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Mid-Century Glass Octagon in the Berkshires

This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

Spacious Queechy Lake House with Private Dock

Newly renovated, this lakefront home on Queechy Lake in Upstate New York is fully equipped for lakeside fun! We are also close to many ski resorts. Perfect for couples and families looking to take advantage of direct water access for a fun day on the lake. The 4-bedroom post and beam style house features a new wrap around deck to enjoy everything from grilling to beautiful evening sunsets. Enjoy lawn games, the fire pit and your own private dock. Comfortably furnished, you'll feel right at home!

Mountain Serenity 20 Acres, Hot Tub, Jiminy<10min

Private Berkshires 20Acre estate designed by acclaimed architect and author Norton Juster. An exclusive 4 bedroom retreat, with mountain views from every room, cathedral ceilings, cozy fireplaces, elegant living spaces, and outdoor fire pit, it’s the perfect place to unwind. Relax in the hot tub or sauna after a day of skiing at Jiminy Peak or Bousquet. Newly renovated with high end furnishings and chef's kitchen. A perfect mix of adventure and tranquility awaits—book your mountain escape today!

Netherwood - North Adams Guest House with Views

Stay at Netherwood in a classic New England carriage house converted into a guest house with modern amenities, including king beds and en suite bathrooms. Private with amazing views, yet readily accessible to local attractions. Price includes 1 king bedroom suite and exclusive use of the lounge and kitchenette. You can use 2 more suites for another $100 each per stay (for stays up to 2 weeks). Indicate the number of suites you will need (1, 2, or 3); you'll be charged for add'l suites later.

Secluded Mountain and Lake View in Canaan, NY

Overlooking Queechy lake, this spacious home with a cook's kitchen and wrap-around deck is a great get-away for family and friends. Within an easy 20 minute drive you will find delicious farm fresh foods, renowned arts venues, swimming, kayaking, skiing, and hiking trails. Ideally situated between the Berkshires to the east and Hudson Valley to the west, whether you are seeking cultural attractions or natural escapes, you will be in the perfect place to soak up the best the area has to offer.

Lakeside 3-BR Berkshires Residence

Enjoy this newly renovated 3-BR home nestled along the shores of Long Bow Lake, offering stunning views and direct lake access. Indulge in water activities with kayaks, a paddleboat, and fishing gear at the private dock. This expansive property features three bedrooms, two and a half bathrooms, a full kitchen, spacious living room, and a luxurious hot tub for unwinding amidst scenic surroundings. Located 15 minutes from Lee, 25 minutes from Tanglewood, and 30 minutes from skiing at Butternut.

Luxury Cabin | Fall Foliage, & Autumn Adventures

Welcome to our mountain retreat, nestled in the heart of nature and brought to you by Den Outdoors. 25 mins to Tanglewood, 35 mins to Jacobs Pillow, 15 mins to Jiminy Peak, 30 mins to The Clark, MASS MoCA, and the Berkshire region. 10 mins to a swimmable lake. 2.5 hrs from NYC and from Boston. Come experience all Autumn has to offer! Stunning views, no visible neighbors, Goodland wood fired hot tub, Breeo Fire pit and chairs, Webber Grill, radiant floor, WFH space, and EV charging!

Historic House on the Hill by Evergreen Home

Recently renovated, this spacious late 19th century Victorian home is perfect for your Berkshire getaway!! Located within walking distance to downtown North Adams & Mass MoCA. Close to MCLA & Williams College, a short drive to Mt Greylock & Jiminy Peak. Sit back & relax on the 2nd floor balcony or have dinner on the deck under the café lights. 3 bedrooms, a full kitchen, comfortable common spaces & a Smart TV. This locale is the perfect home base while you explore this beautiful area!

Quality, Comfort, Charm in Williamstown Center

Stay at this brand new old house in the center of Williamstown! Conveniently located in a quiet neighborhood within easy walking distance to the town center, Williams College and The Clark Art Institute. The house was fully renovated in 2021. All new everything including appliances, a luxurious tile shower, fresh sheets and towels and lovely furnishings, all to make your stay comfortable and cozy. The living room has a beautiful gas fireplace and smart tv and in the summer, central air.