
Mountain Meadow Farm
apartment, East Nassau
This East Nassau farm rental, perfect for families, offers convenient proximity to restaurants and cultural attractions, though precise distances aren't specified.
The two-bedroom, two-bathroom property sleeps six, features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus air conditioning, parking, and internet access; guests can enjoy stunning views and access to family-friendly activities in the area.
The two-bedroom, two-bathroom property sleeps six, features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus air conditioning, parking, and internet access; guests can enjoy stunning views and access to family-friendly activities in the area.

Beautiful Blue Studio Downtown 5 Mins To Downtown
apartment, Pittsfield
This Pittsfield studio apartment boasts a convenient downtown location, a 5-minute walk from numerous amenities including cafes, shops, restaurants, and a movie theater.
The self-contained unit sleeps two guests and features a kitchen, air conditioning, parking, and excellent internet access; explore Pittsfield's attractions from this ideal base.
The self-contained unit sleeps two guests and features a kitchen, air conditioning, parking, and excellent internet access; explore Pittsfield's attractions from this ideal base.

2 Br 2ba Condo Jiminy Peak Retreat W Mtn Views
apartment, Hancock
This fully updated two-bedroom, two-bathroom condo is situated in Jiminy Peak's Country Village, offering direct access to Jiminy Peak Mountain Resort amenities and proximity to summer activities like the alpine slide and mountain coaster, as well as winter skiing.
The 2-bedroom, 2-bathroom unit sleeps 7 guests and boasts a private deck with BBQ, private parking, access to an outdoor heated pool, hot tubs, and a fitness center; it includes a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher.
The 2-bedroom, 2-bathroom unit sleeps 7 guests and boasts a private deck with BBQ, private parking, access to an outdoor heated pool, hot tubs, and a fitness center; it includes a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher.

Spacious Green 2 Bedroom Downtown
apartment, Pittsfield
This Pittsfield apartment rental is conveniently located a 5-minute walk from numerous restaurants and a movie theater in downtown Pittsfield.
The two-bedroom, one-bathroom unit sleeps five and includes a full kitchen with fridge, microwave, and dishwasher, in-unit laundry, air conditioning, and off-street parking.
The two-bedroom, one-bathroom unit sleeps five and includes a full kitchen with fridge, microwave, and dishwasher, in-unit laundry, air conditioning, and off-street parking.

Walk To Dining: Downtown Lenox Guest House!
house, Lenox
This 3-bedroom house is a great option for travelers visiting Lenox. It's located within walking distance of popular landmarks and attractions, in the heart of Lenox. It has excellent location, cleanliness and user ratings.
The house has a spacious living area, a fully equipped kitchen, 3 bathrooms, and a laundry facility. It also has a barbecue grill for outdoor cooking and dining experiences. The house is pet-friendly and can accommodate up to 6 guests.
The house has a spacious living area, a fully equipped kitchen, 3 bathrooms, and a laundry facility. It also has a barbecue grill for outdoor cooking and dining experiences. The house is pet-friendly and can accommodate up to 6 guests.

Elmer Estate
apartment, Pittsfield
This 3-bedroom, 1-bathroom apartment is situated on the Pittsfield/Lenox border, offering a 5-10 minute drive to Pittsfield's shopping, dining, and art venues, as well as nearby ski resorts.
This rental sleeps up to 5 guests and features internet, air conditioning, a kitchen, parking, and two porches with scenic views of the Berkshire Hills.
This rental sleeps up to 5 guests and features internet, air conditioning, a kitchen, parking, and two porches with scenic views of the Berkshire Hills.

Renovated Pittsfield Colonial By Evergreen Home
apartment, Pittsfield
This Pittsfield apartment is in the heart of the Berkshires, surrounded by museums, theaters, and hiking trails. It has excellent user, location, and cleanliness ratings.
The apartment has 4 bedrooms, 3 bathrooms, and a bonus room, with a floor area of 3900 square feet. It can accommodate up to 12 guests. The kitchen has new appliances, and there's a large deck overlooking a private backyard and woods. Other amenities include Wi-Fi, a washer and dryer, a fitness center, and parking.
The apartment has 4 bedrooms, 3 bathrooms, and a bonus room, with a floor area of 3900 square feet. It can accommodate up to 12 guests. The kitchen has new appliances, and there's a large deck overlooking a private backyard and woods. Other amenities include Wi-Fi, a washer and dryer, a fitness center, and parking.

