Lake house holiday rentals in The Berkshires

Find and book unique lakehouses on Airbnb

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Popular amenities for The Berkshires lakehouse rentals

Waterfront lakehouse rentals

Top Guest favourite
Home in Canaan
4.96 out of 5 average rating, 55 reviews

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

BethRating, 5 stars1 week ago
We had a wonderful time and this house is completely amazing. There is absolutely nothing missing! When Tiffany said, "all you need to bring are clothes" she wasn't joking. The person who designed the house was a genius with the master bedroom on one side of the house, the 2nd bedroom on the other side and the 3rd on the 2nd floor. Privacy inside as well as outside. It was a hiking trip for the family and included Kennedy Park, Olivia Outlook and the Great Monument Mountain. After spending the day hiking, the hot tub, playing pool and watching a movie in the theater just ended a perfect day. We didn't realize how close we were to MA and it was bonus to explore Western Mass as well. Thank you Tiffany for sharing your home with us.
Guest favourite
Home in Ancram
4.99 out of 5 average rating, 182 reviews

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

KristenRating, 5 stars1 month ago
We had a wonderful stay at Allie's cottage on the lake! The home was just as described, super clean with more than everything we needed for a great stay! My husband loves to cook and the kitchen was beautifully stocked and organized. There is so much to do right at the house, we ended up spending most of our time enjoying the lake and the huge yard! Such a wonderful Airbnb with thoughtful touches (welcome basket), yard games and kayaks. So nice to feel right at home! We only wish we would have stayed longer! Thank you for sharing your beautiful cottage on the gorgeous lake!
Guest favourite
Home in Stormville
4.94 out of 5 average rating, 183 reviews

Private Hudson Valley Country Retreat

ElodieRating, 5 stars1 week ago
We were absolutely charmed by this stunning house, surrounded by breathtaking nature and offering incredible views—especially over the lake. Every corner is filled with character and warmth, making it feel like a true hidden gem. A huge thank-you to our wonderful host Sandy, who was incredibly thoughtful and proactive throughout our stay. We couldn’t have asked for a better experience. We’ll be back without a doubt!
Superhost
Home in Monterey
4.83 out of 5 average rating, 81 reviews

Rustic 3bd Lake Front Country Cottage

SarahRating, 5 stars1 week ago
Very rustic, private, peaceful kind of like a camp but with air conditioning and excellent wifi. Bald eagle sat over the lake outside. Kayaks were fun. Tons of great hikes and historical things to see. Town of Great Barrington and Sheffield have great antiquing both high and low end. I would go back any time.
Guest favourite
Home in Egremont
4.91 out of 5 average rating, 82 reviews

Modern and Stylish Country Lakeside Cottage

NikiRating, 5 stars1 month ago
This was my second time staying at Maureen’s beautiful lakeside home and it surely won’t be my last. It’s the coziest, peaceful and inspiring place. Looking forward to future visits!
Guest favourite
Home in Londonderry
4.99 out of 5 average rating, 137 reviews

Modern 3-bedroom A-frame in Londonderry w/ Pond

BrookeRating, 5 stars4 days ago
Perfect spot for a weekend getaway. The house was clean, cozy, and in a great location (only 20 min away from Manchester). We ended up using the downstairs bedroom because the upstairs bedroom gets pretty hot even with the fans turns on. We also did not use the pond because there was a good amount of algae growing in it.
Guest favourite
Home in Port Ewen
4.93 out of 5 average rating, 29 reviews

Hudson Riverfront Mid-Century Modern Home

ClaraRating, 5 stars2 weeks ago
A very special and well cared for property with great hosts. Incredible views and nature!
Guest favourite
Home in New Paltz
4.95 out of 5 average rating, 283 reviews

Welcome to The Boathouse! Waterfront/Boats/Hot tub

BlairRating, 5 stars1 week ago
A very lovely place to stay! The description matched the place exactly. We enjoyed spending a lot of time outside on the deck bird watching and even saw some fish jumping in the river. The property is also very private which was a huge plus -- no visible neighbors in any direction while spending time outside. Seth was a very responsive host and did a great job with the design of the house. There were lots of thoughtful touches that made the stay extra nice. Would love to stay again!

