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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Our top choices for South Lee hotels

A building with a porch and multiple windows, surrounded by purple flowers.

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

A café with a display case, a frozen food section, and a marketplace sign.

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

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

South Lee

Jared

฿3,745

฿4,840 total

includes taxes & fees

7 Oct - 8 Oct

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

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

A covered porch with wicker furniture and hanging flower baskets.

A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

2. The Red Lion Inn

Stockbridge

Stephan

฿5,286

฿7,572 total

includes taxes & fees

3 Nov - 4 Nov

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

A small kitchenette with a coffee maker, toaster, and cabinets. There is a red and green patterned floor and a plant on the left.

A building with a parking lot, a flag, and several parked cars.

A hotel room with a bed, two bedside tables, a desk, two chairs, and a large window with a view of greenery.

3. Econo Lodge Lee - Great Barrington

Lee

Anna

฿2,196

฿2,453 total

includes taxes & fees

26 Oct - 27 Oct

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

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

Christine

฿3,594

฿4,015 total

includes taxes & fees

19 Oct - 20 Oct

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

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

A lakeside dock with kayaks and a covered boat ramp.

A dining area with large windows, wooden furniture, and a view of a lake.

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

Lee

Bob

฿3,879

฿4,333 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.

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

A covered outdoor area with stone pillars and a view of a road and green hills.

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

6. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

฿4,215

฿4,709 total

includes taxes & fees

1 Nov - 2 Nov

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

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

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

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

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

Great Barrington

Bruce

฿4,821

฿5,385 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

A kitchenette with a microwave, coffee maker, and coffee cups.

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

Great Barrington

Maria Dulce

฿3,188

฿3,561 total

includes taxes & fees

3 Nov - 4 Nov

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

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

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 spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

9. Devonfield Inn B&B

Lee

Sebastien

฿12,383

฿13,832 total

includes taxes & fees

2 Nov - 3 Nov

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

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

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

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

10. The Yankee Inn

Lenox

William

฿3,557

฿3,973 total

includes taxes & fees

1 Nov - 2 Nov

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

A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

11. The Inn at Stockbridge

Stockbridge

Jodi

฿12,242

฿14,358 total

includes taxes & fees

1 Nov - 2 Nov

A large house with a balcony and a grassy yard.

A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.

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.

12. The Little Lion

Great Barrington

Lidia

฿3,473

฿3,880 total

includes taxes & fees

18 Oct - 19 Oct

A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

A hotel patio with outdoor seating and a fire pit.

A spacious living room with a large sofa, a coffee table, and a fireplace.

13. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

฿4,292

฿4,794 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 hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

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

14. Quality Inn Great Barrington

Great Barrington

Joan

฿2,562

฿2,861 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 reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

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

15. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

฿3,137

฿3,504 total

includes taxes & fees

1 Nov - 2 Nov

A spacious hotel lobby with multiple seating areas, large windows, and a television.

A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

16. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

฿3,853

฿4,303 total

includes taxes & fees

4 Nov - 5 Nov

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

A garden with wooden Adirondack chairs and a stone pathway.

A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

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

17. Berkshire Mountain Lodge

Pittsfield

marilyn

฿2,877

฿3,963 total

includes taxes & fees

22 Oct - 23 Oct

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

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

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

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.

18. Berkshires Untold

Lenox

Madhavi R

฿4,418

฿4,935 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

19. Chambery Inn

Lee

Alexandra

฿9,061

฿10,121 total

includes taxes & fees

4 Nov - 5 Nov

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 motel with a parking lot and several cars parked.

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

20. Monument Mountain Motel

Great Barrington

Victor

฿2,009

฿2,243 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

Hotel On North

10/10 Excellent

"Beautiful boutique hotel. We will be back!"

Vacation Village in the Berkshires

10/10 Excellent

"Recommend hotel to provide breakfast and extend checkout time to 11 am."

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"I would recommend for families or large groups."

Berkshire Mountain Lodge

10/10 Excellent

"Great place"

Jiminy Peak Mountain Resort

8/10 Good

"great room and great area"

The Red Lion Inn

10/10 Excellent

"Great staff, heated bathroom floors."

Prospect Berkshires

10/10 Excellent

"Absolutely spectacular resort! Could not have enjoyed more."

