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Check prices for these dates

In two weeks
19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Vacation Homes in Lenox

Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (257)
"Host was very friendly and helpful. House was absolutely adorable and decorated well. Plenty of parking. Beautiful, well-maintained property. Great for hikes. Lovely fire pit area and lots of wood. Very convenient location to recreation in The Berkshires. I would stay here again. "
The price is AED 551
AED 837 total
includes taxes & fees
16 Sep - 17 Sep
Berkshire Village Carriage House - Super Private!!
NEW RENO Historic Creamery in Berkshires w/hot tub
Terrace/patio

NEW RENO Historic Creamery in Berkshires w/hot tub

10.0 out of 10, Exceptional, (3)
"Beautifully decorated farmhouse in a great location to enjoy the Berkshires. "
The price is AED 749
AED 1,739 total
includes taxes & fees
2 Sep - 3 Sep
NEW RENO Historic Creamery in Berkshires w/hot tub
Sun Filled Lenox Retreat - Minutes to Tanglewood!
Fridge, microwave, oven, stovetop

Sun Filled Lenox Retreat - Minutes to Tanglewood!

10.0 out of 10, Exceptional, (1)
"Very charming, comfortable, and clean. It was in a great location and only minutes away from a lot of sightseeing locations. House management was very accommodating and friendly. I would stay here again."
The price is AED 837
AED 1,867 total
includes taxes & fees
2 Sep - 3 Sep
Sun Filled Lenox Retreat - Minutes to Tanglewood!
Experience Timeless Elegance in The Edith Wharton Room!
1 bedroom, bed sheets, wheelchair access

Experience Timeless Elegance in The Edith Wharton Room!

The price is AED 762
AED 1,118 total
includes taxes & fees
2 Sep - 3 Sep
Experience Timeless Elegance in The Edith Wharton Room!
Spacious 5-bedroom house in charming Lee with WiFi
5 bedrooms, iron/ironing board, WiFi, bed sheets

Spacious 5-bedroom house in charming Lee with WiFi

The price is AED 1,745
AED 3,163 total
includes taxes & fees
8 Sep - 9 Sep
Spacious 5-bedroom house in charming Lee with WiFi
Cozy Carriage House room with a double bed and private balcony
1 bedroom, bed sheets

Cozy Carriage House room with a double bed and private balcony

The price is AED 879
AED 1,265 total
includes taxes & fees
4 Sep - 5 Sep
Cozy Carriage House room with a double bed and private balcony
Elegant Carriage House room with a queen bed and private patio.
1 bedroom, WiFi, bed sheets

Elegant Carriage House room with a queen bed and private patio.

Elegant Carriage House room with a queen bed and private patio.
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Fireplace

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

The price is AED 1,203
AED 1,655 total
includes taxes & fees
4 Sep - 5 Sep
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Historic Susan B. Anthony Room - Cozy & Charming Stay
Terrace/patio

Historic Susan B. Anthony Room - Cozy & Charming Stay

The price is AED 938
AED 1,343 total
includes taxes & fees
2 Sep - 3 Sep
Historic Susan B. Anthony Room - Cozy & Charming Stay
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
1 bedroom, bed sheets

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Fireplace

Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Elegant suite with a king bed, fireplace, and kitchenette.
Living area

Elegant suite with a king bed, fireplace, and kitchenette.

The price is AED 1,496
AED 2,024 total
includes taxes & fees
2 Sep - 3 Sep
Elegant suite with a king bed, fireplace, and kitchenette.
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Outdoor dining

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

10.0 out of 10, Exceptional, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
The price is AED 595
AED 1,440 total
includes taxes & fees
3 Sep - 4 Sep
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Smart TV, books

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

9.6 out of 10, Exceptional, (8)
"My boyfriend and I loved our stay at the cottage. Nicole was very easy to communicate with. The house was cozy and had everything we needed. Even though it rained all weekend, the hot tub and games made up for it. Thank you, Nicole! Can't wait to come back!"
The price is AED 588
AED 1,420 total
includes taxes & fees
2 Sep - 3 Sep
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Fridge, microwave, oven, stovetop

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

2.0 star property
9.0 out of 10, Wonderful, (4)
"Very clean and spacious! We enjoyed our stay with our small pup!"
The price is AED 1,098
AED 1,916 total
includes taxes & fees
30 Sep - 1 Oct
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Home in Great Barrington
Fridge, microwave, oven, stovetop

Home in Great Barrington

9.8 out of 10, Exceptional, (23)
"Enjoyed our stay!!!"
The price is AED 612
AED 1,015 total
includes taxes & fees
3 Sep - 4 Sep
Home in Great Barrington
North Getaway Cottage
Exterior

North Getaway Cottage

9.6 out of 10, Exceptional, (21)
"Claudia is such a considerate and thoughtful host! We felt so welcome and at ease."
The price is AED 826
AED 1,715 total
includes taxes & fees
30 Sep - 1 Oct
North Getaway Cottage
Comfortable Berkshires retreat on mtn resort, SISO
A heated pool

Comfortable Berkshires retreat on mtn resort, SISO

8.8 out of 10, Excellent, (6)
"Kind and responsive host."
The price is AED 591
AED 1,743 total
includes taxes & fees
2 Sep - 3 Sep
Comfortable Berkshires retreat on mtn resort, SISO
Bungalow in the Berkshires
Exterior

Bungalow in the Berkshires

10.0 out of 10, Exceptional, (2)
"Great location, very clean and well appointed with everyth"
The price is AED 1,377
AED 1,854 total
includes taxes & fees
2 Oct - 3 Oct
Bungalow in the Berkshires
Upstate Lake house Retreat-a peaceful and relaxing feeling to recharge the soul
Terrace/patio

Upstate Lake house Retreat-a peaceful and relaxing feeling to recharge the soul

10.0 out of 10, Exceptional, (1)
"This sturdy, small house has everything you need to enjoy a get-away by a pretty lake. Lakeview always available through the large living-room windows and convenient & spacious dining area. 2 porches with seating are lit in evenings for a cozy feel. In addition, there is a large side/back yard with a fire pit, seating & ambiance lights. Other than not being handicap accessible, (steps to get in & steep steps with railings to the upstairs bedrooms), it is a really cute house! Host left fruit &...
The price is AED 612
AED 1,225 total
includes taxes & fees
2 Sep - 3 Sep
Upstate Lake house Retreat-a peaceful and relaxing feeling to recharge the soul
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Lenox Hotel Reviews

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"It was wonderful there! The moment we arrived we were enthusiastically greeted, offered brownies, help with luggage, shown room, and more. The room was really clean, the bed very comfortable, and furnishings up to date. Breakfast included food choices, inside or out on the patio, and quick service. The people who worked there were friendly and caring. We hope to return next time we’re in the area. "
Carol 1-night trip
Posted 11 days ago
The Cornell Inn, Lenox & The Berkshires
The Dewey

The Dewey

10/10 Excellent
"excellent stay!! The Dewey is a cozy getaway location!"
Chris 1-night trip
Posted 2 months ago
The Dewey