Holiday rentals with beach access in Berkshire County

Find and book unique accommodation with beach access on Airbnb

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Popular amenities for Berkshire County Accommodation with Beach Access

Apartment rentals with beach access

Top Guest favourite
Apartment in Otis
4.96 out of 5 average rating, 97 reviews

Enjoy every season the Berkshires have to offer.

MicheleRating, 5 stars5 days ago
The space is very clean. I stayed 2 nights and brought my dog with me. The only thing that I was surprised about was that there wasn't a door to the bedroom area. I had looked at the pictures and assumed the door I saw was to the bedroom but it was a closet. The bed area is separated by a partial wall but not an actual door. Something to keep in mind if you have additional people sleeping on the pull out couch.
Guest favourite
Apartment in Hinsdale
4.83 out of 5 average rating, 6 reviews

Lakeside Getaway

Jill S.Rating, 5 stars1 day ago
Lauri’s place was terrific. Exactly as advertised. Adorable, clean, very comfortable. Lauri provided excellent guidance and was exceedingly helpful and pleasant. She bent over backwards to make everything perfect. We absolutely would stay there again and highly recommend her place to anyone who wants a quiet Lakeside getaway offered by a pleasant and competent and gracious host. We have stayed at many Airbnbs and this is one of the best. Thank you, Lauri and Matt.
Apartment in Canaan

3 Bedrooms and a Queechy Lake

AndréRating, 5 stars5 months ago
Wife, me and two teenage "kids" staied at Steves between Christmas and New Years. The location is amazing and the views from the living room were beautiful. So much sunlight come through the large windows that one could sunbath indoors. The two rooms downstairs were large and well equipped. Kitchen fully functional and well proportionate bathroom. The mudroom downstairs was great to take off our heavier winter gear and shoes. Did I mention the heated floors? Would recommend to any family looking for a quiet place to rechange. Should be equally nice in Summer too.
Apartment in Richmond
5 out of 5 average rating, 21 reviews

Private Main Floor of Cottage on Richmond Pond

AlanRating, 5 stars6 months ago
Beautiful location overlooking the pond, conveniently located to towns and attractions, and private. Cozy, well stocked kitchen/cooking gear, everything you need as a contained retreat or a home base while exploring the Berkshires.
Apartment in East Nassau
New place to stay

1 Bdrm Apt. on Tayer Waterfalls

Holiday House Rentals with beach access

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 stars2 days 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 Lenox
4.88 out of 5 average rating, 161 reviews

Spacious 4-Bedroom Colonial Gem in Downtown Lenox

NancyRating, 5 stars1 month ago
Our group of 5 were very happy with our stay in Lenox. Location was perfect in that it was close to everything we had planned in the area. Everything went very smoothly in booking the rental and all the communication involved. The place was very nice.
Top Guest favourite
Home in Canaan
5 out of 5 average rating, 66 reviews

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

MichelleRating, 5 stars1 week ago
We had a wonderful stay at James and Lissy’s house! It was perfectly located for getting around the Berkshires. The house was clean, beautiful, and cozy. When we needed to communicate with James and Lissy they were incredibly responsive and helpful. Every year, my friends from high school and I meet up for a reunion in the Berkshires (we have been doing this annually), and the hope is to stay in this very Airbnb next year, if possible/ available! It was an exceptional Airbnb experience!
Superhost
Home in Monterey
4.83 out of 5 average rating, 80 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 stars3 weeks 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 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 Becket
5 out of 5 average rating, 33 reviews

Berkshires Lakefront Stylish Retreat w/Gameroom

BenRating, 5 stars3 weeks 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 Great Barrington
4.97 out of 5 average rating, 127 reviews

Modern Victorian on the Hill

AshlanRating, 5 stars3 months ago
Great location and incredible amenities for children! Would happily stay here again!

Destinations to explore