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

Guest favourite
Flat in Bay Shore
5 out of 5 average rating, 10 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
Flat in Bay Shore
4.93 out of 5 average rating, 124 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
4.96 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 favourite
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 favourite
Flat 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 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
4.96 out of 5 average rating, 289 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, 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!

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, 265 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.

Superhost
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
4.69 out of 5 average rating, 78 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!

Top guest favourite
A well-lit kitchenette features modern stainless steel appliances, including a refrigerator and oven. White cabinetry offers ample storage, while a dining table with chairs provides seating for individuals. A small kitchen island with a sink is positioned near the cooking area, with utensils neatly arranged.
Flat in Bay Shore
5 out of 5 average rating, 31 reviews

Cozy Bay Shore Hideaway

Welcome to your modern, cozy hideaway for one or two! Located in a private house, this charming retreat offers a dedicated parking spot, a private entrance, and a serene patio. Inside, enjoy a cozy and immersive living area, a well-equipped kitchenette, and a restful bedroom with a large bed creating a warm and inviting atmosphere. Perfect for exploring the local area or unwinding comfortably. This is the ideal spot for a memorable getaway.

Popular amenities for Bay Shore holiday rentals

When is the best time to visit Bay Shore?

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Frequently Asked Questions

  • What are the best places to stay in Bay Shore?

    Many guests choose stays near the marina, in residential neighborhoods, or close to Main Street for convenient access to shops, dining, and the waterfront. Options range from private homes to apartments and cozy cottages.

  • What are the best things to do in Bay Shore with kids?

    Families often explore playgrounds, catch live performances at local theaters, or visit nature centers in and around Bay Shore. Seasonal events frequently feature activities designed for children.

  • What are some of the best things to do in Bay Shore?

    Explore the marina, browse local shops and restaurants along Main Street, or catch a ferry to Fire Island. Parks and seasonal markets around Bay Shore add to the experience for visitors of all ages.

  • How is the weather in Bay Shore?

    Bay Shore experiences cold winters, around 25–39°F (-4–4°C), and warm summers, near 67–83°F (20–28°C). Spring and fall have milder temperatures and comfortable conditions for outdoor activities.

  • When is the best time to visit Bay Shore?

    Late spring through early fall is often recommended for warmer weather and lively waterfront events. Visitors seeking quieter moments might prefer the milder days of early fall or spring.

  • What are the best places to visit in Bay Shore?

    Explore the marina area, wander along Main Street’s shops and eateries, and take a ferry toward Fire Island. Neighborhood parks and local galleries provide additional ways to experience Bay Shore’s energy.

  • What are some hiking trails in Bay Shore?

    Bay Shore has walking paths through community parks and nearby nature preserves, with opportunities to spot local wildlife. Trails on Fire Island are also frequently suggested for those interested in a coastal hike.

  • What are some family activities we can do in Bay Shore?

    Families can explore parks, take part in beach activities, or visit local museums and nature centers. Community events and farmers markets often have interactive spaces for kids.

  • What are some of the best day trip ideas from Bay Shore?

    Consider exploring Fire Island’s beaches, visiting nearby vineyards, or strolling through botanical gardens around Long Island. Art museums and historic estates are also frequently suggested for a day’s outing.

  • Are there any pet friendly accommodations available in Bay Shore?

    Pet friendly accommodations can be found throughout Bay Shore, particularly near parks and green spaces. Hosts may provide amenities such as fenced yards or easy access to walking trails for visitors traveling with pets.

  • What are some local tips for visiting Bay Shore?

    Wear comfortable shoes for exploring downtown and the waterfront, and consider booking ahead for dining or ferry trips. Checking seasonal event calendars can help you experience local traditions and gatherings.

  • What is Bay Shore known for?

    Bay Shore has a lively waterfront, historic downtown streets, and access to Fire Island beaches. The area is frequently suggested for its maritime character and community events throughout the year.

  • What are the best hidden gems to explore in Bay Shore?

    Bay Shore has tucked-away parks, small art galleries, and cozy local coffee spots. Nature trails and lesser-known gardens around the area invite peaceful moments away from busier streets.

  • What are the best foods to try in Bay Shore?

    Bay Shore’s restaurants are known for fresh seafood dishes, traditional Italian cuisine, and classic American fare. Locally made bagels and bakery treats are also frequently suggested.

  • What should I bring for a trip to Bay Shore?

    Pack layers, a light jacket, and comfortable walking shoes, as weather can change between seasons. A swimsuit and sun protection are helpful for beach or outdoor activities during warmer months.

  • What is the nightlife in Bay Shore like?

    Bay Shore has a mix of welcoming pubs, cocktail lounges, and venues where you can listen to live music. The nightlife scene is relaxed, with opportunities for late-evening dining and social gatherings.

  • What are the most popular events or festivals in Bay Shore?

    Community street fairs, live music events in the summer, and holiday parades are among the most popular gatherings in Bay Shore. Food festivals and art shows also take place throughout the year, drawing neighbors and visitors alike.

  • Are there family friendly vacation rentals in Bay Shore?

    Bay Shore has family friendly rentals near the waterfront, local parks, and residential neighborhoods. Many hosts include features like kitchens, multiple bedrooms, or outdoor spaces to help families feel at home.

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 £29 per night before taxes and fees

  • Verified guest reviews

    Over 2,280 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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