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Lee vacation rentals

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Top-rated vacation rentals in Lee

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

Treehouse in Lee
Gingerbread House Tower in the Berkshire Hills
Escape to this newly renovated, off-beat retreat for a magical stay. Part of Tyringham’s Gingerbread House located on the Santarella Estate in the Berkshires, Western Mass. This one-of-a-kind loft with tower bedchamber offers guests a fairytale experience. The open concept living space filled with plants brings the outdoors inside and offers ample room to relax. If looking for activity, guests can spend the day on the grounds, walking nearby trails, or exploring the many nearby Berkshire towns.
$245 per night
Private room in Lee
Warm & Welcoming Room w/ Private Bath
Lovely private room w/bath in a beautiful, cozy sun-filled home. Lots of open space w/bountiful plants, large windows, hardwood floors, fireplace. Yard with gardens and fire pit. On an acre of private forest. Walk or drive to downtown Lee's cafes, shops, restaurants & Lee Premium Outlets. 10 min drive to Tanglewood. Close to cultural attractions: Jacobs Pillow, Shakespeare & Co, Norman Rockwell, MASS MoCA & more. Great hiking. Wonderful getaway for individuals, couples & good friends!
$99 per night
Tiny home in Lee
Enchanted Tiny Tower nestled in the Berkshires
Whimsical and romantic tower on the Santarella Estate in the heart of the Berkshires. Live out your own fairytale in this two-story unique, tiny home. First floor offers 3 rooms in one with kitchenette, sitting area, and dining room looking out on to the babbling brook. Upper bedchamber with canopied bed provides amazing views of sky and trees through massive, mill windows. Perfect destination for a relaxing getaway or special stay while exploring all the Berkshires has to offer.
$207 per night

Stay near Lee's top sights

Photo of Lee Premium Outlets
Lee Premium Outlets155 locals recommend
Photo of 51 Park Restaurant & Tavern
51 Park Restaurant & Tavern23 locals recommend
Photo of October Mountain State Forest
October Mountain State Forest33 locals recommend
Photo of Big Y World Class Market
Big Y World Class Market100 locals recommend
Photo of Ventfort Hall Mansion and Gilded Age Museum
Ventfort Hall Mansion and Gilded Age Museum19 locals recommend
Photo of Brava
Brava50 locals recommend

Other great vacation rentals in Lee

Guesthouse in Lenox
The Granary at House on Golden Hill
$116 per night
Rental unit in Lee
Studio 208 at Garfield Annex on Main St
$125 per night
Home in Lee
Cozy Berkshires Cottage
$121 per night
Private room in Lee
Garfield Guest House
$75 per night
Private room in Lee
Beautiful Downtown Lee setting
$70 per night
Cottage in Great Barrington
Cozy Country Cottage w Fireplace near Ski Mtns!
$158 per night
Guesthouse in Stockbridge
Modern studio with views of the treetops
$154 per night
Rental unit in Lee
Lovely Berkshire apartment with beautiful views
$197 per night
Cottage in Great Barrington
Artist Cottage at the foot of Monument Mountain
$179 per night
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
$266 per night
Home in Lee
The Blue Jay Cottage
$160 per night
Home in Stockbridge
Bright Stockbridge country home, near everything!
$174 per night
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  2. United States
  3. Massachusetts
  4. Berkshire County
  5. Lee