go to place to stay for our Berkshires adventures. Clean, comfortable, beautiful, private (the garden center was not open while we were there in Feb.), and great location!"
Hearts Desire is a furnished whole house in a small, colorful garden center.
Fridge, microwave, oven, stovetop
Stockbridge Home, Come Experience The Berkshires!
10.0 out of 10, Exceptional, (11)
"We have a lovely stay, house is super clean and has all you need to relax and enjoy the space. I loved the fact we could take our small dog with us to make it a lovely family’s vacation. The house is central to everything and all towns in the Berkshires which we appreciated so much. We will return and would recommend to other highly also."
Stockbridge Home, Come Experience The Berkshires!
Exterior
Quintessential 6-BR Berkshires Lodge
10.0 out of 10, Exceptional, (4)
"We had a great time. Place is amazing. Highly recommend. We had four different families and we never felt cramped. Lovely open main room allowed us to stay connected. Bedrooms were nice and spacious, good bed options. Nice decor."
Quintessential 6-BR Berkshires Lodge
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Exterior
Enjoy comfortable elegance in this secluded grand home located in town
10.0 out of 10, Exceptional, (57)
"Charming and spacious historic home in the Berkshires"
Enjoy comfortable elegance in this secluded grand home located in town
Fridge, microwave, oven, stovetop
Garfield Townhouse in the Berkshires on Main St
10.0 out of 10, Exceptional, (5)
"Excellent stay - townhouse was very clean and smartly outfitted to anticipate the needs of guests. Sweet extras (granola bars, bottled water, toiletries) that we didn’t expect. An easy walk into town for meals. Appreciated the ease of check in/out. Thanks!"
Garfield Townhouse in the Berkshires on Main St
Property grounds
Lakeview Retreat - mins. to downtown Lenox, Stockbridge, Lee
10.0 out of 10, Exceptional, (16)
"The property was clean, well taken care of, and really lovely. It was also in an incredibly picturesque setting and the hosts were an absolute delight to work with. I can't say enough good things about the property! Book it today!"
Lakeview Retreat - mins. to downtown Lenox, Stockbridge, Lee
Property grounds
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
10.0 out of 10, Exceptional, (15)
"Arrival was well above expectations! Close to town, but nicely secluded. It felt welcoming as soon as we walked in. We would definitely stay here again."
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
3 bedrooms, desk, iron/ironing board, travel cot
Mason's Lodge · Luxury Home - 3 Fireplaces Mins to Ski & Town
10.0 out of 10, Exceptional, (3)
"We had a wonderful time celebrating Birthdays with friends at this newly renovated, warm and welcoming home. Close to downtown Great Barrington, restaurants and shopping. The house was immaculate and well decorated. I highly recommend this beautiful home."
Mason's Lodge · Luxury Home - 3 Fireplaces Mins to Ski & Town
In-room dining
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!
10.0 out of 10, Exceptional, (32)
"Family holiday w/adult daughters. Beautiful home and property. Great layout accommodating multiple people. Bedroom/bath on three levels. Owners very helpful and responsive."
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!
Fridge, microwave, oven, stovetop
2 Bedroom newly renovated townehouse, beautifully decorated at Garfield House
10.0 out of 10, Exceptional, (22)
"R"
2 Bedroom newly renovated townehouse, beautifully decorated at Garfield House
Fridge, microwave, oven, stovetop
Berkshire Manor for Lasting Memories
10.0 out of 10, Exceptional, (1)
"Escape to the serene New England Berkshires with a stay at Lee Manor, located just a short drive from the highway and within walking distance of the charming town of Lee. Surrounded by endless activities and with ample outdoor space and convenient on-site parking, this beautiful home is the perfect retreat. Mary and Leah, the hosts of Lee Manor, are exceptional. Their communication is flawless, with helpful messages filled with local information and recommendations before your arrival. Whenever...
Berkshire Manor for Lasting Memories
Fridge, microwave, oven, stovetop
Family-Centric Berkshire Getaway by Evergreen Home
10.0 out of 10, Exceptional, (3)
"We loved our stay, and our extended family was well accommodated! More than enough bedrooms and bathrooms for all, and the lower level recreation rooms were a plus. The kitchen was spacious too and well appointed with all cooking and serving amenities provided. It was a cheerful and upbeat space, and beds were comfortable. We look forward to returning!"
