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Waterfront vacation rentals in The Berkshires

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in The Berkshires

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Greenwood Lake

5 out of 5 average rating, 119 reviews

Escape to the lake!LAKEFRONT/Hot-tub/1 hour to NYC

Lakefront, fully renovated and ready for guests to experience lake living at its best from the inside out. The modern gas fireplace and cozy sectional sofa make the living room the perfect place to perch over crisp autumn evenings. Or take a steaming soak in the backyard hot tub after a day of hiking or exploring all of neighboring Warwick’s wineries, breweries and local farms.With direct access to the lake from the property our location is ideal for kayaking. All within a 1 hour drive from NYC!

A circular fire pit area is set on a grassy lawn, surrounded by five Adirondack chairs. Tall trees provide shade, while the river glistens in the background under the warm glow of the sunrise. The scene exudes a sense of tranquility.

Apartment in Wallkill

4.91 out of 5 average rating, 111 reviews

Waterfront Gem: 1BR w/Private Balcony & Serenity

Escape to our waterfront serenity in this cozy 1-bedroom haven! Wake up to dazzling sunrises dancing over the water, and end your day with unforgettable sunsets painting the sky from your private vantage point. This is more than just an Airbnb; it's an experience for the soul. Sip your morning coffee on the deck, enveloped by the fresh scent of the water and the melody of birdsong or spending cozy evenings by the fire pit. Book your stay and let the magic of the waterfront work its charm on you!

A serene waterfront view captures a grassy area leading to the Hudson River. A wooden dock extends into the water, and steps are visible for easy access. Lush trees and colorful seating create a relaxing outdoor space, perfect for enjoying nature.

Home in Lake Luzerne

4.98 out of 5 average rating, 128 reviews

River Cottage

Beautiful cottage in the Adirondack Mountains situated on over an acre of waterfront property with River access. Enjoy swimming, Kayaking and fishing on the Hudson River, all right from the backyard of the house. It has a great deck which overlooks the river with perfect views for enjoying sunset cocktails… Yard also has two fire-pits for night time fun and laughs. Cabin is close to skiing, snowmobiling trails. Perfect for a family getaway to make awesome memories. STAY, SPLASH, SMORES!!!!!

An aerial view showcases the property's direct waterfront location. A sandy beach is framed by lush green trees, leading to a calm lake. A dock extends into the water, providing access for recreational activities. The house is nestled among the trees, ensuring privacy.

Home in Harwinton

4.96 out of 5 average rating, 71 reviews

Direct Waterfront with Private Beach - Entire Home

Rare opportunity to enjoy DIRECT WATERFRONT living, great for your next vacation, relaxing weekend, or to work remotely. Fully furnished and completely remodeled home includes all amenities, complete kitchen and accessories, washer/dryer, central air, large deck, fast WiFi, Smart TVs. Featuring beach, swimming, kayaking, canoeing, paddle boarding, biking, skating and fishing. Enjoy spectacular views of the lake from the open concept home We are a SUPERHOST - Nearly 90% booked, so book early

An aerial view captures a tranquil lake surrounded by lush greenery. The water reflects the trees and the sky, highlighting the natural beauty of the area. A small peninsula juts into the lake, with docks visible along the shoreline.

Home in Sturbridge

4.93 out of 5 average rating, 250 reviews

Lake Front Home Sleeps 6-8 on a private Peninsula!

DIRECT WATER FRONT RENTAL! This breathtaking property is located on it's own PENINSULA! Stunning water views from almost every window. This updated year round charming family home features 3 BR, 2 bath, large living room w/sliders to a wrap around deck, incredible views from a huge, heated sun porch. The large yard with a dock, NEW Patio/Firepit, small private beach area, with kayaks, canoe and a row boat! SUMMER MONTHS: 5 Night minimum Thanksgiving andChristmas Holidays have a 3 night minimum

An aerial view of a waterfront home surrounded by lush green trees. A sandy beach area is visible along the lake, with a fire pit situated on the sand. The property features a spacious lawn and moments away from the water's edge.

