Beachfront holiday rentals in The Berkshires

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in The Berkshires

Pet-friendly beachfront home rentals

Superhost
Home in Monterey
4.82 out of 5 average rating, 79 reviews

Rustic 3bd Lake Front Country Cottage

EdwardRating, 5 stars3 weeks ago
Peaceful, perfect getaway. Jaryn’s cabin on Lake Garfield was the ideal escape—cozy, quiet, and surrounded by nature. We loved the lake access, morning coffee on the porch, and how easy everything was.
Guest favourite
Cottage in Lake Luzerne
4.97 out of 5 average rating, 149 reviews

Donohue Riverview

LisaRating, 5 stars3 months ago
MJ and Packy’s listing was exactly as described. Right on the Hudson River with beautiful views. Quiet, peaceful and relaxing. Kitchen was fully stocked. Rooms were comfy (beds could be upgraded but were adequate). Super clean bathroom and kitchen. Plenty of linens/towels. It’s 15-20 minutes from Glen Falls and Lake George and 25 mins to Saratoga Springs, if you want more options for food/nightlife/things to do. We were snowed in for a day and it felt just like home - games/tv/comfy couch. Would recommend.
Guest favourite
Home in Egremont
4.94 out of 5 average rating, 81 reviews

Modern and Stylish Country Lakeside Cottage

NikiRating, 5 stars1 week 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
Flat in Branford
4.97 out of 5 average rating, 106 reviews

Ridgeview Suite at Stony Creek Depot

EmilyRating, 5 stars5 days ago
Barbara’s place reminded me of the way airbnbs used to be. It felt like home-away-from-home. The accommodations were high quality and clean, and there were even some tasty snacks! We loved our stay. Everything was as pictured. Stony Creek was wonderful, and we look forward to visiting again next year!
Top guest favourite
Cottage in Munsonville
4.89 out of 5 average rating, 219 reviews

Camp -Granite Lake, Munsonville, NH

BrittanyRating, 5 stars5 months ago
We came up to Joan's lovely cottage for a peaceful, hiking Christmas vaca and it was absolutely perfect. Joan was a wonderful host, very friendly and generous. We wish Joan was our granny too! Granny camp was comfy, cozy, on a beautiful lake, with lots to do in surroundings areas. Would love to come back in the summer! Thank you!
Guest favourite
Cabin in Colebrook
4.94 out of 5 average rating, 94 reviews

Rustic Cabin+ Private Beach Pond, Stars & Wildlife

EdwardRating, 5 stars1 week ago
Amazing cabin!! My third visit. Was there with friends for fishing and I love the cabin so much that I booked my anniversary weekend and my wife is also in love with the property. Relaxing Birding Fishing Kayaking Fire pit Romantic This place has it all! Book it now! You won’t regret it!
Top guest favourite
Home in New Haven
4.95 out of 5 average rating, 113 reviews

Beach Haven - waterfront, near Yale, sunsets

Lauren RRating, 5 stars4 days ago
My family and I had such a wonderful stay at this house. The house was immaculate and well stocked for our stay. Matthew and Celia are great hosts. We really appreciated the basket of snacks and dog cookies that were left for us and our fur babies (Thank you!). They truly thought of everything and it felt like “home” the entire time we were there. The views from the back deck are truly spectacular. We spent many hours sitting in the sunroom and out on the deck enjoying the sights. My pups enjoyed daily walks at the sea wall park that was steps from the house. I can’t say enough great things about our stay. Thanks to our hosts for sharing their beautiful home with me and my family.
Top guest favourite
Flat in Otis
4.96 out of 5 average rating, 95 reviews

Enjoy every season the Berkshires have to offer.

MarieRating, 5 stars1 day ago
We had a lovely relaxing time. The place was in a quiet, beautiful spot. Denise’s instructions were helpful and she was very welcoming. The place was spotless and the bed was extremely comfortable. We’d happily stay there again.

Beachfront home rentals with a pool

Top guest favourite
Home in Athens
5 out of 5 average rating, 58 reviews

5 BR Lakefront House w/ Hot Tub - Catskills

NehaRating, 5 stars7 months ago
We had a great time. We were able to kayak and use the other amenities on the property. Everything was well thought out. Scott was very communicative and responsive.
Superhost
Cabin in Brattleboro
4.9 out of 5 average rating, 40 reviews

“Dragonwood” Rustic Micro Cabin Retreat

AryaneRating, 5 stars2 weeks ago
It was wonderful from the first contact and the last, very polite, the place is wonderful, a peace, and very beautiful, cozy, the whirlpool is sensational, it's really worth getting there, I hope to come back more often! It was great
Guest favourite
Cabin in Corinth
4.85 out of 5 average rating, 40 reviews

Waterfront Birch Cabin near Saratoga, Lake George

LaurenRating, 5 stars3 days ago
Our family of 5 had a perfect 3 night stay at this cozy cabin on the water. It was perfect writ equipped with everything we needed. We enjoyed grilling on the deck while watching our kids fish from the dock. Our kids especially enjoyed sitting around the fire out in the yard each night. If we ever visit the area again we will surely book this spot. Highly recommend.
Superhost
Place to stay in Lake Luzerne
3.67 out of 5 average rating, 3 reviews

