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Cheerful cottage by Little Alum Lake & Sturbridge

Little Alum is a gorgeous spring-fed lake in the quintessential New England town of Brimfield, MA. Brimfield is known as home to the largest flea market in the country. Little Alum is regarded as one of the cleanest lakes in Massachusetts due to its pristine water quality. The charming cottage is a one level home within close proximity to highways & downtown Sturbridge and off route 20 just a few minutes to downtown Brimfield and Antique show/flea market. Partial water views, steps to the water.

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

The Lake House, a two-story Designer's Dream, boasts scenic water and starry sky views. ● 397 Mbps Wi-Fi | 2x 55” Smart UHD TVs | Washer & Dryer | Indoor Fireplace ● Nintendo (NES) w/ 30 Games | Record Player w/ Vinyl Collection ● 3x Kayaks | 2x Stand Up Paddle Boards | 2x Cruiser Bikes | 2-Car Garage ● Gym (Bike, Yoga Mats, Weight Bands, Power Tower) ● Patio w/ Fire Pit & Grill| Full Kitchen | Coffee (Keurig) Drive to: ● UCONN (10 Mins) | Hartford (20 Mins) | Boston (1 Hour) | NYC (2 Hours)

Historic 5-Bdrm Home Minutes from 5 College Area

Our historic five bedroom, 2.5 bath, 3200 square foot home sleeps 13 comfortably between two kings, three queens, a bunk, and a set of twin beds. 19 ppl with blow up & couches. Our home is a professionally designed combination of historic and modern, with original wood floors, as well as keypad entry and mini-split heating and cooling. Moments from UMass and Treehouse. Family groups of 3-4 couples with children will be most comfortable. We do not allow parties or events, or non-staying guests.

Peaceful, Modern Cottage, 20 min to BDL, 2BR/1BA

Kick back in this quiet, stylish, 1 bath, remodeled cottage, which is walking distance to the lake, restaurants, coffee shops, and bike path. The main bedroom has a king bed. Enjoy the large cozy corner couch in the living room. The basement is partially finished with a full bed, couch, rocking chair, washer/dryer, and its own entrance, also accessible from main house. Close to Suffield & Granby CT. 20 min to Westfield State, Six Flags, MGM Casino & Baystate Noble Hospital. 30 min Hartford CT

Berkshire family getaway at Jiminy Peak!

Beautifully renovated space for a perfect getaway! Our home is a comfortable family space with ski-in/ski-out access to Jiminy Peak through an access trail at the end of our street, so you can skip the parking and shuttles. With four bedrooms spread over three floors for privacy, a brand new kitchen, and space to relax, there's room for everyone in your group to make the most of your time away. And with the charming towns of the Berkshires all around you, there's plenty to do all year round.

Hidden Oasis in the Mountains by Evergreen Home

Evergreen Home Vacation Rentals invites you to this hidden oasis in the heart of the Berkshires. This attractive 5-bedroom home features a large, fully-outfitted kitchen, Tuft & Needle mattresses, and stunning mountain views. Relax in the hot tub, enjoy the perennial gardens, or gather on the stone patio by the fire pit. Just 7 minutes to Bousquet Mountain and minutes from Lenox and Tanglewood, this is the perfect retreat for family and friends. Experience luxury and comfort—book today!

4000 Square Ft Spanish Inspired Colonial Revival

Spacious retreat minutes from MGM Casino, Downtown Springfield, CT Riverfront, Dr. Seuss Museum, Basketball Hall of Fame, train station, and Baystate Hospital. 6 bedrooms, 2 living rooms, study, sunroom, dining for 8, 2 fireplaces, exercise room, and upper & lower patio lounges. Ideal for holidays, reunions, engagements, or intimate weddings. Relocating doctors, traveling nurses, insurance stays. Week stays preferred; shorter stays available on request. Weekly/Monthly discounts given.

VT Outdoor Retreat-Fire Pit-Yard Games-Sleeps 11

Escape to our tranquil countryside retreat, a spacious Southern Vermont basecamp built for year-round adventure. Nestled among fields and forest, the home offers peace and privacy with direct access to the VAST snowmobile trail network and easy access to skiing at Mt. Snow. It sleeps 11 and is ideal for families or friends who want space and value without resort pricing. After a day outside, unwind by the fire pit, enjoy the arcade, or settle in with a good book.

Sweet Dreams Retreat

Romantic weekend getaway, featuring fireplaces, hot tub, swimmingpool, and outdoor decks . The Berkshire's, a popular vacation location. This is the perfect spot to unwind and recharge. Sweet Dreams Retreat is kept spotlessly clean and generiously stocked with everything you might need, including a full kitchen, washer and dryer, luggage racks and much more. Enjoy hiking, skiing, and a great selection of resturaunts and unique shops and more.

Spacious Lenox Farmhouse | Retreat Near Tanglewood

Welcome to Green Garden! This charming 3 bedroom, 2.5 bathroom New England farmhouse is your new favorite retreat in the Berkshires. After a day of exploring, kick back by the glow of the fire pit or relax inside. Minutes from Tanglewood and downtown Lenox, you’ll enjoy farmer’s markets, great dining, and peaceful star-filled nights. The house is kid-friendly with a Pack ’n Play, Tripp Trapp high chair, and Inglesina Fast Table.

Jiminy Peak Slopeside Getaway • Ski & Adventure

Jiminy Peak Slopeside Getaway • Ski & Adventure ★☆ ABOUT THIS SPACE ☆★ Welcome to Jiminy Peak Slopeside Getaway, your all-season mountain retreat. Enjoy scenic views and a true ski-in/ski-out experience—just a 3-minute walk to the chair lift at Jiminy Peak. This 2-bedroom, 2-bath home sleeps up to 7 guests and offers private parking, a porch, and a deck, plus access to a heated pool, indoor/outdoor hot tub, and clubhouse.

A. Dove Cabin Step back in time, up in the trees

Get away from it all when you stay under the stars. This retro cabin feels like the times of yesterday. Rustic interior brings to mind summers of our childhood. Open beams, simple living, a place to get away and daydream, visit with friends and family or restore your life force. Enjoy the spacious screen porch that overlooks the Camp. Listen to the owl that hoots at night. Hike on the trails nearby or float on the pond.