Vacation rentals in Oak Beach-Captree

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Top-rated vacation rentals in Oak Beach-Captree

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Top guest favorite
The cabin's entrance is framed by lush greenery and flowering plants. A wooden walkway leads to the door, and a small set of steps offers access. The rustic exterior features dark wood siding and a window for natural light.
Guest suite in Fire Island Pines
4.96 out of 5 average rating, 103 reviews

Fire Island Pines: Studio Cabin

Studio cabin (approx. 13.5 x 15 ft.) Functional, basic, rustic, atmospheric—It's just a little cabin in the woods. The shack can accommodate only 2 people max. Queen bed (sheets, blankets) Bathroom (shower/towels) Kitchenette (fridge, microwave, sink, dishwasher, dishes, cutlery, glasses) A/C (window unit) Fan Basic tv Internet Beach chairs/umbrellas, Outside shower The Pines is primarily a gay community, but welcoming to all. We love our wild deer and squirrels but no pets in the cabin

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 West Babylon
4.96 out of 5 average rating, 97 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.

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
4.96 out of 5 average rating, 139 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 with a pull-out twin bed and seating - 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
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
4.89 out of 5 average rating, 165 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
Apartment in West Islip
4.8 out of 5 average rating, 10 reviews

Lakefront GetawaY & Romantic NightS + BeacheS NeaR

Take it easy at this unique and tranquil LAKEFRONT getaway ROMANTIC .One bedroom, living room with day couch bed plus TV, eat in kitchen fully operational, bedroom king bed plus TV, full bathroom shower and bath. Lots of chill lounge spots outside two patio both with fire pits, swing couples bench, BBQ. Lakefront property located in front of PINE LAKE fish, turtles, ducks, two beautiful SWANS canoe available. For the ROMANTIC extra packages available options listed in OTHER details.

Top guest favorite
A side view of the guest suite reveals a private entrance with a white door and small steps leading up to it. A winding stone walkway is bordered by grass and gardens, providing access to the suite in a serene outdoor setting.
Guest suite in Bay Shore
4.96 out of 5 average rating, 290 reviews

Bay Shore's Private Guest Suite

Welcome to our cozy guest suite nestled within walking distance of the Fire Island ferries and conveniently close to local amenities! This private unit, attached to the main part of our home, offers a comfortable retreat for your stay. Step through your own private entrance into a welcoming living room, where you can unwind after a day of exploration. The bedroom features a queen-sized bed, providing a restful night's sleep, and an adjoining bathroom offers convenience and privacy.

Top guest favorite
Guesthouse in Islip Terrace
4.99 out of 5 average rating, 138 reviews

The Sunshine House

Enjoy your stay and visit the Bayard Cutting Arboretum, SUSA Orlin & Cohen Sports Complex, Robert Moses Beach; centrally located between The Hamptons Vineyard Wine Tours & Manhattan. This unique home was originally built in 1921 and has since undergone renovations with additions added to the original structure, including the three bedroom / bath guest wing with a private entrance from the main house. We provide beverages and continental breakfast. Please email us for more details!

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, 170 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.

Top guest favorite
A modern living area features a blue sofa adorned with yellow accent pillows and a cozy throw pillow. A wooden coffee table sits in front, topped with decorative items. Light-colored walls are complemented by floral artwork, creating a welcoming and relaxed atmosphere.
Apartment in West Babylon
4.99 out of 5 average rating, 267 reviews

Loft 36 | King Sized Spacious Apartment

Welcome to Loft 36. A modern *private upstairs apartment* in a safe residential Long Island Neighborhood. Spacious and fully furnished with a private keyless entrance. Centrally located in the heart of WEST BABYLON. We are a quick trip to Babylon Village shops, bars, and restaurants, Tanger Outlets, Jones Beach, Robert Moses, and Marina Beaches. Ferries to Fire Island also close by. About an hour drive to New York City via nearby expressway or a 65 minute railroad ride.

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 Bay Shore
4.8 out of 5 average rating, 186 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 bright kitchen and dining area is presented, featuring a spacious table with dark chairs. A modern kitchen equipped with stainless-steel appliances, including a refrigerator and microwave, is visible. Sunlight enters through sliding glass doors, illuminating a small indoor plant on the table.
Home in Amityville
4.97 out of 5 average rating, 212 reviews

57 Commerce

Only one hour ride to Manhattan. This comfortable new house is equipped with all the amenities to ensure your stay away from home is just as cozy. It's conveniently located, just a 5-minute drive to the LIRR at Copiague station, offering a one-hour train journey to New York City. Plus, there are numerous restaurants, bars, and stores in close proximity for your convenience and enjoyment.

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, 77 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.

Popular amenities for Oak Beach-Captree vacation rentals