South Lee Holiday Rentals, Massachusetts: Private House Rentals

A lush green landscape with a lake and rolling hills under a cloudy sky.

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Go beyond your typical stay in South Lee

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Our top choices for South Lee hotels

A multi-story building with a balcony, a pond with rocks, and a tree.

A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

A living room with a sofa, armchair, coffee table, and a patterned rug.

A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

1. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

Michael

3.023.397 ₫

3.882.326 ₫ total

includes taxes & fees

27 Oct - 28 Oct

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A covered porch with wicker furniture and hanging flower baskets.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

A bar with wooden floors and shelves filled with bottles.

2. The Red Lion Inn

Stockbridge

Mallory

4.070.474 ₫

5.830.500 ₫ total

includes taxes & fees

4 Nov - 5 Nov

A room with a round table and two chairs, a window with a view of trees and a building, and an air conditioning unit.

A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.

A hotel room with a bed, a desk, and two wall-mounted lamps.

A coffee station with a Nescafé dispenser, a coffee machine, and a toaster.

3. Econo Lodge Lee - Great Barrington

Lee

Fernando

1.691.293 ₫

1.889.175 ₫ total

includes taxes & fees

20 Nov - 21 Nov

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

A hotel room with a bed, a desk, a television, a microwave, and a sofa.

4. Quality Inn Lee - Lenox South

Lee

James

2.394.169 ₫

2.674.287 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A lakeside dock with kayaks and a covered boat ramp.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

A lodge with a large building and a dock by a lake, surrounded by forest.

5. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Gustavo

2.811.501 ₫

3.140.447 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A large house with a balcony and a grassy yard.

A two-story building with a gabled roof and a chimney.

A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

A room with a white desk, two floral chairs, a small round table with a plant, a hanging lamp, and two framed artworks on the wall.

6. The Little Lion

Great Barrington

David

2.674.543 ₫

2.987.465 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A stone fountain surrounded by trees in a park setting.

A living room with a fireplace, leather sofas, and a dog.

7. The Inn at Stockbridge

Stockbridge

Kimberly

9.426.280 ₫

11.055.555 ₫ total

includes taxes & fees

12 Nov - 13 Nov

Two Adirondack chairs facing a river with a forested hill in the background.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

8. The Yankee Inn

Lenox

Basil

2.739.146 ₫

3.059.574 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A large, two-story house with a well-maintained lawn and a fence.

A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.

A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.

9. Devonfield Inn B&B

Lee

Sebastien

9.535.329 ₫

10.650.885 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A two-story building with a sign reading "Chambéry Inn".

A hotel room with a TV displaying 'World of Dance', a fireplace, a bed, and a seating area with a remote control.

A cozy room with a fireplace, a sofa, a table with a bottle and glasses, and a patterned pillow.

A hotel room with a large bed, a TV mounted above a fireplace, a desk, and a seating area with chairs.

10. Chambery Inn

Lee

Alexandra

6.976.812 ₫

7.793.129 ₫ total

includes taxes & fees

24 Nov - 25 Nov

A modern hotel lobby with seating areas, tables, and a reception desk.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A breakfast bar with a variety of food options including cereal, fruit, and yogurt.

11. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Cynthia

2.325.690 ₫

2.597.796 ₫ total

includes taxes & fees

12 Nov - 13 Nov

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

12. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

3.712.060 ₫

4.146.371 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

A spacious lobby with a fireplace, seating area, and a bar.

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

A garden with wooden Adirondack chairs and a stone pathway.

13. Berkshire Mountain Lodge

Pittsfield

Michael

2.215.157 ₫

3.051.618 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

A cozy library with bookshelves, a fireplace, and comfortable seating.

A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

14. Berkshires Untold

Lenox

Madhavi R

3.364.219 ₫

3.757.833 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

A modern restaurant with wooden flooring, bar area, and seating arrangements.

15. Courtyard by Marriott Lenox Berkshires

Lenox

Vandhana

3.245.888 ₫

3.625.657 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A hotel room with a bathroom, a bed, a desk, and a nightstand.

A Quality Inn sign, a brick building, and a parking lot with cars.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

16. Quality Inn Great Barrington

Downtown Great Barrington

Scott Patterson

1.985.622 ₫

2.217.939 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

A swimming pool with a fenced area, lounge chairs, and a warning sign.

A standard rectangular bathtub with a single faucet, tiled walls, and a geometric patterned floor.

A hotel room with two beds, a chair, and a bedside table with a phone.

17. Sunset Inn

Lee

Lauren

2.093.121 ₫

2.338.016 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

18. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

James

2.521.565 ₫

2.816.588 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.

A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

19. Howard Johnson by Wyndham Lenox

Lenox

Aleksandr

2.041.439 ₫

2.280.287 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

A hotel room with a wooden dresser, a television, a microwave, and a mirror.

A row of white plastic chairs on a covered outdoor area with a white building in the background.

20. Monument Mountain Motel

Great Barrington

Andrea

1.546.584 ₫

1.727.471 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular South Lee attractions

Chesterwood

9.2/10 (5 reviews)

Step inside the summer home and studio of Daniel Chester French, sculptor of the Lincoln Memorial's iconic statue. Explore his creative sanctuary amid gardens showcasing both finished works and preliminary models.

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Learn more about South Lee

Tucked between the Berkshire hills, South Lee's historic Grange Hall hosts local art shows and farmers markets with fresh maple products. Rent kayaks at Laurel Lake for peaceful paddling, or visit nearby Stockbridge for Norman Rockwell Museum's iconic American artwork.

See all hotels in South Lee

A waterfall cascading over rocks into a clear pool surrounded by dense green foliage.

Top South Lee Hotel Reviews

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

8/10 Good

"all good"

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Property is on a little lake and we had a balcony room with view of the lake. I can imagine it must be great to have in the warmer months, but we enjoyed the view nonetheless. Everything was clean, staff was friendly, the restaurant food we sampled was very good, the jet tub was much appreciated, and the location was perfect for exploring all of the quaint towns in the Berkshires. The nightly rate was very reasonable."

Quality Inn Great Barrington

10/10 Excellent

"The hotel was clean and pleasant. Staff members were courteous and helpful! Very satisfied with our stay and will consider a future stay here!"

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent

"The parking lot was being resurfaced and we could not find a handicap spot near the door. It was inconvenient, and one handicap spot was filled by a car without a handicap placard."

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"Wonderful staff , great location ! Fresh brownies offered at check in , specialty cocktails in the evening , lovely breakfast in the morning:)"

Quality Inn Lee - Lenox South

10/10 Excellent

"A"

The Whitlock

10/10 Excellent

"Nice location."

FairBridge Inn Express

10/10 Excellent

"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"

More cheap stays in South Lee