Waterfront vacation rentals in The Berkshires

Find and book unique waterfront rentals on Airbnb

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Popular amenities for The Berkshires waterfront rentals

Waterfront apartment rentals

Guest favorite
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, 482 reviews

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

LisaRating, 5 stars2 weeks ago
Beautiful apartment in the center of Wilmington. We own land and have our camper set up in the next town over, but with the cold weather lately, the camper is still winterized. We wanted to come up and get some yard work done and stay locally, and this apartment was the clear winner! Walking distance to our favorite coffee shop, lots of restaurants, my favorite bookstore (!!) and walking trails. Loved the deck- even though it was April and iffy weather, we were able to have takeout dinner outside one night! So grateful that Jennifer allows pets, as we have two dogs and it’s often hard to find pet friendly Airbnb accommodations that are in a good location and as clean as this place! Jennifer was so kind, accommodating and responsive. She went out of her way to make sure we had a great trip- she’s definitely one of the best hosts we’ve had! Thank you for making this week wonderful! We will be back.
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

AnnaRating, 5 stars4 weeks ago
This property is definitely within the top five Airbnb’s that I’ve ever stayed at! The apartment is absolutely beautiful with no detail missed. The kitchen was impeccable with light snacks provided and coffee/creamer, which is a huge plus for me. The bathroom was spotless with beautiful, plush towels and a lovely washer and dryer set. The living room was very comfortable with a reclining couch. The bed was very comfortable with plush linens. I can’t wait to stay again when I’m working in town.
Guest favorite
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, 273 reviews

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

Lena Rating, 5 stars1 week ago
My friend and I did a girls trip to Beacon for her birthday, and this AirBnB was the perfect place to call home for the weekend! All the restaurants and shops were a quick 5-minute walk from us. We'd explore the town during the day then relax in the comfy common room for a movie night back at our AirBnB. We SO enjoyed our weekend, and I am grateful we found such a cozy place! HsinYi's communication was excellent before, during, and after our trip. 10/10 recommend! :)
Guest favorite
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

AllieRating, 5 stars2 weeks ago
Thanks Crystal It was a great spot for the weekend and very comfortable!
Top guest favorite
A serene outdoor space is depicted, featuring several adirondack chairs and a small fire pit surrounded by green grass. The setting sun casts a warm glow over the landscape, with views of the Hudson River and a two-story house in the background.
Apartment in Ossining
4.96 out of 5 average rating, 432 reviews

Hudson River Peaceful Getaway, Explore from here

BrianRating, 5 starstoday
This was the best stocked Airbnb that I have ever stayed at. If you forgot to bring something, not to worry it was here. The view of the Hudson river in that region is unmatched. You will not find any more scenic. Clean, modern open floor plan that lets in plenty of light to allow the full experience of the extraordinary view. It is not far from the historic and notorious Sing Sing correctional facility. I wish I could have stayed longer.
Guest favorite
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
4.92 out of 5 average rating, 118 reviews

Cozy Apartment with Water View of Brook

JulieRating, 5 stars3 days ago
Our stay was extremely quiet until the upstairs neighbors returned. We don't have kids or pets so we're very used to quiet. Getting used to hearing upstairs neighbors took getting used to for me. The place was chock full of supplies, coffee, Scrabble and welcoming decor. The bed was outstandingly comfortable. The bathroom was modern and creative! The outdoor patio, activities and view of the creek were impressive. This is definitely on our "to return to" list.
Guest favorite
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!

RichardRating, 5 stars3 months ago
Always nice to stay with Mark and Tina. Wonderful people. Very convenient location for us. Beautiful setting. We keep coming back!!
Superhost
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

SharonRating, 5 stars2 months ago
Had a great stay! Walkable to MVP arena and restaurants. The apartment was immaculate and beautiful and very comfortable. Beds were great. Lots of towels. Neighborhood feels a little off the main street and we walked briskly at night, but was well lit and walkable..just something to be aware of. Angela had clear instructions and felt private and cozy inside the apartment. Having a parking space was great...but also easy parking out front. Thank you!

Waterfront house rentals

Guest favorite
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

JosephRating, 5 stars8 months ago
Jim’s place was great, with plenty to see in the area. We ended up spending most of the time enjoying the little beach and kayaks. Very cute house with plenty of room and we’ll stocked kitchen. The grill made for a perfect Labor Day cookout looking out at the water. Would stay again.
Superhost
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
4.9 out of 5 average rating, 39 reviews

Modernist Lakefront Sojourn

ShehryarRating, 5 stars3 weeks ago
This accommodation is a great choice to get away from the noise of the city. The house is decorated beautifully and there no lack of space. We especially enjoyed the lake side deck and all the extra amenities like pool tables, ping pong, Jacuzzi and such. There was even a kayak near the lake if you are interested. The host was also very proactive and responsive to our every need and provided great instructions for check in, check out and house rules.
Superhost
A view of the exterior shows a two-story home with a red balcony deck, featuring an umbrella. The entrance is marked by large glass doors, leading into the living space. Surrounding the property are a stone walkway and docked boats, with a natural landscape in the background.
Home in Bolton
4.76 out of 5 average rating, 17 reviews

Waterfront Lookout

BobbyRating, 5 stars8 months ago
We had a great week at the Waterfront Lookout. The views from the house and rooftop deck are both incredible. My wife and I were sad to leave but already looking forward to planning another stay!
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

LishannaRating, 5 stars8 months ago
This house is great. Lots of space to relax and spread out. There are many indoor and outdoor games provided on the property. We really loved the volleyball net and the basketball hoop! The place was also very clean and tidy.
Guest favorite
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!

