Waterfront holiday rentals in Lanesborough

Find and book unique waterfront rentals on Airbnb

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Popular amenities for waterfront rentals in Lanesborough

Waterfront apartment rentals

Guest favourite
Flat in Wilmington
4.98 out of 5 average rating, 486 reviews

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

SydneyRating, 5 stars3 weeks ago
This place was absolutely awesome!! There’s a lake right down the street, we got in some good fishing over there😁 there’s also a dispensary and liquor store downstairs. Hands down the coolest dispensary I’ve ever been in. Also, love the golden retriever in the liquor store!! The flea market was right down the street as well as a small pink colored coffee shack. They had the best iced lattes and they use espresso cubes for ice! Can’t wait to go back!
Guest favourite
Flat in Valatie
4.95 out of 5 average rating, 192 reviews

Holland House: Modern Rustic Guest Apartment

AbbieRating, 5 stars1 week ago
This place exceeded our expectations in every way. The highlight was definitely the porch – we spent hours there listening to the birds singing and the gentle sound of the creek. It’s incredibly peaceful and restorative. The space itself is beautifully designed with clean Scandinavian aesthetics that feel both modern and cozy. Everything was immaculately clean, and we loved the thoughtful touches like the small collection of books that made it feel like a home away from home. The location is perfect for nature lovers. There’s a short walk to a creekside trail that’s accessible for all fitness levels – we enjoyed it multiple times during our stay. Our host provided excellent local recommendations that really enhanced our visit. Having the diner downstairs was such a convenience and made our mornings effortless. Great food and no need to venture far for a delicious breakfast. Our host was responsive and clearly cares about providing a top-notch experience.
Top guest favourite
Flat in Charlemont
4.99 out of 5 average rating, 158 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars3 months ago
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!
Top guest favourite
Flat in Lanesborough
5 out of 5 average rating, 41 reviews

Cozy Berkshire Waterfront Home

MarkRating, 5 stars4 months ago
Can’t say enough good things about this find near Jiminy Peak in the Berkshires! Stayed for three nights while skiing two days over presidents weekend. Hosts were very thoughtful and flexible. Left cookies and s’mores kit which were a nice touch. During snowstorm steps to the unit and walking areas were kept shoveled and salted. For us and our two teenagers this offered the perfect alternative to pricey on mountain lodging and was only about a 13 minute drive. There was even a bonus game room which could probably serve as a small additional bedroom if someone had the need, it certainly has room for a twin air mattress. Our two kids shared the queen bed with minimal fighting, but that would’ve been our back up plan😂. Anyway, they were super responsive, check in and check out was easy and will certainly look to stay again if we get up there to ski again this year !
Top guest favourite
Flat in Wilmington
4.88 out of 5 average rating, 311 reviews

Globetrotter Retreat - Minutes to the Mountain

JoeRating, 5 stars2 weeks ago
We had a great 4 day stay at Nina’s place. The apt is exactly as pictured and described on Airbnb. The space was a nice size, the furniture comfortable with the bed on the softer side, really good Water pressure in the shower, good amount of kitchen ware To create breakfast and lunches and light dinners. We loved the proximity to town and yet how quiet the place was, and there is a river directly in back. Nina was very prompt in responding to questions and gave us great recommendations for hikes in the area. There is a great bookstore and a number of really wonderful gift stores with Vermont artist’s works a block from the apt. And about a mile down the road starfire bakery with truly amazing baked goods. Make it a priority to Go there and try lots of things! We really loved our stay at Nina’s place and hope we can return in the fall or winter.
Guest favourite
Flat in Shelburne Falls
4.97 out of 5 average rating, 122 reviews

River View Apt in Shelburne Falls Historic Village

JuliaRating, 5 stars1 month ago
shelburne Falls is an adorable town, and this Airbnb has a small table with 3 chairs on a back porch that looks out on the river and bridge— very nice . Cute apartment over the the owner’s store and perfect location to walk around town . crystal was a great host…. proactive before our arrival responsive
Top guest favourite
Flat in Newfane
4.97 out of 5 average rating, 455 reviews

Rock River Retreat: VT Oasis Pet Friendly

Kate-LynnRating, 5 stars1 week ago
It was a wonderful stay. Whether you’re just looking to relax or for a little adventure this stay offers it all. Even though it was a rainy stay they offer plenty of movies, books and games.
Top guest favourite
Flat in Pittsfield
4.96 out of 5 average rating, 85 reviews

The sweet place in the beautiful Berkshires!

JennaRating, 5 stars2 days ago
Teresa was a great host! she was helpful in communication for our arrival and stay. her place is truly the sweet place! so clean, comfortable and beautiful! thank you!

Waterfront house rentals

Guest favourite
Home in Averill Park
4.97 out of 5 average rating, 177 reviews

Lake House in Averill Park, NY (age 30+ excl kids)

JanetRating, 5 stars3 days ago
We had an amazing week with our siblings and their spouses. It was a great reunion for my husband and his brothers and sisters. We were there to attend a wedding on Crooked Lake . Janet
Top guest favourite
Home in Canaan
4.96 out of 5 average rating, 54 reviews

Private Retreat: Hot Tub! Movie Room! Pool Table!