Pet-friendly lake house rentals

Guest favourite
Home in Becket
4.93 out of 5 average rating, 118 reviews

Beautiful, quiet and cozy home in Becket!

ShannonRating, 5 stars1 week ago
A beautiful serene home set up with everything you need. We loved the space, both inside and out. There was a country store right down the road that had amazing food. Enjoyed relaxing on the deck after a great day of hiking. With so much hiking in the surrounding area, we are already looking forward to booking again.
Guest favourite
Home in Saugerties
4.94 out of 5 average rating, 161 reviews

Waterfront Three bedroom in Saugerties w/ Hot Tub

LisaRating, 5 stars1 week ago
We stayed at Georgia's beautiful home for a weekend with another couple. access to home was easy. Home was clean and ready for us. Property/ view was stunning. right on the water. We spent sometime in the gazebo one morning when it was driving outside. The hot tub was awesome. we had some great meals in town. . fabulous trip! thank you.
Guest favourite
Home in Millerton
4.92 out of 5 average rating, 409 reviews

Skyloft,25 Acres, self check in, 500 meg wifi

KarinaRating, 5 stars4 days ago
Juliana and Paul were great hosts! There was a storm the day we arrived and they communicated about the towns power outage before our arrival. They had generators on hand and Paul set up the generator and had many extension cords, flashlights and called local supermarkets/restaurants for us. Luckily the outage was just a few hours. The place was clean and spotless. It was quiet and a short drive into Main Street where you can find restaurants. It is close to many beautiful hikes. We would certainly return as it was a joy to stay in such a peaceful home.
Guest favourite
Home in Valatie
4.97 out of 5 average rating, 33 reviews

Majestic lake front house

PeterRating, 5 stars1 month ago
We had a great time at Francois & Ann's oasis by the lake. It was so relaxing to wake up, look at the lake, and listen to birds chirp. If you are looking for isolation, this place does the trick, We didn't see anyone all week on the lake or at the other cabins until the day we left. The lake has excellent fishing. With little effort, we caught several decent-sized bass and pickerel right off the dock. The location is ideal. You feel like you are out in the country, but are close to great restaurants in Kinderhook and only 25 minutes from Hudson or Albany. It's also only an hour from Mass Moca and 90 minutes to Cooperstown. Francois and Ann were very communicative and quickly responded to questions and comments.
Guest favourite
Home in Grafton
4.94 out of 5 average rating, 120 reviews

The Grafton Chateau

EmmaRating, 5 stars3 months ago
The Grafton house was perfect for our multi-family with the big space, bedrooms, and bathrooms. We loved the living room area where we could all sit together for family games. The property and house are beautiful and the perfect Vermont vibes. As a skiing family, we liked the location between our favorite ski resorts. Raphael was a wonderful host in providing instructions before our arrival and helpful advice. We really enjoyed our stay at the Gafton house.
Top Guest favourite
Home in East Chatham
5 out of 5 average rating, 16 reviews

Stylish Rural Sanctuary with POOL!

KristinaRating, 5 stars1 week ago
We had a wonderful stay at this beautiful property! The location is close to plenty to do and great dining but also feels very private. The home is absolutely beautiful as pictured. The pool was a real treat to have and half of the pool is a shallow end which was a bonus for us traveling with a child. The beds are very comfortable which is always a huge plus when traveling. The hosts were responsive with any questions that came up. We would happily stay again!
Guest favourite
Home in Becket
5 out of 5 average rating, 56 reviews

Berkshires! Canoe Use, HOT TUB, Private

JeffreyRating, 5 stars3 days ago
We had an amazing stay at this beautiful cottage in the Berkshires! From the moment we arrived, we loved how secluded and private the location felt, surrounded by nature—truly a peaceful escape. The cottage itself was spotless and incredibly well-kept, with everything we needed to feel right at home. The kitchen was fully stocked, making it easy to cook great meals. We especially loved the outdoor griddle—it was perfect for cooking up breakfast and dinner while enjoying the fresh air. And the hot tub was a highlight after a long day of exploring the area. We spent many evenings relaxing by the fire pit, watching the stars, and soaking in the serenity of the surroundings. If you're looking for a quiet, nature-filled retreat with all the comforts you need, we highly recommend this cottage! We’ll definitely be back.
Superhost
Home in South Londonderry
4.86 out of 5 average rating, 159 reviews

Lovers Honey Pond Treehouse with hot tub & sauna

KatieRating, 5 stars4 days ago
Ben was a great host! The home was very lovely. The grounds were well kept. It was a very peaceful and relaxing trip.

