Beachfront vacation rentals in The Berkshires

Find and book unique beachfront homes on Airbnb

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Popular amenities for The Berkshires beachfront rentals

Pet-friendly beachfront home rentals

Guest favorite
Home in Old Saybrook
4.94 out of 5 average rating, 16 reviews

Seas the Day at the CT Shoreline

ZackRating, 5 stars6 months ago
Alexandra’s place was a great stay for our weekend get away. Short walk to the beach and near anything else you might need. Alexandra was very responsive and accommodating to any questions we had.
Guest favorite
Home in Westbrook
4.96 out of 5 average rating, 47 reviews

Zion's Light Beach Cottage

JimRating, 5 stars3 months ago
We had a great stay at this cottage- it was a perfect size for our family and was extremely clean, warm and comfortable. We especially enjoyed the quick walk to the beach, and proximity to town. Hosts were very friendly and responsive but never intrusive. Would highly recommend.
Guest favorite
Cottage in Lake Luzerne
4.97 out of 5 average rating, 148 reviews

Donohue Riverview

LisaRating, 5 stars2 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.
Top guest favorite
Home in Waterford
4.94 out of 5 average rating, 72 reviews

Salty Breeze - Waterfront Cottage on the Cove

EdwardRating, 5 stars1 week ago
This was a prime location for any level of activity. The home was in walking distance to the beach. It had a water view with endless majestic shore birds swimming past the outdoor sitting area. The local restaurant choices are endless. Mystic, New London and Groton are just a short car ride away. Harkness park has an expensive shoreline with panoramic views and it takes just a few minutes by car or bike. I would definitely book a stay here again.
Guest favorite
Home in Milford
4.97 out of 5 average rating, 36 reviews

Steps from the water!

CristinaRating, 5 stars2 weeks ago
We had an amazing time staying here! The house was beautiful and looked just like the photos. Super cozy, clean, and comfortable. If we’re ever back in the area, we’d love to stay here again!
Top guest favorite
Home in Milford
5 out of 5 average rating, 101 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

PatrickRating, 5 stars2 months ago
Rented this for six weeks while working in the area, was perfect. I enjoyed it very much. Lots of space everything you could possibly need even down to the toothpaste and brushes, you could seriously just show up completely unprepared and you would have an excellent stay. If I am back in the area for long term again this will be my first search.
Guest favorite
Home in Harrisville
4.9 out of 5 average rating, 10 reviews

Harrisville Lake House - A Tranquil Get-Away

JudyRating, 5 stars6 months ago
I’m grateful that Peggy and Harry were willing to rent to us at the last minute. Our family needed a quiet respite to be together during a difficult time of loss. The solitude of the lake and woods was calming and we had plenty of room to be together. I only wish we could have stayed longer!
Guest favorite
Home in New Haven
4.95 out of 5 average rating, 108 reviews

Beach Haven - waterfront, near Yale, sunsets

CathyRating, 5 stars1 month ago
It is a charming place back into the water. Love listening to the sound of the ocean and watching the sunset and the noght light on the other side of the water.

Beachfront home rentals with a pool

Top guest favorite
Home in Athens
5 out of 5 average rating, 57 reviews

5 BR Lakefront House w/ Hot Tub - Catskills

MickeyRating, 5 stars6 months ago
Can’t recommend this airbnb strong enough. The location is absolutely perfect, and Scott was the most responsive and helpful host I’ve had in my many years using airbnb. I’ll definitely return
Guest favorite
Home in Athens
4.95 out of 5 average rating, 132 reviews

Private lakefront home, hot tub & resort amenities

NicolaRating, 5 stars6 days ago
We had a fantastic stay! Our group of 8 adults, 1 toddler, and 2 dogs had an amazing time. The house was spacious, clean, and comfortable—perfect for a family getaway. Vincent was an incredible host—attentive, thoughtful, and quick to respond to anything we needed. He even had small trash bags delivered when we asked, and followed up when the delivery had an issue to make sure it was corrected. One of the highlights was the binder he provided, which was full of helpful information about the house and local area—it really helped us plan our stay. The kitchen was another standout: impressively stocked with basics like flour, sugar, and salt, plus a KitchenAid mixer, toaster, coffee maker, food storage containers, multiple cutting boards, and lots of serving ware. It made cooking for our large group so easy. We felt truly taken care of the entire time. Vincent’s hospitality made all the difference. We’d absolutely love to stay here again!
Superhost
Cabin in Brattleboro
4.89 out of 5 average rating, 37 reviews

