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Vacation rentals with lake access in Great Barrington

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Top-rated lake-access accommodations in Great Barrington

Guests agree: these lake-access accommodations are highly rated for location, cleanliness, and more.

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Cabin in Copake Lake

4.93 out of 5 average rating, 210 reviews

Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS

Autumn is here! And so is the opportunity to stay at an cozy, secluded property near the lake, hiking, and outdoor activities! Welcome to the Cabin on Hillside, a peaceful retreat from the hustle and stresses of daily life. Situated in the charming lake town of Copake, you get all the fun of a quaint lakeside community, with the privacy of your own log cabin. After a day of fun, relax in your very own hot tub, swing in the hammock, or cozy up on the couch with some lemonade. Your oasis awaits!

Guest favourite

Bungalow in Cairo

4.98 out of 5 average rating, 372 reviews

Riverfront w Bedside Fireplace- 20 min to Hudson

Modern Scandinavia-style riverfront bungalow on 8 acres. 20 min from Hudson. Sit on your porch for coffee/drinks/dinner filled w sounds & views of a rushing river; walk across the river into your own private swimming spot! Perfect for a nature retreat, hiking, swimming, fishing, skiing, the solo parent escape to recharge, work w mountain views or write that novel you have always wanted to finish. 2 hrs from the George Washington Bridge. Level 2 EV charger. Hate has no home here-all are welcome.

Guest favourite

Home in Great Barrington

4.96 out of 5 average rating, 160 reviews

Elegant Year-Round Lakeside Retreat with AC

The Haven, an elegant cottage surrounded by woods, located on a pristine lake with private dock. 4 bedrooms, 3 baths. This year-round vacation cottage with hot tub provides an experience in the Berkshires you won’t forget! Leaf-peep in fall, ski in winter, hike in spring, kayak & swim in summer, or browse the boutique shops in quaint towns like Great Barrington, Lenox and Stockbridge. Newly installed mini-splits provide AC in all bedrooms and LVR/DR/Kitchen common area. 1 house-trained dog ok.

Guest favourite

Rental unit in Otis

4.83 out of 5 average rating, 106 reviews

Fall Oasis in the Berkshires

Beautiful, centrally located home in Otis with seasonal water views of the reservoir! Just a few minutes drive from Otis ridge ski resort and the local lakeside beach for seasonal activities. This home is located next door to the only eat in Restaurant/Bar in town and even has a private trail that leads to this restaurant, Katies country store and boat Launch on the Otis reservoir! That same trail is also ride on snowmobile access for snowmobilers and enduro riders/mountain bikers and hikers.

Cabin in Stockbridge

4.87 out of 5 average rating, 206 reviews

Hip Stockbridge Cabin - A stroll to the lake

Hello hip, glamping cabin! The decor is chic & bohemian cool! Enjoy the large yard & sunny deck. Fieldstone fireplace w/ vaulted ceilings & skylights. Cottage has beautiful pine throughout w/ fabulous interior design picks. Enjoy the sweet reading nook, master bedroom w/ skylights or put on a favorite record. Kids will love the cozy sleeping loft. A 8-10 minute walk or 2 minute drive to lake public beach (The lovely Stockbridge Bowl) Outdoor shower. BBQ grill, great outdoor space to play.

Guest favourite

Home in Catskill

4.94 out of 5 average rating, 172 reviews

HEAVEN ON EARTH - Hudson Riverfront Home

Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access year round. We provide kayaks & stand up paddle board. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Fish right off the lawn. Enjoy brunch or dinner in the Gazebo suspended over the Hudson with a private chef (inquire about availability). Explore Hudson, Saugerties, Woodstock....honestly, you'll not want to leave.

Guest favourite

Cabin in Monterey

4.95 out of 5 average rating, 268 reviews

Amazing Berkshire Mountains Cabin

Our incredible 4 bedroom home is situated on 2 beautiful secluded acres in picture perfect Monterey - the ultimate Berkshire County getaway, with modern kitchen, screened porch, 2 fireplaces a fabulous outdoor hot tub and a beautiful brook on the property. Enjoy hiking the Appalachian Trail in nearby Beartown State Forest or kayaking and swimming in the incomparable Lake Garfield. We are a quick ride to Ski Butternut, Catamount, Tanglewood, Lenox and Great Barrington.

Guest favourite

Cottage in Becket

4.94 out of 5 average rating, 269 reviews

BERKSHIRE COTTAGE NEAR CRYSTAL CLEAR LAKE.

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(will consider pets.)(90 second walk through wooded path to lake)

Guest favourite

Home in New Marlborough

4.89 out of 5 average rating, 131 reviews

Lake House in the Berkshire (Access Dock & Canoe

Unwind and reset at a newly built house on Lake Buel. With access to a private community dock and provided canoe, you can take advantage of life on the water. Inside this newly built house, you will find brand new furnishings and newly updated features to make your stay comfortable. Just a quick five minute drive to Great Barrington, home to some of the best restaurants that the Berkshires have to offer.

