
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.

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!

Cozy Haven: Convenience & Charm
Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.

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.

Sunny carriage house apartment
Our sunny apartment is located midway between Northampton and the Berkshires, in a lovely rural setting. The kitchen, bath and studio living area are in a private apartment, surrounded by 12 acres of open fields. The kitchen is well equipped and includes all the makings for tea and coffee. Orange juice, oatmeal, homemade jam and English are also provided!

Whiteley Hideaway- walk to Mass MoCA and Downtown
You will love being tucked away in this bright spacious home! Nestled in quiet neighborhood with a gorgeous outdoor kitchen and a distant view of Mt Greylock, large yard, front and back porches for sitting, off street parking for 2 cars and....Only 4/10 mile to Mass MoCA! Come home after a fun filled day and enjoy a glass of wine by the fire!
Popular amenities for Lanesborough apartment rentals
Weekly apartment rentals

Shakespeare’s Folly Side Farm and AirBnB.

**Happy Hour! Gorgeous & Modern Downtown Retreat**

Chic Brownstone in Historic Troy w/Furnished Deck

Serene Suite: Hudson & Berkshires, Walk to Brewery

Stylish Hudson Getaway

River View apartment

Cooper's Place

Large Quirky Sunny Farmhouse Apartment
Private apartment rentals

Quiet Studio in Desirable Neighborhood

West Main

ALL welcome: Lovely 1 BR studio, Berkshires beauty

Comfortable Pittsfield Loft

Spacious Historic 3BR/1.5BA Troy Washington Park

Eliza Suite

House Above the Hollow

Comfy Quaint Tavern
Apartment rentals with a hot tub

Mountainside Condo Ski on/off

Saratoga Getaway 2

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

Walk to main lift! The Handle Studio @ Mt. Snow!

Must See Cabin Suite Jiminy Sleeps 4- Mountainview

Falcon's Nest | hot tub | scenic views |

Berkshire’s Sweet Spot- Pool and Spa- Discount Now

Home Away From Home
When is the best time to visit Lanesborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $288 NZD | $312 NZD | $223 NZD | $192 NZD | $213 NZD | $237 NZD | $247 NZD | $230 NZD | $213 NZD | $218 NZD | $213 NZD | $273 NZD |
| 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 apartment rentals in Lanesborough

Total holiday rentals
Explore 40 holiday rentals in Lanesborough

Nightly prices starting at
Lanesborough holiday rentals start at $153 NZD 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

Wi-Fi availability
40 of Lanesborough holiday rentals include Wi-Fi 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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- Apartment rentals Berkshire County
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- Stratton Mountain
- Saratoga Race Course
- Six Flags New England
- Berkshire East Mountain Resort
- Mount Snow Ski Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Stratton Mountain Resort
- Jiminy Peak Mountain Resort
- Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Taconic State Park
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- June Farms
- Hildene, The Lincoln Family Home
- Ski Sundown
- Saratoga Spa State Park
- Naumkeag
- Hudson Chatham Winery
- Norman Rockwell Museum
- National Museum of Racing and Hall of Fame
- New York State Museum





