Berkshire County Holiday Homes
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Featured Holiday Homes in Berkshire County
Deluxe Queen Room with 2 Queen Beds
Lee, MA
During your stay at this holiday home, you're just a quick walk from Housatonic River. Enjoy features like an outdoor pool and laundry facilities. The holiday home includes amenities such as a TV.
Pool
Haustierfreundlich
Imagine Being Lakeside This Summer! Book Now!
Lenox, Massachusetts
During your stay at this holiday home, you'll be within walking distance of Wyndhurst Golf & Club. Features include laundry facilities. A kitchen and 2 bathrooms are available in the holiday home.
Küche
Waschmaschine
4 Mi to Great Barrington: Berkshires Retreat!
Sheffield, Massachusetts
During your stay at this holiday home, you'll be within walking distance of Housatonic River. You'll find features such as laundry facilities. Enjoy your stay with amenities like a kitchen and 2 bathrooms in the holiday home.
Küche
Waschmaschine
Stay Lakeside This Summer!
Great Barrington, Massachusetts
During your stay at this holiday home, you'll be close to Art et Industrie. You'll find features such as laundry facilities. The holiday home includes amenities such as a kitchen and 2.5 bathrooms.
Küche
Waschmaschine
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
Pittsfield, MA
During your stay at this holiday home, you'll be close to Jiminy Peak Mountain Resort. Laundry facilities are available. Enjoy your stay with amenities like free WiFi and in-room jetted baths in the holiday home.
Küche
Waschmaschine
Rustic 3bd Lake Front Country Cottage
Monterey, MA
During your stay at this holiday home, you'll be close to Bidwell House Museum. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.
Küche
Haustierfreundlich
Spectacular views and close to Great Barrington.
Great Barrington, MA
During your stay at this holiday home, you'll be within walking distance of Housatonic River. Laundry facilities are available. Enjoy your stay with amenities like in-room jetted baths and a kitchen in the holiday home.
Pool
Küche
Garfield Townhouse in the Berkshires on Main St
Lee, MA
During your stay at this holiday home, you're just a quick walk from Berkshire Mountain Country Store. Enjoy features like laundry facilities. The holiday home includes amenities such as free WiFi and a kitchen.
Küche
Haustierfreundlich
Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!
Richmond, MA
During your stay at this holiday home, you'll be within walking distance of Fairfield Brook WMA. Features include laundry facilities. The holiday home offers in-room jetted baths and a kitchen.
Küche
Waschmaschine
NEU! Berkshires Haus am See mit Deck, Dock + Boot
Great Barrington, Massachusetts
During your stay at this holiday home, you'll be close to Art et Industrie. Enjoy features like laundry facilities. A kitchen and 2 bathrooms are available in the holiday home.
Küche
Waschmaschine
Berkshire Lake at the Pillow, and EV!
Otis, MA
During your stay at this holiday home, you'll be close to Jacob's Pillow. Features include laundry facilities and an arcade/games room. Free WiFi and a kitchen are available in the holiday home.
Küche
Waschmaschine
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
Lee, Massachusetts
During your stay at this holiday home, you're just a quick walk from Greenock Country Club. You'll find features such as laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.
Küche
Waschmaschine
Lakeside Serenity! 4-bedroom house in charming Hinsdale next to Lake Ashmere.
Hinsdale, MA
During your stay at this holiday home, you'll be close to Bas Ridge Golf Course. Features include laundry facilities. The holiday home offers free WiFi and a kitchen.
Küche
Waschmaschine
Sun Filled Lenox Retreat - Minutes to Tanglewood!
Lee, MA
During your stay at this holiday home, you'll be within walking distance of Housatonic River. Enjoy features like laundry facilities. The holiday home includes amenities such as free WiFi and a kitchen.
Küche
Waschmaschine
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View all propertiesLowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Berkshire County Holiday Homes essential information
Accommodation | 361 Holiday Homes |
|---|---|
Lowest Price | |
Highest Price | |
Popular accommodation | Deluxe Queen Room with 2 Queen Beds, Imagine Being Lakeside This Summer! Book Now!, 4 Mi to Great Barrington: Berkshires Retreat!, Stay Lakeside This Summer!, Lake Front Home in Heart of the Berkshires Near Jiminy Peak, Rustic 3bd Lake Front Country Cottage, Spectacular views and close to Great Barrington., Garfield Townhouse in the Berkshires on Main St, Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!, NEU! Berkshires Haus am See mit Deck, Dock + Boot, Berkshire Lake at the Pillow, and EV!, Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!, Lakeside Serenity! 4-bedroom house in charming Hinsdale next to Lake Ashmere., Sun Filled Lenox Retreat - Minutes to Tanglewood!, North Getaway Cottage |