
Holiday rentals with lake access in Great Barrington
Find and book unique lake access rentals on Airbnb
Top-Rated Accommodation with Lake Access in Great Barrington
Guests agree: These options for accommodation with lake access are highly rated for location, cleanliness and more.

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. Approved pet = approved Pet Agreement.

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.

Modern Mid-Century Cottage - Skiing @ Catamount
Let all your worries fade away in this beautifully remodeled modern cottage! Our 3 bedroom, 2 bath can sleep 8 adults in 2 Queen Beds, 2 Twin Beds and a Queen Sleeper Sofa. Relax by the fire pit out back or take out our 2 two person Kayaks and enjoy the lake in the summer, visit Catamount Ski Resort or other nearby ski mountains in the winter. The large, custom dinner table seats 8 comfortably with lots of room to hang, play games, watch movies and more. Guests must be 25 years old to rent.

The Writer's Cottage
The Writer's Cottage is a tiny white house on a country road; vintage, complete, and inspiring. Built in the nineteenth century, it's perfect for a solo traveler or a pair of travelers exploring the Berkshires and the Hudson Valley. If you like rustic buildings, you'll be a fan of the cottage; it's an incredibly cozy time warp. Queen bed and living quarters downstairs; airy loft up a narrow set of enclosed stairs. There's an orchard and lawn with grill, hammock and ironwork table.

Waterfront, Dog & Family Friendly, Cozy Cottage
El Girasol, "The Sunflower," a sunny, family and pet friendly cottage on the Esopus Creek in the Catskill Mountains. Our home is fully furnished with global & vintage finds. This charming cottage has 2 beds, spacious living room with a big, comfy sleeper sofa and cozy electric fireplace & fully equipped kitchen combined with a dining room. Creek access, BBQ, fire pit, fenced in backyard, & 2 decks makes our home a great destination for a relaxing getaway with family, friends and pets.

Secluded Mountain Getaway with Swimming Pond.
This is the perfect country getaway in a serene wooded setting yet close to town. Great for couples, solo adventurers, and families (with kids). A large deck and yard provide great views of the outdoors. This house is privately set but only a short walk to an inviting shared swim pond, meadow & trails. Area attractions include great hiking, skiing, restaurants, breweries, stores and markets. Near Great Barrington & Hudson and all the Berkshires and Hudson Valley have to offer.

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.

Amazing Berkshire Mountains Cabin
Our incredible 4-bedroom home is situated on 2 beautiful secluded acres in picture perfect Monterey - the quintessential 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.

Cozy Winter Cabin in Woods with *private* Hot Tub!
Don't miss your opportunity for a winter retreat at this cozy, secluded cabin with it's own private hot tub! Welcome to Cabin on Hillside, a peaceful haven from the stresses of daily life. Situated in the charming town of Copake Lake, you get all the fun of a quaint lakeside community with the solitude of a wooded retreat. Whether you are looking for outdoor adventures, trips into town, or a peaceful homestay, this cabin provides it all! Come visit! Your oasis awaits!

Designer Home, Hot Tub, Private Yard, & Projector
A cozy, charming retreat just minutes from downtown Hudson—perfect for couples, families, or small groups looking to relax, unwind, and explore the Hudson Valley. + Hot tub, firepit & BBQ (hot tub currently under maintenance) + Mini movie theater w/ projector + Dedicated workspace w/ views + Fast WiFi + Smart TV + Stocked kitchen + Coffee setup + Professionally designed interiors + Quick drive to Warren Street + Nature trail to Oakdale Lake

Captain's Quarters at Mickey's Marina
The Captain's Quarters is a one-of-a-kind rental experience at Copake Lake. Our 3-bedroom, 2-bathroom apartment features high ceilings and spacious living areas with a fresh take on the lake house aesthetic. Enjoy our open kitchen, living and dining area thoughtfully appointed with an island bar, large table and comfortable seating area. In the morning, sip your coffee or tea out on the front porch as you take in the lakeside views!

The Ancram A - Luxury Mid-Century Modern Cabin
Included in Curbed’s ‘Top 100 Airbnb’s around NYC’! Nestled between the Berkshires and the rolling farmlands of the Hudson Valley, The Ancram A is perfectly situated for your Upstate getaway. This unique A-Frame was originally built in the 60s and then reimagined in 2012 with modern luxuries. The cabin is on a lake so grab a towel and head down for a swim. We look forward to sharing our picturesque hamlet of Upstate NY with you.
Popular amenities for Great Barrington lake access rentals
Lake access house rentals

Renovated historic home, walk to Hudson River!

Yellow Door House

Creekside Cottage

Mtn SkyLoft, Lots of Snow, Nature, fast WiFi

Lake House in the Berkshire (Access Dock & Canoe

Cozy, peaceful lake house close to Jiminy Peak

Rabbit Run in the heart of Stockbridge Village

Waterfront Cottage Retreat By Evergreen Home
Lake access apartment rentals

Esopus Creekfront Getaway | Sauna & Kayak I HotTub

WELCOME TO THE COUNTRY - FOX DEN LAKEFRONT STUDIO

The Pink House

Writer/Reader Retreat: fireplace; near skiing

Arcady - Modern, 1br cottage

1st Floor The Inn at Highland Lake

The Bosun's Crack, Coziness in the Rondout

Hip Warren Street Apartment
Lake access cottage rentals

Lakefront Retreat on Robinson Pond

Chic Cottage at Richmond Pond

Kayak, pet a Highland cow, have dinner in Hudson!

Plan your Berkshires by the lake

Cozy Catskill Cottage

Waterlily Lakehouse - Modern+Waterfront+Retreat

Private Hudson Valley Lakefront-Kayak, SUP, Fish,

Cozy Cottage in the Berkshires
When is the best time to visit Great Barrington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $491 AUD | $461 AUD | $469 AUD | $327 AUD | $482 AUD | $613 AUD | $594 AUD | $588 AUD | $452 AUD | $485 AUD | $473 AUD | $413 AUD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about holiday rentals with lake access in Great Barrington

Total holiday rentals
Explore 30 holiday rentals in Great Barrington

Nightly prices starting at
Great Barrington holiday rentals start at $149 AUD per night before taxes and fees

Verified guest reviews
Over 1,710 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Great Barrington holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Great Barrington rentals

4.9 Average rating
Great Barrington stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a fireplace Great Barrington
- Rentals with pools Great Barrington
- Fitness-friendly rentals Great Barrington
- Rentals with outdoor seating Great Barrington
- Rentals with a hot tub Great Barrington
- Rentals with a fire pit Great Barrington
- Rentals with a kayak Great Barrington
- Rentals with a washing machine and dryer Great Barrington
- Family-friendly rentals Great Barrington
- Waterfront rentals Great Barrington
- Rentals with a patio Great Barrington
- Cabin rentals Great Barrington
- House rentals Great Barrington
- Pet-friendly rentals Great Barrington
- Apartment rentals Great Barrington
- Rentals with lake access Berkshire County
- Rentals with lake access Massachusetts
- Rentals with lake access United States
- Hunter Mountain
- Six Flags New England
- Jiminy Peak Mountain Resort
- Thunder Ridge Ski Area
- Berkshire East Mountain Resort
- Windham Mountain
- John Boyd Thacher State Park
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Zoom Flume
- Bushnell Park
- Norman Rockwell Museum
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Mount Southington Ski Area
- Bright Nights at Forest Park
- Taconic State Park
- Mohawk Mountain Ski Area
- Wintonbury Hills Golf Course
- Butternut Ski Area and Tubing Center
- Talcott Mountain State Park
- Mount Sugarloaf State Reservation




