
Holiday houses in Lee
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Top-rated holiday rentals in Lee
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Lee
Top Guest favourite

Home in Lee
4.97 out of 5 average rating, 35 reviewsCharming 19th Century Farmhouse
NatalieRating, 5 stars5 months ago
We had the most amazing weekend at Katherine’s place! Truly one of my favorite air b+bs I’ve ever stayed at in terms of location (right off the main drag), amenities (the wood stove!), and an incredibly responsive and helpful host. Hoping to come back some time!
Top Guest favourite

Guesthouse in Pittsfield
4.96 out of 5 average rating, 78 reviewsThe Nest at Birdland
MichelleRating, 5 stars5 days ago
The Nest was a great spot for us to rest and recoup before our NEYC day! Mary was easy to work with, communicated well, and provided a great space with so many thoughtful extras!

Cabin in Monterey
4.87 out of 5 average rating, 235 reviewsSecluded cabin with babbling brook
CoriRating, 5 stars3 weeks ago
Truly a magical spot. We’ve stayed at many unique Airbnbs, and this one is up there as a favorite. It’s so peaceful and beautiful; the walk down makes it feel like you are truly remote and alone. The screened porch is perfect for listing to the stream at all points of the day. The cabin itself is furnished in a quirky and cozy way, and the beds are very comfortable. The full kitchen had everything needed. The host was super friendly and responsive. We would absolutely would recommend to others!

Apartment in Lee
4.77 out of 5 average rating, 119 reviewsCozy Berkshire Cottage Style Apartment
JesseRating, 5 stars7 months ago
Loved Bettina's place! It was cozy and comfortable and very well located for a fun weekend all around the Berkshires. The place was generally well appointed and took care of all my needs. Definitely recommended!
Superhost

Home in Lee
5 out of 5 average rating, 7 reviewsCabin With a Beautiful Lake View
HumiraRating, 5 stars5 months ago
We stayed at Caroline and Nathaniel’s beautiful home over the winter and celebrated NYE’s. Their house is beautiful and perched on top of the hills overlooking a lake. The view is absolutely stunning in the mornings. The house was well maintained and clean. The hosts were very active in communicating with us where we needed anything or if we needed to be aware of any situations regarding the house. I would definitely stay here again.

Apartment in Lee
4.66 out of 5 average rating, 119 reviewsUpstairs on Main
DanielRating, 5 stars2 weeks ago
Jeff was very hospitable the place was clean and homey and we loved the small town feel of Lee
Top Guest favourite

Home in Lee
5 out of 5 average rating, 8 reviewsMeadowbrook Cottage
JoshRating, 5 stars1 month ago
Had a wonderful experience staying at Brian and Deb’s house - a perfect weekend getaway. The house itself was great to stay in - it’s well-maintained, cozy, and orderly. The location was great too - near towns and hikes, but tucked away on a very peaceful property. Would definitely recommend!
Top Guest favourite

Apartment in Stockbridge
4.98 out of 5 average rating, 49 reviewsStockbridge private apartment
CatherineRating, 5 stars2 weeks ago
This was a great weekend getaway for two of us. The apartment is pristine and private. It was a great base camp for outings in the Berkshires. Stockbridge is just one mile away up the road and has tons of cute shops and restaurants.
Quick stats about holiday rentals in Lee
Total rentals
280 properties
Nightly prices starting at
$17 NZD before taxes and fees
Total number of reviews
9.9K reviews
Family-friendly rentals
170 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
80 properties have a pool
Destinations to explore
- Hudson Valley Holiday rentals
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- Six Flags New England
- John Boyd Thacher State Park
- Jiminy Peak Mountain Resort
- Albany Center Gallery
- Bushnell Park
- Bash Bish Falls State Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Zoom Flume
- Kent Falls State Park
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Norman Rockwell Museum
- Mohawk Mountain Ski Area
- Hartford Golf Club
- Bright Nights at Forest Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Opus 40
- Naumkeag
- Brignole Vineyards
- Bull's Bridge Golf Club