Family Suite

PeterRating, 5 stars12 months ago
Great place to stay host was really responsive! Beautiful scenery.
Superhost
Home in Milford
4.83 out of 5 average rating, 89 reviews

Spacious 4 bedroom, oasis with ocean views galore

JoetteRating, 5 stars2 weeks ago
Allana was very easy to work with. Always answered back quickly no matter the time. Open concept and everyone was able to be together. It was a rainy stay so had to be inside. No one minded. Nicely set up for games or conversations. Thank you so much!!
Guest favourite
Cottage in Highland Lake
5 out of 5 average rating, 16 reviews

SwimSpa | Lake | Fish | Kayak | Hike | Firepit

FatimaRating, 5 stars2 months ago
This is by far one of the best airbnb stays we've had. Its like a little chef retreat with a spacious kitchen and everything you could need to cook delicious meals. We used the grill all day. Only thing is that they do not have a dishwasher but so many other amenities. Very clear and detailed instructions everywhere. The spa pool and hot tub was absolute heaven and I cant wait to return. An excellent experience. Jason is a fantastic host!
Top guest favourite
Home in Margaretville
4.97 out of 5 average rating, 75 reviews

Margaretville Mountain House

MasamiRating, 5 stars1 week ago
Annie’s place has everything you need. It rained a lot while we stayed her house, but we didn’t need to go anywhere coz the house has a lot of amenities. We and my guests enjoyed playing billiards, board games and just watching view. Highly recommend this place.
Superhost
Villa in Guilford
4.91 out of 5 average rating, 11 reviews

Private Luxury Waterfront Home

VirginiaRating, 5 stars22 months ago
We had a wonderful time. The weather was perfect. The view of the water was everything and was accessible from nearly every room. The home was modern and easily accommodated our large group. Yet it was cozy and beautifully appointed with all the amenities you would ever want. It is ideal for children with every toy imaginable. There was a highchair and a pack and play for our toddler and child appropriate dishes. The kitchen was fully equipped and had 2 sinks, 2 dishwashers and 3 tables for dining. The beautiful pool and hot tub were in constant use. Mary is very thoughtful and assembled a ringed binder with important contacts and suggestions for dining, shopping and entertainment. Although there was no beach on the property there are nearby beaches. The towns of Guilford and (nearby) Madison are charming and well worth visiting. Mary was very accommodating and responded promptly to several inquiries.

Private beachfront home rentals

Guest favourite
Home in Branford
4.97 out of 5 average rating, 32 reviews

Adorable Beach House on LI Sound

JordanRating, 5 stars2 weeks ago
Had an excellent stay at Eileen’s place. The house was extremely clean and perfect size for a couple. Beautiful view and surroundings. Only wish I had more time to explore the area. Would definitely stay here again if I return.
Superhost
Home in Broadalbin
4.94 out of 5 average rating, 160 reviews

Priv Beach Lakeside Bliss: Family Fun Firepit WiFi

EmilyRating, 5 stars3 months ago
We had a great time staying at L.J’s place. Our children loved app that there was to do and we took daily walks down to the frozen lake. Lots of fun sledding and relaxing!
Top guest favourite
Cottage in Livingston
4.99 out of 5 average rating, 85 reviews

Waterlily Lakehouse - Modern+Waterfront+Retreat

LyndsayRating, 5 starstoday
My friends and I loved our weekend getaway at Vivian's lake house. Vivian was a very responsive host and provided clear instructions that made our stay seamless. The space was super clean, modern, and easily accommodated all 8 of us. The highlight of our trip was spending time on the lake with the provided kayaks and paddle boards. We enjoyed ending the day by grilling and sitting around the fire pit. We wish we had stayed longer!
Top guest favourite
Home in Belchertown
4.99 out of 5 average rating, 71 reviews

Moonstone Lake House – romantic, serene, fun!

JohnRating, 5 stars1 day ago
Mighty is fantastic! Her place is brimming with art and comfort, soft colorful rugs, creativity and spirit in every nook and cranny. So many thoughtful details from the toilet seat warmer to the lavender sachets. Just everything. But that lake that meets the back deck. It is magical. What a place and what a kind and caring host.
Guest favourite
Home in Valatie
4.97 out of 5 average rating, 32 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 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).
Top guest favourite
Home in Tolland
5 out of 5 average rating, 32 reviews

Lakefront Retreat at Porcupine Place

JessicaRating, 5 stars3 weeks ago
My family has stayed here multiple times and has loved it. It is a beautifully appointed cottage with a great view and lakefront. It is the perfect place for quiet and relaxation. Carole is awesome to work with.
Guest favourite
Home in Becket
4.94 out of 5 average rating, 31 reviews

Lakefront Cottage on Private Beach

GillianRating, 5 stars2 weeks ago
Our family had an AMAZING stay in this cottage. It was clean and comfortable, and just what we were looking for. A quiet spot where we could enjoy fishing, kayaking, biking, etc with the comforts of home. Because of all the amenities offered, we didn’t have to pack too much which is always a bonus! We are already talking about our next visit 😊

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