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

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

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

1. The Yankee Inn

Lenox

Basil

2.742.432 ₫

3.063.296 ₫ 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 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 large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

2. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

3.249.782 ₫

3.630.006 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

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

3. The Cornell Inn, Lenox & The Berkshires

Lenox

judith

3.970.214 ₫

4.553.835 ₫ total

includes taxes & fees

27 Oct - 28 Oct

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.

4. Berkshire Mountain Lodge

Pittsfield

marilyn

2.217.814 ₫

3.055.278 ₫ total

includes taxes & fees

9 Nov - 10 Nov

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

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

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

5. Quality Inn Lee - Lenox South

Lee

Christine

2.397.041 ₫

2.677.494 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

2.561.328 ₫

2.861.003 ₫ total

includes taxes & fees

8 Nov - 9 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 dining area with large windows, wooden furniture, and a view of a lake.

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

Lee

Bob

3.056.777 ₫

3.414.420 ₫ total

includes taxes & fees

10 Nov - 11 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.

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

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

8. Berkshires Untold

Lenox

Madhavi R

3.368.254 ₫

3.762.339 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

A hotel patio with outdoor seating and a fire pit.

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

9. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

3.308.511 ₫

3.695.556 ₫ total

includes taxes & fees

1 Nov - 2 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 sunlit room with large windows, a stone floor, and two rocking chairs.

A cozy lounge area with plush seating, a fireplace, and large windows offering a view of the outdoors.

10. The Whitlock

Lenox

Michael

3.803.184 ₫

4.248.157 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

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

A room with a blue armchair, an orange armchair, a round table, a floor lamp, and a wardrobe.

A conference room with multiple tables and chairs, a flat-screen TV mounted on the wall, and a carpeted floor.

11. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

2.946.821 ₫

3.291.599 ₫ total

includes taxes & fees

7 Nov - 8 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 hotel room with a dining area, a sofa, a coffee station, and a TV mounted 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.

12. Howard Johnson by Wyndham Lenox

Lenox

Mark

2.043.888 ₫

2.283.022 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

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.

A dining table set with a vase of flowers, a book, and cutlery.

13. Brook Farm Inn

Lenox

Carrie

5.032.363 ₫

5.828.186 ₫ total

includes taxes & fees

2 Nov - 3 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

Kirsty

3.699.696 ₫

4.132.561 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

A house surrounded by trees with autumn foliage.

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

A breakfast buffet with various dishes and beverages.

15. Whistler's Inn Bed & Breakfast

Lenox

Mary Anna

6.147.187 ₫

6.866.429 ₫ total

includes taxes & fees

13 Oct - 14 Oct

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

A room with a foosball table, a ping pong table, a bar area with stools, a fireplace, and a bookshelf.

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

3.296.093 ₫

3.681.586 ₫ total

includes taxes & fees

10 Nov - 11 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 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.

17. Chambery Inn

Lee

Alexandra

6.985.181 ₫

7.802.477 ₫ total

includes taxes & fees

10 Nov - 11 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 grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.

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.

18. Hampton Terrace Inn

Lenox

Kathleen

6.517.157 ₫

7.279.605 ₫ total

includes taxes & fees

2 Nov - 3 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 Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

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

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

South Lee

Jared

3.027.024 ₫

3.886.983 ₫ total

includes taxes & fees

14 Oct - 15 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 hotel room with two beds, a chair, and a bedside table with a phone.

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

20. Sunset Inn

Lee

Lauren

2.305.195 ₫

2.574.902 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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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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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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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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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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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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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

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"My daughter and I stayed at this Inn for a girls weekend and it was a perfect way to kick off our fall weekend. From great service to delicious breakfast everything was taken care of."

Vacation Village in the Berkshires

10/10 Excellent

"Perfect for my 4 night stay to visit family in the area. Nice to have separate bedroom, kitchen and living room to spread out a little. Loved that I could get up, work out at the fitness center and have a healthy breakfast in the kitchen of my condo before meeting family. Staff and other guests were friendly, respectful and quiet."

Courtyard by Marriott Lenox Berkshires

10/10 Excellent

"Good, but no restaurant is open for Dinner."

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"The room was incredible. Just need to be a little friendly at the arrival."

Brook Farm Inn

10/10 Excellent

"From the minute you walk in the door you know this place is special. Maureen the owner/chef goes above and beyond to make you feel welcome. Fresh baked goods are left for you to enjoy. The room is spotless and well appointed. The breakfast is AMAZING. Do not hesitate to stay to stay at this B&B!"

Berkshires Untold

10/10 Excellent

"Great, we'll run hotel"

The Red Lion Inn

8/10 Good

"Would go there again but would request to be in the main Inn, they have properties all over the town center that are considered the Inn. That was disappointing. A very unique property and super cute!"

More cheap stays in Lenox

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

1.606.651 ₫

1.794.629 ₫ total

12 Oct - 13 Oct

includes taxes & fees

5.4/10 (923 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

1.958.252 ₫

2.187.368 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

2.043.888 ₫

2.283.022 ₫ total

18 Oct - 19 Oct

includes taxes & fees

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

1055 South Street Pittsfield MA

2.561.328 ₫

2.861.003 ₫ total

8 Nov - 9 Nov

includes taxes & fees

9.2/10 Wonderful! (234 reviews)

The Yankee Inn

461 Pittsfield Rd Lenox MA

2.742.432 ₫

3.063.296 ₫ total

1 Nov - 2 Nov

includes taxes & fees

The Whitlock

16 Church St Lenox MA

3.803.184 ₫

4.248.157 ₫ total

2 Nov - 3 Nov

includes taxes & fees

8.4/10 Very good! (395 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 1.794.629 ₫

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. Courtyard by Marriott Lenox Berkshires

3. The Cornell Inn, Lenox & The Berkshires

4. Berkshire Mountain Lodge

5. Quality Inn Lee - Lenox South

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

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

8. Berkshires Untold

9. Hilton Garden Inn Lenox Pittsfield

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

Ventfort Hall Mansion and Gilded Age Museum

Lenox Library

Lenox Mountain

Kennedy Park

Learn more about Lenox

Top Lenox Hotel Reviews

The Cornell Inn, Lenox & The Berkshires

Vacation Village in the Berkshires

Courtyard by Marriott Lenox Berkshires

Holiday Inn Club Vacations Oak 'n Spruce Resort

Brook Farm Inn

Berkshires Untold

The Red Lion Inn

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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