4.87 out of 5 average rating, 149 reviews

Bantam Lake Waterfront Retreat with Private Beach

Waterfront home on Bantam Lake, 3BR/2BA. Relax on the deck, enjoy the sunrise, swim at your private beach. Kayaks available for use (4); bring your boat or jet ski. Minutes away from hiking, snow skiing, vineyards, biking, and so much more. The area offers great restaurants and family friendly activities that are minutes away. BBQ on the gas grill, enjoy the fire pit on the beach. House is great for couples, individuals & families. Please check first if you plan to bring a boat. 7 maximum.

A spacious deck offers clear views of Pattagansett Lake, framed by lush trees. Outdoor seating includes a white dining table with matching chairs and a cozy lounge area. A barbecue grill is positioned nearby, inviting outdoor gatherings. Natural light enhances the serene lakeside setting.

Apartment in East Lyme

4.97 out of 5 average rating, 226 reviews

Brand New Direct Lakefront - Panoramic Sunsets

Completely remodeled lakefront apartment offering sweeping views of Pattagansett Lake. Open floor plan, fully equipped kitchen and massive deck make for an ideal gathering place to catch up with family or friends. All three spacious bedrooms offer comfy queen memory foam mattresses, fresh linens and UHD smart TVs. Two full bathrooms, high speed internet and in-unit laundry. Picturesque natural setting yet close to town amenities, restaurants, beaches, casino and area attractions.

Top guest favorite

Home in Branford

5 out of 5 average rating, 14 reviews

Breathtaking Panoramic Waterfront

Relax to sweeping views from every room in this unique, 4600 sq foot direct-waterfront home with two small private beaches, boulders by the water, large pool, hot-tub, outdoor bar, kayaks, and fire pit. 2 floors of wraparound patio/deck, plus 3rd floor loft and roof patio. Open floor plan, sweeping staircase, 5 bedrooms plus loft, 3.5 bath plus half bath and outdoor shower by pool. A real oasis! (Note: pool not heated and open mid-may to mid-Oct only; hot tub closed Jan-March)

Home in New Fairfield

4.92 out of 5 average rating, 116 reviews

Beautiful Lakefront Retreat with Private Dock

Relax on the lake at this beautiful, one of a kind 3 bedroom, 2.5 bath DIRECT waterfront home in a private community on peaceful Squantz Pond, adjacent to Candlewood Lake. Enjoy spectacular views across the lake of unspoiled Pootatuck State Forest from the deck or screened in porch. Swim, fish, or just relax on the private dock. Kayak and paddleboard rental nearby. The home is central air-conditioned with a fully equipped kitchen. Our special place is waiting for you!

Top guest favorite

Home in Queensbury

4.99 out of 5 average rating, 169 reviews

Sunset Bay: Amazing waterfront w/ dock on 5 acres!

SUMMER 2025 FULL/FALL OPEN Amazing waterfront property on 5 acres with west-facing sunsets overlooking the water & mountains. Private. Two-tiered deck, stone patio, & hot tub, open floor plan living/dining/kitchen. Private dock to swim off of and/or dock your own boat (May-Sept). Includes attached apartment with bedroom, kitchen, bathroom, and living room. Most bedrooms can flex to be King beds or split to make twins. Be close to everything yet away from it all.

Top guest favorite

The cottage's exterior is shown, featuring natural shingles and a welcoming entrance. Lush green grass and flower beds with blooming plants enhance the yard, while the serene waterfront and dock are visible in the background, framed by a clear blue sky.

Cottage in Old Saybrook

5 out of 5 average rating, 98 reviews

Cozy Waterfront Retreat

Serene waterfront retreat! Direct waterfront property on Oyster River perfect for kayaking, fishing, paddle boarding or just soaking up the sun. This cozy cottage with views of stunning sunsets allows guests to relax and unwind. Minutes to local restaurants and shopping, walking/bicycling distance to the towns best beaches; close to outlets and casinos. Quaint, charming cottage with beach decor throughout.

An aerial view captures the Reed House situated near the shoreline, with the Long Island Sound visible in the background. Surrounding homes and a sandy beach area are present, while lush green lawns and a winding waterway enhance the natural setting.

