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Long Island, NY cottages
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565 Best cottages in Long Island, NY

Best family friendly Long Island, NY cottages

Among the 565 accommodations in Long Island, NY, here are the 4 best family friendly cottages

Fabulous Waterfront Property In The Heart Of Wine Country - Long Island, NY
10 185 reviews
Long Island, NY
10/17 – 10/24
$505/nighttotal: $3535 (7 )

Fabulous Waterfront Property In The Heart Of Wine Country

3 2
cottage , Southold
This charming Southold cottage is located just a short walk from the Long Island Sound and its sandy beach, offering a peaceful escape in a picturesque setting. It's also close to wineries, restaurants, and local attractions, making it a great base for exploring the North Fork. Guests consistently rate this vacation rental excellent.
The cottage has three bedrooms, one bathroom, and sleeps five comfortably. It features a fully equipped kitchen, air conditioning, a private garden, a spa, and parking, ensuring a comfortable and enjoyable stay.
'The Gate House'on Beach Front Estate With Dockage. Walk To Village . - Long Island, NY
9.8 111 reviews
Long Island, NY
11/22 – 11/27
$256/nighttotal: $1280 (5 )

'The Gate House'on Beach Front Estate With Dockage. Walk To Village .

2 4
cottage , Greenport
This Pipes Cove beach house offers direct beach access, a short walk from Greenport's Railroad Museum and East End Seaport Maritime Museum, and less than a mile from the Camera Obscura and Greenport Carousel.
The 850-square-foot home features three bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, air conditioning, Wi-Fi, a swimming pool, a terrace, a garden, and on-site parking.
Renovated Cozy Chic North Fork Cottage, Steps Away From The Beach & Wine Trail!! - Long Island, NY
9.6 179 reviews
Long Island, NY
10/09 – 10/13
$574/nighttotal: $2296 (4 )

Renovated Cozy Chic North Fork Cottage, Steps Away From The Beach & Wine Trail!!

2 6
cottage , Baiting Hollow
The North Fork Cottage is located in a friendly beach community on the North Fork, just a short walk from a private beach and within a 5-10 minute drive of various attractions, wineries, breweries, and farm stands. This charming vacation rental consistently receives excellent ratings for location, cleanliness, and overall guest experience.
The cottage has two bedrooms with queen-sized memory foam mattresses, a pull-out couch, and can comfortably accommodate up to six guests. Enjoy modern amenities like air conditioning, a fully equipped kitchen, a private deck with a gas grill, and a relaxing spa for a truly enjoyable stay.
Beach House Cottage Steps To Private Beach In The Heart Of Bayville - Long Island, NY
10 11 reviews
Long Island, NY
10/01 – 10/31
$432/nighttotal: $12960 (30 )

Beach House Cottage Steps To Private Beach In The Heart Of Bayville

2 2
cottage , Bayville
This Bayville seaside cottage offers stunning ocean views and is a short walk from Crescent Beach Club and West Harbor Beach, with Center Island and Stehli Beaches within 3 miles.
The two-bedroom, two-bathroom house sleeps four, features a fully equipped kitchen with dishwasher, free WiFi, a private patio, and a spa, making it perfect for families.

Best Long Island, NY cottages with a garden

Short Beach Coastal Cottage - Long Island, NY
10 19 reviews
Long Island, NY
11/22 – 11/27
$308/nighttotal: $1540 (5 )

Short Beach Coastal Cottage

2 4
cottage , East Haven
This charming cottage is located in the Short Beach community of Branford, just a short walk from a bay beach and less than 500 feet from the Yale Corinthian Yacht Club. The cottage has received excellent user ratings and is a great option for travelers looking for a peaceful retreat.
The cottage has two bedrooms and two bathrooms, accommodating up to four guests. It comes equipped with a kitchen, a terrace, a garden, a spa, and parking, and offers access to kayaks and bikes for exploring the surrounding area.
Bellport Inn, Charming Cottage In The Village! - Long Island, NY
10 9 reviews
Long Island, NY
08/10 – 08/14
$1315/nighttotal: $5260 (4 )

Bellport Inn, Charming Cottage In The Village!

