
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.

Spectacular Montauk Beach House in Massapequa, LI
Less a home, more a private and tranquil beach resort. The property sits on the open water and is situated on a private cove on the Great South Bay. The open water, open floor plan and open bar all open up to the outdoors, and the amazing water views that span the entire home for true, indoor outdoor living. A fully-FULLY equipped state of the art kitchen covers it all. The primary bedroom is huge and epic!, the second primary is comfort class and chic, both featuring private patios and views!

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 ++

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.

Chill Beachfront Cottage Amazing Bay/Sunset Views!
Charming, Classic Beach Cottage right on the BEACH! with Panoramic Views & Sunsets on the Great South Bay! Summer on Fire Island is truly paradise. The ocean is sensational, the weather is perfect, the sunrises & sunsets are spectacular, the residents are friendly & creative, & life is WONDERFUL. Our Cottage has 5 Bedrooms with 8 beds that sleep 11. Like Fair Harbor, it has a casual, laid back vibe that is comfortable & enjoyable for people of all ages. * KAYAKS are AVAILABLE! Ask Roberto

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.

Bay Front Upper Level Cottage 47E
Beach front on the water. This paradise hosts its own private beach located on the bay. The house is close to the ferry and easily accessible to restaurants and everything Fire Island has to offer. The house boasts an outdoor shower, 2 bedrooms, kitchen, an indoor full bathroom, half bath, and a grill. Located on the 2nd floor and has views of the bay, beach, and sunset from every direction. Perfect for a family get away or a couple looking to have a romantic trip.

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.

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

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!

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" this Airbnb is one of the very few that is legal.

Charming & open Beach house w/*OWN PRIVATE BEACH*
Idyllic setting with YOUR OWN PRIVATE BEACH to enjoy! 1 story/ranch style house flooded with light. Casual beach living for up to 6 people. Note: This home has 3 bedrooms, 1 master suite and 2 bedrooms that adjoin with a pass-through. Enjoy your morning coffee & memorable dinners with exceptional views, as beautiful in SPRING & FALL as SUMMER. Tranquility in an idyllic location awaits you.

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
Pet-friendly beachfront home rentals

Unit with two full Size Beds Beside Beach

Studio for 2 in Cherry Grove, Fire Island

3 Bedroom Private Beachfront Hideaway KO

Beachfront home with ocean views and balcony

Newly Renovated Beach House (Sunnyside Up)

Pines Beach Bungalow

Long Beach room by the beach

Studio with Deck steps to the beach
Beachfront home rentals with a pool

Fire Island Pines Beach House - Oceanfront Bedroom

Tuna Walk Bay views and sunsets - Blue bedroom

Fire Island Pines Beach House - Standard Bedroom

Cherry Grove “Ocean Front” Home with HeatedPool

Bedroom in Fabulous Fire Island Pines Beach House!

Pine Creek Beach House

PRIVATE ROOM in Industrial Designer Beach House (3

Tuna Walk bay and sunsets - Red
Private beachfront home rentals

New York City Beach! Subway and Ferry to Manhattan

My Space by the Beach

Peaceful & Bright Beach Cottage

Horseshoe Den - Fair Harbor, Fire Island

The Bay Side House- Entire Home

Cozy Beach Cottage Fire Island

Stunning 4BR Oceanfront Fire Island, NY

Kismet Chalet by the Sea!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Washington Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Columbia University
- Brooklyn Bridge
- Central Park Zoo
- MetLife Stadium
- Yale University
- Bronx Zoo
- Grand Central Terminal
- Ohel Chabad-Lubavitch
- Yankee Stadium
- United Nations Headquarters
- Jones Beach
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Old Glory Park
- Fairfield Beach
- USTA Billie Jean King National Tennis Center
- Thunder Ridge Ski Area
- The Metropolitan Museum of Art




