
Apartment holiday rentals in Lanesborough
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Top-rated apartment rentals in Lanesborough
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Downtown Apartment A
Centrally located in the Berkshires. Enjoy a beautiful day at Tanglewood, view the amazing art at Mass Moca or discover nature on one of the many hiking/biking trails the Berkshires has to offer. Located 5 mins from Bousquet and close to Jimmy Peak as well for anyone enjoying the snow! There are a variety of delicious restaurants to suit any appetite. Located in a quiet neighborhood, if your out & about all day or just looking to get away from the hustle & bustle of the city it's a perfect spot.

Chic Downtown Studio, Perfect for College Weekends
★ New to Williamstown? Explore our interactive guidebook. Charming studio just steps away from shops, restaurants & few minutes’ walk to Williams College. Renovated and well-equipped, this home offers a wonderful view of Water Street. If you like the outdoors, descend on the Green River back of the property. The wooded riverbank with Adirondack chairs, and picnic tables is great for relaxing while enjoying your evening sundowners by the fire pit with the sound of the river in the background.

Suite 23 - Spacious Sunny 2-BR with Mountain view
Our happy place is a 5 minute walk to Berkshire East/Thunder Mountain . An 8 minute walk to the Deerfield River for guided fishing tours with Hilltown Anglers, kayaks, ,whitewater rafting. 10 minute walk to town and shuttle for tubing. A 5 minute drive to local wedding venues. We provide a full kitchen with all cooking essentials, a private picnic area with charcoal grill (charcoal provided). We reside at the single family home on property and we’re excited to share our Suite 23 !

Berkshire Mountain Top Chalet
Amazing mountain top lodge with beautiful views, and majestic log interior. Soaring ceilings, dramatic stone fireplace, and many more amazing amenities such as blazing fast internet, multiple decks, and hot tub. This gorgeous lodge is located near all The Berkshires has to offer—resplendent nature with waterfalls, hiking trails; cultural institutions such as Mass MoCA, and the Clark Institute; adventures such as zip-lining, white-water rafting, and skiing—it is the ultimate place for you.

The Beer Diviner Brewery Apartment
The apartment is entire upstairs of back of our farm brewery & taproom. Open space includes living/dining/work space & bedroom; bathroom has small claw foot tub with shower. Queen-sized memory foam bed; twin day bed (extra twin mattress beneath). HD TV, wifi, private deck, kitchenette with mini fridge, microwave, toaster oven, hot tea kettle and k-cup coffeemaker. Complimentary pint of craft beer in taproom. Located in a private setting in a hollow in the Taconic Mountains.

Sunny, light filled loft in 1873 Colonial
Relax in our bright, very spacious, and quiet loft, on six open acres. Lounge on the stone terrace, under the stars, by a cozy fire, near the garden. 35 min to Northampton, 35 min to MassMoca, 10 min to Berk. East. Pellet stove, Fiber Optic Wi-Fi, streaming options, and cell coverage. Fully outfitted kitchen with home made granola, and assorted beverages. Two hybrid bikes available for use. There are 3, 5-ft long skylights, and a cathedral ceiling= much natural light!

The MoCA-Cabana: 2 bd + Sauna
Welcome to the MoCA-Cabana, our newest listing at Chase Hill Estate—the historic home of the owners of the factory that became MASS MoCA. More than just a house, Chase Hill is an experience: gardens, fire pits, sauna, massages, occasional music rehearsals. Just a 5-minute walk to MASS MoCA, 10 mins by car to Williams & Clark. ✨ Your stay supports pro bono residencies for refugee & immigrant artists. Additional dates available beyond what the calendar shows—contact us!

Marie's Place
This newly renovated bright sunny apartment is minutes from Bosquet ski area & also close to downtown. It has a large kitchen and pantry. Beautiful oak dining room table. Comfy living room set, with a 43 inch Roku TV. Electric fireplace. Queen size beds in both bedrooms. Large walk-in closet in. 28 minutes from Jiminy peak. Close to downtown restaurants and theaters. Ac units are installed from June through September.