1 5
cottage , Bellport
This Bellport cottage is located just a short walk from Great South Bay, providing easy access to the beach and a peaceful escape from the town center. The cottage has received excellent ratings for its cleanliness, location, and overall experience.
The charming cottage has one bedroom and one bathroom, comfortably accommodating up to six guests. Enjoy a relaxing stay with amenities like a jacuzzi, a garden with barbecue grills, and a kitchen equipped with everything you need to prepare meals.
Riverfront Cottage W/ Heated Pool, Hot Tub & Fireplace, 35 Min To Nyc - Long Island, NY
10 7 reviews
Long Island, NY
10/17 – 10/24
$679/nighttotal: $4753 (7 )

Riverfront Cottage W/ Heated Pool, Hot Tub & Fireplace, 35 Min To Nyc

2 2
cottage , Greenwich
This cottage in Greenwich provides convenient access to city attractions, with Capitol Theatre and Greenwich Avenue just a 6-minute drive away.
This accommodation features a full kitchen, free Wi-Fi, a heated pool, a hot tub, and is located near Eugene and Agnes Meyer Nature Preserve and Hart's Brook Nature Preserve for outdoor enjoyment.
Renovated Milford Beach Home By Charles Island/silver Sands Pk - Long Island, NY
10 8 reviews
Long Island, NY
09/07 – 10/15
$345/nighttotal: $13110 (38 )

Renovated Milford Beach Home By Charles Island/silver Sands Pk

2 1
cottage , Milford
This cottage is situated near the beach, within a 5-minute walk of Silver Sands State Park and Silver Sands, and less than 2 miles from Walnut Beach and Port Milford. It has excellent user ratings, and it is pet-friendly, welcoming travelers with their furry companions.
The cottage features 2 bedrooms, 1 bathroom, and a guest capacity of 7. It offers a fully equipped kitchen, air conditioning, a terrace or balcony, and a garden for relaxation and outdoor enjoyment. Free WiFi is also available for guests' convenience.

Frequently Asked Questions about cottages in Long Island, NY

  • What are the top must-see attractions on Long Island, New York?

    Long Island boasts diverse attractions. For history buffs, there's the Sagamore Hill National Historic Site, Theodore Roosevelt's home, and the Vanderbilt Museum in Centerport. Nature lovers should explore the beaches of Fire Island National Seashore, the wild beauty of Montauk Point State Park, and the diverse ecosystems of the Long Island National Wildlife Refuge. Art and culture enthusiasts can visit the Parrish Art Museum in Water Mill or the Cradle of Aviation Museum in Garden City.
  • What are the best cottages in Long Island, NY?

    Among the cottages in Long Island, NY, Landmark Cottage - Brownstone Block, The Red Cottage Circa 1936 and Cottage By The Water are the most popular ones.

  • How can one spend a 5-day holiday on Long Island, New York?

    A five-day trip allows for a good Long Island experience. Day 1: Explore the Hamptons, visiting beaches like Main Beach in East Hampton and exploring the charming towns. Day 2: Discover the North Shore, perhaps visiting Old Westbury Gardens or the Planting Fields Arboretum State Historic Park. Day 3: Head to the beaches of Fire Island National Seashore, taking a ferry from Bay Shore or Patchogue. Day 4: Immerse yourself in history at Sagamore Hill and explore the charming village of Oyster Bay. Day 5: Visit the Cradle of Aviation Museum and enjoy some shopping at Roosevelt Field Mall.
  • What are the best cottages with a pool in Long Island, NY?

  • Is Long Island, New York a good destination to rent a cottage?

    Absolutely! Long Island offers many charming cottages, particularly in the Hamptons, the North Fork, and Fire Island. Many are available for rent through various online platforms and local real estate agencies. Expect to find a range of styles and sizes, from cozy seaside bungalows to larger properties with amenities.
  • What are the best cottages with a jacuzzi in Long Island, NY?

  • What weather, wildlife, or natural hazards might affect travelers on Long Island, New York?

    Long Island's weather can be unpredictable. Summers are warm and humid, with occasional thunderstorms. Winters are generally mild, but snowstorms can occur. Be aware of mosquitoes, especially in the summer months. The coast is prone to occasional nor'easters, which can bring strong winds and heavy rain. Check weather forecasts before traveling and be prepared for changing conditions.
  • What are the best cottages for families and kids in Long Island, NY?

    The best cottages for families and kids in Long Island, NY are Landmark Cottage - Brownstone Block, Keeler Cottage and Fall Sale Cozy Modern Rustic Cottage |W/d.

  • Is Long Island, New York pedestrian and cyclist-friendly?

    Long Island's pedestrian and cyclist-friendliness varies by location. The Hamptons and some North Shore towns have dedicated bike paths and walkable areas. However, other areas are more car-dependent. Always check local maps for bike paths and be cautious when cycling or walking on roads with significant traffic.
  • What are the best pet friendly cottages in Long Island, NY?

  • Are there any unusual or hidden places to explore on Long Island, New York?

    Yes! The Long Island Aquarium & Exhibition Center in Riverhead is a unique experience. Explore the charming, less-visited towns of Cold Spring Harbor or Port Jefferson. For a secluded beach experience, consider exploring the less-crowded beaches on the eastern end of Long Island. The beaches of Robert Moses State Park offer a unique experience as well.
  • What are the best cottages with parking in Long Island, NY?

