Search vacation rentals in Long Island, NY from 100+ sites!

51375 available vacation rental offers

-
7
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Long Island, NY vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Long Island, NY

Best family friendly Long Island, NY vacation rentals

Among the 51375 accommodations in Long Island, NY, here are the 4 best family friendly rentals

Montauk Blue Hotel - Long Island, NY
8.9 1772 reviews

Montauk Blue Hotel

resort, Montauk
The Montauk Blue Hotel is located in Montauk, a short walk from the village center and steps away from Main Town Beach, one of the area's most popular beaches. The hotel has consistently received high ratings for its location, cleanliness, and overall experience.
The hotel offers comfortable studios with private patios, each featuring free Wi-Fi, cable TV, a microwave, a refrigerator, and a seating area with a sofa bed. Guests can enjoy the indoor pool, the sun deck with ocean views, and the on-site amenities such as vending machines, parking, and room service.
Waterfront Condo C-204 At The Cliffside Resort - Long Island, NY
9.9 194 reviews

Waterfront Condo C-204 At The Cliffside Resort

apartment, Greenport
Water's Edge luxury suite is located in the Captain's Roost Building of The Cliffside Resort Condominiums in Greenport, New York, on the North Fork of Long Island, with panoramic waterfront views from the master bedroom, living room, and private covered deck. Rated excellent by users for its location, cleanliness, and amenities, this two-bedroom, two-bathroom apartment accommodates up to 6 guests in 700 square feet.
The apartment features a fully equipped kitchenette with a dishwasher, air conditioning, a DVD player, a folding laptop table, a sturdy step ladder, a small vacuum, and cleaning supplies. Guests have access to a seasonal pool and coin-operated washer and dryer in the basement, as well as a private beach just yards away.
Beach, Pool, Wine, Shopping! - Long Island, NY
10 79 reviews

Beach, Pool, Wine, Shopping!

apartment, Mattituck
This family-friendly vacation home is situated near the beach in Mattituck and within 3 miles of several vineyards, including McCall Wines, Pellegrini Vineyards, and Scarola Vineyards. It has an excellent user rating.
The house has 3,200 square feet of floor area, 2 bedrooms, 3 bathrooms, and a guest capacity of 6. It features a private pool, tennis court, garden, and terrace/balcony. It also includes a fully equipped kitchen, air conditioning, internet, and parking.
New Apartment Liberty State Park Jersey City Nj Airport Train Manhattan Nyc - Long Island, NY
9.3 52 reviews

New Apartment Liberty State Park Jersey City Nj Airport Train Manhattan Nyc

apartment, Jersey City
This Jersey City condo, near Liberty State Park, offers stunning Manhattan skyline views and is 2.5 miles from the Statue of Liberty and 3.2 miles from Ellis Island.
This 660-square-foot apartment features two bedrooms, one bathroom, free parking, and accommodates up to four guests, with amenities including a fully equipped kitchen and free Wi-Fi.

Best Long Island, NY vacation rentals with a pool

Among the 51375 accommodations in Long Island, NY, here are the 4 best rentals with a pool

Downtown Studio Br | Near Metronorth Station - Long Island, NY
No reviews

Downtown Studio Br | Near Metronorth Station

studio, White Plains
This White Plains apartment rental is ideally situated near the Galleria at White Plains, Westchester County Center, and White Plains Hospital, a short walk from the Metro-North Railroad station.
The 420-square-foot unit features two bedrooms, one bathroom, sleeps three guests, and includes a fully equipped kitchen, free Wi-Fi, and on-site amenities such as a fitness center, swimming pool, and concierge service.
Modern Comfy Retreat Patio Outdoor Salt Hot Tub - Long Island, NY
10 1 review

Modern Comfy Retreat Patio Outdoor Salt Hot Tub

house, Northwest Harbor
This modern East Hampton vacation home, approximately 8.5 miles from Montauk Point Lighthouse and 14 miles from the Second House Museum and Hither Woods Preserve, offers a convenient base for exploring the area.
The 1700-square-foot property boasts two bedrooms, two bathrooms, accommodates up to 11 guests, and includes a swimming pool, Jacuzzi, and private garden, along with a fully equipped kitchen and free Wi-Fi.
Tranquil Poolside Cottage Near Downtown Babylon - Long Island, NY
10 1 review

