Holiday rentals in Bay Shore

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Top-rated holiday rentals in 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.
Flat 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
Flat 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
The exterior of a charming two-story home is set within a landscaped yard, secured by a decorative fence. A manicured lawn and various shrubs and plants frame the entrance, which includes steps leading to a wooden front door. Mature trees provide shade in the background.
Flat in Bay Shore
4.92 out of 5 average rating, 327 reviews

Amazing Fully Furnished near Fire Island Ferries

*Alternative to High Priced Fire Island yet minutes away! *Amazing Fully Furnished Ground level apartment with Office, Private Front Entrance and Private Deck *Daily, Weekly, Monthly. Seasonal rates "Hotel Style Setting- Turn-key Apartment *Centrally located within all major roadways on Long Island *Close to Westfield Mall and Downtown Main Street with many restaurants and bars. ****Great spot for those who got kicked out by wifey/hubby NO PARTIES PHOTO SHOOTS!!!

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.
Flat in Central Islip
4.97 out of 5 average rating, 129 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 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
Guest house 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!

Guest favourite
An outdoor seating area is set up with wicker chairs surrounding a gas fire pit, glowing warmly in the evening light. A well-maintained green lawn and white privacy fence create a serene backdrop, with soft string lights enhancing the inviting atmosphere.
Flat in Islip Terrace
4.96 out of 5 average rating, 203 reviews

Near all 1 BR - Full Kitchen, Backyard & Fire Pit!

Come stay at this beautifully renovated 1 bedroom apartment! Well-appointed for long-term stays or quick trips. ~ Propane Fire Pit ~ Private Sun-soaked backyard. ~ Full kitchen ~ Living room with sofa/futon for a 3rd guest ~ Queen bed ~ Full bathroom ~ Off-street parking for 1 car. This is a first-floor, ground-level apartment that gets lots of natural light. It is not a basement! :) Located in a quiet neighborhood and near all major highways. SmartTV. No cable TV. 21+

Top guest favourite
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.
Flat in West Babylon
4.98 out of 5 average rating, 258 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 favourite
A stone pathway leads through a lush garden, framed by colorful shrubs and greenery. An ornate archway marks the entrance to the garden, inviting guests to explore the serene surroundings. The well-maintained grass adds to the tranquil ambiance of the outdoors.
Guest house in Bay Shore
4.72 out of 5 average rating, 76 reviews

Prime Locale: Ideal Guesthouse

Welcome to our charming one-bedroom guest house, perfect for couples or solo travelers looking for a cozy and private retreat. Nestled in a peaceful neighborhood, this inviting space offers all the comforts of home. Escape to our charming guesthouse, steps away from a serene beach and a charming town. Conveniently located near Long Island ferries, it's the perfect base for your island adventures. Enjoy comfort, privacy, and the best of coastal living!

Guest favourite
A spacious living area is highlighted by two large sofas, arranged around a colorful area rug. Natural light fills the room from a nearby window, illuminating the modern dining area and kitchen in the background, featuring sleek appliances and a neutral color palette.
Home in Amityville
4.97 out of 5 average rating, 207 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 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.

Popular amenities for Bay Shore holiday rentals

When is the best time to visit Bay Shore?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Bay Shore?

    Bay Shore has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Bay Shore?

    Experience the best of Bay Shore with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Bay Shore?

    Four-legged friends are welcome in Bay Shore. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there house rentals with a dedicated workspace in Bay Shore?

    Yes! Work meets play with ease at over 10 house rentals in Bay Shore featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Bay Shore?

    Make yourself at home in Bay Shore by choosing from our most frequently booked neighborhoods. We have over 80 vacation rentals in Brightwaters, over 260 vacation rentals in West Bay Shore, and over 230 vacation rentals in Bay Shore.

  • Do house rentals in Bay Shore have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Bay Shore. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Bay Shore have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Bay Shore. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Bay Shore have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Bay Shore. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Bay Shore have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Bay Shore. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Bay Shore?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Bay Shore

  • Total holiday rentals

    Explore 50 holiday rentals in Bay Shore

  • Nightly prices starting at

    Bay Shore holiday rentals start at £38 per night before taxes and fees

  • Verified guest reviews

    Over 2,480 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Bay Shore holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bay Shore rentals

  • 4.8 Average rating

    Bay Shore stays are highly rated by guests – averaging 4.8 out of 5!

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