Beachfront vacation rentals in Oyster Bay

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Oyster Bay

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Lordship

4.95 out of 5 average rating, 42 reviews

Waterfront Beach Cottage in Connecticut

Our lovely cottage is as beautiful and peaceful as the photos. With gorgeous water views, it's a wonderful place to relax, walk on the beach, cook dinner and drink wine while watching the sun set. It's cozy and unforgettable, just 90 minutes from Grand Central on Metro North. First bedroom has a queen-size bed, and the second bedroom has a full-size bed. An extra-long twin in a quiet corner of the living area is both a daybed and extra accommodation. The bathroom has a shower and claw foot tub.

Guest favorite

Cottage in Centerport

4.9 out of 5 average rating, 69 reviews

Waterfront beach house 1 hr from Brooklyn and NYC

Escape to a rare waterfront beach house, just an hour from Brooklyn and NYC! Immerse yourself in the stunning natural surroundings and enjoy breathtaking 180-degree water views from every room. With 4 bedrooms and 2.5 baths, our lovingly restored mid-century modern beach house offers an open flow and airy feel thats perfect for relaxing and reconnecting. Comfortable for 2-7 people. Not ideal for small children or guests with limited mobility as there are steep stairs inside and outside.

Guest favorite

Home in Nyack

4.87 out of 5 average rating, 149 reviews

Beautiful & Fun Waterfront Duplex on the Hudson

Enjoy a getaway to this charming historic waterfront home. Sip a glass of wine, a cup of Joe, or a refreshing cool drink from the 36 ft deck overlooking the Hudson River and Mario Cuomo Bridge beautifully lit up each evening. **PLEASE read everything in the description of "The Space" and "Other Things to Note" before booking. Thank you! Check out my "GUIDEBOOK" for my favorite picks including entertainment, shopping, eateries, and more. Non shedding pets welcome with additional fee $150.

Guest favorite

Home in Miller Place

4.87 out of 5 average rating, 87 reviews

Glen Laurel on the Sound (w/private beach)

Glen Laurel on the Sound is a waterfront property located on the North Shore of Long Island. A colonial style home, surrounded by expansive grounds, consisting of lawns, trees, ornamental bushes and from the Tuscan columned porch, a view of the Long Island Sound that is picturesque. Glen Laurel is an ideal place for guests who wish to spread out. It's also great for guests who might be interested in hosting rehearsal dinner gatherings and/or are looking for a bridesmaids' weekend sanctuary.

Top guest favorite

Cottage in Fairfield Beach

4.98 out of 5 average rating, 126 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

Charming Beach Cottage – Steps from Private Beach! Welcome to our newly renovated seaside retreat—a perfect getaway for families, couples, or anyone looking to relax by the shore. Nestled just steps from a private beach (right across the street!), our charming cottage offers the ideal balance of coastal tranquility and convenient access to town. Whether you enjoy walking, biking, swimming, fishing, kayaking, or simply napping in a shady hammock, this is the place for you.

Guest favorite

Apartment in Fire Island

5 out of 5 average rating, 17 reviews

One Bedroom Apt in Cherry Grove

Apartment only a few steps from the beach at Dune Point Guesthouse. Located in Cherry Grove, Fire Island. Only accessible by Ferry! Adults Only Resort! Recently renovated space with full kitchen, bathroom and one bedroom with queen size bed. Great space for couples, with the option of having a friend over, cook, BBQ, enjoy the beach. Located in Fire Island's town of Cherry Grove, laid back, crazy fun place with restaurant, clubs and bars.

Guest favorite

Home in Mount Sinai

4.94 out of 5 average rating, 82 reviews

Ocean House

Rare opportunity to rent your own 100’ Private Beach Front Oasis and enjoy all four seasons! This one-of-a-kind gem on a full sandy acre is only 60 miles from NYC. Brand new chef's kitchen w. Viking appliances. Living room w. wall of glass showcasing the breathtaking views of the Sound. The home also has a hot sauna & in sauna shower. Port Jefferson ferry (5mins away) connects you to New England. Our prices are not negotiable.

Home in Bay Shore

4.8 out of 5 average rating, 56 reviews

The Bay Side House- Entire Home

Relax with the whole family or friends at this peaceful place to stay that’s close to it all!! 4 surrounding restaurants in walking distance. ( captain bills, Nicky’s on the bay, fat fish and swept away) Down town Bay Shore with tons of shopping, restaurants and night life. Fire Island- just a 1/2 hour boat ride away with ferries in walking distance or a short Uber ride. Robert Moses State Beach- 15 minute drive.

Superhost

Home in Long Beach

4.87 out of 5 average rating, 52 reviews

Amalfi Dream

Welcome to Amalfi Dream Taking 2026 summer specials now Unbelievable pricing. Send inquiries direct Inquire Below for Nightly Pricing Will entertain shorter stays PLEASE READ CAREFULLY!! ***I allow pets but they have to be included and added into the reservation (pet fees applicable)*** ***PRICING CAN BE ADJUSTED AND WORKED OUT FOR LONGER STAYS*** Weekly and Monthly stays please inquire directly

Guest favorite

Townhouse in Arverne

4.94 out of 5 average rating, 150 reviews

Incredible Beach House -Spectacular Ocean View!

We do have short-term rent permit from the OSE. Perfect house if you are looking to get away from the city for a few weeks, you are visiting NYC but don't want to stay in the urban chaos, or just want to treat yourself with a perfect vacation. This newly-renovated beach house IS THE NUMBER ONE LOCATION and most luxurious house in the community. RIGHT BEFORE THE WATER WITH THE MILLION DOLLAR VIEW!

Superhost

Home in Sound Beach

4.83 out of 5 average rating, 60 reviews

Beach House on LI Sound Waterfront

Located on the bluff with amazing views of the Long Island Sound around the year - This is our Waterfront Heaven. We are now accepting reservation requests of 28 days and more. Set in a quiet neighborhood, Recently Renovated, the 4 Bedrooms, 2 Bathrooms, 2 Living Rooms house is located on the bluff, about 100 feet above sea level and offer vast water views from every room.

Guest favorite

Apartment in Shippan Point

4.92 out of 5 average rating, 107 reviews

Seabreeze at the beach, West beach Stamford Ct

3 bedroom 4 beds at the beach , free parking also free access to the beach, comes with cart, chairs, towels and umbrella , 3 adult bicycles and boogie boards. close to downtown and Harbor point, great for people coming to work in stamford. about 5 minutes to route 95. also a nice little Irish Pub as you enter the beach. "GREAT FOOD AND DRINKS"