
Vacation rentals with beach access in Berkshires
Find and book unique beach access rentals on Airbnb
Top-rated beach access rentals in Berkshires
Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

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.

Netherwood - North Adams Guest House with Views
Stay at Netherwood in a classic New England carriage house converted into a guest house with modern amenities, including king beds and en suite bathrooms. Private with amazing views, yet readily accessible to local attractions. Price includes 1 king bedroom suite and exclusive use of the lounge and kitchenette. You can use 2 more suites for another $100 each per stay (for stays up to 2 weeks). Indicate the number of suites you will need (1, 2, or 3); you'll be charged for add'l suites later.

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, dinner or high tea 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.

Rustic Pond Cabin: Nature, Stars & Serenity
Serene rustic cabin in Colebrook, Ct in beautiful Litchfield County! Cozy King bed under skylight, queen downstairs, woodstove and all the comforts of home. Pure clean pond- swim, fish, canoe n kayak! Sits far from main roads on quiet back road. Can walk, run or bike to local trails or stay and walk the trail around the pond, have campfires outside in firepit! Cleaned by me, no crazy rules n and surrounded by nature! Private Great WIFI! Close to quaint ski resorts n dispensaries

Carriage House on Falls, Walk to Village
Welcome to 1903 Carriage House on the Falls — just down the hill from the vibrant village of Saugerties. This cottage blends modern comfort with rustic charm. Its cozy size makes it the ultimate escape for couples seeking a tranquil getaway. Admire panoramic creek vistas from the back deck. Enjoy the outdoors with a gas grill and waterside gazebo, unwind with board games, or relax with a movie on the SmartTV. As night falls, drift off to the soothing sound of the waterfall.

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Upstate Waterfront Saugerties Retreat-Near HITS
Serene riverfront home, just outside the Village of Saugerties with strong Wifi for easy work-from-home. You can swim, canoe, fish on the banks of the Esopus direct from your own home. Bright and stylish space with clean aesthetic, direct water access with lovely views across the Esopus to a protected preserve - ideal for dinners on the deck in Summer or Fall. Or cozy up by the fireplace in Winter after skiing at Hunter, and binge on movies on the large TV.

bright serene + spacious barn @barn and bike
a bright serene space built by locals on the property we live on. we are in what we think is the most beautiful region of the Hudson River Valley - surrounded by pastoral beauty and dramatic landscapes. quaint yet cultured towns in all directions. please read the entire description & rules before booking • beyond 2 guests, the rate adds 50$/night/per person • please add dogs (2 max. 50$/per dog) when booking • we look forward to having you here!

Twin Lakes Designer A-frame Stone Cottage
*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

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.

Lakefront +pets +skiing +bbq +firepit +games
With all of the craziness in life, this is the place you go to wake up in the morning to sip your coffee and do everything or nothing. This is the best location on Robinson Pond with beautiful views and access to the private beach and deepest part of the lake. Clear your headspace and enjoy this year-round escape with four seasons of activities and a cozy home to remind you of the greater things in life.
Popular amenities for Berkshires beach access rentals
Apartment rentals with beach access

The Boathouse, private downtown Harborside suite

Getaway for a weekend! Close to Ski Sundown.

Storrs Coventry HideAway RockFarm BnB Breakfast A+

Zachariah House Main St. Ashfield

Hudson River Beach House

Enjoy every season the Berkshires have to offer.

House Above the Hollow

The Pond Mill Retreat w/ 2 Bdrms & Pool
House rentals with beach access

Waterfront Three bedroom in Saugerties w/ Hot Tub

Spectacular Lake Views from Every Room & Garden

Lux Bungalow on the Lake

Cozy cottage 5 minutes from UConn

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

Berkshires Cottage | Trails & Water Nearby

Rabbit Run in the heart of Stockbridge Village

The City Farmers Upstate. Farm house with hot tub
Condo rentals with beach access

A Healing Forest Space in the Heart of New England

Premium New 1bd Sunset balcony 3rd flr

The Anchor at Soundview · Beach+Ocean+Sunrise

Setting Sun Waterfront Retreat on Hillside

Seashore getaway - CT shoreline

Gorgeous Waterfront - Close to track & Saratoga

Ski Condo 5 Min from Mt Snow

Freeboard at Soundview · Beach+Ocean+Sunrise
Destinations to explore
- Family-friendly rentals Berkshires
- Private suite rentals Berkshires
- Rentals with a patio Berkshires
- Cabin rentals Berkshires
- Rentals with an EV charger Berkshires
- Rentals with a fireplace Berkshires
- Rentals with an accessible height toilet Berkshires
- Rentals with a washer and dryer Berkshires
- Beachfront rentals Berkshires
- Luxury rentals Berkshires
- Fitness-friendly rentals Berkshires
- Rentals with breakfast Berkshires
- Apartment rentals Berkshires
- Hotel rooms Berkshires
- Bed and breakfasts Berkshires
- Rentals with lake access Berkshires
- Rentals with a hot tub Berkshires
- Waterfront rentals Berkshires
- Cottage rentals Berkshires
- Townhouse rentals Berkshires
- Rentals with a kayak Berkshires
- Lakehouse rentals Berkshires
- Aparthotel rentals Berkshires
- Rentals with a sauna Berkshires
- Chalet rentals Berkshires
- Condo rentals Berkshires
- House rentals Berkshires
- Boutique hotels Berkshires
- Villa rentals Berkshires
- Rentals with outdoor seating Berkshires
- Farmstay rentals Berkshires
- Vacation home rentals Berkshires
- Rentals with a home theater Berkshires
- Smoking-friendly rentals Berkshires
- Pet-friendly rentals Berkshires
- Rentals with pools Berkshires
- Rentals with a fire pit Berkshires
- Guesthouse rentals Berkshires
- Ski-in/ski-out rentals Berkshires
- Rentals with beach access United States




