
House vacation rentals in Lanesborough
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Top-rated house rentals in Lanesborough
Guests agree: these houses are highly rated for location, cleanliness, and more.

Net Zero home with rustic Berkshire charm
Be a part of the solution in our centrally located solar home that sits on a safe and quiet street just a walk, ride, or drive from downtown Pittsfield! Warm up your day on the screened-in sun porch. Warm up your toes on the heated tile floors! Enjoy custom concrete counters and wood floors in this open kitchen concept. Grill out on the rear patio while your dogs roam in the enclosed backyard. Hiking trails abound and playgrounds are just a stroll away. We are emissions free! How cool is that?!

Cheerful Catskill Village Cottage
Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.

Dancing Horse Lodge
Dancing Horse Lodge is located in the heart of the Berkshire Mountains in Pittsfield, MA, minutes from Tanglewood, Barrington Stage, Jacobs Pillow Ballet, Kripalu Yoga, Shakespeare and Co. and skiing at Bosquet and Jiminy Peak. It is a light and bright residence located on a 20-acre horse farm with nature views out of each window. It is surrounded by miles of woods, great for hiking and cross country skiing. Close to all amenities yet affords beautiful, quiet country living. Come and enjoy!

Bright Stockbridge country home, near everything!
Berkshires charm in this fully renovated 1800's post and beam farmhouse set on 5 park-like acres. Features open plan living/dining/kitchen with gas cooktop and gas 3 sided fireplace, lovely sun room, master suite downstairs and 2 br, bath and sitting area upstairs. Spacious deck overlooking the expansive property Conveniently located between the charming towns of Stockbridge, Lenox & Great Barrington. We are surrounded by 4 ski areas, the closest is 10 minutes away! Many dining options too.

Brooksong, the perfect Berkshires getaway
Part of this bright, sprawling, five-acre property was built in 1866 as a schoolhouse. Its historic charm now includes all the updated comforts of home, in an idyllic country setting that's lovely in all seasons. Located a short drive from Jiminy Peak, Brooksong is perfect for a ski vacation and close to plenty of lakes for summer fun. With a pool table, fire pit, and play set for kids, this is the perfect place to recharge and have fun with the people you care about. Welcome to Brooksong!

Cantabile life in the Berkshires
Relax with your family and friends after a day of skiing, hiking or a night of Tanglewood concert in this newly renovated home at the center of the Berkshires. Located in a quiet and friendly neighborhood, our home is 5min to Pontoosuc Lake and Lake Onota, 10min to Bousquet, 15min to Mt Greylock, 20min to Jiminy Peak and Tanglewood. Multiple grocery stores and shopping centers near by. Child/baby friendly, we have books, games, PingPong, foosball and a grand piano. Musicians are welcome!

1890 House
Back online after renovations. This beautiful Victorian farmhouse is situated on a 1/2 acre with great views of Mount Greylock, surrounding mountains and quaint town of Adams. The wraparound porch is perfect for relaxing. It is fully furnished and has a fully equipped kitchen. There is a wood stove in living room. Walking distance to Adams/supermarket. Short drive North Adams (MASSMoCA), Williamstown (Clark Museum) and Jiminy Peak (ski resort) which is 30 minutes drive.

Elmwood Farmhouse
Renovated farmhouse in the Berkshires, Perfect for family gatherings, or weekends away. Close to all the Berkshires has to offer from Tanglewood, to Mass MOCA, to other cultural and natural attractions.. Near Mount Greylock, and other outdoor destinations. The Bike Trail is just across the street with over 10 miles of scenic cycling. Whitney's Farm stand is a half mile North with fresh Produce and Deli . The house is spacious and welcoming with a sunny deck and porch.

