Holiday houses in West Bay Shore

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Top-rated holiday rentals in West Bay Shore

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Top Guest favourite
An aerial view captures the peaceful Great South Bay area, showcasing a residential neighborhood with various boats and docks along the canal. A mix of homes and buildings line the streets, surrounded by lush greenery, contributing to the serene coastal atmosphere.
Apartment in Bay Shore
5 out of 5 average rating, 69 reviews

Turtle Dove Cozy Gem on the Bay

Keep it simple at this peaceful centrally-located Unit on the Great South Bay. Everything fully stock get you started at our New 1 Bedroom 2 Full Size Beds, Living Room/Dinning /Kitchen & Bathroom. Have coffee or tea from our coffee bar. Put on your robes and sit outside and enjoy a beautiful sunrise. Relax on deck as you gaze at the water while watching the boats. Walk 2-4 blocks to Town Restaurants, Shopping, Pubs, Fire Island Ferry, Long Island Railroad, SSUH Hospital. Drive minutes to Beach

Top Guest favourite
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

Guest favourite
Apartment in Bay Shore
4.93 out of 5 average rating, 122 reviews

♡Cozy 1Br Apt,Garden Patio & Off Street Parking♡

Welcome to Bay Shore! Renovated, private 1 Bedroom Apartment with new windows, hardwood floors & a full kitchen. - Designated guest parking in driveway - First floor Apt., no stairs. Just step up from patio right into Apt. - Queen Size Bed - Living Room with Sofa bed for a 3rd guest - Smart TV - Fast 1024 Mpbs WIFI - Large Hallway Walk in Closet for luggage, etc. 2 Miles -Downtown Bayshore for Restaurants etc. 7 mins -SouthShore University Hospital 15 mins - Robert Moses State Park

Top Guest favourite
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
4.97 out of 5 average rating, 131 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.

Guest favourite
Apartment in West Islip
4.88 out of 5 average rating, 8 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 favourite
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
4.95 out of 5 average rating, 288 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 favourite
Guesthouse in Islip Terrace
4.99 out of 5 average rating, 131 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!

Top Guest favourite
The interior of the tiny house features a cozy layout with a comfortable couch and a TV mounted on the wall. A lofted sleeping area is positioned above, complete with a mattress. Natural light enters through windows adorned with light curtains, enhancing the open feel.
Tiny home in Centereach
4.97 out of 5 average rating, 126 reviews

The Oasis Tiny House

This Custom Built Modern Tiny House Is Private And Cozy. Our Location In Centereach Long Island, NY Is Just That...In The Center Of Long Island So Whether You Want to Visit The Local Beaches Or Treat Yourself To Some Well Deserved Shopping This Location Has It All, Museums, Shopping Malls, Tanger Outlets, Wine Country, The Hamptons, And New York City Are All Close By. It Is Also Conveniently Located Just A Few Miles From SUNY Stony Brook If You’re Planning To Visit The College

Guest favourite
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
4.83 out of 5 average rating, 316 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.

Top Guest favourite
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, 72 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.

Guest favourite
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, 121 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!

Guest favourite
A cozy living room is presented, featuring a large television mounted above a fireplace. A comfortable reclining chair faces a decorative area rug, surrounded by plants and framed photos on the wall. Soft lighting accentuates the neutral color scheme.
Apartment in Islip Terrace
4.87 out of 5 average rating, 151 reviews

Large 1 bedroom apartment

Relax with the whole family at this peaceful place to stay. This is a one bedroom apartment which includes a kitchen, bathroom w/ tub, living room, refrigerator, stove, oven, large bedroom w/ closet. There is a closet in the living room available as well. Sofá bed queen size in the living room.

Popular amenities for West Bay Shore holiday rentals