Airy apartment at the old boarding house
Distinctive 2-bedroom with lots of windows and light and a kind of shabby elegance. It's half of a Greek Revival house from 1900 on a country lane at the foot of the Berkshires. Enormous master bedroom with dressing room, 2nd bedroom with twin beds, lovely living room, separate dining room, full kitchen. Big covered front porch for eating outside, with grill, table and an acre of orchard outside too.

COLD SPRING
Welcome to your peaceful Berkshire retreat. Originally a barn, this charming two-bedroom, one-bath apartment features a fully equipped kitchen, skylight-vaulted ceilings, and original wood beams. Just a short drive from Mount Greylock, Jiminy Peak, and the Williamstown Theatre Festival—surrounded by scenic hikes and great local dining, it’s the perfect home base for your getaway.

Station House 1E Private Room & Bath
Our place is a central location in Berkshire County, short drive to restaurants and shops; art and culture, skiing and hiking also close by. You’ll love this former train station( next to the Housatonic RR tracks) which is on three acres between a chapel, the scenic Housatonic River and October Mountain. Our place is good for couples, solo adventurers, and business travelers.

Charming Art Filled Apartment
Charming and quirky, this 2nd floor apartment in a 120 year old house is decorated with art and antiques, like the living museum of an eccentric friend. Or a mini theme park for the mind. We are just blocks from downtown North Adams, on the main road into town. It’s literally a 2 minute drive to MASS MOCA, or a ten minute walk. Dogs are always welcome!
Popular amenities for Lanesborough apartment rentals
Weekly apartment rentals

Cozy Riverside Apartment with Private Backyard

Shakespeare’s Folly Side Farm and AirBnB.

ALL welcome: Lovely 1 BR studio, Berkshires beauty

Historic, Spacious Mansion Suite

Overlooking the city in a quiet 7 unit building.

River View Apt in Shelburne Falls Historic Village

Modern Copake Falls Getaway - 8 Mins to Catamount

House Above the Hollow
Private apartment rentals

Quiet Studio in Desirable Neighborhood

Light filled three bedroom apartment DT Florence!

Comfortable Pittsfield Loft

Large Quirky Sunny Farmhouse Apartment

Eliza Suite

Zachariah House Main St. Ashfield

Vermont Downtown Oasis

Comfy Quaint Tavern
Apartment rentals with a hot tub

Mountainside Condo Ski on/off

Private Apt. on Farm, Hot Tub with views!

Saratoga Getaway 2

Ski-In Ski-Out Loft Lift & MT. Views

Apartment in the Woods

Homey 2nd floor 2 bedroom apartment

Falcon's Nest | hot tub | scenic views |

Berkshire’s Sweet Spot- Pool and Spa- Discount Now
When is the best time to visit Lanesborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $216 SGD | $234 SGD | $167 SGD | $144 SGD | $160 SGD | $178 SGD | $185 SGD | $173 SGD | $160 SGD | $164 SGD | $160 SGD | $204 SGD |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Quick stats about flat rentals in Lanesborough

Total holiday rentals
Explore 40 holiday rentals in Lanesborough

Nightly prices starting at
Lanesborough holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 1,070 verified reviews to help you choose

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Lanesborough holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Lanesborough rentals

4.8 Average rating
Lanesborough stays are highly rated by guests – averaging 4.8 out of 5!
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- Stratton Mountain
- Saratoga Race Course
- Six Flags New England
- Berkshire East Mountain Resort
- Stratton Mountain Resort
- Jiminy Peak Mountain Resort
- Mount Snow Ski Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Thacher State Park
- Bash Bish Falls State Park
- Taconic State Park
- Zoom Flume
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Hildene, The Lincoln Family Home
- June Farms
- Ski Sundown
- Saratoga Spa State Park
- Naumkeag
- Norman Rockwell Museum
- National Museum of Racing and Hall of Fame
- Hudson Chatham Winery
- Berkshire Botanical Garden





