Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...

Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...

Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...

Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...

Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...

Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...

Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...

Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...

Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...

Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...

Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...

Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...

Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...

Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...

Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...

Enjoy the beautiful Berkshires. Watch the horses roam. Have a guided trail ride (additional fee) or have a camp fire only feet away from the horses. Within steps from your accommodations, enjoy the largest recreational lake in Massachusetts. Bring your boat or jetski. Or use our row boat. Go...

When you stay in our villa, you'll have access to a number of exciting amenities including a fitness center, 2 pools, a hot tub, dining options on-site, and an 18-hole mini golf course! Located in central Berkshires, Massachusetts, you'll love this awesome rental in a fantastic location. • 1...

Complete your Berkshires retreat with a stay in the spacious Studios, perfect for romantic couples and small families. Suites feature plush bedding, additional sleeper sofa and fully equipped kitchen for all your dining needs. Minimum age to check in is 21 Daily housekeeping is not included and...

I have a two bedroom downstairs apartment and a three bedroom upstairs apartment (all of the rooms are available to rent). I also rent out the full apartments but I also rent out rooms (please ask for information). The house is located on a dead end street with a huge wooded backyard that...

Luxury Condo in Beaver Pond, Hancock, Mass. Three bedrooms, loft, 2 baths, living room, kitchen with dining area, deck w/grill. Near Clark Art Museum, MassMoca. Williams College with schedule of sports open to the public: swimming, tennis, squash, basketball, skating and fitness room. Indoor...

This is an exclusive Tentrr site. Tentrr partners with farmers, ranchers, and other property owners to offer unique outdoor accommodations on beautiful private land. Each Tentrr Signature site includes a 10'x12' safari-style canvas tent on a raised platform, and you'll find a queen-size single or...

Why fight the crowds at the local Mountain Ski Resort when it's time to relax at the end of your day of skiing? Our 3 bedroom Suite is located only 1.5 miles away on a private and quite 6 acres. We would be pleased to welcome you to our newly remodeled second floor Suite! You have your own private...

This is an exclusive Tentrr site. Tentrr partners with farmers, ranchers, and other property owners to offer unique outdoor accommodations on beautiful private land. Each Tentrr Signature site includes a 10'x12' safari-style canvas tent on a raised platform, and you'll find a queen-size single or...

Share a beautifully renovated home in the Berkshire Mountains of Western MA. I would prefer a long-term housemate, but will be glad to do weekend or short term stays. Long-term pricing can be negotiable.YoutubeTV (in your room), internet, washer and dryer, big eat-in kitchen, well-lit living room....

The Tentrr Berkshire Mountain Hideaway is magical, quiet site a short walk ( less than 1/4 mile) ) from easy access parking. Glacial rock to one direction, seasonal spring stream to another. Hiking trails right from the site to Perry's peak, Taconic ridge trail, shorter scenic local trails, most...

This is an exclusive Tentrr site. Tentrr partners with farmers, ranchers, and other property owners to offer unique outdoor accommodations on beautiful private land. Each Tentrr Signature site includes a 10'x12' safari-style canvas tent on a raised platform, and you'll find a queen-size single or...

The Tentrr Round Mountain Campsite is located on the Taconic Crest Trail. With 140 acres of woods and trails, this site is great for hiking, mountain biking, and star gazing. We have an abundance of wildlife here primarily deer and turkeys as well as all other native wildlife. You'll have access to...

The Tentrr Running Spring Farm campsite. A hidden camp surrounded by the Berkshire mountains. Adjacent to the Appalachian Trail and the Tyringham Cobble for long or short hikes. Swimming and boating are close by on Goose Pond, Lake Garfield and Beartown State Forest. Kids 13 and under might enjoy...

The guest suite is within 'Keyes House,' a quintessential 19th century Greek Revival colonial. It is conveniently located in a small, bucolic village in Southern Berkshire County that is on the National Register of Historic Districts. The entire home, including the two-room suite, has been...

Enjoy the stunning view of Mt. Greylock and unobstructed views of the mountains. Located in one of the highest private homes in the Berkshires (above elevation 2030 ft) in the basement of our spacious home on the Western Summit of the Hoosac Range mountains. You can enjoy the private summit and...

Bring your loved one along on a Berkshires getaway in this 1-bedroom, 1-bathroom vacation rental in New Marlborough. Nestled under the pine trees on the edge of Lake Buel, you'll have right-of-way access to the lake and unbeatable views of the picturesque landscape. Launch the 2 provided kayaks in...

Share a beautifully renovated Victorian home, in downtown Lee, Ma, right in the heart of the Berkshires. Walking distance to town, and on the bus line. Wifi, cable TV, off street parking. Shared kitchen and bath. I have two cats and one other housemate. I am a gospel and blues musician. This is a...

Nestled in the woods of East Otis, you’ll have a peaceful stay in the Berkshires at this cozy 2-bedroom, 1-bathroom vacation rental cabin. Comfortably accommodating up to 5 guests, this retreat is perfect for a memorable family vacation. With miles of hiking trails to explore and the Otis Reservoir...