Holiday rentals in Becket

4.92 out of 5 average rating, 181 reviews

Lake front retreat - Stylish Berkshire home

Experience total privacy at this beautiful mid-century home with 4 bedrooms on Long Bow Lake. Featuring stylish wood floors & modern design, the cozy dining room boasts a gas fireplace. This family-friendly getaway offers exclusive lake frontage, complete with a dock & 4 kayaks for endless adventures! Enjoy serene moments on the screened porch, fire up the Weber grill, or challenge each other to ping pong. Just 15 minutes from Downtown Lee, close to outlets, hiking trails, and Otis Ridge skiing!

4.95 out of 5 average rating, 486 reviews

A striking octagonal home is illuminated at dusk, showcasing wrap-around glass windows that blend with the surrounding woodland. The exterior features natural stone accents, and a warm glow from a light at the entrance creates a welcoming ambiance amidst a snowy landscape.

Chalet in Otis

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

4.96 out of 5 average rating, 52 reviews

Cottage in Otis

The lake house

Welcome to the relaxing Lake House in Otis MA. This 3 Bedroom 1 bath retreat is perfect for families in search of peace and tranquillity. Staying at the Lake House gives you access to the Otis reservoir, as well as a working fireplace and backyard fire pit. We can’t wait to have you stay at our beautiful lakeside property. Access to the Otis reservoir is available through a members-only private beach. -Pet Friendly -Self Check In -Parking for 2 vehicles -5 minutes walking from Otis Reservoir

4.95 out of 5 average rating, 320 reviews

A calm lake reflects vibrant autumn foliage, with trees displaying shades of red, orange, and yellow. A boat is anchored near a wooden dock, and the surface of the water mirrors the colorful landscape, creating a serene and picturesque scene.

Cottage in Becket

Berkshires Cottage by Lake. Year Round Adventures.

THE BERKSHIRES COTTAGE IN THE WOODS BY A SPRING FED LAKE HAS SOMETHING FOR EVERYONE....... SWIM, FISH, KAYAK, HIKE, SKI, JACOBS PILLOW DANCE FESTIVALS, TANGLEWOOD OUTDOOR CONCERTS, GOLF, DINE, SHOP LEE OUTLETS, DINE WITH ENTERTAINMENT, PLAYS, ANTIQUES, FIRE PITS, HANGING IN A HAMMOCK, FLOAT ON CRYSTAL CLEAR WATER, BBQ ON THE DECK, OR JUST DOING NOTHING AT ALL UNPLUG AND RECHARGE. ESCAPE & RELAX. (90 second walk through wooded path to lake) Pets Considered. $29. pet fee = approved Pet Agreement.

A spacious living area features large windows that frame views of the surrounding trees. A cozy sectional sofa and a lounge chair are arranged around a coffee table on a soft area rug, creating an inviting space for relaxation and conversation.

4.98 out of 5 average rating, 48 reviews

Berkshires Lakefront Stylish Retreat w/Gameroom

Welcome to Excalibur Lake Lodge in the Berkshires. This beautiful lakefront contemporary Lindal Cedar custom home, with architecture that intentionally focuses on the peaceful lake view, has been designed for your comfort and relaxation. Explore the Berkshires year round and see what the area has to offer: from skiing in the winter, to Tanglewood and Jacob’s Pillow in the summer and leaf peeping in the fall. Or just enjoy the tranquility of our lakefront lodge for a rejuvenating weekend away.

A charming house is set within a wooded area, with autumn foliage creating a colorful backdrop. The exterior features a stone fireplace and expansive windows, offering glimpses of the serene environment. Nearby, a fire pit with seating is positioned on the green lawn.

4.93 out of 5 average rating, 159 reviews

Beautiful, quiet and cozy home in Becket!

If you are looking for a peaceful and relaxing getaway, then this is the place for you! Our cozy house in the Berkshires is ready to invite you to surround yourself with nature and see its beauty. Our home has 2 bedrooms and 1 bath, but has enough room to sleep up to 6 guests. There is also a living room, stocked kitchen and a room with a sleep sofa. Feel free to enjoy the wood burning electric fire place, the back deck, grill and fire pit outside. Pets are welcome! Book your stay & enjoy!

4.84 out of 5 average rating, 141 reviews

A contemporary cedar home is set on a spacious green lawn surrounded by trees. The two-story structure features a large front porch and a combination of wooden and glass elements, enhancing its integrated design with nature. A gravel pathway leads to the entrance.

Cabin in Becket

Wildlife Retreat in the Forest

Home in the Birkshires! 12 minutes away from Jacob's Pillow, 2.5 hours away from NYC. Our Beautiful Lindal Cedar Contemporary home has everything you'll need. It is tucked away on a private 9+ acre estate with 4 large bedrooms, 2.5 baths. The Master Bedroom can be your own private getaway with 2 balconies. One overlooks the large living room with floor to ceiling windows and stone fireplace. The other overlooks the expansive property. It's definitely a tranquil place to rest and relax.

5.0 out of 5 average rating, 13 reviews

Cabin in Otis

Berkshires Cedar Cabin: complete privacy

Escape to this cedar cabin, tucked down a long wooded driveway on 4 private acres in the Berkshires. Wake to birdsong, take in forest views from every room, and relax in the light-filled sunroom. Inside: a well-stocked kitchen, cozy furnishings, electric fireplace, three bedrooms, two baths, and AC on both floors. Close to Jacob’s Pillow, Tanglewood, Otis Reservoir, hiking, skiing, and farm-stands. A calm, comfortable escape to nature — close to everything, yet wonderfully removed.

