Point Lookout vacation rentals

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Top-rated vacation rentals in Point Lookout

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Fair Harbor, Fire Island

4.93 out of 5 average rating, 27 reviews

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

Top guest favorite

A spacious outdoor dining area features a large wooden table surrounded by matching chairs. Sunlight illuminates the area, showcasing a well-maintained yard with a manicured hedge and a small garden shed visible in the background.

Home in Northport

4.94 out of 5 average rating, 114 reviews

Cool pad, Private Rms, Walk to village, Wtr view

Beautiful pad on a tranquil street and walkable neighborhood. 5-10 minute walk to the village and 2-minute walk to the cliffs overlooking the bay and sound. Water view from one bedroom, great outdoor yard - very private. Updated amenities, marble bathroom, cozy indoor living area and very comfortable beds. The rental space is private and is the entire first floor of the home. The home is a two-story duplex with a shared entrance and private locking doors to each space. Wonderful location.

Superhost

A cozy living area features a large sectional sofa with decorative cushions, complemented by a plush armchair. Natural light is invited through two front windows, while a coffee table sits at the center, surrounded by green plants and framed art on the walls.

Home in Baldwin

4.85 out of 5 average rating, 134 reviews

Clarissa's Paradise

RESERVE NOW: This ideally located five-bedroom totally renovated home is the perfect spot for a family fun vacation. Located within walking distance of the well known playground and spray ground. The home features a spacious patio, central air conditioning, baseboard heating, WiFi, and Cable tv. The open layout provides perfect gathering spaces for your family, and all bedrooms are spacious and comfortably appointed. 4 full bathrooms . Sleeps 10. PLEASE NO PARTIES ARE STRICKLY PROHIBITED

Superhost

A vibrant waterpark scene showcases multiple water slides descending into a large pool area. Guests are seen enjoying the slides and lounging nearby. Clear blue skies and sunlight create a lively atmosphere, while a fence encloses the area for safety.

Home in Keansburg

4.86 out of 5 average rating, 14 reviews

NEW! Family-Friendly Keansburg Home: Walk to Beach

An unforgettable family getaway awaits on the shore when you book a stay at this 2-bedroom, 2-bathroom vacation rental with a den. Located just feet away from Keansburg Beach, this 2-story home provides a fully equipped kitchen, a patio with a fire pit, beach chairs, and a beach umbrella. Embrace your inner child and hit the Keansburg Amusement Park or Runaway Rapids Waterpark, both within walking distance. After a day on the beach, return home for a meal on the patio and roasting s'mores.

Top guest favorite

A wooden boardwalk leads toward the beach and ocean, bordered by vibrant umbrellas and beachgoers enjoying the sun. The clear blue sky reflects over the water, creating a serene coastal view. The structure allows for easy access to sandy shores.

Home in Ocean Beach

5 out of 5 average rating, 43 reviews

Sunny Spacious Pet Friendly Steps from the Beach

This ideally located four-bedroom home is the perfect spot for your family's vacation. The home features a spacious deck, central air conditioning, WiFi, 4 Smart TV's, a Sonos sound system and YouTube TV. The open layout provides perfect gathering spaces for your family, and all bedrooms are spacious and comfortably appointed. There are 2 full bathrooms as well as an outdoor shower. Fully equipped including beach chairs, towels, 5 bikes, 2 wagons and beach toys for the kids. Sleeps 10.

Top guest favorite

A scenic view of the river, showcasing lush green hills in the background and a collection of boats docked along the shore. A wooden deck is visible in the foreground, framed by a fence and greenery, inviting relaxation by the water.

Cottage in Sea Bright

4.95 out of 5 average rating, 132 reviews

Pineapple Cottage 1 Block to beach sleeps 6!

RARE Off Street Parking for 4 compact cars or 3 SUVs This 3 bedroom beach cottage is a perfect, cost effective alternative to a hotel stay. Wifi, N64, HBO, Cable & board games for those rainy days. Fully furnished bedrooms, one bedroom has home office desk set up, living area, and kitchen, to our comfortable lounge area, BBQ, and outdoor shower. Perfect way to relax after a fun day at a beach, event, or exploring the beautiful town of SeaBright!

Top guest favorite

A private outdoor deck featuring a wooden floor and a shaded area. Several seating options include four light-colored lounge chairs and a dining table surrounded by additional chairs, providing ample space for relaxation and dining while enjoying the ocean views.

Apartment in Long Beach

4.99 out of 5 average rating, 174 reviews

Incredible Long Beach Private Rental

True 5 star two bedroom rental. Newly renovated and professionally designed. Stunning ocean views from private second floor deck. You have your own barbecue and fully furnished outdoor space so you can enjoy the your stay on your terms. You are just a walk to the bars and restaurants of the West End. No car required! Walk or catch the bus from the train. Only 700 feet from the ocean. Due to allergies in the home we are unable to host any animals.

Superhost

A private beach area features sun loungers and colorful umbrellas, creating a relaxed outdoor atmosphere. The sandy shore leads to calm water, with boats visible in the distance. A table with chairs is positioned on the beach, inviting gatherings.

Bungalow in Highlands

4.79 out of 5 average rating, 98 reviews

Little Haven (B)

A beautiful set of bungalows built in 1903 overlooking Sandy Hook and Manhattan on a private beach. Boat mooring space available. Unit B (beach): second floor, Fully furnished, kitchen fully equipped. 3 bedrooms, 1 bath, full kitchen, no living room. Your living room is the beach outdoors. Beach backyard, gas grills, firepit, and more.

Guest favorite

A cozy outdoor area is displayed, featuring a round table surrounded by several chairs. Lounge chairs are set nearby under a sloped roof, and an open door leads into the interior. The space is bordered by greenery, creating a welcoming feel.

Home in Long Branch

4.95 out of 5 average rating, 410 reviews

Cozy place, amazing yard

Great little place, super private, with private drive way or street parking, pets are allowed upon request, lounge chairs, outdoor furniture, private yard, smart tv, WiFi, queen bed, microwave, refrigerator, NO PARTIES ALLOW , outdoor couch and fire Pit. Street and Driveway is monitor by security Camera recording during the Stay

Guest favorite

An outdoor patio area is displayed, featuring a mix of tables and lounge chairs arranged for relaxation. Umbrella-shaded seating is evident, surrounded by greenery and fencing that adds privacy. The concrete surface offers ample space, with power lines visible overhead and a nearby building in the background.

Apartment in Long Beach

5 out of 5 average rating, 7 reviews

Long Beach Apt 2 min walk to Beach

This is a NEWLY RENOVATED Uniquely Beautiful Very Cozy & Tranquil Apt PET Friendly w large Backyrd Washer/Dryer/A/C Full kitchen CoffeeMaker/Flatware/Dishware/Linens Steps fr Beach .. Boardwalk .. use of beachPasses Restaurants/ Bars / WIFI CABLE TV.. hot water Weekly/monthly discount available