Berkshires Untold

8/10 Good

"Fantastic location, and friendly staff. The rooms were comfortable."

Quality Inn Lee - Lenox South

10/10 Excellent

"Room was clean, bed was comfortable, breakfast was good, centrally located for our days events!"

More cheap stays in South Lee

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

฿2,084

฿2,328 total

6 Oct - 7 Oct

includes taxes & fees

5.4/10 (915 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

฿2,562

฿2,861 total

1 Nov - 2 Nov

includes taxes & fees

8.6/10 Excellent! (1,004 reviews)

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

฿2,651

฿2,961 total

6 Oct - 7 Oct

includes taxes & fees

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

1055 South Street Pittsfield MA

฿3,457

฿3,861 total

2 Nov - 3 Nov

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

฿3,557

฿3,973 total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,007 reviews)

The Whitlock

16 Church St Lenox MA

฿4,421

฿4,939 total

2 Nov - 3 Nov

includes taxes & fees

Frequently asked questions

What's the best place for a stay in South Lee?

Based on our traveller data, Holiday Inn Club Vacations Oak 'n Spruce Resort is one of the top choices for your stay. This hotel offers 2 indoor pools and 2 outdoor pools. Other good options for your visit to the area are Vacation Village in the Berkshires and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in South Lee.

If I need to cancel my hotel reservation in South Lee, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in South Lee.

What is the top LGBTQ-friendly accommodation in South Lee?

Holiday Inn Club Vacations Oak 'n Spruce Resort is a top LGBTQ-friendly hotel, and features 2 indoor pools and in-room kitchens. See all available hotels listed as LGBTQ-friendly in South Lee.

What's the best accommodation option for a ski holiday in South Lee?

Holiday Inn Club Vacations Oak 'n Spruce Resort is a top hotel for hitting the ski slopes, and features 2 indoor pools and 2 outdoor poolsThis hotel is located 17 minutes by car from Ski Butternut. See all ski hotels in South Lee.

What are some accommodation options with pools in South Lee?

Holiday Inn Club Vacations Oak 'n Spruce Resort: Features 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Vacation Village in the Berkshires and Berkshire Mountain Lodge are a couple of other choices that feature an on-site pool. View all hotels with pools in South Lee.

How is it to stay in South Lee?

Visitors to South Lee will definitely enjoy the restaurants. Tourists can also enjoy the city's ski areas, shopping and coffee shops. In South Lee, there are 47 hotels and other accommodation options to choose from. Find out more about South Lee.

What is there to see in South Lee?

A couple of favourite places to visit are Housatonic River and Chesterwood. You'll also find National Shrine of the Divine Mercy and Naumkeag Museum in the area. Take a look at what more there is to see and do in Expedia's South Lee guide.

What's the seasonal weather like in South Lee?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in South Lee are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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Book Hotels in South Lee on Expedia.com

Find hotels in South Lee, MA from ฿2,243

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in South Lee

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for South Lee hotels

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

2. The Red Lion Inn

3. Econo Lodge Lee - Great Barrington

4. Quality Inn Lee - Lenox South

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

6. Courtyard by Marriott Lenox Berkshires

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

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

9. Devonfield Inn B&B

10. The Yankee Inn

11. The Inn at Stockbridge

12. The Little Lion

13. Hilton Garden Inn Lenox Pittsfield

14. Quality Inn Great Barrington

15. Best Western Plus Berkshire Hills Inn & Suites

16. Hampton Inn & Suites Berkshires-Lenox

17. Berkshire Mountain Lodge

18. Berkshires Untold

19. Chambery Inn

20. Monument Mountain Motel

Stay near popular South Lee attractions

Chesterwood

Learn more about South Lee

Top South Lee Hotel Reviews

Hotel On North

Vacation Village in the Berkshires

Holiday Inn Club Vacations Oak 'n Spruce Resort

Berkshire Mountain Lodge

Jiminy Peak Mountain Resort

The Red Lion Inn

Prospect Berkshires

Berkshires Untold

Quality Inn Lee - Lenox South

More cheap stays in South Lee

FairBridge Inn Express

Quality Inn Great Barrington

Howard Johnson by Wyndham Lenox

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

The Yankee Inn

The Whitlock

Frequently asked questions

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