Home in Waterford

4.95 out of 5 average rating, 113 reviews

Coastal New England Waterfront Home-The Reed House

The Reed House – Waterfront Getaway in Waterford, CT Enjoy the best of both relaxation and adventure at The Reed House, located in the peaceful Pleasure Beach neighborhood of Waterford. This charming home offers breathtaking views of Jordan Cove and is just steps away from the beach, making it the ideal retreat for families, friends, or anyone looking to unwind by the water..

Vacation rentals for every style

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Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for The Berkshires waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

A well-lit kitchen and dining area features a wooden dining table surrounded by six chairs. Light hardwood flooring complements the gray cabinetry. A potted plant sits on the table, and modern appliances are visible in the background, including a refrigerator and stove.

Apartment in Wilmington

4.98 out of 5 average rating, 481 reviews

**Happy Hour! Gorgeous & Modern Downtown Retreat**

Top guest favorite

Two white lounge chairs are positioned around a small black fire pit in a grassy area. Lush greenery and trees define the backdrop, while an open space creates a sense of privacy and tranquility.

Apartment in Brattleboro

4.98 out of 5 average rating, 132 reviews

River View apartment

The living area features minimalist white furnishings, including a sectional sofa and a pair of lounge chairs. A glass coffee table sits atop a plush, light-colored rug. Bright light filters in through two large windows, illuminating the space. A television is positioned next to a potted plant.

Apartment in Beacon

4.91 out of 5 average rating, 270 reviews

Lovely 2br Victorian - 5m to train / 3m to main

A cozy living room features a brown leather sofa adorned with patterned cushions. A coffee table with decorative items sits in front of the sofa, while a large window allows natural light to illuminate the space. A potted plant and artwork decorate the room, enhancing its charm.

Apartment in Shelburne Falls

4.97 out of 5 average rating, 117 reviews

River View Apt in Shelburne Falls Historic Village

A bright dining area is illuminated by natural light, featuring a wooden table with a yellow patterned runner. Two chairs are positioned around the table, and a glass door leads to the patio. Light blue curtains frame the windows, enhancing the spacious feel of the room.

Apartment in Middlebury

4.91 out of 5 average rating, 117 reviews

Cozy Apartment with Water View of Brook

A cozy living area features a plaid sofa and a wooden rocking chair, positioned near a large window. Outside, a serene lake is visible, reflecting the surrounding trees. Natural light fills the space, enhancing the peaceful view of the water.

Apartment in Middletown

4.83 out of 5 average rating, 158 reviews

Lakeside apartment 2.5 miles from Wesleyan campus!

A modern living area features a plush sofa adorned with multiple cushions, inviting relaxation. A glass coffee table sits centrally on a textured area rug, framed by hardwood flooring. Natural light streams through two windows with wooden blinds, enhancing the room's bright ambiance.

Apartment in Albany

4.83 out of 5 average rating, 107 reviews

Classic & Homey 2BD/1BA Fl 2 Apt @ Downtown Albany

A serene pond is surrounded by lush green grass and natural landscaping. Smooth stones are placed along the edge of the water, reflecting the blue sky and distant hills. The area offers a peaceful atmosphere with hints of nature visible in the scenery.

Apartment in Middletown

4.92 out of 5 average rating, 151 reviews

Just Around The Corner

Waterfront house rentals

A peaceful waterfront view is presented, featuring lush green grass and trees along the river. A gas grill is positioned on a patio, with a glimpse of boats gently bobbing on the water in the distance. The scene conveys a serene outdoor atmosphere.

Home in Waterford

5 out of 5 average rating, 6 reviews

Direct Waterfront / Riverside

A modern three-story home is showcased, featuring light-colored siding and multiple large windows. Stone steps lead to a welcoming front entrance, framed by lush greenery. Two balconies are visible, enhancing the outdoor living space set among well-maintained landscaping.

Home in Branford

4.8 out of 5 average rating, 10 reviews

Modern House with water views at shore beach

A serene riverfront home is depicted, framed by mature trees. The exterior features a spacious deck, blending effortlessly with the lush greenery and water's edge. Steps lead down from the home to the riverbank, which is reflected in the calm waters of the Esopus Creek.