A quaint lakeside cottage features large windows for scenic views and a deck with outdoor seating. A grill is positioned nearby for easy outdoor cooking. The property is framed by lush greenery, enhancing the natural setting by the water's edge.

5.0 out of 5 average rating, 119 reviews

Cozy lakehouse

Relax with family or friends at this sweet cottage on Center Lake in the Berkshires. This lakeside cottage is charming and rustic. Enjoy a beautiful day on the lake swimming, fishing off the dock and kayaking. Grill dinner on your private deck and watch the stars come out in the evening Or enjoy all that the Berkshires have to offer, Jacob’s Pillow (15 min), Berkshire Theater (20 min), Tanglewood (30 min). There are plenty of nearby hiking trails and charming towns to explore.

4.93 out of 5 average rating, 136 reviews

HOT TUB! Dog & Family Friendly in the Berkshires!

Secluded Berkshires Retreat! -Dog/s, Family Friendly cottage -Freshly painted & new floors for 2026! -Patio w/ Hot tub, fire pit, canoe use -Acre secluded lot -Historic Lee, Stockbridge, Lenox/Tanglewood, Norman Rockwell Museum w/in 30 min! -30 min Monument Mt. & Berkshires Scenic Railway -Appalachian Trail hiking -Naumkeag Pumpkin Show/Christmas Lights -Wineries/Breweries -Outlets/Small Shops -Master w/Queen -2nd bed with 1 Twin/Full Bunk -Full size pull out couch

5.0 out of 5 average rating, 19 reviews

A serene lake reflects the clear blue sky, with gentle ripples across the water's surface. Bare trees line the shore, and distant houses can be seen amongst the greenery. Soft clouds drift above, enhancing the peaceful landscape.

Cabin in Becket

Cozy Lake Side Cabin

Take it easy at this unique lake front cabin in Becket, MA. Spectacular views. Two bedrooms, 1.5 bathrooms, Sun Room, bonus room. Can sleep six. Fully furnished. Refrigerator, stove and dishwasher. Fiber Optic internet. Two docks and two fire pits. Canoe, kayaks and pedal boat available for use. Very quiet and relaxing. Plenty of parking. Less than 15 minutes from the Massachusetts Turn Pike and the center of Lee. No smoking. No pets.

A rustic chalet is situated among lush greenery, overlooking a peaceful lake. A wooden dock extends into the water, with tall grasses framing the shoreline. The home is partially visible, surrounded by trees and natural landscape.

4.93 out of 5 average rating, 84 reviews

Little Longbow Lakefront Chalet

Welcome to your Berkshire Oasis! This rustic lakefront chalet is nestled in the private Sherwood Greens community in the heart of the Berkshires. Just minutes from Jacob's Pillow, Appalachian Trail, Otis Ridge, Ski Butternut, and Tanglewood, with easy access to Lee, Lenox, Stockbridge, Pittsfield, and Great Barrington, this peaceful retreat offers the perfect blend of privacy, nature, and year-round adventure.

Popular amenities for Becket holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Becket

A serene lake view is captured from the dock, showcasing calm waters reflecting vibrant fall foliage. Adirondack chairs are positioned alongside the water, with a sailboat and a covered boat moored nearby. The surrounding landscape features lush trees displaying autumn colors.

4.97 out of 5 average rating, 38 reviews

Private Lakehouse in the heart of the Berkshires

A serene lake at sunset captures vibrant hues of orange, pink, and purple across the sky. The water reflects the colorful sky, bordered by lush green hills in the background. A wooden fence and small boats are visible along the water's edge, enhancing the tranquil scene.

5.0 out of 5 average rating, 31 reviews

Berkshires Lakefront Retreat

4.98 out of 5 average rating, 61 reviews

The exterior of a renovated farmhouse features white siding and a welcoming screened-in porch. Colorful flowers bloom along the stone wall, surrounded by lush greenery. Tall trees provide shade on a clear blue sky day.

Farm stay in Worthington

Like sleeping on a cloud

An aerial view of a lakeside home surrounded by trees showcasing fall foliage. A wooden dock extends into the calm water, with the house positioned amidst lush greenery. The vibrant autumn colors add warmth to the natural setting.

5.0 out of 5 average rating, 48 reviews

Fall Foliage Lakefront Retreat - Berkshires

5.0 out of 5 average rating, 47 reviews

The exterior of a transformed church features a pointed steeple and a central double door framed by a decorative arch. Stained-glass windows are visible, adding a historic charm against the dark wood siding. The surrounding area is lined with trees, hinting at the serene natural setting.

Home in Great Barrington

Berkshires Black Abbey

A firepit area is surrounded by several light blue chairs, set on a pebbled ground. The calm lake reflects the trees and landscape, creating a serene outdoor space ideal for gathering and relaxation.

Cottage in Becket

4.93 out of 5 average rating, 297 reviews

A serene forest pathway is covered in vibrant orange and yellow fallen leaves, framed by tall trees displaying autumn foliage. Sunlight filters through the branches, illuminating the scene and creating a warm glow.

4.88 out of 5 average rating, 380 reviews

Real Estate:Therapy - Lake, Laundry, Love it