Waterfront vacation rentals in The Berkshires

Find and book unique waterfront accommodations on Airbnb

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Popular amenities for The Berkshires waterfront rentals

Waterfront apartment rentals

Guest favourite
Apartment in Wilmington
4.98 out of 5 average rating, 482 reviews

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

LisaRating, 5 stars1 week 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 favourite
Apartment in Brattleboro
4.98 out of 5 average rating, 132 reviews

River View apartment

AnnaRating, 5 stars3 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 favourite
Apartment in Beacon
4.91 out of 5 average rating, 272 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 favourite
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!
Guest favourite
Apartment in Middlebury
4.92 out of 5 average rating, 118 reviews

Cozy Apartment with Water View of Brook

JulieRating, 5 stars1 day 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 favourite
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
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!
Guest favourite
Apartment in Middletown
4.92 out of 5 average rating, 151 reviews

Just Around The Corner

SarahRating, 5 stars5 months ago
Had a great time! Loved the place and especially the surroundings, peaceful and beautiful!

Waterfront house rentals

Guest favourite
Home in Waterford
5 out of 5 average rating, 6 reviews

Direct Waterfront / Riverside

JosephRating, 5 stars7 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.
Guest favourite
Home in Saugerties
4.92 out of 5 average rating, 149 reviews

Upstate Waterfront Saugerties Retreat-Near HITS

TomRating, 5 stars3 days ago
Where to start?! This beautiful home is situated right on the esopus creek. There are songbirds, ducks, geese and some very pretty Osprey around the property. The house itself is clean and modern with everything you could possibly need for a getaway. Tim was so helpful and accommodating with us. We loved our stay and the area. We would absolutely recommend staying here!
Top guest favourite
Home in Otis
4.95 out of 5 average rating, 159 reviews

Idyllic family retreat - spacious lake home,

KalvinRating, 5 stars1 week ago
This is a great place! It may look small on the outside but I was surprised with how spacious it was inside! It was a bit tricky to find but with the instructions given we were able to quickly find it! Christine was quick with the reply’s and the rules are more than reasonable. The lake is beautiful both day and night! If you’re looking for a nature get away but don’t want a cabin deep in the woods this house would be just that!
Guest favourite
Home in Port Ewen
4.91 out of 5 average rating, 22 reviews

Hudson Riverfront Mid-Century Modern Home

PhillipRating, 5 stars1 month ago
Great stay at this unique property right on the river. Loved watching the ice float by on the Hudson through the huge windows. Comfortable spaces for socializing. Abigail was quick and easy with all communication. Overall a relaxing stay.
Superhost
Home in Monticello
4.89 out of 5 average rating, 38 reviews

Modernist Lakefront Sojourn

JulieRating, 5 stars4 weeks ago
The house is set lakefront with a beautiful , peaceful and private view . It is very well equipped and super comfortable with many different seating selections and hang out spots. We enjoyed the many hiking trails around the house and the gas fireplace along with the jacuzzi! We were disappointed with the late 5pm check-in unless we wanted to pay extra for earlier. We have always had a 2-4 pm check-in nine years using Airbnb. Paying $400 a night made the first night a short one. We did have a relaxing wonderful vacation.
Top guest favourite
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 favourite
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 favourite
Home in Saugerties
5 out of 5 average rating, 77 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!

Waterfront condo rentals

Superhost
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 favourite
Condo in Hunter
5 out of 5 average rating, 5 reviews

Hunter studio with a view

RaquelRating, 5 stars2 months ago
Perfect place for skiers. Cozy and very clean. Very close to the Hunter mountain. Karoline helped me with places to eat and was very attentive. 100% satisfaction. I will definitely be back!
Guest favourite
Condo in Norwich
4.94 out of 5 average rating, 31 reviews

Cozy Vacation Villa 5 minutes from Mohegan

JillianRating, 5 stars3 months ago
My husband and I stayed at Desiree’s place for New Years weekend. The space was beautiful, clean, comfortable and perfect for our getaway. Close to the casino and spa and anything you need. Would definitely recommend!
Guest favourite
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 :)
Top guest favourite
Condo in Norwich
4.97 out of 5 average rating, 76 reviews

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

RoshiniRating, 5 stars4 weeks ago
This villa is a perfect spot for a weekend getaway. Though in a condo complex, the villa itself felt private. The villa is just a few minutes walk from the clubhouse, which has a jacuzzi and pool (open in summers), and the Norwich Inn. We did not get to go to the clubhouse, but the Inn had a great spa and restaurants. The villa is also a 5 minute drive from Mohegan Sun and is accessible via Uber. The fireplace made the villa very cozy. Would definitely stay again!
Guest favourite
Condo in Hunter
5 out of 5 average rating, 32 reviews

Trailside Tranquility at Hunter Mountain

DušanRating, 5 stars2 months ago
Perfectly set up and spotless. The unit is supplied with everything you could possibly need. By far the best organized, supplied and clean Airbnb we have ever stayed in.
Condo in Hunter
4.78 out of 5 average rating, 310 reviews

Skiing,snowboarding,mountain view condo

MatthewRating, 5 stars1 month ago
We greatly enjoyed our stay and were right next to Hunter Mountain!
Guest favourite
Condo in Hunter
4.81 out of 5 average rating, 63 reviews

Explore the Catskills from Hunter Mountain

MajaRating, 5 stars1 month ago
Wonderful, clean, spacious condo 5 min walking to the slopes. Our family had a great time. Renate is a wonderful host, very responsive and helpful. Would love to stay again!

Destinations to explore