Home in Sheffield

4.92 out of 5 average rating, 120 reviews

A Private Peninsula Retreat In The Berkshires!

THIS IS MY DREAM COME TRUE!!! I finally found the most perfect lake house in the Berkshires! It is a 2 acre private peninsula jutting out into Mill Pond! Come kayak, stand up paddle, canoe, fish on the pond & hang out on the dock and the deck! 3 bedrooms & 2 full baths- can sleep up to 9. Enjoy music, theater, dance, hiking, museums, skiing, dining, relaxing in the Berkshires!

Guest favourite

Rental unit in Winchester

4.91 out of 5 average rating, 369 reviews

Gateway to the Berkshires

Remodeled apartment on 2nd floor of a 1910 Victorian house near the center of Winsted, CT. The apartment is unique and cozy, with large windows, some stained glass, tin ceilings, hand painted kitchen cabinets, and plants. Close proximity to all Litchfield County and the Berkshires have to offer, in all seasons. It's an easy drive from NYC or Boston. Great weekend get-away.

Guest favourite

Rental unit in Great Barrington

4.95 out of 5 average rating, 353 reviews

Private En Suite in Beautiful Victorian

The room is light and airy with morning sun and the shade of the large front porch in the afternoon. This is a place to enjoy a meal or just lounge and relax with a view of the gardens and surrounding woods. This space features a private entrance, a kitchenette and full bathroom and very comfortable queen bed. In mid July 2024 we added air conditioning.

Vacation rentals for every style

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Apartments

Convenient locations with everyday essentials

Popular amenities for Great Barrington lake-access rentals

Free parking on premises

Air conditioning

Lake-access house rentals

Guest favourite

Home in Hudson

4.99 out of 5 average rating, 100 reviews

Hudson Ice House, 25 acre retreat w/ pond & views!

Home in Monterey

4.8 out of 5 average rating, 66 reviews

Rustic 3bd Lake Front Country Cottage

Guest favourite

Home in Saugerties

4.97 out of 5 average rating, 288 reviews

Creekside Cottage

Guest favourite

Home in Sandisfield

5 out of 5 average rating, 29 reviews

Waterfront oasis in heart of Berkshires

Guest favourite

Home in Millerton

4.92 out of 5 average rating, 394 reviews

Mountaintop Skyloft

Guest favourite

Home in Ghent

4.88 out of 5 average rating, 302 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

Guest favourite

Home in Athens

4.93 out of 5 average rating, 114 reviews

Lake house, 700 ft waterfront - from every room

Guest favourite

Home in Lee

5 out of 5 average rating, 7 reviews

Secluded Modern Lake House

Lake-access apartment rentals

Rental unit in Great Barrington

4.78 out of 5 average rating, 18 reviews

Writer's retreat: study, books, fireplace (Ecobnb)

Guest favourite

Rental unit in Salt Point

4.84 out of 5 average rating, 161 reviews

Arcady - Modern, 1br cottage

Guest favourite

Rental unit in Great Barrington

4.88 out of 5 average rating, 26 reviews

Zen River Studio

Guest favourite

Rental unit in Hudson

5 out of 5 average rating, 67 reviews

Hip Warren Street Apartment

Guest favourite

Rental unit in Lanesborough

5 out of 5 average rating, 40 reviews

Cozy Berkshire Waterfront Home

Rental unit in Winsted

4.88 out of 5 average rating, 41 reviews

Peaceful country getaway from the hectic city life

Guest favourite

Rental unit in Hudson

4.97 out of 5 average rating, 35 reviews

Summit Lake Yacht Club | Port

Guest favourite

Rental unit in Red Hook

4.89 out of 5 average rating, 28 reviews

The Perfect Place

Lake-access cottage rentals

Guest favourite

Cottage in Catskill

4.97 out of 5 average rating, 73 reviews

Cozy Catskill Cottage

Cottage in Hudson

4.84 out of 5 average rating, 128 reviews

Peaceful waterfront getaway near Hudson, NY

Guest favourite

Cottage in Ancram

4.99 out of 5 average rating, 173 reviews

4 Bds/2Bdrms & Pet Friendly Wood Burning Fireplace

Guest favourite

Cottage in Livingston

4.99 out of 5 average rating, 69 reviews

Waterlily Lakehouse - Modern+Waterfront+Retreat

Guest favourite

Cottage in Valatie

4.99 out of 5 average rating, 141 reviews

Kinderhook Lake Retreat-kayaks/SUP/central air

Cottage in Craryville

4.81 out of 5 average rating, 128 reviews

Oriole Cottage @Copake Lake:Kayaks+Canoe

Cottage in Becket

4.77 out of 5 average rating, 156 reviews

Tranquil Lake Cottage on 3 Acres with Large Deck

Guest favourite

Cottage in Hinsdale

4.99 out of 5 average rating, 152 reviews

Cozy Cottage in the Berkshires

Quick stats about vacation rentals with lake access in Great Barrington

Total rentals
30 properties
Nightly prices starting at
$140 CAD before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Destinations to explore