Lenox Holiday Rentals, Massachusetts: Private House Rentals

A town hall with a central dome and columns, surrounded by trees and people.

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Our top choices for Lenox hotels

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

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

A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

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

1. The Yankee Inn

Lenox

Basil

2.745.188 ₫

3.066.375 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A snow-covered outdoor area with a patio, seating, and a covered dining area.

A modern living room with a fireplace, comfortable seating, and a large window with curtains.

A dining area with a glass table, red walls, and framed artwork.

A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

2. The Cornell Inn, Lenox & The Berkshires

Lenox

judith

3.970.827 ₫

4.554.538 ₫ total

includes taxes & fees

28 Oct - 29 Oct

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

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

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

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

3. Courtyard by Marriott Lenox Berkshires

Lenox

Vandhana

3.250.284 ₫

3.630.567 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

A garden with wooden Adirondack chairs and a stone pathway.

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

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

4. Berkshire Mountain Lodge

Pittsfield

Joel

2.239.037 ₫

3.079.076 ₫ total

includes taxes & fees

12 Nov - 13 Nov

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

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

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

5. Quality Inn Lee - Lenox South

Lee

Lucinda

2.397.411 ₫

2.677.909 ₫ total

includes taxes & fees

11 Nov - 12 Nov

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A modern cafe with a counter, seating area, and large windows.

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

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

Pittsfield

Ginger

2.458.220 ₫

2.745.832 ₫ total

includes taxes & fees

19 Nov - 20 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 sofa, a coffee table, and a large window with a view of trees.

An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

7. Berkshires Untold

Lenox

Madhavi R

3.368.776 ₫

3.762.922 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel patio with outdoor seating and a fire pit.

A modern reception area with a green textured wall, a reception desk, and a coffee machine.

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

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

8. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

3.309.023 ₫

3.696.180 ₫ 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 dining area with large windows, wooden furniture, and a view of a lake.

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

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

Lee

Gustavo

2.903.287 ₫

3.242.972 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A large house with a covered patio area featuring outdoor seating and a fire pit.

A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.

A corner dining area with a wooden table set for four, surrounded by upholstered chairs.

A sunlit room with large windows, a stone floor, and two rocking chairs.

10. The Whitlock

Lenox

Michelle

3.596.764 ₫

4.017.586 ₫ total

includes taxes & fees

17 Nov - 18 Nov

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

A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

A hotel room with a bed, a nightstand with a lamp and phone, a chair, and framed pictures on the wall.

A gym with exercise equipment including treadmills, a stationary bike, and free weights.

11. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

2.837.303 ₫

3.169.267 ₫ total

includes taxes & fees

4 Nov - 5 Nov

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

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

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

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

12. Howard Johnson by Wyndham Lenox

Lenox

Aleksandr

2.044.204 ₫

2.283.376 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

A cozy living room with a fireplace, a blue sofa, a red armchair, and a coffee table with books and a teapot.

A loft bedroom with a sloped ceiling, a ceiling fan, a floor lamp, a bed with a patterned bedspread, a chair, and a small table.

A bed with a white lace bedspread, a tray with cookies and a bottle, and two glasses of red wine.

13. Brook Farm Inn

Lenox

Carrie

5.033.141 ₫

5.829.087 ₫ total

includes taxes & fees

21 Nov - 22 Nov

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

An outdoor seating area with Adirondack chairs and a fire feature.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

14. Element by Marriott Lenox Berkshires

Lenox

Francis

3.493.260 ₫

3.901.971 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A garden with a white gazebo, a brick pathway, and various plants and flowers.

A house surrounded by trees with autumn foliage.

A breakfast buffet with various dishes and beverages.

A spacious living room with a grand piano, a red armchair, and a chandelier.

15. Whistler's Inn Bed & Breakfast

Lenox

Mary Anna

3.822.545 ₫

4.269.803 ₫ total

includes taxes & fees

22 Oct - 23 Oct

A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

A sign for 'Hide Away Inn' with 'Hotel Entrance' below it, set against a snowy landscape with bare trees.

