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Beach house vacation rentals in Point Lookout

Find and book unique beach houses on Airbnb

Top-rated beach house rentals in Point Lookout

Guests agree: these beach houses 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, 185 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
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, 229 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, 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 ++

Superhost
An aerial view highlights the beachfront location of the historic home, with a sandy beach stretching along the shoreline. The blue expanse of the water meets the sky, complementing the surrounding coastal community visible below.
Home in Keansburg
4.82 out of 5 average rating, 39 reviews

Beachfront, Historic, Woodwork, Amusement Park

If you're looking for a getaway at the shore that's just a little bit extra special, this is it! This stunning 1917 historical home was one of the first houses built in Keansburg, built by the family that established the amusement park, helped found the town, and ran the Keansburg Steamboat Company, which operated between Keansburg and Manhattan from 1910 to 1963. You will fall in love with the stunning original woodwork throughout, and the beautiful beachfront location! #HistoricBeachHouse

Superhost
Home in Port Chester

Private Single Fam, walk 2 train/ Theater- Dogs OK

Located on the Byram River in Greenwich CT. Take a stroll across the river to Port Chester, movie theaters restaurants and the Capital theater. Plan in advance to spend a day, wall to the pool and town beaches with advance purchase. Feeling more adventurous, take the ferry out to Island Beach. Or enjoy the Museum of Bruce Park or a stroll down Greenwich Avenue, ther questions just ask. One reserved parking space on site. Other guests and residences on property. No Firearms allowed.

Top guest favorite
The exterior of a two-story house showcases a light-colored facade with decorative trim and a peaked roof. Two covered balconies with white railings are visible on the front, flanking the entrance door. A small garden area is present at the base of the structure.
Home in Sea Bright
4.97 out of 5 average rating, 150 reviews

FIVE STAR HOME - Beach House With Beach Badges

License number STR# 26-019 Absolutely the best location in Sea Bright with a fully stocked house!!! Amazing 3 bedroom 2 full bath house that can sleep 10 people located in a prime spot, right in the heart of Sea Bright. This house provides all the pleasures, perks and pampering of a hotel but in a fully-furnished private residence. Everything is walking distance from this house! The entire house’s amenities are included in this rental. Hosted over 1000 guests and received 5/5 stars.

Top guest favorite
The front porch of the colonial-style home features large white columns and is adorned with hanging flower baskets. Red adirondack chairs are placed on either side, while colorful flower beds line the walkway, enhancing the inviting outdoor space surrounded by lush greenery.
Home in Miller Place
4.88 out of 5 average rating, 93 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.

Guest favorite
Home in Shirley
4.93 out of 5 average rating, 61 reviews

Waterfront Designer Oasis | Epic Sunsets | US Open

Curated waterfront designer retreat on Bellport Bay with sweeping bay views and light-filled interiors. This elegantly designed 3-bedroom, 1-bath home sleeps 5 and features an open-concept living space, fully equipped kitchen, and refined coastal décor. Step outside to a spacious deck with grill, fire pit, and direct bay access for kayaking and swimming. Just minutes from the beach at Smith Point County Park. Your peaceful coastal getaway for rest, connection, and unforgettable sunsets.

Top guest favorite
Home in Fire Island
4.97 out of 5 average rating, 98 reviews

Bayfront Retreat • 3 Ensuite BRs + Hot Tub

What Makes This Home Special • True bayfront living with sweeping views • Three ensuite bedrooms for privacy • Large sliding doors for indoor/outdoor flow • Bayfront deck with hot tub and loungers • Steps to town, dining, nightlife, and the ocean • Clean, intentional mid‑century coastal design Extras We offer a curated selection of waterfront and beach gear, including Kayaks, Paddle Boards, Boogie Boards, Fishing Poles, Crabbing Gear, Beach Chairs, Umbrellas, and Beach Towels.

Top guest favorite
A person stands on a paddleboard in calm waters, silhouetted against a vibrant sunset. The sun hovers low on the horizon, casting golden reflections on the water's surface. Soft clouds are visible in the evening sky, enhancing the serene atmosphere.
Home in Bayville
5 out of 5 average rating, 20 reviews

Primary Beachfront house

Location, Location, Location! It is on the SCENIC Long Island sound! This beautifully 3,500 sq ft beach-facing home offers peace, comfort, and stunning views. With spacious living rooms on both levels and an oversized balcony perfect for dining or relaxing. Enjoy direct access to the beach and water. The home is within walking distance to numerous restaurants, parks, and local attractions—ideal for exploring on foot. The on-site building manager is always ready to assist you.

Guest favorite
A view from a multi-level deck is captured, showcasing a serene nighttime seascape. The moon reflects on the water, and clouds are softly illuminated. Nearby structures line the beach, and the atmosphere is calm with a hint of distant lights.
Home in Sea Bright
4.92 out of 5 average rating, 25 reviews

Luxury Seaside in family freindly Sea Bright NJ

Centrally located home. Fantastic restaurants, grocery stores, and shopping all within walking distance. Beach is only 100 ft away! Take the Sea Streak Ferry (only ten minutes away) to NYC. Long Branch, Red Bank and Asbury Park a short drive. Amazing sunset and sunrise views. PRIOR TO ACCEPTING RESERVATION, I NEED TO KNOW: HOW MANY ADULTS/CHILDREN. ANY PET WILL NEED TO BE DISCUSSED AHEAD OF TIME. Please share what you are looking for in a seaside vacation home.

Guest favorite
The image captures a sandy beach area bordered by lush grass, leading to two nearby wooden houses. A sunset sky illuminates the scene with soft hues, while the water gently reflects the changing colors. Relaxation and coastal charm are evident in this serene setting.
Home in Fire Island
4.85 out of 5 average rating, 53 reviews

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.

Popular amenities for Point Lookout beach house rentals