    Landmark Cottage - Brownstone Block, The Red Cottage Circa 1936 and Cottage By The Water are the best cottages with parking in Long Island, NY.

  • What are some of the best cultural experiences that allow you to meet locals on Long Island, New York?

    Attending local farmers' markets, like the one in Huntington, is a great way to meet locals and sample fresh produce. Many towns host summer concerts and festivals; check local event listings. Participating in activities at local parks, such as the Bethpage State Park or Heckscher State Park, can also offer opportunities for interaction with residents.
  • What are the best authentic dishes to taste on Long Island, New York?

    Long Island's culinary scene offers diverse options. Try fresh seafood, particularly clams, oysters, and lobster, from local restaurants. Many restaurants feature locally sourced ingredients. Explore the many farm-to-table restaurants throughout the island. Look for restaurants specializing in Italian-American cuisine, reflecting the region's heritage.
  • Are there any recommended items to pack for a stay on Long Island, New York?

    Pack light clothing for summer, including swimwear. Bring layers for cooler evenings and potentially unpredictable weather. Comfortable walking shoes are essential for exploring. Sunscreen, insect repellent, and a hat are highly recommended, especially during the warmer months. Don't forget a camera to capture the beautiful scenery.

Nearby regions

Best Long Island, NY cottages with jacuzzi

Among the 565 accommodations in Long Island, NY, here are the 1 best cottages with a jacuzzi

Southampton Beach & Town Cottage - Long Island, NY
Long Island, NY
11/22 – 11/27
$976/nighttotal: $4880 (5 )

Southampton Beach & Town Cottage

3 4
cottage , Southampton
This charming cottage is located in Southampton, just a short walk from the Village's shops and restaurants, and close to both the beach and Gin Lane. It has received excellent user ratings.
The cozy home sleeps up to six guests and includes three bedrooms and one bathroom. The cottage offers a range of amenities, including a fully equipped kitchen, a private pool, a jacuzzi, and a patio with a grill, making it perfect for families and groups looking for a relaxing and enjoyable vacation.

Best pet friendly Long Island, NY cottages

Among the 565 accommodations in Long Island, NY, here are the 4 best pet friendly cottages

Walk To Breakwater Beach In Heart Of Wine Country - Long Island, NY
9.8 125 reviews
Long Island, NY
06/23 – 06/25
$900/nighttotal: $1800 (2 )

Walk To Breakwater Beach In Heart Of Wine Country

2 2
cottage , Mattituck
This waterfront cottage is located in Mattituck, just a short drive from several local vineyards, offering a peaceful escape with stunning views. The cottage consistently receives excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom cottage comfortably accommodates up to six guests, with two bathrooms for added convenience. Enjoy a fully equipped kitchen, a private balcony, and a washing machine, plus a Smart TV for entertainment and a garden to relax in.
2nd Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - Long Island, NY
9.6 5 reviews
Long Island, NY
06/27 – 07/03
$852/nighttotal: $5112 (6 )

2nd Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

2 2
cottage , Aquebogue
This waterfront cottage in Aquebogue, located on the North Fork of Long Island, offers 365 feet of Peconic Bay shoreline and is a short drive from the Suffolk Theater and Hallockville Museum Farm, with over 40 wineries nearby.
This 600 square foot rental accommodates up to 5 guests and features 2 bedrooms, 1 bathroom, air conditioning, internet, a kitchen with a fridge and microwave, and complimentary use of kayaks, paddle boards, and canoes, plus a free beach pass to 5 local town beaches.
Welcome To Paradise!!! The Perfect Beach Cottage! - Long Island, NY
10 3 reviews
Long Island, NY
10/06 – 10/11
$472/nighttotal: $2360 (5 )

Welcome To Paradise!!! The Perfect Beach Cottage!

3 5
cottage , Keansburg
This Keansburg cottage is located within a 15-minute walk of Ideal Beach, Belvedero Beach, and Runaway Rapids Waterpark, and less than a mile from Keansburg Amusement Park.
This three-bedroom, two-bathroom house sleeps six and includes in-unit laundry, air conditioning, Wi-Fi, and is pet-friendly.
Cozy 1-bedroom Cottage In Delightful Mastic Beach With Ac - Long Island, NY
Long Island, NY
06/27 – 07/03
$285/nighttotal: $1710 (6 )

Cozy 1-bedroom Cottage In Delightful Mastic Beach With Ac

1 2
cottage , Mastic Beach
This Mastic Beach bungalow is located near the William Floyd Estate and the TWA Flight 800 International Memorial, offering 620 square feet of living space.
This one-bedroom retreat accommodates up to three guests and includes internet, air conditioning, and is pet-friendly, with nearby attractions like Bellport Country Club and Waterdrinker Family Farm & Garden.
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