Beachfront vacation rentals in Berkshire County

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Berkshire County

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

Guest favorite
Home in Becket
Lake front retreat - Stylish Berkshire home
Drive down a lovely country wooded road to this renovated 4 bedroom mid century home on Long Bow Lake. The house has wood floors throughout & hip design. Gas fireplace in the dining room. This will be a home for the family to enjoy. We have our own private lake frontage that includes a dock & 4 kayaks. Enjoy the screened in porch, Weber gas grill, ping pong table & games. The area is quiet & peaceful only 20 minutes from Downtown Lee, Outlets, fabulous hikes & minutes from skiing Otis Ridge.
Jul 6 – 13
$699 per night
4.93 out of 5 average rating, 114 reviews
Guest favorite
Home in Becket
Berkshires Retreat W/ Sauna by Evergreen Home
Take a break from the hustle at this unique and tranquil getaway in the Berkshires. This stylish octagonal home boasts a main house which sleeps 3-4 and a bunk house which sleeps an additional 4-5 guests. With 14 acres of beautiful private woods to explore, a red cedar barrel sauna, outdoor shower and access to center pond beach, our guests can relax, unplug and unwind. 10 minutes to Jacobs Pillow Dance, 20 minutes to amazing theater and restaurants, 30 minutes to the Berkshires best skiing.
Mar 26 – Apr 2
$181 per night
4.96 out of 5 average rating, 45 reviews
Guest favorite
Cottage in Hinsdale
Cozy Cottage in the Berkshires
Come and enjoy our "happy place" year round! Our cozy, neat as a pin cottage is located in the beautiful Berkshires with gorgeous Ashmere lake views, spectacular flower beds and beach/lake access. Summer, fall, winter or spring, the cottage welcomes you, complete with a gift basket and fresh flowers. Enjoy the view of the lake off the spacious deck or play games in the grassy yard complete with fire pit for roasting marshmallows. Waterfront is only a minute or two walking distance away.
Feb 20 – 27
$175 per night
4.99 out of 5 average rating, 138 reviews

Popular amenities for Berkshire County beachfront rentals

Pet-friendly beachfront home rentals

Superhost
Home in Lee
Midcentury Meets Modern on Goose Pond
May 18 – 25
$444 per night
4.93 out of 5 average rating, 27 reviews
Cabin in Plainfield
Camp on Windsor Pond- Berkshires
Aug 26 – Sep 2
$199 per night
4.52 out of 5 average rating, 25 reviews
Guest favorite
Home in Otis
Big Pond Lake House ‘Beachwood’
Aug 12 – 19
$391 per night
4.85 out of 5 average rating, 33 reviews
Guest favorite
Cottage in Becket
Cozy lakeside cottage
Oct 21 – 28
$224 per night
4.95 out of 5 average rating, 117 reviews
Guest favorite
Home in Becket
Berkshires Retreat W/ Sauna by Evergreen Home
Mar 26 – Apr 2
$181 per night
4.96 out of 5 average rating, 45 reviews
Guest favorite
Apartment in Otis
Enjoy every season the Berkshires have to offer.
Mar 20 – 27
$135 per night
4.98 out of 5 average rating, 60 reviews

Private beachfront home rentals

Guest favorite
Apartment in Williamstown
Downtown | Waterfront | Walk to Shops
Sep 25 – Oct 2
$234 per night
5.0 out of 5 average rating, 62 reviews
Cottage in Becket
A Magical Spot on Little Robin Lake
Jun 10 – 17
$212 per night
4.6 out of 5 average rating, 143 reviews
Home in Tolland
Lakefront Retreat at Porcupine Place
Apr 5 – 12
$168 per night
5.0 out of 5 average rating, 4 reviews
Cottage in Becket
Cozy Cottage on the Lake
Sep 11 – 18
$280 per night
4.78 out of 5 average rating, 40 reviews
Guest favorite
Home in Lee
Cozy Modern Retreat on Goose Pond
Feb 2 – 9
$333 per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Becket
Lakefront home in Sherwood Forest
Nov 17 – 24
$275 per night
4.98 out of 5 average rating, 59 reviews
Guest favorite
Home in Pittsfield
Modern, Renovated Lakefront Escape
Apr 7 – 14
$282 per night
4.92 out of 5 average rating, 12 reviews
Barn in Stockbridge
LAKE COTTAGE -In the Berkshire/ walk to Tanglewood
May 24 – 31
$191 per night
4.58 out of 5 average rating, 12 reviews
Cottage in Otis
Lakefront Cottage in the Berkshires
Jun 2 – 9
$177 per night
New place to stay
Guest favorite
Home in Becket
Woodland Haven w/ Heated Pool by Evergreen Home
May 15 – 22
$349 per night
4.88 out of 5 average rating, 17 reviews

Luxury beachfront home rentals

Guest favorite
Home in Pittsfield
Lakefront home in the heart of the Berkshires
Nov 2 – 9
$593 per night
4.94 out of 5 average rating, 34 reviews
Guest favorite
Home in Otis
Big Pond Hideaway
May 23 – 30
$696 per night
5.0 out of 5 average rating, 26 reviews
Superhost
Home in Monterey
Berkshires Lake Ski House w/HT near GB
Nov 28 – Dec 5
$1,000 per night
New place to stay
Home in Otis
Lake house in the heart of the Berkshires
May 23 – 30
$657 per night
4.58 out of 5 average rating, 24 reviews

Destinations to explore