MusserRating, 5 stars1 week ago
This was a bit of a last minute decision to come to the Berkshires and I was grateful that Tiffany could accommodate some quick changes. The house is just as described--lots of space, nice setting, pool table was fun (and cool in the basement), and I appreciated that our two dogs could be included. Even though the house is in NY, it is not far from the hiking trails and museums. We would like to come back--a lot more to see and do in this area.
Guest favourite
Home in Ancram
4.99 out of 5 average rating, 181 reviews

Everything on one floor 2 Bdrm/1.5 Bth & Pets Ok

AdelyaRating, 5 stars1 month ago
The best Airbnb we’ve ever stayed at! It truly felt like home—every detail was so thoughtfully taken care of. You have everything you need for a comfortable stay, from a well-stocked space to those little touches that make a big difference. The bed and pillows were super comfortable, and even though it rained, the hosts had dry firewood ready for the fireplace, which made it feel extra warm and inviting. We loved sitting by the lake and even saw a fish jump out of the water—such a magical moment! Communication with the host was excellent from start to finish. And thank you so much for approving our cats to stay with us—it meant the world. If we could give 10 stars, we absolutely would. Highly recommend this place to anyone looking for a peaceful and welcoming getaway. Thank you for an unforgettable stay!
Guest favourite
Home in Becket
4.94 out of 5 average rating, 150 reviews

Lake front retreat - Stylish Berkshire home

ShaiRating, 5 stars2 weeks ago
We had a wonderful time at this beautiful lake house! The home itself is lovely—spacious, comfortable, and perfect for a family getaway. The lake and boats were a big highlight for us, offering plenty of fun and relaxation. Our host was incredibly responsive and helpful throughout our stay. While there were a few small things that needed fixing, she addressed them right away and was very communicative, which we really appreciated. Overall, it was a great experience and a memorable holiday for our family. We’d definitely love to come back!
Top guest favourite
Home in Hinsdale
5 out of 5 average rating, 14 reviews

Modern Lakehouse with Private Lake Access

TimRating, 5 stars3 weeks ago
Kasie & Anthony’s place was truly special. The home is brand new, spacious, and beautifully designed with high-end appliances and modern bathrooms. The lake view is absolutely stunning—especially from the Peloton, which made workouts feel serene. We loved the outdoor space, complete with games, patio furniture, and a cozy fire pit that brought everyone together. It was the perfect setting to celebrate my grandfather’s birthday with family and friends. Kasie & Anthony were incredibly kind and accommodating—they even helped us with the rowboat so we could enjoy the lake. Their hospitality made us feel right at home. This was more than just a stay—it was a memorable experience. Highly recommend!
Guest favourite
Home in Copake
4.96 out of 5 average rating, 195 reviews

Lakefront +pets +skiing +bbq +firepit +games

RichRating, 5 stars2 weeks ago
We had a great time, the location is great, right on the water and the fishing was even better. A very quiet lake and much bigger when you are out on it in the kayaks. I would surely stay here again!
Superhost
Home in Cementon
4.91 out of 5 average rating, 109 reviews

Upstate Riverfront Getaway with Hot tub

NicoleRating, 5 stars1 month ago
We always have a great stay at Matt’s! The amenities are amazing and the view of the Hudson is unbeatable.
Top guest favourite
Home in Otis
4.95 out of 5 average rating, 163 reviews

Idyllic family retreat - spacious lake home,

MaryRating, 5 stars2 weeks ago
We had a wonderful stay at this peaceful and comfortable lake house. The setting was serene—perfect for a relaxing getaway—and the home itself was clean, cozy, and well-equipped. The owner was incredibly helpful and responsive, always quick to reply to any questions via text, which made the whole experience smooth and stress-free. Highly recommend!

Waterfront apartment rentals

Superhost
Apartment in Lenox
4.63 out of 5 average rating, 8 reviews

Peaceful 1BR Condo with Pond View

VeraRating, 5 stars5 months ago
Very nice and clean 1-bedroom apartment with a great view and everything you need for cooking meals. Wonderful location and very kind hosts
Superhost
Apartment in Shelburne Falls
4.92 out of 5 average rating, 48 reviews

Flowers & Falls Spot House

TerriRating, 5 stars2 weeks ago
Always an easy peaceful stay whenever we stay at David’s place. We will be back again
Superhost
Apartment in Lenox
4.8 out of 5 average rating, 10 reviews

Tranquil Lakeside Escape in the Berkshires

GregoryRating, 5 stars3 weeks ago
Beautiful property. We enjoyed very much the tranquility. There was an issue with the kitchen light but maintenance was going to address it. The exterior of some of the buildings needs to be worked on, but overall the place was great.
Guest favourite
Apartment in Saratoga Springs
4.84 out of 5 average rating, 44 reviews

Gorgeous Waterfront - Close to track & Saratoga

RyanRating, 5 stars4 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 favourite
Apartment in Saratoga Springs
4.81 out of 5 average rating, 70 reviews

LAKEFRONT: Walk to Marina, Restaurants, Near Track

SylvanaRating, 5 stars3 weeks ago
This beautiful lake house made this day truly special, despite the cloudy and rainy weather. The house’s warm and welcoming atmosphere was therapeutic, and the lake view was simply breathtaking. Everything we needed was within reach, and Nick was incredibly attentive to our every need.
Guest favourite
Apartment in Saratoga Springs
4.97 out of 5 average rating, 32 reviews

Lakefront, Dock, Near Browns Beach & Restaurants!

KathleenRating, 5 stars2 months ago
Nicholas was very responsive and accommodating. Beautiful place and well maintained.

Quick stats about waterfront rentals in Lanesborough

  • Total rentals

    10 properties

  • Nightly prices starting at

    $129 SGD before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

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