
Waterfront holiday rentals in Great Barrington
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Great Barrington
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Great Barrington waterfront rentals
Waterfront apartment accommodation

Lovely 1 bedroom apt. with free parking in Rondout
Very comfortable, clean and well appointed stay. Bathroom was stocked with toiletries and kitchen with dishware and water. Excellent location, right at the top of the Main Street in Kingston. Would absolutely rent again, thank you!

Suite 23 - Spacious Sunny 2-BR with Mountain view
We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!

Holland House: Modern Rustic Guest Apartment
Seth is definitely a “super host”! Instructions were very detailed and perfect! The suggestions for restaurants and things to do was extensive. The location was perfect for our visit to Valatie. I have never been to an Airbnb that was this clean - impeccable! The small back porch with a view of the river was awesome! I will definitely book this Airbnb again!

River View Apt in Shelburne Falls Historic Village
Thanks Crystal It was a great spot for the weekend and very comfortable!

Hudson River Beach House
So peaceful. Clean and relaxing. I already recommended it to somebody.

DeMew Townhouse in Historic Kingston
Great place. Must try if you want quiet but right in the middle of it all

Majestic Farmhouse Private & Peaceful Guest Apt.
This was a quick trip to the area to break up the drive to a further destination. Joy's little 18thc apartment was perfect. Joy met and explained everything needed, and was very helpful with local suggestions for dining and activities.Was'nt here long enough to experience any of the hiking trails,.etc but truly seems like a place I'd like to return. if you're lucky, you will meet the inimitable Baloo!

Captain's Quarters at Mickey's Marina
My stay at Austin's listing was great :) The house was very clean and spacious and had everything we needed for our time there. The restaurant at the country club had amazing food and was walkable from the house. Very close to Hudson!
Waterfront house rentals

Lake House in Averill Park, NY (age 30+ excl kids)
First of all, a 1 o’clock check in started us off on a very happy note. Then, having room for each female to have her own bed made a for peaceful stay. The biggest thing was how much the space was warm, comforting, and full of character. The sliders provided a broad view of the lake. The kitchen with the open area to dining and front area provided an open concept feel to an older home while maintaining its true character. The tall cabinets contained every utensil/small appliance that we needed and more. We brought a bag of board games as we know what we like, but there was a great variety already there. While there was plenty of room, we felt “together” in that space. We can only imagine the beauty that arrives later in spring. Thank you for having us!

Private lakefront home, hot tub & resort amenities
Vincent's lakefront Catskills home exceeded all our expectations! The house is perfectly designed for group gatherings, with multiple comfortable living spaces that allowed our friends to either come together or find quiet moments. We had private chefs come for a couple of dinners and they had everything they needed to create memorable meals. The lake views are absolutely stunning. What truly set this experience apart was Vincent's exceptional hospitality - he was incredibly responsive and accommodating when we experienced travel issues, going above and beyond what was required. This thoughtfully designed lake house with its beautiful surroundings and attentive host made for the perfect meeting spot for our friend group. We'd gladly return!

Stylish Waterfront Escape on the Esopus Creek
We had a great stay at Rupert’s house. As other reviewers have stated, there is a train that passes by the house. Each day, it passed 2-3 times but it wasn’t terribly noisy. We never saw the tenant who also lives on the property. We didn’t realize that the tenant’s home was connected to the house we rented. It didn’t bother us but thought I’d share. Rupert was very responsive when we had questions. His home was a wonderful place for us to spend Thanksgiving. There was more than enough space for my family of 5. We especially loved the dining room with the long table and views of the Esopus Creek, which runs right behind the house. Given the weather, we didn’t spend time down there but it was certainly lovely to look at. We would definitely stay there again in the future.

Beautiful Lake House with Stunning Sunsets
My family and I had a terrific stay at this beautiful home. Olga was fantastic, always responsive if we reached out and very helpful. The home was even more beautiful and breathtaking when we first walked into the house than we could have imagined! The home was spacious and cozy, and the view was spectacular. I enjoyed waking up early to work for a few hours overlooking the lake and the beautiful view of the sunrise, enjoying a nice cup of coffee while everyone else was still sound asleep in the comfortable accommodation. The sunset was even more stunning. We will definitely return if we get the chance.

Entire lake house to yourself. Great for groups
Scott is amazing! The airbnb was incredible! Lovely placed filled for immense and loving memories. He allowed me a late Check-Out which was wonderful. Definitely recommend you guys coming more often!

Twin Island Lake House • Hot Tub
Anne Marie's place was exactly what we were looking for! It is extremely well stocked, with everything you might need, from kitchen appliances, extra blankets, many towels, etc. The surroundings were gorgeous and the area is very quiet and peaceful. Anne Marie was friendly and very responsive, answering questions quickly and flexibly. We can't wait to come back!

Upstate Riverfront Getaway with Hot tub
We always have a great stay at Matt’s! The amenities are amazing and the view of the Hudson is unbeatable.

Hudson Riverfront Mid-Century Modern Home
Clean, beautiful property. Excellent, accommodating hosts. Note dock is removed in winter and not available until May which was not reflected in original description but has been updated. We hope to return again.
Waterfront condo accommodation

Trailside Tranquility at Hunter Mountain
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.

Skiing,snowboarding,mountain view condo
We greatly enjoyed our stay and were right next to Hunter Mountain!

Perfect Catskills hiking getaway with fireplace
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!

First-Floor Hunter Condo < 1 Mi to Slopes!
Great little ski condo right by the slopes

*Great Reviews* Hunter Mtn. Cozy Clean Close Condo
Listen I used to be a host. This is how it’s done. Gerry’s accommodations were spectacular. Felt right at home . Clean. Hot shower. Comfortable surroundings. Close to all the hot spots. Even on this quiet weekend. I plan to return very very soon

Flowers & Falls Spot House
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 !

Hunter studio with a view
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!

MountainViewSunnyNearFarmLakesTrails
We booked the place last minute and Tony was very nice to accommodate us. The are really responsive and had a lot of great recommendations. The place was very warm and homey. We enjoyed the stay very much!
Quick stats about waterfront rentals in Great Barrington
Total rentals
20 properties
Nightly prices starting at
$123 AUD before taxes and fees
Total number of reviews
880 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
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- Hunter Mountain
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Six Flags New England
- Albany Center Gallery
- Berkshire East Mountain Resort
- Taconic State Park
- Thunder Ridge Ski Area
- John Boyd Thacher State Park
- Walkway Over the Hudson State Historic Park
- Bushnell Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Mount Sugarloaf State Reservation
- Opus 40
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Mount Greylock Ski Club
- Hartford Golf Club
- Kent Falls State Park
- Beartown State Forest
- Naumkeag
- Pineridge Cross Country Ski Area