North Adams Getaway-walk to MASS MoCA
BRAND NEW! Ready for guests to enjoy all the Berkshires has to offer! Whether you are visiting for work or pleasure, with family or friends this is a perfect place for you. Located in downtown North Adams you are surrounded by breath taking mountains and foliage, nestled between award winning museums, access to great food, and a short drive to ski resorts, breweries, Tanglewood, the highest peak in MA, and more. A true outdoorsman paradise. BOOK NOW!

Berkshire Bliss- 6BR/Minutes from Jiminy +38 acres
38 beautiful, private acres of Berkshire woods, cleared land, and mountain scenery. 6 comfortable bedrooms and 4.5 bathrooms. 9 Minutes from Jiminy Peak Ski Resort. 5 Mins from The Lake House cottages. Warm and cozy, modern gem. 4 Fireplaces, multiple hang out areas, napping areas, sauna, outdoor fire pit, views in every direction, two fridges, high speed internet, plus a kid cave in the basement. Perfect for all four seasons.

Cozy Modern Sugar House with spectacular views.
This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.

Ski at 19th c. Barn in The Berkshires
<b> Mason Hill Farm </b> is a celebration of everything we love about the Berkshires. Mountain views, a rushing swimmable brook, an historic restored barn and outbuildings surrounded by lush forest and grazing sheep. Follow us @ <b> mason_hill_farm </b> For weddings & events, please contact us for information on our sister property: Hinterland Hall!
Popular amenities for Lanesborough house rentals
House rentals with a pool

Private lakefront home, hot tub & resort amenities

Adams Farm-"The Little Farmhouse"

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Modern Barn on 12 acres w Sauna, FirePit+swimming

Hudson River Sunset Getaway

Sunbeam Lodge: Pool+Sauna, 50 Acres, ‘70s Oasis

Hollywood Bungalow in the Berkshires #C0191633410

Contemporary, Warm & Cozy Home mins to Saratoga
Weekly house rentals

Mid-Century At Friendly Hills w Guest Passes !

Cozy cottage on peaceful pond

Berkshire Lakehouse - 3 bedrooms - sleeps 5

Contemporary Berkshires Home-5 Mins to Jiminy Peak

Cozy Cottage in Berkshires: Minutes to Jiminy Peak

Berkshire Mountain House

Lakefront Home on Ponstoosuc Lake, The Berkshires

Winter Wonderland 15 minutes to Jimmy Peak
Private house rentals

Solomon Ely Homestead set in walkable downtown

Cozy Log Cottage in Berkshires on 1.6 Acres!

Cozy Home in Pownal VT

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

Mountain Escape: book ski season & spring fun now!

Ohana House

Secluded + Modern | Enclosed Patio | Woodland Zen

The Red House
When is the best time to visit Lanesborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$72,196 GYD | G$74,707 GYD | G$71,149 GYD | G$69,475 GYD | G$71,149 GYD | G$74,079 GYD | G$71,149 GYD | G$74,497 GYD | G$65,290 GYD | G$68,010 GYD | G$65,918 GYD | G$73,870 GYD |
| 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 house rentals in Lanesborough

Total vacation rentals
Explore 60 vacation rentals in Lanesborough

Nightly prices starting at
Lanesborough vacation rentals start at G$16,741 GYD per night before taxes and fees

Verified guest reviews
Over 2,180 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Lanesborough vacation rentals include wi-fi access

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

4.9 Average rating
Lanesborough stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with pools Lanesborough
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- Family-friendly rentals Lanesborough
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- Rentals with a hot tub Lanesborough
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- House rentals Berkshire County
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- Stratton Mountain
- Saratoga Race Course
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Stratton Mountain Resort
- Catamount Mountain Ski Resort
- Thacher State Park
- Mount Snow Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Saratoga Spa State Park
- Taconic State Park
- Norman Rockwell Museum
- Hildene, The Lincoln Family Home
- Ski Sundown
- Berkshire Botanical Garden
- National Museum of Racing and Hall of Fame
- Naumkeag
- Hancock Shaker Village
- New York State Museum




