
House vacation rentals in Lanesborough
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Top-rated house rentals in Lanesborough
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Stylish Hawthorne Valley Farmhouse Retreat
Hawthorne is a renovated 1920s farmhouse set on 11 acres of pastoral fields, forest and pond, featuring stylish, comfortable, art-filled white and green rooms. Take in the view from the sun porch, nap on the big L-shaped sofa, share cocktails in the field overlooking the valley, and cozy up by the fieldstone fireplace at night. A fully equipped house, with Watson Kennedy goods throughout. Professional design, high quality kitchen equipment and accoutrement, linens, blankets and comforters, with Malin+Goetz & Molton Brown supplies make this your luxe country getaway. Now with unlimited WiFi. The perfect getaway for one to three couples, Hawthorne offers multiple rooms and lots of space for maximum relaxation and taking in the country. >> Enjoy the view from the sun-drenched front porch. >> Nap on the big L-shaped sofa in the living room. The two extra deep Restoration Hardware couches are 7’ long; they also serve as larger than usual single beds >> Cozy up with a book by the fieldstone fireplace in the fully screened back porch (with glass panels in Fall and Winter). >> Share sunset cocktails in the Adirondack chairs up in the field overlooking the valley. >> Cook in the well-equipped kitchen. >> Eat your candle-lit dinner in the dining room overlooking the valley. This is a fully equipped country farmhouse, with Watson Kennedy goods throughout the home. Professional design, high quality kitchen equipment and accoutrement, linens, blankets and comforters, and Malin+Goetz bath supplies make this your luxe country getaway. You will be the only guests in the house, with no one else on-site. Lots of hiking in the valley and nearby conservancy areas, biking on country roads, cross-country, downhill or snowshoe during the snowy months, or take in all the antique shops and history year-round. This peaceful property is minutes from the Hawthorne Valley Farm store, 20 minutes to the world-class food and vintage mecca of Hudson, and 30 minutes from the culture and history of Tanglewood, Jacobs PIllow and the Berkshires. For recreation there is hiking in the valley and nearby conservancy areas, biking on country roads, or cross-country, downhill or snowshoeing during the snowy months. Hawthorne is a 2-hour drive from NYC or a 2-hour Amtrak ride from Penn Station to Hudson, and then a 20 minute drive by car or taxi. The house is conveniently close to the Taconic Parkway, while set in a peaceful and quiet valley.

Private Mountain Lodge-views, privacy, hot tub
An incredible "wrapped in nature" experience awaits you! Just 3 hours from NYC and Boston, this four-season getaway in Upstate NY offers local lakes/swimming, mountain views, cozy nights at the fire pit, outdoor hot tub, sauna, game room/bar area, large yard, Peloton bike, hiking, forest bathing, local concerts, shopping, skiing, fishing, and world class art. Near Williamstown, MA, The Berkshires, Southern VT, within an hour to Saratoga and much more! Ideal for families, couples, and groups!

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?!

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!

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!

Hidden Oasis in the Mountains by Evergreen Home
Evergreen Home Vacation Rentals invites you to this hidden oasis in the heart of the Berkshires. This attractive 5-bedroom home features a large, fully-outfitted kitchen, Tuft & Needle mattresses, and stunning mountain views. Relax in the hot tub, enjoy the perennial gardens, or gather on the stone patio by the fire pit. Just 7 minutes to Bousquet Mountain and minutes from Lenox and Tanglewood, this is the perfect retreat for family and friends. Experience luxury and comfort—book today!

Elmwood Farmhouse
Renovated farmhouse in the Berkshires, Perfect for family gatherings, or weekends away. The house is spacious and welcoming with a sunny deck and welcoming porch. Dog friendly with a fully enclosed yard. Close to all the Berkshires has to offer from Tanglewood, to Mass MOCA, and other cultural and natural attractions.. Near Mount Greylock, and other outdoor destinations. The Ashuwilticook Bike Trail is across the street. Whitney's Farm stand nearby with fresh Produce and Deli .

Berkshire Mountain retreat with Urban eco-luxuries
600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relaxing our wood-fired hot tub- we hope you enjoy your stay and will visit us again.

Berkshire Retreat + 6 BR/38 Acres mins from Jiminy
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.

Lakefront Retreat: Bald Eagles & Huge Windows
Lakefront escape with huge windows & bald eagles! Just 10 min from June Farms & other popular wedding venues. Soak in lake views from the bright great room or unwind by the fireplace. Cozy TV room, spacious kitchen, 4 bedrooms (2 king, 2 queen, all w/ desks) + 4 baths. Seasonal lake access, dock, deck. Swim/kayak at your own risk. No guest boats. No events.
Popular amenities for Lanesborough house rentals
House rentals with a pool

Adams Farm-"The Little Farmhouse"

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

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

Casa Luna Country Retreat with Pool, Hudson, NY
Weekly house rentals

Friendly Hills | Passive Home • EV Charger

Solomon Ely Homestead set in walkable downtown

Mountain Farmhouse Getaway

Berkshires Home Closed to Williams College

Marie’s Place unit 3

Berkshire Mountain House

Ohana House

Lake, Berkshire Fave, Hot Tub, Lg Open LR, Family
Private house rentals

Stunningly Designed Luxury Home w/ Pool & Hot Tub

Berkshire Lakehouse - 3 bedrooms - sleeps 5

Modern Lakehouse with Private Lake Access

Cozy Cottage in Berkshires: Minutes to Jiminy Peak

Four Season Retreat

Mount Greylock View Retreat,3 bedroom,2 1/2 bath.

Berkshires Black Abbey

Spacious 4 Br+ house in the heart of Berkshires
When is the best time to visit Lanesborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,318 | ﺩ.ﺇ1,304 | ﺩ.ﺇ1,249 | ﺩ.ﺇ1,219 | ﺩ.ﺇ1,249 | ﺩ.ﺇ1,300 | ﺩ.ﺇ1,249 | ﺩ.ﺇ1,307 | ﺩ.ﺇ1,146 | ﺩ.ﺇ1,194 | ﺩ.ﺇ1,157 | ﺩ.ﺇ1,296 |
| 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 ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 2,340 verified reviews to help you choose

Family-friendly vacation rentals
50 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
50 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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- 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
- Norman Rockwell Museum
- Hudson Chatham Winery
- National Museum of Racing and Hall of Fame
- New York State Museum