A bedroom with a bed, a fireplace, a staircase, and a TV mounted on the wall.

A cozy room with a round table, a sofa, a leopard-print armchair, and a large window with a view.

16. Hideaway Inn Lenox

Lenox

Barbara

2.898.112 ₫

3.237.088 ₫ total

includes taxes & fees

19 Nov - 20 Nov

A room with a fireplace, a television mounted on the wall, a mirror, and a chair with a patterned cushion.

A large, historic building labeled "Chambéry Inn" with a vintage turquoise truck parked in front.

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

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

17. Chambery Inn

Lee

Alexandra

6.986.287 ₫

7.803.682 ₫ total

includes taxes & fees

18 Nov - 19 Nov

A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.

A traditional living room with a fireplace, a grand piano, plush seating, and a bookshelf.

A dining room with a large table set for a meal, surrounded by ornate chairs.

A grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.

18. Hampton Terrace Inn

Lenox

Kathleen

5.664.256 ₫

6.326.940 ₫ total

includes taxes & fees

17 Nov - 18 Nov

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

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.

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

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

South Lee

Michael

3.027.492 ₫

3.887.610 ₫ total

includes taxes & fees

29 Oct - 30 Oct

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.

20. Sunset Inn

Lee

Lauren

2.095.956 ₫

2.341.183 ₫ total

includes taxes & fees

4 Nov - 5 Nov

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Stay near popular Lenox attractions

A wooden pergola structure with a pathway covered in fallen leaves, surrounded by trees and grass.

Tanglewood Music Center

9.6/10 (457 reviews)

Tanglewood enchants as the summer home of the Boston Symphony Orchestra, set in the picturesque Berkshire Hills. Enjoy world-class performances while picnicking on the expansive lawns as the sun sets over the mountains.

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A large white mansion surrounded by dense green trees and a clear blue sky with clouds.

The Mount

9.4/10 (174 reviews)

Edith Wharton designed this 42-room mansion herself, showcasing her architectural vision alongside literary legacy. Explore elegant interiors and Italianate gardens while attending seasonal author events.

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A grassy field with a prominent tree and a small house in the distance.

Wyndhurst Golf & Club

8.4/10 (46 reviews)

This historic 1926 golf course challenges players with tree-lined fairways and contoured greens against Berkshire mountain backdrops. Enjoy Wayne Stiles' classic design, then unwind at the elegant manor house.

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Shakespeare and Company

9.2/10 (76 reviews)

Experience world-class Shakespeare performances in the scenic Berkshires at one of America's largest Shakespeare festivals. Summer evening shows offer magical theatrical moments under the stars.

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Lenox Mountain

10.0/10 (2 reviews)

Hike through verdant forests to Lenox Mountain's summit for panoramic views of the Berkshire valleys. Autumn visitors are rewarded with a spectacular tapestry of autumn foliage colours.

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Ventfort Hall Mansion and Gilded Age Museum

9.2/10 (65 reviews)

Explore the opulent 1893 Jacobean Revival mansion built for J.P. Morgan's sister during the Gilded Age. Immerse yourself in restored period rooms while enjoying Victorian teas or performances in authentic splendour.

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Kennedy Park

9.2/10 (86 reviews)

Kennedy Park's hardwood forests and carriage roads offer exceptional hiking and mountain biking trails. Explore scenic vistas during fall foliage when the landscape transforms into a vibrant natural spectacle.

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Lenox Library

9.0/10 (45 reviews)

The Lenox Library occupies a stately Greek Revival building, once the Berkshire County Courthouse. Browse Colonial manuscripts and rare first editions while admiring the beautifully restored 19th-century architecture.

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Learn more about Lenox

Tucked in the Berkshires, Tanglewood's summer concerts attract music lovers who spread picnics across the lawn at sunset. Gilded Age mansions like The Mount and Ventfort Hall offer tours, while downtown's boutiques and farm-to-table restaurants welcome hikers in boots.