CarolRating, 5 stars7 months ago
From start to finish Zoe was very responsive and accommodating. The bathrooms and bedrooms were very clean and neat. The bedding was very comfortable. We cooked a dinner and a breakfast and the kitchen was stocked well enough to make both these meals easy.
Top guest favorite
Home in Saugerties
5 out of 5 average rating, 78 reviews

*Hot Tub* Kayak*VIEWS* Stylish Waterfront Retreat

JenniferRating, 5 stars1 week ago
Absolutely gorgeous house and beautiful location! The house looks just like the photos and the backyard by the creek is so relaxing and beautiful. The house was so clean and well stocked. We had a great time lounging and cooking and doing activities by the water. Thank you for a great stay!
Top guest favorite
A charming family home is nestled along the water, featuring a private dock with a small boat. Lush greenery surrounds the property, while the sun casts warm light on the exterior, highlighting the inviting porch and scenic views of the tidal Hammock River.
Home in Clinton
5 out of 5 average rating, 11 reviews

Waterside retreat! 4BR/3BA with private dock/views

EvelynRating, 5 stars8 months ago
We had the pleasure of staying at Alan's place over Labor Day weekend and it did not disappoint. It was a beautiful setting right across from the water with a dock and walking distance to the town beach , where there are also walking paths along the water. We thoroughly enjoyed sitting out on the expansive front porch watching the birds and fishermen. We rented kayaks from the place around the corner. The house is very charming. There are many nooks and crannies to sit and relax and to enjoy the outdoor scenery. There is plenty of space for everyone to spread out and have their own space. The beds were comfortable with two bedrooms upstairs and 2 bedrooms downstairs. You can access the house from the back where it is only one step in and you are on the main level of the home which is really upstairs. The kitchen is more than adequate with upgraded appliances. Alan was a perfect host/ always available to answer any questions. We will definitely be back!
Guest favorite
Four lounge chairs are positioned along a deck overlooking the water. The chairs are made of light fabric and have dark metal frames, providing a relaxed seating area for enjoying the coastal view.
Home in East Haven
4.96 out of 5 average rating, 27 reviews

Home in East Haven directly on Waterfront

ShukhratRating, 5 stars3 months ago
Beautiful house beautiful ocean view! We had a wonderful time with our family, we would like to come back again summertime Thank you

Waterfront condo rentals

Superhost
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

MelanieRating, 5 stars2 months ago
Superhost ! Was so accommodating to get us in last minute since our other Airbnb didn’t work out. He was so responsive and helpful with the snow storm as well ! We were so glad to have found this gem and have such a gracious host. The location is perfect and walkable to all the restaurants and markets. Also 15 mins away from Berkshire East ! This was a great find and we are thankful for it !
Guest favorite
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

RyanRating, 5 stars2 months ago
Nicholas was a great host and the place was awesome! Super clean and has everything you need. My dogs really liked looking out the big windows to the lake :)
Guest favorite
A sign for Minerals Resort & Spa is prominently displayed, featuring the letter 'M'. Well-maintained flower beds in shades of purple and yellow enhance the entrance. Lush green trees form a backdrop, contributing to a welcoming environment.
Condo in Vernon Township
4.89 out of 5 average rating, 83 reviews

Courtyard Overlook @ Spa Owners Residential Condo

KevinRating, 5 stars4 days ago
Lovely experience, easy to navigate due to clear instructions from Joe. Although I was there for one night, the area offers a lot of experiences, highly recommend it
Guest favorite
Condo in Greenport
4.92 out of 5 average rating, 138 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

RoxanaRating, 5 stars6 months ago
The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.
Guest favorite
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

MeredithRating, 5 stars3 months ago
Gerry & Arlene were great hosts! They helped us find a location that fit our needs (walkable to the ski slopes). (We thought we originally booked a place right at Mountain Creek, but it ended up being across the street - so definitely a bit of a walk, but still not too bad.) We were celebrating our son's 13th birthday and the condo was perfect. The location allowed us to snowboard all day, come back to have pizza and birthday cake, then go right back on the slopes until closing. (We also left two pairs of our snowboard boots there...and they were extremely helpful in getting these back to us!)
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

MichelleRating, 5 stars3 weeks ago
Always a pleasure to return! My parents stayed this time and enjoyed a “staycation” They were able to relax and enjoy every moment!!!! The number one place to stay in Sussex NJ!!!!
Superhost
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

BrittonRating, 5 stars5 months ago
Very nice stay. Appreciated the bedside chargers. Kitchen was smartly stocked, was able to prepare a Thanksgiving meal with amenities provided. Very clean. Stunning views of the ocean. Downside, small bathroom/shower, limited bathroom shelf space/counter.
Guest favorite
A studio condo features a cozy sleeping area with a patchwork quilt covering a spacious bed. A TV is positioned on a wooden dresser, while a red sectional couch is adorned with various patterned pillows. Ambient light enters through a window, creating a welcoming atmosphere.
Condo in Hunter
4.96 out of 5 average rating, 494 reviews

*Great Reviews* Hunter Mtn. Close Cozy Clean Condo

JamieRating, 5 stars3 weeks ago
Gerry’s place was the perfect little hamlet for our couple’s getaway! It was clean, easy to find, and nicely furnished. Gerry was very responsive and left thorough instructions for check-in and check-out. We are looking forward to coming back!

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