Holiday rentals with beach access in The Berkshires

Find and book unique rentals with beach access on Airbnb

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Popular amenities for rentals with beach access in The Berkshires

Apartment rentals with beach access

Top guest favourite
Flat in Milford
4.95 out of 5 average rating, 160 reviews

The Boathouse, private downtown Harborside suite

TomRating, 5 stars1 week ago
Abby and Curran are genuinely nice hosts. Their place is ideal for people who enjoy old homes, New England, and coastal life. The suite has a comfortable queen sized bed and an arm chair and sofa, perfect for reading and reflecting. The sofa also folds out into a bed. Chickens and rabbits welcomed us home after time away exploring Milford and the surrounding area. Americana at its best.
Top guest favourite
Flat in Brattleboro
4.99 out of 5 average rating, 139 reviews

River View apartment

SophieRating, 5 stars1 week ago
was communicative and friendly! Cute place and comfortable bed :)
Guest favourite
Flat in Wilmington
4.88 out of 5 average rating, 311 reviews

Globetrotter Retreat - Minutes to the Mountain

JoeRating, 5 stars6 days 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.
Top guest favourite
Flat in Coventry
5 out of 5 average rating, 104 reviews

Hide Away at Rock Farm UConn Private BnB “5 Star”

SarahRating, 5 stars1 week ago
This is one of the best places I've stayed in a long time. Idyllic, pastoral... it was perfect. Just wish we could have spent longer there! The rooms were spacious and comfortable, the kitchen was very well equipped, and it's hard to argue with a host who keeps the second "B" in "BnB"! there were fresh eggs and milk and pancake mix provided. Our five year old liked watching the chickens and feeding them our food leftovers, and there's a great play area (unfortunately the weather didn't give us much of a chance to use it). We can't wait to find a time to come back! The only tricky bit is not getting confused by the driveway - the host's directions are PERFECT but it takes a sec to realize that you turn in and squiggle between other properties and only then you'll see things you recognize from the photos.
Superhost
Flat in Ashfield
4.87 out of 5 average rating, 251 reviews

Zachariah House Main St. Ashfield

SophieRating, 5 stars1 week ago
Great location for exploring nearby towns like Northampton, Amherst, Shelburn falls. As Laura said, no cell service in this town but their WiFi worked great in the unit and it’s a quite peaceful area to stay. The home feels like a well maintained cabin. It’s rustic and cozy but you might find a spider in the shower. I did not find the beds very comfortable but otherwise had a very relaxing stay. Laura was a great host and very responsive
Top guest favourite
Flat in Newfane
4.97 out of 5 average rating, 454 reviews

Rock River Retreat: VT Oasis Pet Friendly

Kate-LynnRating, 5 stars2 days 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 Milford
4.98 out of 5 average rating, 104 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

JudyRating, 5 stars4 days ago
Dawn and Bob’s place is one of the top Airbnb’s we have stayed in! Top notch in every way. It was spotless, comfortable and had everything we needed. And on top of that Dawn and Bob were the most friendly hosts we have met! I would recommend this Airbnb without reservation and will be back whenever we are back in CT!
Guest favourite
Flat in Cold Spring
4.94 out of 5 average rating, 254 reviews

HOT Sauna - Mountain Views - Hiking - NYC Trains

KennethRating, 5 stars1 week ago
We had the pleasure of staying at this charming apartment in walkable Cold Spring Village while attending our son's West Point graduation, and it was a delightful experience! This garden apartment, nestled in a historic 1814 building, offers a comfortable, spacious 3-bedroom setup that provided ample space and convenience during our week-long stay. It was clean and neat when we arrived. The living room is large and comfy, centered around a non-working fireplace. The coffee machine accommodates both K-Cups and drip coffee, with a generous selection of K-Cups provided. The unit is well-equipped with a refrigerator and a selection of small appliances for cooking. Outdoor enthusiasts will appreciate the provided hiking maps and information. Minor hiccup: access involves a steep stone stairway, which was a minor challenge for those in our party with mobility issues. The outdoor garden and patio are a lovely space, that we didn't get to use due to the cold weather. Peter was a perfect host.

