Beachfront vacation rentals in Oyster Bay

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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
An aerial view captures the serene neighborhood, showcasing small homes interspersed with trees and greenery. The bay can be seen in the distance, along with the nearby beach access. The well-maintained grounds of the property highlight a clean, welcoming environment.
Home in Shirley
4.94 out of 5 average rating, 187 reviews

Waterview Beach House: 3 Kings + Putting Green

Unwind at this 3-story waterview beach home in Shirley, NY. Bellport Bay is right across the street with easy beach access. 0.4 mi to Shirley Beach 1.8 mi to Smith Point Beach — perfect for ocean days or Fire Island trips. Featuring: • 3 king beds + 1 full + 3 sofa beds • 70” living room TV + 3x 50” bedroom TVs • Fully equipped kitchen • BBQ grill, fire pit & putting green on premium turf • 6 beach chairs + 2 umbrellas included • High-speed WiFi & keyless entry Your Long Island beach escape!

Guest favorite
A wooden dining table with several chairs is positioned on the sandy beach, overlooking the water. A vibrant sunset casts warm hues across the sky and reflects on the calm sea. Nearby rocks are visible along the shoreline.
Cottage in Stratford
4.92 out of 5 average rating, 50 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
An expansive deck offers a view of the Great South Bay, with a mix of comfortable seating options, including lounge chairs and a sectional sofa. The area is complemented by manicured green grass and a wooden railing, providing a serene backdrop for outdoor relaxation.
Home in Shirley
4.97 out of 5 average rating, 232 reviews

Luxurious Waterfront Beach House On The Bay

Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi

Top guest favorite
A lifeguard stand is positioned on a sandy beach, marked with a sign stating 'No Lifeguard on Duty.' The stand is slightly elevated on a mound of sand, with the ocean visible in the background and a pastel sunset sky above.
Home in Long Beach
5 out of 5 average rating, 37 reviews

Oceanview on PA in LB. Steps to the Beach.

Enjoy ocean and bay views while sipping your favorite beverage from the elevated deck. Steps to Atlantic Ocean and walking distance to all shops, bars & restaurants on the trendy West End. Steps away from the Long Beach Boardwalk and all festivities. The listing is for the upper portion of the house, as seen in the photos. Easy train or ferry ride to NYC. Close to JFK airport. Beach passes, beach chairs, boogie boards and a beach umbrella provided. We allow guests that are 25 years old ++

Top guest favorite
A bright dining area features a long green table surrounded by tall wooden stools with patterned cushions. Large windows provide ample natural light and showcase the lush greenery outside. Decorative elements are displayed on nearby shelves, adding a charming touch to the space.
Cottage in Centerport
4.91 out of 5 average rating, 75 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
The historic waterfront home is shown with a light yellow exterior and an A-frame roof. A welcoming porch with seating faces the river, framed by trees that add touches of color. The serene Hudson River is visible in the background under a clear blue sky.
Home in Nyack
4.87 out of 5 average rating, 156 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.

Superhost
A spacious living area features large glass windows that frame a stunning sunset over the water. The open design enhances natural light, illuminating the room's elegant furnishings and wooden accents. A dining table is positioned near the windows, inviting relaxed meals with a view.
Cabin in Shirley
4.83 out of 5 average rating, 206 reviews

A-Frame cabin with private beach & epic sunsets

Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

Guest favorite
An aerial view showcases a coastal neighborhood with homes situated along a sandy beach. Vibrant blue waters and marshlands surround the area, emphasizing its seaside location. The arrow points to the property's location within the community, illustrating proximity to the beach.
Home in Milford
4.97 out of 5 average rating, 268 reviews

Designer Beach Retreat on Exclusive Cedar Beach

Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

Top guest favorite
A well-maintained outdoor area features two blue lounge chairs facing a sandy beach. Pathways of stepping stones lead towards the water, framed by green grass and beach access. A gazebo is positioned nearby, complementing the serene coastal view.
Cottage in Patchogue
4.97 out of 5 average rating, 75 reviews

Toes in the Sand Beach Cottage

Quaint Beach Cottage , on your very private beach on the bay , put your toes in the sand and enjoy this beautiful space! The cottage sleeps 4 people comfortably. There is a queen sized bed in the bedroom and the sofa has a pull out trundle which sleeps two people. Patchogue village is 1 mile away to enjoy exceptional restarants and bars , Davis Park Ferry is close by and you can get to Davis Park in 15 minutes by ferry. Kayaking and Paddleboards are fun on this beach !

Guest favorite
An outdoor seating area is featured on a wooden deck, presenting two rattan chairs with black cushions positioned near large windows. Soft ambient light is visible through the windows, enhancing the contemporary design of the exterior.
Apartment in Fire Island
4.96 out of 5 average rating, 53 reviews

Studio Apt in Cherry Grove, FI.

Studio 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! Newly renovated space with full kitchen, bathroom, one queen size bed and two twins. 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
A shaded rooftop terrace offers stunning ocean views with a comfortable hammock and a small table set for relaxation. A soothing coastal ambiance is created by the sound of waves and the sight of sandy shores extending into the distance.
Townhouse in Far Rockaway
4.94 out of 5 average rating, 172 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!

Guest favorite
Apartment in Stamford
4.92 out of 5 average rating, 113 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"

Popular amenities for Oyster Bay beachfront rentals