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Holiday Homes in Lanesborough

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Holiday Homes in Lanesborough

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

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (256)
"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 AU$351
includes taxes & fees
16 Sept - 17 Sept
Berkshire Village Carriage House - Super Private!!
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 AU$628
includes taxes & fees
3 Sept - 4 Sept
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

9.8 out of 10, Exceptional, (7)
"My wife, two kids, and chocolate lab spent a few days at the cottage to enjoy the snow and hot tub. Everything was set up exactly as described and Nicole was very friendly and proactive. We had a great time and would do it again "
The price is AU$619
includes taxes & fees
3 Sept - 4 Sept
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Fridge, microwave, oven, stovetop

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

8.6 out of 10, Excellent, (32)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
The price is AU$466
includes taxes & fees
24 Aug - 25 Aug
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Two Brooks Lodge
Panoramic House | Private kitchen

Two Brooks Lodge

3.0 star property
4.8 out of 10, (3)
"Strong dog smell, dirty shabby condition of interior surfaces. Obvious makeshift repairs, spongy floors, torn, flaking couch. Kitchen counter had multiple burn marks and some sticky substance, corner held down with duct tape. Screen door off tracks, laying against wall. Wife was stung by insect in the unit, had to go to hospital. We moved out after only 3 hours, and literally slept in the car rather than go back. Owner uncaring, rude and greedy. Slow to return security deposit. I've...
Two Brooks Lodge
Bungalow in the Berkshires
Exterior

Bungalow in the Berkshires

10.0 out of 10, Exceptional, (1)
"Renting this house was very last minute because the place we initially booked fell through - and we're so glad it did! The house was charming, cozy, up-to-date, and beautifully decorated. The neighborhood was nice and quiet, and the drive to downtown was short. I highly recommend this house!"
The price is AU$810
includes taxes & fees
4 Sept - 5 Sept
Bungalow in the Berkshires
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!"
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
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 AU$790
includes taxes & fees
23 Sept - 24 Sept
Sun Filled Lenox Retreat - Minutes to Tanglewood!
North Getaway Cottage
Exterior

North Getaway Cottage

9.6 out of 10, Exceptional, (20)
"Claudia is such a considerate and thoughtful host! We felt so welcome and at ease."
The price is AU$708
includes taxes & fees
4 Sept - 5 Sept
North Getaway Cottage
3-bedroom house in beautiful Berkshires, close to amenities!
Property grounds

3-bedroom house in beautiful Berkshires, close to amenities!

The price is AU$494
includes taxes & fees
21 Sept - 22 Sept
3-bedroom house in beautiful Berkshires, close to amenities!
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 AU$737
includes taxes & fees
21 Sept - 22 Sept
Comfortable Berkshires retreat on mtn resort, SISO
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 AU$734
includes taxes & fees
21 Sept - 22 Sept
NEW RENO Historic Creamery in Berkshires w/hot tub
Hancock Village Inn at Jiminy Peak
Exterior

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (12)
"Very kinda hosts, and wonderful house."
The price is AU$1,647
includes taxes & fees
25 Aug - 26 Aug
Hancock Village Inn at Jiminy Peak
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 AU$468
includes taxes & fees
2 Sept - 3 Sept
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 AU$1,255
includes taxes & fees
3 Sept - 4 Sept
Spacious 5-bedroom house in charming Lee with WiFi
Near Tanglewood: Historic Summer Retreat
Fridge, microwave, oven, stovetop

Near Tanglewood: Historic Summer Retreat

9.6 out of 10, Exceptional, (22)
"Nice home, spacious, clean, close to Jiminy Peak mountain (15mins)"
The price is AU$807
includes taxes & fees
25 Aug - 26 Aug
Near Tanglewood: Historic Summer Retreat
Upstate Lakefront-king bed, fire pit, fireplace,kayak, pontoon boat cruise
Terrace/patio

Upstate Lakefront-king bed, fire pit, fireplace,kayak, pontoon boat cruise

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 AU$567
includes taxes & fees
3 Sept - 4 Sept
Upstate Lakefront-king bed, fire pit, fireplace,kayak, pontoon boat cruise
Historic Berkshires Home Near Tanglewood, Trails & Wineries
Terrace/patio

Historic Berkshires Home Near Tanglewood, Trails & Wineries

9.0 out of 10, Wonderful, (17)
"Of all the properties I have stayed at, this home is my favorite! Excited to be able to stay in a such a historical home in a rich historical area! Amanda was a wonderful host! Provided a comfortable stay. The home had all the necessities! The town has delicious places to eat. Grocery store is great! My hope is to return and spend more time here."
Historic Berkshires Home Near Tanglewood, Trails & Wineries
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 AU$525
includes taxes & fees
22 Sept - 23 Sept
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.

The price is AU$499
includes taxes & fees
3 Sept - 4 Sept
Elegant Carriage House room with a queen bed and private patio.
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 Lanesborough Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
"Wonderful stay in Williamstown!"
Bryan 3-night trip
Posted 14 hours ago
The Williams Inn