Beachfront holiday rental in Oyster Bay

Find and book unique beachfront homes on Airbnb

Top-rated beachfront accommodation in Oyster Bay

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

1 of 1 pages1 / 1
Guest favourite
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
4.93 out of 5 average rating, 182 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 favourite
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, 228 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 favourite
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, 36 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 ++

Guest favourite
The three-story coastal retreat features a charming blue exterior, punctuated by multiple windows that allow natural light in. The covered parking area is located beneath the elevated structure, with a welcoming front door painted in a vibrant teal. An American flag is displayed near the entrance.
Home in Fairfield Beach
5 out of 5 average rating, 8 reviews

Beach House with Private Beach

Welcome to Baby Blue on the Creek, a stunning renovated coastal retreat with private beach access! Nestled on the peaceful creek side of Fairfield Beach Road, this fully newly furnished getaway offers an open-concept kitchen, a cozy living room, and a covered deck with breathtaking water views. The primary suite boasts a marble bath, plus two more bedrooms. The top floor features a bonus room with two beds, laundry, and rooftop deck. Relax by the water and enjoy the best of beachfront living!

Top Guest favourite
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
4.9 out of 5 average rating, 73 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 favourite
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, 199 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 favourite
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, 262 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 favourite
A sandy beach area features a striped blue and white umbrella, surrounded by various seating options including a picnic table and several lounge chairs. A gentle water view extends into the distance, complemented by lush greenery and rustic decor elements along the shore.
Apartment in Highlands
4.99 out of 5 average rating, 106 reviews

SPECTACULAR OCEAN VIEW BEACHFRONT RENOVATED 2BR

The Beachhouse is the ultimate beach front retreat summer getaway .The apartment has spectacular sweeping water views overlooking sandy hook beaches. Historic Highlands is truly a unique town that has kept its charm throughout the years . You will enjoy everything that highlands has to offer from top notch restaurants , night life, tiki bars, fishing, biking trails (henry hudson trail) hiking/walking , (Hartshorne woods park) beaches (sandy hook)

Top Guest favourite
A sandy pathway illuminated by soft lights leads toward a tranquil beach at dusk. Tall grass borders the path, and the horizon showcases a gentle gradient of colors as the sun sets over the calm water.
Home in Mount Sinai
4.95 out of 5 average rating, 98 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.

Top Guest favourite
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 Arverne
4.94 out of 5 average rating, 169 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!

Top Guest favourite
Cottage in Fairfield Beach
4.98 out of 5 average rating, 126 reviews

Charming Fairfield Beach Cottage

Escape to our newly renovated waterfront cottage in Fairfield, just steps from a private beach on the Long Island Sound. This charming retreat is perfect for families and couples, offering a modern kitchen, private deck, and high-speed WiFi. Unique perk: Enjoy complimentary 24/7 access to a beautiful co-working space just 3 miles away. A perfect blend of relaxation and productivity awaits!

Popular amenities for Oyster Bay beachfront rentals