House rentals with beach access

Guest favourite
Home in Copake
4.9 out of 5 average rating, 134 reviews

Modern, cozy log cabin in Copake

JayRating, 5 stars3 months ago
Our stay at Julia's home was perfect! We all felt right at home, our grand daughter had lots of books, which she loves and other kids toys. The log cabin was more beautiful than pictured and the claw foot tub in the upstairs suite was the icing on the cake.
Guest favourite
Home in Saugerties
4.92 out of 5 average rating, 153 reviews

Upstate Waterfront Saugerties Retreat-Near HITS

KateRating, 5 stars2 weeks ago
A great spot close to many fun activities and nature preserves. Friendly hosts and well kept house. Definitely recommend.
Guest favourite
Home in Carmel Hamlet
4.92 out of 5 average rating, 188 reviews

Lux Bungalow on the Lake

Tara And DavidRating, 5 stars1 month ago
It was deceiving from outside but the place was beautiful. Small but spacious. My friend and I were there for a little writer’s retreat and it was perfect. Calm and peaceful. The surrounding area was beautiful too. The lake across the street was framed perfectly by the beautiful big windows. It was exactly what we were looking for, and we knew the home and area would be perfect during the warmer weather too.
Guest favourite
Home in Sharon
4.91 out of 5 average rating, 188 reviews

Charming CT Country Farmhouse for group getaway

ChrisRating, 5 stars1 month ago
Such a fun old home, reminded my wife of the old farmhouse she grew up in. The location was perfect for our needs and there was enough space for everyone.
Guest favourite
Home in Coventry
4.98 out of 5 average rating, 110 reviews

Cozy cottage 5 minutes from UConn

TiffaniRating, 5 stars1 week ago
Wonderful and peaceful stay for a relaxing girls weekend. Outstanding clean and comes with everything you may need. The space is kid friendly, and extremely beautiful. Would definitely stay again.
Guest favourite
Home in Pine Plains
4.98 out of 5 average rating, 123 reviews

Twin Island Lake House • Hot Tub

KaiRating, 5 stars2 weeks ago
We had a wonderful stay at this location during my daughter’s graduation from Bard College. The location has beautiful views of the lake and the layout of the property was perfect for the family to gather and celebrate, while also giving everyone the space for their own quiet time or rest. I would definitely recommend this location and hope to have the opportunity to stay again.
Superhost
Home in Monterey
4.92 out of 5 average rating, 138 reviews

Berkshires Cottage | Trails & Water Nearby

Alexander St JulianRating, 5 stars4 months ago
Really great spot. Very quiet and peaceful.
Top guest favourite
Home in Ashfield
5 out of 5 average rating, 117 reviews

Sunny Chalet Nestled in the Woods of Ashfield

GarryRating, 5 stars3 weeks ago
Loved our stay ... We had a nice family dinner , could sit out on deck and enjoy the gorgeous view and our meal and then were able to take a short hike up the back trails and enjoy the gardens and store .... Hannah was awesome and very responsive and checking in to make sure that we were all set .. Thank you so much for allowing us to stay and enjoy our stay. We had a perfect weekend. Thank you, Garry and Family

Apartment rentals with beach access

Private room in Northfield
4.47 out of 5 average rating, 66 reviews

A Healing Forest Space in the Heart of New England

FranRating, 5 stars7 months ago
This is that one-of-a-kind place. Nestled in the woods, unusually designed and arranged house that makes for a unique experience. Plus, Joseph is a most interesting and engaging host. We're so glad we found it.
Guest favourite
Apartment in Old Lyme
4.9 out of 5 average rating, 31 reviews

The Anchor at Soundview · Beach+Ocean+Sunrise

JeffreyRating, 5 stars6 days ago
Great! Met our needs of staying somewhere for a couple of nights while visiting the area. Just be aware that there are not that many restaurants and shops in the immediate vicinity so you may need to go to towns 30 or so minutes away.
Guest favourite
Apartment in Saratoga Springs
4.84 out of 5 average rating, 44 reviews

Gorgeous Waterfront - Close to track & Saratoga

RyanRating, 5 stars3 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 :)
Superhost
Apartment in Old Saybrook
4.89 out of 5 average rating, 73 reviews

Seashore getaway - CT shoreline

ScottRating, 5 stars2 weeks ago
Lauren was great and her home was exactly as promised! Great stay and will stay again!
Guest favourite
Apartment in Saratoga Springs
4.81 out of 5 average rating, 70 reviews

LAKEFRONT: Walk to Marina, Restaurants, Near Track

SylvanaRating, 5 stars2 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 Dover
4.9 out of 5 average rating, 52 reviews

Ski Condo 5 Min from Mt Snow

JadeRating, 5 stars3 weeks ago
Lovely home, looked just as described, very responsive/ accommodating host. Stunning Mountain View’s whichever direction you drive. Will definitely be coming back here!
Apartment in Westbrook

Watersedge resort time share Westbrook ct

AbbieRating, 5 stars48 months ago
Andrew’s place was awesome. Just steps to a beautiful pool and the ocean! Couldn’t have asked for a better place.
Superhost
Apartment in Old Lyme
4.9 out of 5 average rating, 31 reviews

Forecastle at Soundview · Beach+OceanView+Sunrise

RyanRating, 5 stars6 days ago
Really great place with an amazing view out of the living room and dining room windows!! Perfect beach view, super close to the beach, and a great community. Very clean. Only thing that I would mention would be that the dining room light didn't work

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