“Dragonwood” Rustic Micro Cabin Retreat

MeganRating, 5 stars2 months ago
This little cabin is adorable. Sitting in the hot tub watching the snow fall is so peaceful, the property is just gorgeous. Sean is a great host, would definitely recommend.
Guest favorite
Cabin in Corinth
4.86 out of 5 average rating, 37 reviews

Waterfront Birch Cabin near Saratoga, Lake George

AmandaRating, 5 stars6 months ago
The house is beautiful, sparkly clean and well-equipped. Camille is very friendly and responsive. The instructions are super clear and very detailed. My family and I had a wonderful stay at Cammile’s place. Thanks for hosting.
Superhost
Home in Milford
4.85 out of 5 average rating, 84 reviews

Spacious 4 bedroom, oasis with ocean views galore

CharlesRating, 5 stars1 week ago
The absolute best Air B & B we ever stayed at. Allana was a pleasure to work with. The home was spacious, and fully stocked with everything you could possibly need, and more. Fireplace, pool, enclosed porch, sun room with coffee bar, sitting room, sunken living room, dining room with tons of chairs, kitchen bar with stools, dining room bar with stools, mud room with extra refrigerator and freezer, storage space galore, closets stocked with games, linen closets with anything you might need, big bedrooms, master bedroom with en-suite bathroom, balconies to soak in the sun, crib, high chair… too much more to even list. Our family had a fabulous time; the energy in the house is so welcoming! The soft blues are soothing, and quaint beach theme accents throughout the home lend to the relaxed vibe. The rooms flow perfectly, and provided ample space for different family members to have their own area to unwind in. Steps from beach & playground, the neighborhood is perfect for a stroll.
Guest favorite
Home in Milford
5 out of 5 average rating, 9 reviews

Huge Family House w/Waterviews

LynnRating, 5 stars6 months ago
We had a wonderful stay! The house can accommodate large family gatherings - there were a lot of spaces for folks to spread out as well as gather. The kitchen is very well stocked. We would definitely rent again!
Guest favorite
Home in New London
4.9 out of 5 average rating, 128 reviews

Beauty and the Beach!

CarriRating, 5 stars3 weeks ago
Carlos is a friendly and responsive host. Our family enjoyed everything about his place and we felt right at home. All 6 of us were very comfortable in this spacious and well appointed home in a nice neighborhood close to everything in the area. We would definitely stay here again!
Guest favorite
Cabin in Prattsville
4.83 out of 5 average rating, 169 reviews

Modern Cabin w/Swimming, Boats, HOT TUB & VIEWS!

SaraRating, 5 stars2 months ago
We had an amazing weekend stay at Catherine and Diego’s modern cabin! The property is exactly as described—beautiful, cozy, and perfect for a group getaway, with charming wood paneling and all the comforts of home. The hot tub and stunning views of the snow-covered landscape were highlights, creating a peaceful and relaxing atmosphere after a day out. The location was ideal, offering both privacy and proximity to skiing and other activities, and the hosts provided clear instructions for check-in, making the experience stress-free. We’d highly recommend this cabin to anyone looking for a quiet, cozy escape in the mountains!

Private beachfront home rentals

Superhost
Home in East Haven
4.8 out of 5 average rating, 143 reviews

Casa al Mare Beachfront Retreat Oceanview

BarbaraRating, 5 stars4 months ago
Perfect venue for a Thanksgiving getaway with our whole family. Rather than having out of town family staying at hotels, we could all stay together in a comfortable home with a beautiful view.
Guest favorite
Home in East Lyme
5 out of 5 average rating, 11 reviews

Niantic Bay Beach Property

Kaylin AngelaRating, 5 stars1 week ago
This home was so beautiful- I think even better in person than the photos, and the photos are already beautiful. We felt so at home, Cathy was helpful, responded quickly for any questions I had, gave lots of information on the area and recommendations for food/coffee. Highly recommend!
Guest favorite
Cottage in Guilford
4.95 out of 5 average rating, 80 reviews