Family-Centric Berkshire Getaway by Evergreen Home
Pool
Wellspring by AvantStay | Indoor Pool + Views
10.0 out of 10, Exceptional, (2)
"We had the whole family come together to stay for the weekend and celebrated two birthdays while relaxing at the peaceful property. The pool was the main focus of our stay!!"
Wellspring by AvantStay | Indoor Pool + Views
Exterior
Tranquil 3-BR Waterfront Retreat
10.0 out of 10, Exceptional, (7)
"The house is immaculate! One of the cleanest properties we've stayed in. The house was the perfect size for my family of 4 (2 adults, 2 teens) with room for more. The beds are comfortable, and there were plenty of linens and towels. The linens and towels are high quality, very soft. The kids had fun fishing in the pond and made good use of the kayak (they caught some bass, pickerel and sun fish). The neighborhood is nice and quiet, dirt roads, no traffic...great for taking walks. We used the...
Tranquil 3-BR Waterfront Retreat
Fridge, microwave, oven, stovetop
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (203)
"Very clean, tastefully decorated place perfect for our weekend getaway for two. Enjoyed the reading nooks and kitchen amenities, comfortable bed and peacefulness of this carriage house!"
Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop
Classic Stockbridge Cottage
9.8 out of 10, Exceptional, (6)
"Good but steep driveway and steps"
Classic Stockbridge Cottage
Fridge, microwave, oven, stovetop
Great Barrington Get Away
9.6 out of 10, Exceptional, (16)
"The house was exactly as advertised, comfortable, and with great location. We enjoyed a great weekend of skiing at both Catamount and Butternut, and the kids enjoyed their first ski lessons. We even got a few inches of snow to go with it. Howard was an excellent host, very easy to communicate and always reachable. We will be back for sure!"
The price is AU$767
per night
19 May - 20 May
Great Barrington Get Away
Private kitchen
Amore Estate - sleeps 12 in beds
9.6 out of 10, Exceptional, (8)
"Great space for a group of friends! House has a lot of character. Beautiful property and great location! Easy access to downtown Lenox and surrounding area. We really enjoyed our stay!"
Amore Estate - sleeps 12 in beds
Fridge, microwave, oven, stovetop
Fox Hollow Luxury Ranch Laurel Lake
9.4 out of 10, Exceptional, (12)
"Generous facility, nicely located, accommodating host."
Fox Hollow Luxury Ranch Laurel Lake
Fridge, microwave, oven, stovetop
Dancing Horse Lodge
9.4 out of 10, Exceptional, (29)
"My daughters and I really enjoyed our stay at Dancing Horse Lodge and would love to stay again! It's a great location - close to great stores and restaurants, so even though it rained for most of our stay there was plenty to still do. And then our time on property was relaxing and had everything we needed! Definitely enjoyed the gas fireplace, and our accommodations were very comfortable! Hoping to book another trip here late summer/early Fall."
Dancing Horse Lodge
Don't see what you're looking for?
See all available properties in Lee
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.

Other property types in Lee

7 bedrooms, iron/ironing board, cots/infant beds, travel cot
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (29)
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Interior
Peace and quiet on the lake
9.6 out of 10, Exceptional, (183)
"We rented the house to celebrate mom’s 70th birthday. We wanted a quiet, simple place where we could spend time together, visit, and spend time outdoors. That’s exactly what we got. We all fished and kayaked and enjoyed the peaceful scenery. Thank you."
Peace and quiet on the lake
Property entrance
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, (857)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is AU$244
per night
17 May - 18 May
Jiminy Peak Mountain Resort
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.

Lee Holiday Homes information

Number of reviews
Accommodation
 Holiday Homes
Lowest Price
Highest Price

Recent Reviews in Lee
Expedia verified reviews

The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

5/5 Excellent
"Lovely property and very polite and accommodating staff. The room was very clean and comfortable. My only respectful suggestion is that a microwave be included in the rooms."
A verified traveller stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection
Posted 1 day ago
The Black Swan Lee - Lenox, Ascend Hotel Collection