
Apartment holiday rentals in Lanesborough
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Lanesborough
Guests agree: these apartments are highly rated for location, cleanliness and more.

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 !

In town, newly renovated studio with private deck
Come explore our unique area and stay in a renovated, light filled studio with private entrance, secluded deck , kitchenette and bath located in the quaint New England village of Shelburne Falls.We are within easy walking distance to numerous shops, candlepin bowling, Glacial potholes, tennis/basketball courts, Bridge of Flowers, eateries/restaurants, Pothole pictures, groceries, playgrounds, hiking & swimming areas, a natural food store and art galleries.Close to Berkshire East and Zoar!

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.

Hudson River Beach House
Explore all the activities the Hudson Valley has to offer and then relax in a room full of windows overlooking the Hudson River. Make a meal in the full kitchen or hang out by the beach, build a fire, play lawn games, read a book or float in the river. For you early risers, the sunrises are spectacular. This 1860 river house is 1/2 mile from the charming Village of Coxsackie NY and a central location to many great destinations such as Hudson, Woodstock, Athens, and Catskill.

See MoCA from your mansion+Sauna!
Near Ski & restaurants! 4 bedroom apartment tucked away on a hilltop oasis above Mass MoCA (3 mins by foot). 10 mins drive to Williams College & Clark. Whimsically restored (fast Wi-Fi & great water pressure). Fully private with no shared spaces + outdoor Sauna! Your stay’s proceeds allow us to host refugee/immigrant musicians pro bono year-round at @chasehillartistretreat Note: more dates are often available beyond what the calendar shows. Please don’t hesitate to inquire!

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!

Historical Downtown 1 Bedroom Apartment
Located in the heart of historical downtown Lenox. A beautifully renovated space fully equipped for all your needs. The eat-in kitchen has a table for two, stainless appliances, and an array of cooking essentials. The living room features a comfortable sectional and a flat screen TV for relaxing. Wi-Fi is available throughout the space. Central heat and air to provide a comfortable environment in any season. All linens and towels are provided.

Sunny Duplex at the old boarding house
Charming big vintage apartment in an old boarding house from 1900. It's a Greek Revival house on a country lane at the foot of the Berkshires. Master bedroom and full bath are downstairs, where there is also a lovely living room, fully stocked kitchen and mudroom with washer/dryer. Note that the attic bedroom gets closed in the wintertime. Small front sitting porch, big side lawn and flowery backyard with grill and table.

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.

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.
Popular amenities for Lanesborough apartment rentals
Weekly apartment rentals

West Main

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

Empire Plaza Apartment

Washington Parkside 1 Bedroom In 1800s Brownstone!

Catskill Village House - Mountain View Studio

Sunny carriage house apartment

Chic Downtown Studio, Perfect for College Weekends

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Private apartment rentals

Quiet Studio in Desirable Neighborhood

Comfortable Pittsfield Loft

Annies’ Place by The Bridge of Flowers ~

Stockbridge private apartment

Comfy Quaint Tavern

1843 House - Bright and Airy 5 Rooms (2 Bedrooms)

Loft Space above Brewery

A Country Retreat-Enhanced Studio Apartment
Apartment rentals with a hot tub

Mountainside Condo Ski on/off

Saratoga Getaway 2

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

Dover VT 2 Bdrm Condo - Great For Remote Work

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

Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4

All-Season Condo at Jiminy Peak (Berkshires)

Berkshire’s Sweet Spot-Spa/Close to Ski Resorts
When is the best time to visit Lanesborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $214 SGD | $234 SGD | $157 SGD | $144 SGD | $159 SGD | $177 SGD | $185 SGD | $172 SGD | $159 SGD | $163 SGD | $159 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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a fireplace Lanesborough
- Rentals with lake access Lanesborough
- Family-friendly rentals Lanesborough
- Rentals with a patio Lanesborough
- Rentals with a washing machine and dryer Lanesborough
- Rentals with a firepit Lanesborough
- Fitness-friendly rentals Lanesborough
- Pet-friendly rentals Lanesborough
- Rentals with pools Lanesborough
- Apartment rentals Lanesborough
- Rentals with a hot tub Lanesborough
- Rentals with an EV charger Lanesborough
- Ski-in/ski-out rentals Lanesborough
- Waterfront rentals Lanesborough
- Rentals with a sauna Lanesborough
- House rentals Lanesborough
- Rentals with outdoor seating Lanesborough
- Flat rentals Berkshire County
- Flat rentals Massachusetts
- Flat rentals United States
- Stratton Mountain
- Saratoga Race Course
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Catamount Mountain Ski Resort
- Mount Snow Ski Resort
- Butternut Ski Area and Tubing Center
- Thacher State Park
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Zoom Flume
- Mohawk Mountain Ski Area
- Saratoga Spa State Park
- Taconic State Park
- Ski Sundown
- Norman Rockwell Museum
- Hildene, The Lincoln Family Home
- Naumkeag
- National Museum of Racing and Hall of Fame
- June Farms
- Berkshire Botanical Garden
- Hancock Shaker Village




