Flat rentals near Jiminy Peak Mountain Resort

Historic,Famous,Iconic, Unforgettable Berks Escape

PICTURE IT...You can put yourself in the "famed" Norman Rockwell Main Street at Christmas Painting! That's Right,Cozy, Intimate,Magical and all to yourself.Fully equipped with all the comforts of home. Small Town Charm,Big time Historic setting in the heart of Downtown Stockbridge! Spend your afternoon sipping Tea or Wine looking out the iconic picture window Norman Rockwell installed himself. The one where the Christmas Tree Glows in a room that was Norman Rockwell's Studio from 1953-1957

Berkshire Mountain Top Chalet

Amazing mountain top lodge with beautiful views, and majestic log interior. Soaring ceilings, dramatic stone fireplace, and many more amazing amenities such as blazing fast internet, multiple decks, and hot tub. This gorgeous lodge is located near all The Berkshires has to offer—resplendent nature with waterfalls, hiking trails; cultural institutions such as Mass MoCA, and the Clark Institute; adventures such as zip-lining, white-water rafting, and skiing—it is the ultimate place for you.

Stylish Hudson Getaway

Enjoy our one bedroom home in the heart of beautiful Hudson, New York. Steps away from the best shops and restaurants Warren Street has to offer, our apartment is on a beautiful residential street with historic views. Introduce yourself to our town with the peace of mind that when you return to this Airbnb, you can relish in the delight of organic cotton sheets, lush robes and slippers, an assortment of organic teas and coffee, and some of the best products from our sweet little city.

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.

The MoCA-Cabana: 2 bd + Sauna

Welcome to the MoCA-Cabana, our newest listing at Chase Hill Estate—the historic home of the owners of the factory that became MASS MoCA. More than just a house, Chase Hill is an experience: gardens, fire pits, sauna, massages, occasional music rehearsals. Just a 5-minute walk to MASS MoCA, 10 mins by car to Williams & Clark. ✨ Your stay supports pro bono residencies for refugee & immigrant artists. Additional dates available beyond what the calendar shows—contact us!

Farmhouse Apt : Walk to Williams : Near Mass Moca

Modern farmhouse apartment with private entrance just steps from downtown Williamstown, Williams College and a 10 minute drive to Mass MoCA. This renovated second floor 1 bedroom features a queen bed, updated kitchen and bath. With off street parking you can enjoy a quiet and stylish stay. Enjoy the newly finished Williamstown walking path and other local attractions. Perfect for couples looking to visit Williamstown or explore the Berkshires.

Marie's Place

This newly renovated bright sunny apartment is minutes from Bosquet ski area & also close to downtown. It has a large kitchen and pantry. Beautiful oak dining room table. Comfy living room set, with a 43 inch Roku TV. Electric fireplace. Queen size beds in both bedrooms. Large walk-in closet in. 28 minutes from Jiminy peak. Close to downtown restaurants and theaters. Ac units are installed from June through September.

COLD SPRING

Welcome to your peaceful Berkshire retreat. Originally a barn, this charming two-bedroom, one-bath apartment features a fully equipped kitchen, skylight-vaulted ceilings, and original wood beams. Just a short drive from Mount Greylock, Jiminy Peak, and the Williamstown Theatre Festival—surrounded by scenic hikes and great local dining, it’s the perfect home base for your getaway.

Charming Art Filled Apartment

Charming and quirky, this 2nd floor apartment in a 120 year old house is decorated with art and antiques, like the living museum of an eccentric friend. Or a mini theme park for the mind. We are just blocks from downtown North Adams, on the main road into town. It’s literally a 2 minute drive to MASS MOCA, or a ten minute walk. Dogs are always welcome!

Sunny carriage house apartment

Our sunny apartment is located midway between Northampton and the Berkshires, in a lovely rural setting. The kitchen, bath and studio living area are in a private apartment, surrounded by 12 acres of open fields. The kitchen is well equipped and includes all the makings for tea and coffee. Orange juice, oatmeal, homemade jam and English are also provided!

Lovely Berkshire Apartment. Private & Peaceful

Kick back, relax and rejuvenate in this spacious, calm, stylish, zen space just minutes from town. Private entrance with keyless entry. Comfy crisp clean beds and spacious living room. Kitchen has everything you'll need to cook dinners or not! Friends getaway, couples, familes or remote work. Beautiful sunsets! Minutes to Tanglewood/Jacobs Pillow

Whiteley Hideaway- walk to Mass MoCA and Downtown

You will love being tucked away in this bright spacious home! Nestled in quiet neighborhood with a gorgeous outdoor kitchen and a distant view of Mt Greylock, large yard, front and back porches for sitting, off street parking for 2 cars and....Only 4/10 mile to Mass MoCA! Come home after a fun filled day and enjoy a glass of wine by the fire!