Private lake house rentals

Top Guest favourite
Home in Great Barrington
4.98 out of 5 average rating, 56 reviews

Waterfront Modern Lake Mansfield Retreat

SaraRating, 5 stars2 weeks ago
Stayed at Amal's house with friends for a college reunion. Location was perfect for our needs, quiet, with great view, nature and lake access. Saw deer, geese, chipmunks. Tried to beware of bears, but never saw any. Lovely, luxurious, gorgeous, well-lit, clean and modern house, well fitted-out kitchen (even had ziploc bags), comfortable beds. Hosts were communicative and friendly. Absolutely would stay here again the next time the group of us are in the area.
Top Guest favourite
Home in Sandisfield
5 out of 5 average rating, 33 reviews

Waterfront oasis in heart of Berkshires

LisaRating, 5 stars2 weeks ago
The location was peaceful and beautiful with great local restaurants, farms, and hiking. The reservoir was a nice amenity with the kayaks and canoe. The house was well maintained and comfortable with pretty views on the first floor. We enjoyed our stay
Superhost
Home in Lee
5 out of 5 average rating, 8 reviews

Cabin With a Beautiful Lake View

HumiraRating, 5 stars5 months ago
We stayed at Caroline and Nathaniel’s beautiful home over the winter and celebrated NYE’s. Their house is beautiful and perched on top of the hills overlooking a lake. The view is absolutely stunning in the mornings. The house was well maintained and clean. The hosts were very active in communicating with us where we needed anything or if we needed to be aware of any situations regarding the house. I would definitely stay here again.
Top Guest favourite
Home in Salisbury
5 out of 5 average rating, 50 reviews

Greystone at Twin Lakes

JenniferRating, 5 stars1 month ago
The house was even more beautiful and quaint than the photos. The weather was a bit chilly and they made sure the heat was on prior to our arrival. Caring, responsive, and helpful hosts. Definitely recommend.
Guest favourite
Home in Becket
4.96 out of 5 average rating, 26 reviews

New Shaw Pond Skytop Retreat in the Berkshires

NancyRating, 5 stars5 months ago
We stayed here on our way to Stowe to break up our long drive with an 8 and 2 year old. It ended up being a wonderful mini trip that we didn't want to leave. The house exceeded our expectations in terms of quality, cleanliness, and amenities. And the location was excellent - about 10 to 12 min to the nearest grocery store and downtown with restaurants, Edith Wharton's estate about 20 min away, and Great Barrington/Stockbridge were easily accessible for day trips. We plan to come back for skiing, and to take advantage of the lake activities in the summer. The only downside was the busy road, as mentioned in the listing, but the traffic quieted down in the evening and it didn't affect our sleep at night with the bedrooms located in the back of the house (husband is a very light sleeper; we did bring and use sound machines just in case).
Guest favourite
Home in Becket
5 out of 5 average rating, 15 reviews

Private Lakehouse in the heart of the Berkshires

DanRating, 5 stars6 months ago
We had a lovely thanksgiving getaway at Christopher's place. The neighborhood was blanketed in snow turning it into a winter wonderland. The house was cozy, and we especially enjoyed the sun room with its beautiful views. Christopher was very responsive the entire time. Thanks for a great stay!
Top Guest favourite
Home in Becket
5 out of 5 average rating, 33 reviews

Berkshires Lakefront Stylish Retreat w/Gameroom

BenRating, 5 stars1 month ago
What an amazing stay. The house is right on a peaceful pond and our kids had the best time exploring every day by canoe. We saw foxes, beavers, tons of birds, and ended each day with s’mores by the fire. Total magic! The house itself was super comfortable and had everything we needed. And the full-size arcade machines were a huge hit with the kids! We’d come back in a heartbeat!
Guest favourite
Home in Guilford
4.92 out of 5 average rating, 50 reviews

Vermont Mirror House

GeorgeRating, 5 stars2 weeks ago
I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.

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