See all hotels in Lenox

A large white house with multiple chimneys, surrounded by lush greenery and trees.

Top Lenox Hotel Reviews

Hotel On North

10/10 Excellent

"Staff is awesome and this dog friendly hotel doesn’t feel dirty or different than any other boutique hotel."

Berkshire Mountain Lodge

10/10 Excellent

"Hot tub did not work"

Vacation Village in the Berkshires

10/10 Excellent

"Great apartment. Large pool. Comfortable bed. Everything we needed for a great stay."

Hideaway Inn Lenox

8/10 Good

"Very nice place to stay. An extra blanket in the closet during fall/winter would have been a nice touch."

Berkshires Untold

10/10 Excellent

"Great service"

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"This place was an excellent deal. I thought I was getting a hotel room, but what I got was a 2-story townhouse. The facility includes lots to do indoors (clubhouse, movie theater) and outside (sports courts, trails along the river)"

The Yankee Inn

10/10 Excellent

"The old fashioned touches like real glasses in the rooms. The flower selections around the property. The condition of the indoor pool and whirlpool were great.The pond and surrounding land are great. Nicest motor lodge I've been to."

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent

"Clean room. Comfortable beds. Good breakfast. Staff were nice and professional."

The Ponds at Foxhollow

8/10 Good

"We were amazed of the space of the villa and plenty of parking, staff handled our check-in with professionalism and how the property was well maintained beautifully."

More cheap stays in Lenox

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

1.839.784 ₫

2.055.038 ₫ total

22 Oct - 23 Oct

includes taxes & fees

5.4/10 (925 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

1.957.519 ₫

2.186.549 ₫ total

11 Nov - 12 Nov

includes taxes & fees

8.6/10 Excellent! (1,000 reviews)

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

2.044.204 ₫

2.283.376 ₫ total

25 Oct - 26 Oct

includes taxes & fees

7.6/10 Good! (929 reviews)

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

1055 South Street Pittsfield MA

2.458.220 ₫

2.745.832 ₫ total

19 Nov - 20 Nov

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

2.745.188 ₫

3.066.375 ₫ total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,010 reviews)

The Whitlock

16 Church St Lenox MA

3.596.764 ₫

4.017.586 ₫ total

17 Nov - 18 Nov

includes taxes & fees

8.4/10 Very good! (402 reviews)

Hotels in Lenox with star rating

Frequently asked questions

What's the seasonal weather in Lenox?

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 Lenox are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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Book Hotels in Lenox on Expedia.com

Find hotels in Lenox, MA from 1.891.733 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Lenox

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Lenox hotels

1. The Yankee Inn

2. The Cornell Inn, Lenox & The Berkshires

3. Courtyard by Marriott Lenox Berkshires

4. Berkshire Mountain Lodge

5. Quality Inn Lee - Lenox South

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

7. Berkshires Untold

8. Hilton Garden Inn Lenox Pittsfield

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

10. The Whitlock

11. Hampton Inn & Suites Berkshires-Lenox

12. Howard Johnson by Wyndham Lenox

13. Brook Farm Inn

14. Element by Marriott Lenox Berkshires

15. Whistler's Inn Bed & Breakfast

16. Hideaway Inn Lenox

17. Chambery Inn

18. Hampton Terrace Inn

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

20. Sunset Inn

Stay near popular Lenox attractions

Tanglewood Music Center

The Mount

Wyndhurst Golf & Club

Shakespeare and Company

Lenox Mountain

Ventfort Hall Mansion and Gilded Age Museum

Kennedy Park

Lenox Library

Learn more about Lenox

Top Lenox Hotel Reviews

Hotel On North

Berkshire Mountain Lodge

Vacation Village in the Berkshires

Hideaway Inn Lenox

Berkshires Untold

Holiday Inn Club Vacations Oak 'n Spruce Resort

The Yankee Inn

Hampton Inn & Suites Berkshires-Lenox

The Ponds at Foxhollow

More cheap stays in Lenox

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

Hotels in Lenox with star rating

Frequently asked questions

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