Vacation rentals in Gilgo-Oak Beach-Captree

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Top-rated vacation rentals in Gilgo-Oak Beach-Captree

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Top guest favorite
A wooden dresser with several drawers is positioned against a wall. A round tray with decorative items sits on top, complemented by a tall vase containing dried flowers. A large mirror reflects the space, and a purple curtain drapes beside the dresser.
Apartment in Babylon
4.96 out of 5 average rating, 113 reviews

Comfy 1st Floor Convenient Abode

Our Main Street West Babylon home, located on the 1st floor, is perfect for all guests. Perfectly situated for exploring Long Island's best attractions, minutes from Belmont Lake State Park, Babylon Village & a short drive to Jones Beach, Robert Moses State Park, and the Hamptons. 2 comfortable bedrooms with plush beds & 2 bathrooms with fresh towels & essentials. Cozy living room with smart TV & Wi-Fi. Fully equipped kitchen with appliances and cookware. Backyard with a patio and parking.

Top guest favorite
An outdoor deck is seen featuring a spacious octagonal hot tub. It overlooks a calm canal bordered by green grass and trees. Nearby boats are docked, and the tranquil water reflects the clear sky, creating a peaceful atmosphere.
Home in Oakdale
4.9 out of 5 average rating, 176 reviews

Waterfront Round House View

A unique little beach house on the south shore of long island with the most beautiful view. The house is located on a canal. Dock is available! **We have Paddle Boards, Surf Boards and 3- 2 person Kayaks onsite for you to use during your stay. You can get to the Great South Bay by paddling to the mouth of the canal. And you can get to Fire Island by hiring a Water Taxi to pick you up! The octagon house was built in the 1970s. It's recently been refreshed with all new beds & linens.

Guest favorite
A light-filled living area features a comfortable sofa adorned with nautical-themed pillows. A wooden coffee table rests on a woven rug, while a stylish floor lamp and wooden chair enhance the space. The ceiling showcases exposed beams, adding character to the room.
Home in Cold Spring Harbor
4.86 out of 5 average rating, 313 reviews

Nautical Farm House on Working Farm with Animals

Completely renovated 3 bedroom home on working farm with fire place and piano. Lux kitchen features stainless steel appliances, Sub-zero refrigerator, and marble counters Private, fenced backyard with BBQ. Farm has goats, pigs, chickens, bee hives, ducks, and on-site cafe and bakery. Close to Huntington village, bike trails nature walks, restaurants, parks, and the beach. Fast wi-fi, laundry access and pet friendly. New beds and baby grand piano. Bedrooms have black out curtains.

Guest favorite
An inviting waterfront deck is displayed, featuring two lounge chairs with striped fabric and a small table. A fire pit sits nearby, surrounded by a clear view of the bay, where sailboats are gently anchored. Lush greenery lines the horizon, enhancing the serene atmosphere.
Home in Centerport
4.95 out of 5 average rating, 180 reviews

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

Superhost
A corner workspace is featured, with a wooden desk positioned against a striped wall of blue and white. A decorative pelican and a vase of dried flowers are displayed on the desk. A closet with hanging space is visible in the background.
Home in Amityville
4.84 out of 5 average rating, 346 reviews

Beautiful Long Island Studio-No Cleaning Fee

Whether you want go to the beach,shopping,or head to New York City for a broadway show, this is the perfect place. Our home is conveniently located in Amityville, NY. We are less than 10 mins away by car from Jones Beach, where you can enjoy a concert, or simply soak in the sun and enjoy the waves. We are close to Route 110, where you will find plenty of restaurants, bars and local shops. We are less than 5 mins by car to the mall and/or the train to New York City.

Guest favorite
An open-roofed porch features a large table surrounded by six chairs, with a sun umbrella providing shade. An outdoor BBQ unit and a cozy seating area create an inviting space for gatherings, all complemented by bright natural light and wooden elements.
Home in Fire Island
4.8 out of 5 average rating, 194 reviews

Kismet Fire Island Beach House (2025 upgrades!)