Home in Saugerties

4.92 out of 5 average rating, 147 reviews

Upstate Waterfront Saugerties Retreat-Near HITS

Top guest favorite

The light blue waterfront home features a large wrap-around porch with a yellow umbrella, overlooking a sandy beach area. Colorful chairs are arranged on the porch and along the shore, creating an inviting outdoor space for relaxation and gatherings.

4.95 out of 5 average rating, 158 reviews

Idyllic family retreat - spacious lake home,

Home in Port Ewen

4.91 out of 5 average rating, 22 reviews

Hudson Riverfront Mid-Century Modern Home

An open concept living room is filled with natural light, featuring large windows overlooking the lake. A dark sectional couch complements a light coffee table, while a cozy area rug adds texture. Stylish accents and seating invite relaxation in this spacious, well-designed area.

Home in Monticello

4.89 out of 5 average rating, 38 reviews

Modernist Lakefront Sojourn

Top guest favorite

A spacious cement patio overlooks the river, equipped with several blue Adirondack chairs and a wooden table. A few trees can be seen in the background, providing a natural setting. The dock is visible to the left, enhancing access to the water.

Home in Lake Luzerne

4.98 out of 5 average rating, 81 reviews

ADK Retreat on Hudson River. 14 mi to Lake George

A bright all-season porch features large windows, providing unobstructed views of the lake and yard. A dining table is centered within the space, surrounded by chairs. The walls are painted in calming tones, with patterned decor visible in the background.

Home in Saratoga Springs

4.96 out of 5 average rating, 23 reviews

3BR Home, 60+’ of Waterfront on Saratoga Lake!

Waterfront condo rentals

A spacious light blue deck is shown, furnished with a small table and two white chairs. The surrounding area features greenery and a distant view of rolling hills, providing a serene outdoor space for relaxation.

Condo in Shelburne Falls

4.91 out of 5 average rating, 46 reviews

Flowers & Falls Spot House

A large window reveals a view of Hunter Mountain, showcasing the slopes and surrounding trees. A gentle stream flows near the property, with a fenced area visible outside, reflecting a serene natural setting.

Condo in Hunter

5 out of 5 average rating, 5 reviews

Hunter studio with a view

A spacious dining area features a large table, surrounded by dark wooden chairs. Large glass doors provide stunning views of the calm lake and open to a deck. Bright natural light illuminates the sleek black countertops and modern appliances in the adjacent kitchen.

Condo in Saratoga Springs

4.84 out of 5 average rating, 44 reviews

Gorgeous Waterfront - Close to track & Saratoga

Top guest favorite

A cozy living area features a spacious sectional sofa, accompanied by a coffee table and a wood-burning fireplace. Natural light enters through glass doors that lead to the outdoor space. A desk is provided for remote work, and decorative plants enhance the ambiance.

Condo in Norwich

4.97 out of 5 average rating, 76 reviews

King Bed - hot tub - saunas - 1 mile Mohegan Sun

A spacious living area showcases a large sectional sofa adorned with decorative pillows. A wooden coffee table is centrally positioned on a patterned area rug. The open kitchen features a breakfast bar with seating, and appliances are visible along the wooden cabinetry.

Condo in Hunter

5 out of 5 average rating, 32 reviews

Trailside Tranquility at Hunter Mountain

The spacious living area features a gas fireplace surrounded by comfortable seating, including leather sofas and armchairs. Large windows allow natural light to illuminate the space, while a dining area with vibrant chairs is visible in the background, contributing to a welcoming and cozy environment.

Condo in vernon

4.82 out of 5 average rating, 88 reviews

Spacious 2 br 2 bath - pool hot tubs 23M

Top guest favorite

The exterior of a multi-unit condominium building showcases a blend of wood and stone elements. Green trim accents the balconies and entries, while a clear blue sky provides a bright backdrop. Well-maintained landscaping features grassy areas and plants near the entrance.

Condo in Vernon Township

5 out of 5 average rating, 57 reviews

Little Getaway at the Black Creek Sanctuary

The image captures a serene shoreline intersection at sunset, with pastel colors spreading across the horizon. The road leads towards the water, framed by residential buildings and utility poles, creating a welcoming coastal vibe.

Condo in Old Lyme

4.9 out of 5 average rating, 29 reviews

Forecastle at Soundview · Beach+OceanView+Sunrise

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