New Lebanon Vacation Homes

A marshland with tall grasses and a forested hill in the background under a partly cloudy sky.

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Our top choices for New Lebanon holiday homes

A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

1. NEW RENO - Chalet-style farm loft near Tanglewood

New Lebanon

Joanna P.

HK$1,631 total

includes taxes & fees

27 Oct - 28 Oct

A spacious living room with a dining area, a kitchen, and a large window.

2. 1800s Carriage house in Berkshires / Hudson Valley

New Lebanon

Leslie H.

HK$1,766 total

includes taxes & fees

5 Nov - 6 Nov

A white two-story house with a porch, surrounded by trees and a hill.

3. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

Canaan

Christine C.

HK$3,506 total

includes taxes & fees

18 Nov - 19 Nov

A patio with a wooden table and benches, a grill, and a garden with trees and flowers.

4. NEW RENO Historic Creamery in Berkshires w/hot tub

New Lebanon

Anonymous traveller

HK$4,500 total

includes taxes & fees

27 Oct - 28 Oct

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

5. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

Stephentown

Robert B.

HK$4,666 total

includes taxes & fees

25 Oct - 26 Oct

6. Comfortable Berkshires retreat on mtn resort, SISO

Hancock

Amit

HK$4,243 total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with a grey sectional sofa, a brown leather ottoman, a woven rug, a dining table with chairs, and a view through large windows.

7. Ellie’s Overlook, best view in the Berkshires!

Richmond

HK$5,416 total

includes taxes & fees

11 Nov - 12 Nov

A wooden deck with a table and chairs, surrounded by a white railing.

8. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Pittsfield

Stephen L.

HK$3,861 total

includes taxes & fees

25 Oct - 26 Oct

A wooden deck with outdoor furniture, including chairs and a table, surrounded by a lush garden and trees.

9. Hancock Village Inn Near Jiminy Peak

Hancock

Price F.

HK$9,011 total

includes taxes & fees

28 Oct - 29 Oct

A cozy living room with a sofa, a fireplace, and large windows.

10. Luxury Barn Near Hudson With New Private Sauna

East Chatham

Michael T.

HK$5,327 total

includes taxes & fees

27 Oct - 28 Oct

A modern building with a wooden deck and a door.

11. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

Old Chatham

Terri E.

HK$5,525 total

includes taxes & fees

27 Oct - 28 Oct

12. Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Chatham

Jess S.

HK$2,686 total

includes taxes & fees

25 Oct - 26 Oct

A cozy living room with a fireplace, red and striped furniture, and large windows offering a view of greenery.

13. Mayas Shangrila - Historic 200-Year-Old Farmhouse on 4 Secluded Acres in the Berkshires

Richmond

HK$9,850 total

includes taxes & fees

23 Nov - 24 Nov

A spacious living area with a wooden ceiling, a kitchen with a refrigerator, and a dining area with white chairs.

14. Secluded Family Home in Serene Stockbridge Woods

Stockbridge

Ofer C.

HK$5,445 total

includes taxes & fees

2 Nov - 3 Nov

A dining area with a wooden table and chairs, a ceiling fan, and a view of the outdoors through windows.

15. Leaf-Peeper Paradise in the Berkshires

Great Barrington

Kelly B.

HK$2,212 total

includes taxes & fees

26 Oct - 27 Oct

A living room with a sofa, armchairs, a coffee table, and a television.

16. Sun Filled Lenox Retreat - Minutes to Tanglewood!

Lee

Patricia O.

HK$4,978 total

includes taxes & fees

26 Oct - 27 Oct

A wooden deck with a staircase leading to a covered porch area.

17. All the comforts of home

Hudson

Lori M.

HK$1,108 total

includes taxes & fees

2 Nov - 3 Nov

A modern living room with a sofa, armchair, coffee table, and TV.

18. Spacious Central Berkshires Home for Groups

Lee

neil s.

HK$4,709 total

includes taxes & fees

1 Nov - 2 Nov

A wooden kitchen with a central island, bar stools, and a dining table with chairs.

19. Cozy Home in Pownal VT

Pownal

Jeri R.

HK$1,616 total

includes taxes & fees

2 Nov - 3 Nov

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Top New Lebanon Hotel Reviews

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!"

Vacation Village in the Berkshires

8/10 Good

"Good price, affordable, a lot of amenities. A little dated but nothing was in need of repair just an update. There’s free laundry, a pool, movie night, activity list for the week you’re there. It’s a good place to stay! I will say we did lose power for 9 hours and they kept us up to date but nothing was offered for the inconvenience which was a bit disappointing as we had food in the fridge. Overall, recommend!"

Comfort Inn Glenmont - Albany South

8/10 Good

"I was kind of skeptical when I arrived,as the property is under renovation . However after checking in and going to my room, I was more at ease. My room was Very clean and the bed was comfortable. At breakfast I was pleasantly surprised of the different options. Great short stay."

Berkshires Untold

10/10 Excellent

"Berkshires Untold is THE PLACE to stay in Lenox. The rooms are terrific. They've been beautifully upgraded and the bathrooms are big and as nice as can be. We were concerned about the noise from the cars on Rte 7 as our room faced the street, but it was not an issue whatsoever. The breakfasts were just right. Coffee was plentiful and ready in the morning when we got up. And the owners (or managers) are suburb; they handled a problem I had with such grace and so generously I was astounded! Bottom line: next time we return for a Foliage experience, we're coming back to the Berkshires Untold!"

The Yankee Inn

10/10 Excellent

"I would prefer more flexibility making reservations. Online and by phone, I wanted two rooms for two people. I was forced to request two rooms for THREE people to work around the algorithm that allowed only one room for two people. Also I was forced to accept two rooms in the same price range, when I wanted one premium king, not two. I left another hotel due to their inflexibility, and I will choose one with a personal approach next time."

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