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

Guest favourite
Apartment in Bay Shore
5 out of 5 average rating, 9 reviews

Charming Studio Close to Everything!

Welcome to this cozy studio just a few minutes from the beach, dining, shopping, Fire Island ferries and local hospitals. Perfect for solo travelers or couples, the space includes a private entrance, comfy queen bed, kitchenette(no stove or burners), microwave, small fridge, coffeemaker, clean private bathroom, WiFi, and free parking. Enjoy a peaceful stay in a convenient location close to everything you need. Whether you're here to explore, work, or relax, this studio is the perfect home base.

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

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, 125 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
A spacious bed is centered against a light wall, adorned with bright yellow linens and decorative pillows. Two lamps with turquoise bases provide soft lighting on either side, complemented by a framed artwork above the headboard.
Guesthouse in Islip Terrace
4.99 out of 5 average rating, 129 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
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, 71 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
Guest suite in Bay Shore
4.86 out of 5 average rating, 7 reviews

Peaceful living Bayshore- Walk to Ferry & LIRR

Private 1-bedroom guest suite with full kitchen, cozy living area, and modern bathroom. Just 2 blocks from the LIRR, 5 minutes to dining & shops, and 10 minutes to the Fire Island Ferry. Wi-Fi, smart TV, laundry & all utilities included. No yard access. 1 pet is allowed for a one time $80 fee. Early checkin and late checkout is available for a small fee.

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!

Top Guest favourite
A spacious room is presented with a full-size bed dressed in soft linens. A decorative painting is displayed above the bed. A dresser and a coffee station are visible, accompanied by a comfortable seating chair. Warm lighting is provided by bedside lamps.
Guest suite in Ronkonkoma
4.95 out of 5 average rating, 151 reviews

Charming “hotel inspired” Retreat

Relax and recharge at this peaceful, centrally located retreat. Your private room features a cozy full-size bed, desk and chair for work or study, TV for entertainment, and a coffee station with microwave and mini fridge for quick bites. Enjoy the privacy of your own bathroom and entrance, with easy on-street parking right in front of the house.

Guest favourite
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
4.9 out of 5 average rating, 315 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 West Bay Shore holiday rentals