60’s modern/retro, award-winning (design) house. 45 secs to beach. Spacious, clean, social- well suited for groups and families (up to 10 max please, 8 is ideal). We've been doing a lot of improvements this winter! Fabulous retro mid house, open-roofed porch. BBQ, Outdoor shower, Hardwood floors, lots of light. 3 minutes from the ferry/ restaurants, but on a quiet street. Appliances and mattresses regularly replaced. Professionally cleaned weekly

Top guest favorite
A comfortable living area features a light-colored sofa facing a wall-mounted television. A small dining table with two chairs is positioned nearby. Natural light enters through a door leading to an exterior space, and wooden flooring complements the overall layout.
Apartment in Central Islip
4.95 out of 5 average rating, 170 reviews

Cozy studio w/ private entrance

Perfect for solo travelers or couples.This new, cozy studio is part of a larger home but fully self-contained w/ its own entrance. Inside, you’ll find: - A comfy living area - A kitchen with essentials for light cooking - A private bathroom with shower, towels, and toiletries - High-speed Wi-Fi and a flat-screen TV Though attached to our home, your space is private. Located in a quiet neighborhood, close to attractions, restaurants, and transportation.

Top guest favorite
A vibrant sunset fills the sky with shades of pink, purple, and orange over the calm waterfront. Silhouettes of trees and nearby boats create a serene backdrop against the colorful horizon, complementing the tranquil scene by the dock.
Home in Bay Shore
4.99 out of 5 average rating, 82 reviews

Bay Shore Boat House

Waterfront retreat with stunning views, a designer kitchen, serene interiors, and outdoor amenities including a fire pit, bluestone raised patio, and cabana bar. Ideal for couples and families. Walking distance to downtown Bay Shore, close to Fire Island Ferries and Captain Bill's. Unwind, fish off the dock, and witness unforgettable sunsets. Your perfect escape awaits.

Superhost
Apartment in Central Islip
4.83 out of 5 average rating, 109 reviews

Cozy apartment with private entrance

Cozy apartment for single or couple in the heart of Long Island. This new listing is located on the first floor of a 2 story house with its own entrance. As you walking you are greeted with a nice living room with a pull sofa, a dining table a well equipped kitchen and a nice size bathroom. The bedroom has a queen size with comfortable bed set for a wonderful night.

Top guest favorite
A spacious bedroom is presented with two beds side by side, surrounded by built-in bookshelves filled with books. Natural light filters through sheer curtains, illuminating the cozy nook with a window seat. A television is positioned in the corner, contributing to a welcoming atmosphere.
Apartment in Bay Shore
4.93 out of 5 average rating, 129 reviews

Stay downtown & walk to Fire Island ferries

Spacious, private, ground floor space located in a mid-19th Century Mansard Victorian in Historic Bay District of downtown Bay Shore. Steps to dozens of restaurants, a spray park, beach, and ferry. 10 minute walk from LIRR. Child friendly. Please note that host’s family lives in the main house. Ask us about special add-ons to enhance your stay!

Top guest favorite
Home in South Farmingdale
5.0 out of 5 average rating, 29 reviews

One-Bedroom Modern and Luxurious Retreat

One bedroom, one bathroom guest house in Farmingdale. Welcome to “The J’s”, a new construction designed for guests who appreciate modern style, warm comfort, and a touch of luxury. Perfect for getaways, business travelers, extended stays, or special occasions, The J’s offers a private, quiet retreat with all the comforts of home.

Guest favorite
A stylish living area features a comfortable gray sofa and a sleek table with two stools. A TV is situated on a minimalistic stand, complemented by a work desk and chair near the door. Light enters through two windows with blinds, enhancing the calm ambiance.
Apartment in Brentwood
4.89 out of 5 average rating, 356 reviews

Eco-friendly Private Apartment

We have created another quaint space where you can kick back and relax in this calm, stylish space. This one bedroom apartment has its own entrance, kitchen, bathroom, queen size bed, work area and it’s self check-in. All the amenities of a Super host.

Popular amenities for Gilgo-Oak Beach-Captree vacation rentals