Tranquil Poolside Cottage Near Downtown Babylon

house, West Babylon
This studio cottage in West Babylon offers a private, resort-style retreat with convenient on-site parking.
The accommodation features a plush Queen-size bed, a Smart TV with a premium soundbar, an oversized stand-up shower, and a private patio with pool views, providing total privacy and relaxation with access to a swimming pool and hot tub.
World Cup Stay Close To Metlife Stadium Nyc - Long Island, NY
No reviews

World Cup Stay Close To Metlife Stadium Nyc

house, Waldwick
This Waldwick vacation home is located in a quiet residential neighborhood, offering a peaceful escape with easy access to local conveniences.
This 2900-square-foot house accommodates up to 15 guests with 1 bedroom and 3 bathrooms, featuring a private swimming pool, fully equipped kitchen, air conditioning, and complimentary high-speed Wi-Fi.

Frequently Asked Questions about vacation rentals in Long Island, NY

  • What essentials should you bring along for a trip to Long Island, New York?

    Pack for varied weather. Long Island's weather can change quickly, so layers are key. Comfortable walking shoes are a must, especially if you plan on exploring the many parks and beaches. Sunscreen, sunglasses, and a hat are crucial, even on cloudy days. Don't forget insect repellent, especially during warmer months.
  • What are the best Airbnb and vacation rentals in Long Island, NY?

    Brooklyn Sun Kissed Studio Apartment, Whole Apartment - Private - Walk To Yale And Downtown and Full Loft Apartment Near Omni Hotel are the most popular Airbnb and vacation rentals in Long Island, NY among travelers.

  • What famous events or festivals are happening on Long Island, New York?

    Long Island hosts many events throughout the year. The Long Island Fair is a popular annual event with agricultural exhibits and entertainment. Many towns and villages host their own smaller festivals and events, often tied to local harvests or historical celebrations. Check local event listings for specific dates and details.
  • What are the most popular Airbnbs in Long Island, NY?

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) on Long Island, New York?

    A daily budget will vary widely depending on your travel style. For a budget-conscious trip, you might plan for $150-$250 per day. Mid-range travelers might budget $300-$500 per day, while luxury travelers could easily spend $500 or more per day. This includes accommodation, meals, transportation (rental car or ride-sharing), and activities.
  • What are the best vacation rentals with a pool in Long Island, NY?

  • Where can you find the best restaurants serving local dishes on Long Island, New York, and what are the must-try specialties?

    Long Island's culinary scene is vibrant. The Clam Bar in Amagansett is known for its fresh seafood. For farm-to-table dining, explore restaurants in the North Fork, known for its agricultural bounty. Must-try dishes include fresh seafood (especially clams and oysters), local produce, and Long Island duck. Many restaurants feature locally sourced ingredients.
  • What are the best rentals for families and kids in Long Island, NY?

  • What are some less-famous attractions on Long Island, New York that are worth the visit?

    Beyond the well-known spots, consider exploring the charming towns of Cold Spring Harbor or Oyster Bay. The Planting Fields Arboretum State Historic Park offers beautiful gardens and stunning views. For a unique experience, visit the Cradle of Aviation Museum in Garden City.
  • What are the best rentals or Airbnbs with a jacuzzi in Long Island, NY?

  • What are the best activities for engaging with locals and understanding their culture on Long Island, New York?

    Visiting local farmers' markets is a great way to interact with residents and sample local produce. Attending community events or festivals in smaller towns offers a chance to experience the local culture. Exploring the many charming villages and towns provides opportunities to engage with the local community and discover their unique character.
  • What unique natural landscapes and terrain features can travelers explore on Long Island, New York?

    Long Island's diverse landscape includes sandy beaches, rolling hills, and expansive wetlands. The diverse ecosystems of Fire Island National Seashore provide opportunities for exploring dunes, maritime forests, and coastal marshes. The North Shore's rocky coastline offers dramatic cliffs and breathtaking views. The Pine Barrens, a vast expanse of forest, offer a unique inland experience.
  • How many days are ideal for visiting Long Island, New York, and what are some itinerary suggestions?

    The ideal length of stay depends on your interests. A long weekend (3-4 days) allows for exploring a specific region, such as the Hamptons or the North Fork. A week-long trip would allow for a more comprehensive exploration of the island. Possible itineraries could focus on beaches, historical sites, or a mix of both, tailoring the trip to your preferences.

