Holiday rentals in Lee

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Top-rated holiday rentals in Lee

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Home in Lee
Cozy Berkshires Cottage
Stay in a cozy Berkshires 1920's cottage! The bedroom occupies the entire second floor with peaceful views of the surrounding field and yard. The cottage is set back from the main road, easily accessible yet private. - Zoned air conditioning & heating makes every room comfortable year-round. - Close to Tanglewood, Jacob's Pillow, Outlet Mall, Kripalu, Turnpike. - Ideal for couples, solo adventurers, business travelers, and furry friends (pets). (Note: MA requires 11.7% tax added to charges)
5–12 Sep
₹9,452 per night
4.89 out of 5 average rating, 234 reviews
Guest favourite
Home in Lee
1817 Berkshire Farmhouse- Close to Everything.
*Close to ski resorts & tubing! We are nestled at the foot of October Mountain State Forest, yet close to the centers of Lee, Lenox, & Pittsfield. Our charming house was built in 1817- original wood beams, wood floors, and quite a history. Whether you enjoy skiing, exploring local restaurants & downtowns, venturing outdoors or experiencing the local art scene, the Berkshires has something for everyone. Our little farmhouse serves as the perfect "home base" for all of your Berkshire adventures.
6–13 Jun
₹18,654 per night
4.9 out of 5 average rating, 202 reviews
Guest favourite
Chalet in Otis
Mid-Century Glass Octagon in the Berkshires
This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon
13–20 Aug
₹29,148 per night
4.94 out of 5 average rating, 345 reviews

Popular amenities for Lee holiday rentals

Stay near Lee's top sights

Lee Premium Outlets155 locals recommend
51 Park Restaurant & Tavern23 locals recommend
Haven67 locals recommend
The Mount, Edith Wharton's Home167 locals recommend
Salmon Run Fish House23 locals recommend
Starving Artist Creperie and Cafe40 locals recommend

Other great holiday rentals in Lee

Guest favourite
Cottage in Becket
BERKSHIRE COTTAGE NEAR CRYSTAL CLEAR LAKE.
7–14 May
₹13,357 per night
4.94 out of 5 average rating, 236 reviews
Guest favourite
Cottage in Becket
Cozy lakeside cottage
2–9 Dec
₹15,208 per night
4.95 out of 5 average rating, 122 reviews
Guest favourite
Home in Lee
GreenHouse
20–25 Mar
₹11,193 per night
5.0 out of 5 average rating, 31 reviews
Guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
21–28 Apr
₹7,702 per night
4.99 out of 5 average rating, 101 reviews
Guest favourite
Home in Lee
Berkshire's Manor for Lasting Memories
19–26 Apr
₹18,821 per night
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Lee
Midcentury Meets Modern on Goose Pond
19–26 Mar
₹20,531 per night
4.93 out of 5 average rating, 28 reviews
Guest favourite
Home in Lee
Cozy and restful getaway in Lee
4–11 Apr
₹13,084 per night
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Lee
Centrally Located Historical Home
8–15 Aug
₹30,432 per night
4.94 out of 5 average rating, 16 reviews
Guest favourite
Home in Lee
Modern and spacious Berkshires 5bdr retreat.
9–16 Feb
₹36,998 per night
5.0 out of 5 average rating, 100 reviews
Guest favourite
Home in Lee
Stylish Mid-century Modern Berkshires Cape
23–30 May
₹40,270 per night
4.97 out of 5 average rating, 70 reviews
Guest favourite
Guest house in Stockbridge
Modern barn in the heart of the Berkshires
10–17 May
₹13,058 per night
4.92 out of 5 average rating, 83 reviews
Superhost
Home in Lee
4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee
6–13 Dec
₹12,507 per night
4.89 out of 5 average rating, 27 reviews

Quick stats about holiday rentals in Lee

Total rentals

240 properties

Rentals with a pool

60 properties have a pool

Pet-friendly rentals

70 properties allow pets

Family-friendly rentals

140 properties are a good fit for families

Total number of reviews

8.4T reviews

Nightly prices starting at

₹829 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Berkshire County
  5. Lee