Direct Shoreline Long Island Sound Waterfront

ThomasRating, 5 stars7 months ago
Our visit was utilitarian. We needed accommodations for us, our grown children and grandchildren and a dog. But the site of the cottage, its charm, its comfort made us wish we were staying another week. James' thoughtfulness went beyond any other Airbnb hosts' that we've experienced. Everything we might need if we were staying 10 days was there, clean, labeled. Thank you, James.
Guest favorite
Home in Milford
4.93 out of 5 average rating, 42 reviews

Sapphire Sandbar, beach house

JianpingRating, 5 stars1 week ago
The neighborhood is peaceful and quiet, and the beach is right next to the house. The home itself is nicely set up, clean, and comfortable. Jenn was incredibly responsive and kind throughout our stay. We’ll definitely miss the time we spent there!
Superhost
Home in East Haven
4.93 out of 5 average rating, 42 reviews

Oceanfront Getaway - Quiet, Firepit + Pvt Beach

DanielRating, 5 stars2 weeks ago
This Oceanfront Getaway has amazing views of the ocean from all over the house. We sat on the deck and watched the tide come in, we cooked dinner and watched the tide go out. My family and I took long walks down the very quite beach (right outside the back gate). This section of beach seems to only be used by the people that live in the neighborhood so it did feel almost like a private beach. My kids found so many large sea shells they had trouble picking a few favorites to bring home. There were lots of great places to eat within a short drive. I highly recommend any of the G Cafe and Bakery locations for a great coffee and/or breakfast treat. It was also fun to explore some of the smaller towns nearby like Branford and Niantic both of which offered unique shopping experiences. Marc and team were super responsive and provided many amenities like laundry soap, dish soap, coffee, and creamers. We had so much fun we look forward to a return trip in the future.
Guest favorite
Home in Milford
4.97 out of 5 average rating, 34 reviews

Coast to Coast Beach Home, Steps to the Beach

AndrewRating, 5 stars7 months ago
We booked Chase's home SUPER last minute and Mary was incredibly accommodating in getting us right in. We couldn't have been happier with the home, location, or hosts. It was the perfect long weekend getaway for our 4 adults and two kids under 2. It seemed like almost a new home, everything in pristine condition and very tasteful decor. We like the lazy susan they had on the dining table so much we ordered one for our home! Just an awesome experience all around! Thanks Mary! Top tip: IF you want to walk out to Charles Island at low tide you actually need to arrive to the crossing point 30 minutes or BEFORE low tide. We trekked out there with the kids AT low tide and were instructed by the local life guards that it was already too late to cross as there wouldn't be enough time to get to the island and back. No biggie and it was still VERY cool to be out in the ocean on a narrow strip of sand. Also, we found Jimmy's Apizza to be great pizza when you inevitably order out.
Superhost
Cottage in Westbrook
4.82 out of 5 average rating, 11 reviews

Oceanside home steps to private beach!

TinaRating, 5 stars10 months ago
We had a wonderful time! The cottage is well located; we were able to drive back & forth to New London, Mystic, & several other towns. We did so many things on this trip: saw a movie, saw a play, went to Ocean Beach twice, Mystic Seaport, & the Yale Peabody museum. My only complaint is that we should have stayed "home" more & enjoyed our own beach more often! We took walks every day and watched for the tide to reveal the sand bar & walked out there whenever we could, which was so cool! The sound of the water changed when the sandbar was revealed. We found lots of cool shells. We really appreciated the chairs & umbrella in the well stocked shed. We did a little grocery shopping and made egg sandwiches so we only ate out once a day which saved money. I ate my sandwiches outside day & night, something I never do at home. The house was completely stocked with everything needed plus some! The only negative was not enough curtains which made it too bright to sleep & not enough privacy.
Top guest favorite
Home in Branford
4.97 out of 5 average rating, 37 reviews

The Eagle- Private Beach

AngieRating, 5 stars3 days ago
We had such a great time at this beach house! The place was super clean, and everything was easy to find. The directions were clear, and the host was awesome—gave us great ideas for things to do in the area. We had a blast and would definitely stay here again!

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