2 Bed Berkshire Getaway At Stephentown Hotel
apartment, East Nassau
This two-bedroom, one-bathroom apartment in Stephentown, New York, is conveniently located approximately 20-24 miles from attractions like Rensselaer Polytechnic Institute, the Norman Rockwell Museum, and Tanglewood.
The 2-bedroom rental sleeps up to 11 guests and boasts free Wi-Fi, private parking, indoor/outdoor play areas, an outdoor fireplace, and is pet-friendly, making it ideal for families or groups visiting the Berkshires.
The 2-bedroom rental sleeps up to 11 guests and boasts free Wi-Fi, private parking, indoor/outdoor play areas, an outdoor fireplace, and is pet-friendly, making it ideal for families or groups visiting the Berkshires.

Deluxe Yeti Suite On Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
apartment, Hancock
This ski-in/ski-out apartment is nestled in the mountains of Hancock, just 0.1 miles from Jiminy Peak Mountain Resort and within 9 miles of Zema's Nursery and Pittsfield State Forest. It has an excellent user rating.
The apartment has 1 bedroom, 1 bathroom, and a floor area of 500 square feet. It can accommodate up to 4 guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a fitness center, and parking. Activities and features include ski-in/ski-out access, an indoor pool, a fitness center, a fireplace, a DVD player, a refrigerator, and a dryer.
The apartment has 1 bedroom, 1 bathroom, and a floor area of 500 square feet. It can accommodate up to 4 guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a fitness center, and parking. Activities and features include ski-in/ski-out access, an indoor pool, a fitness center, a fireplace, a DVD player, a refrigerator, and a dryer.

Modernized 1860s Getaway W/ Queechy Lake Passes*
apartment, East Nassau
This newly restored 19th-century house is located in Historic Lebanon Springs, East Nassau, offering a unique rural setting adjacent to the Berkshire and Taconic mountains, with Queechy Lake 10 minutes away and Jiminy Peak 15 minutes away.
This 3-bedroom, 2-bathroom apartment accommodates up to 6 guests and features a fully equipped cook's kitchen, a separate media/game room, a dedicated workspace with high-speed internet, outdoor deck space, and an EV charger.
This 3-bedroom, 2-bathroom apartment accommodates up to 6 guests and features a fully equipped cook's kitchen, a separate media/game room, a dedicated workspace with high-speed internet, outdoor deck space, and an EV charger.

Beautiful Lake-view Getaway!
apartment, Pittsfield
This Pittsfield lakeside rental boasts stunning lake views and easy access to Berkshire attractions, offering a perfect base for exploring the region.
This two-bedroom, one-bathroom house sleeps four, features a full kitchen with dishwasher, a jacuzzi, a fire pit, and a patio—ideal for year-round getaways, from summer lake recreation to winter skiing.
This two-bedroom, one-bathroom house sleeps four, features a full kitchen with dishwasher, a jacuzzi, a fire pit, and a patio—ideal for year-round getaways, from summer lake recreation to winter skiing.

Berkshire Mountain Lodge
house, Pittsfield
Located in Pittsfield, this chalet is close to Guido's Marketplace and within 3 miles of attractions such as Bousquet Ski Area and Housatonic River. With a very good user rating and an excellent location rating, this chalet offers a comfortable stay for travelers.
The chalet features one bedroom and one bathroom, and includes a kitchen with a fridge, microwave oven, and dishwasher. Guests can enjoy amenities such as air conditioning, a swimming pool, a Jacuzzi, a garden, a sauna, a spa, a concierge, a restaurant, a bar, a fitness center, and parking.
The chalet features one bedroom and one bathroom, and includes a kitchen with a fridge, microwave oven, and dishwasher. Guests can enjoy amenities such as air conditioning, a swimming pool, a Jacuzzi, a garden, a sauna, a spa, a concierge, a restaurant, a bar, a fitness center, and parking.