Nearby regions

Best Long Island, NY vacation rentals with a balcony

North Harbor Montauk - Long Island, NY
8.6 61 reviews

North Harbor Montauk

house, Montauk
This Montauk home is located just a short walk from Gin Beach and a short drive from Navy Road Beach, offering easy access to the beautiful coastline. The house has received excellent ratings for user experience, location, and cleanliness.
The 1190 square foot house features two bedrooms, a fully equipped kitchen, and a private terrace with stunning lake views. Amenities include a swimming pool, jacuzzi, barbecue, and free parking, along with air conditioning, a spa, and a concierge service for a relaxing and enjoyable stay.
Atlantic Ocean Beach Retreat -Stay 2 Mi From Smiths Point Beach In Mastic Beach - Long Island, NY
10 2 reviews

Atlantic Ocean Beach Retreat -Stay 2 Mi From Smiths Point Beach In Mastic Beach

apartment, Mastic Beach
This Mastic Beach rental is located 2 miles from Smith's Point Beach and its boardwalk, and is also convenient for championship week at Shinnecock Hills Golf Club.
This 3-bedroom, 2-bathroom house accommodates up to 5 guests with air conditioning, a new kitchen, terrace, garden, and parking, offering proximity to Gateway Playhouse, 89 North Music Venue, Waterdrinker Family Farm & Garden, and Long Island Game Farm.
Vintage Luxe Ny - Designer Lofts & Apartments Nyc - Long Island, NY
9.2 35 reviews

Vintage Luxe Ny - Designer Lofts & Apartments Nyc

apartment, New York
This Bronx vacation home, located 1.5 miles from Yankee Stadium and 2.3 miles from Columbia University, offers easy access to both attractions and the subway.
This 890-square-foot property features three bedrooms, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, private patio, air conditioning, and free Wi-Fi.
The Surf Club Resort - Long Island, NY
8.4 151 reviews

The Surf Club Resort

resort, Montauk
This 3.5-star aparthotel sits directly on the beach in Montauk, just a 5-minute walk from The Hamptons Beaches and South Edison Beach. Guests have rated this aparthotel "very good" and its location "excellent". The apartments are modern and comfortable, offering a home-away-from-home experience with fully equipped kitchens and private patios. Enjoy the on-site fitness center, sauna, and swimming pool, along with free WiFi and cable TV.

Best Long Island, NY vacation rentals with parking

Cozy Private Cottage In Oyster Bay - Long Island, NY
9.8 794 reviews

Cozy Private Cottage In Oyster Bay

house, Oyster Bay
This cozy cottage is located on a quiet street in Oyster Bay, just a short walk from the town center and a 10-15 minute drive to Cold Spring Harbor and C.W. Post. The house has received excellent ratings for user experience, location, and cleanliness.
The cottage has one bedroom and one bathroom, comfortably accommodating up to three guests. Guests can enjoy amenities such as free Wi-Fi, a coffee maker, a small kitchen with a refrigerator, microwave, and oven, and a Roku TV.
Near Nyc Spacious 4 Bedroom 2 And A Half Bath - Long Island, NY
9.6 7 reviews

Near Nyc Spacious 4 Bedroom 2 And A Half Bath

apartment, Guttenberg
This spacious North Bergen apartment rental, conveniently located near the George Washington Bridge and only 6 miles from Times Square, offers easy access to major NYC attractions.
Boasting 1180 square feet, this two-bedroom, two-bathroom dwelling comfortably accommodates 2 guests, and features a fully equipped kitchen, in-unit laundry, free parking, and a balcony.
Nyc Bus 2br, Close Metlife | Fifa 2026 - Long Island, NY
9.8 176 reviews

Nyc Bus 2br, Close Metlife | Fifa 2026

apartment, Guttenberg
This two-bedroom Guttenberg apartment rental offers easy access to the American Museum of Natural History and a 25-minute commute to Manhattan attractions like Times Square and Central Park.
The unit features a full kitchen with fridge, freezer, and microwave, air conditioning, parking, and accommodates four guests comfortably.
The Lovely Suite - 1br Close To Nyc - Long Island, NY
10 2 reviews

The Lovely Suite - 1br Close To Nyc

apartment, Paterson
This Paterson apartment is conveniently located just 10 miles from MetLife Stadium and 16 miles from Prudential Center, offering easy access to major attractions while providing a peaceful neighborhood experience. The property consistently receives excellent ratings for cleanliness, location, and user satisfaction, ensuring a comfortable and enjoyable stay.
The apartment features one bedroom and one bathroom, spanning 810 square feet, comfortably accommodating up to three guests. Amenities include a fully equipped kitchen, air conditioning, free parking, and complimentary Wi-Fi, providing everything needed for a relaxing and enjoyable stay.