Holiday rentals with a patio in Hancock

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?!

Cozy Hilltown Cottage

Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

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!

Hudson River Beach House

Explore all the activities the Hudson Valley has to offer and then relax in a room full of windows overlooking the Hudson River. Make a meal in the full kitchen or hang out by the beach, build a fire, play lawn games, read a book or float in the river. For you early risers, the sunrises are spectacular. This 1860 river house is 1/2 mile from the charming Village of Coxsackie NY and a central location to many great destinations such as Hudson, Woodstock, Athens, and Catskill.

Bougie B’s Mountainside Getaway

Escape to our updated 2-bedroom, 2-bath condo at Jiminy Peak! Perfectly situated for the ski season, you'll enjoy quick access to both the slopes and apres ski. After a day on the trails, unwind at nearby restaurants like Christianson's Tavern or Bluebird & Co, offering top notch local eats. Bougie B's features updated amenities and that perfect touch of class to make you feel special. Come experience the beauty of the mountains today—your perfect escape awaits!

Folk Art Studio: 1-bedroom near the Berkshires

Peaceful and characterful 1-bedroom apartment that's part of a Victorian house from 1830. We call it the Folk Art Studio because it has a primitive, imperfect, colorful feel, but is also very comfortable and quite modern. Fully stocked kitchen, bath with tub, washer-dryer, work space, good wifi, lovely living room, round dining table, and private garden access. It's on a quiet country road that offers historic houses and fantastic access to the Berkshires.

Catskill Village House - Garden Studio

A serene space inspired by the contemplative calm of the open water, our Garden Suite features a large living room, outdoor deck and shared garden, private bathroom with claw foot tub and shower, and sleeper sofa. Original artwork, a custom made kitchenette, and dining area add to this beautiful and generous space. Custom Queen Size Mattress (featured at the Four Seasons NYC), organic cotton sheets. Free WIFI (150mb/12mb) and AC.

Frankie’s Place - A Mass MoCA Neighborhood 2BR APT

Experience North Adams with unbeatable convenience! This centrally located apartment puts your whole group just a short walk or bike ride away from Mass MoCA, the farmer’s market, and the shops and restaurants on Main Street. Enjoy stress-free access to all the local attractions—no parking hassles, just easy, enjoyable days exploring the best of North Adams. Perfect for your next Mass MoCA event or weekend getaway!

Boutique TINY home+private hot tub-walk to Main St

Romantic, boutique-luxe tiny home with private hot tub, firepit, and dreamy loft lounge. Plush queen bed, full kitchen, and curated charm throughout. A peaceful oasis just 2 mins from Chatham’s Main Street lined with restaurants, brewery, shops & theater. The perfect upstate NY getaway for couples—hike, visit galleries, stroll to dinner, or unwind in your own private spa oasis at @artparkhomes.