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Long Island, NY cottages
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351 Best cottages in Long Island, NY

Best family friendly Long Island, NY cottages

Among the 351 accommodations in Long Island, NY, here are the 4 best family friendly cottages

Ossining Vacation Rental Near River, Trails & Mta! - Long Island, NY
No reviews

Ossining Vacation Rental Near River, Trails & Mta!

cottage, Ossining
This Ossining cottage rental is located 1.9 miles from the Sing Sing Prison Museum and 2.7 miles from the Sing Sing Correctional Facility, offering easy access to the Hardscrabble Wilderness Area and Travelers Rest.
The 3.5-bathroom house features a fully equipped kitchen, private patio, garden, free Wi-Fi, on-site arcade, barbecue grills, and marina access, perfect for families or groups seeking convenient access to Ossining attractions.
The Greenport Beach Cottage: 3 Min Walk To Beach, 1 Mile To Town - Long Island, NY
10 1 review

The Greenport Beach Cottage: 3 Min Walk To Beach, 1 Mile To Town

cottage, Greenport
This Greenport beach house is a three-minute walk from a lifeguarded beach with restrooms and one mile from Greenport village, offering easy access to the Greenport Carousel and Sylvester Manor.
This 750-square-foot vacation rental sleeps five, featuring two bedrooms, one bathroom, a fully equipped kitchen, outdoor shower, fire pits, and beach gear; three Roku TVs provide entertainment.
Southampton Beach & Town Cottage - Long Island, NY
10 3 reviews

Southampton Beach & Town Cottage

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.
Charming 2 Bedroom Cottage In Peaceful New Canaan - Pet Friendly! - Long Island, NY
10 6 reviews

Charming 2 Bedroom Cottage In Peaceful New Canaan - Pet Friendly!

cottage, New Canaan
This New Canaan cottage is conveniently located near the New Canaan Historical Society and Steward House, both approximately 3.1 miles away, offering easy access to local historical sites.
The two-bedroom, two-bathroom house sleeps eight guests and features a fully equipped kitchen, a private balcony, free WiFi, on-site playground, and ample parking.

Best Long Island, NY cottages with a garden

Historic 3-bedroom Scheffer Cottage One Block To Private Ocean Beach! - Long Island, NY
No reviews

Historic 3-bedroom Scheffer Cottage One Block To Private Ocean Beach!

cottage, Amagansett
This Alfred Scheffer designed cottage in Beach Hampton, Amagansett, is located just one block from the residents-only ocean beach, offering convenient access to Hamptons Beaches and Napeague State Park.
This family-friendly retreat accommodates up to six guests in three bedrooms and features a fully equipped kitchen, a beamed ceiling living room with a fireplace, a private brick patio, and amenities including high-speed internet, air conditioning, and ample parking for four cars.
Cottage 3 Minute Walk Bridgehampton Town - Long Island, NY
9.7 112 reviews

Cottage 3 Minute Walk Bridgehampton Town

cottage, Bridgehampton
This charming cottage is located in Bridgehampton, just a short 5-minute drive or 10-minute bike ride from the Hampton Classic horse show grounds, offering a peaceful retreat while still being close to the action. The property has received excellent ratings for location, cleanliness, and overall user experience, ensuring a comfortable and enjoyable stay.
The 1,000 square foot cottage has two bedrooms and one bathroom, comfortably accommodating up to five guests. Amenities include a fully equipped kitchen, a private garden, a spa, and a range of activities like biking, beach access, and yoga, making it ideal for families and friends seeking a relaxing and enjoyable getaway.
Lovely Cottage In The Heart Of Long Island Wine Country - Long Island, NY
9.8 32 reviews

Lovely Cottage In The Heart Of Long Island Wine Country

cottage, Southold
This waterfront cottage in Southold offers stunning views and a private garden with barbecue grills for outdoor entertainment. It's conveniently located near Horton Lane Beach, Sparkling Pointe, and Horton Point Park.
With an excellent user rating, this 2-bedroom, 2-bathroom cottage features a cozy fireplace, a fully equipped kitchen with a microwave, coffee/tea maker, and dishwasher, and a TV for entertainment. It also has a terrace/balcony, a garden, parking, and allows pets.
Hamptons Vacation Rental W/ Saltwater Pool - Long Island, NY
9.8 7 reviews

Hamptons Vacation Rental W/ Saltwater Pool

cottage, Hampton Bays
This 3-bedroom, 2-bathroom cottage is nestled in a quiet neighborhood in Hampton Bays, just ~3 miles from Meschutt Beach and other popular attractions. With an excellent user rating, this cottage offers a comfortable and convenient stay for families and pet owners.
The 1110-square-foot cottage features a fully equipped kitchen, a cozy living room with a wood-burning stove (decorative only), three smart TVs with cable, and a private backyard with a heated pool, trampoline, fire pit, and outdoor lounge furniture. The cottage also includes a washer and dryer, complimentary toiletries, and an EV charger for added 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 351 accommodations in Long Island, NY, here are the 3 best cottages with a jacuzzi

Waterfront Cottage In Branford - Long Island, NY
10 107 reviews

Waterfront Cottage In Branford

cottage, Branford
This waterfront house is located in the Pawson Park district of Branford, Connecticut, just a short distance from the Branford Harbor, Thimble Islands, and Branford Center. It has received excellent user ratings, making it a popular choice for travelers.
This 2,400 square foot home can comfortably accommodate up to 10 guests in its four bedrooms and three bathrooms. It offers a range of amenities, including a private dock, a jacuzzi, a terrace, a garden, and access to nearby beaches and tennis facilities.
Riverfront Cottage W/ Heated Pool, Hot Tub & Fireplace, 35 Min To Nyc - Long Island, NY
10 7 reviews

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

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.
Cozy Country Cottage #3 - Long Island, NY
9.8 33 reviews

Cozy Country Cottage #3

cottage, Miller Place
This charming cottage is located in historic Miller Place, just across the street from Miller Place Pond and two blocks from McNulty's Ice Cream Parlor.
The 700-square-foot cottage features one bedroom, two bathrooms, a private backyard oasis with a deck, picnic table, and BBQ, and can accommodate up to three guests.

Best pet friendly Long Island, NY cottages

Among the 351 accommodations in Long Island, NY, here are the 4 best pet friendly cottages

Charming Beach Cottage, Steps To Beach, Enjoy Scenic Vineyards & Farm Stands - Long Island, NY
10 2 reviews

Charming Beach Cottage, Steps To Beach, Enjoy Scenic Vineyards & Farm Stands

cottage, Jamesport
This three-bedroom Jamesport cottage, located in the Historic South Jamesport beach community, offers direct beach access and proximity to a local seafood restaurant.
The 3-bedroom, 1-bathroom home sleeps six and includes a fully equipped kitchen with fridge and dishwasher, WiFi, cable TV, a washer/dryer, air conditioning, and a propane barbeque; nearby attractions include Sherwood House Vineyards, Jason's Vineyard, Splish Splash Water Park, All Star Bowling, Safari Adventure, and Out East Family Fun.
1940s Fishermans Cottage Close To Beach. Right Next To The Water Mill Museum. - Long Island, NY
10 1 review

1940s Fishermans Cottage Close To Beach. Right Next To The Water Mill Museum.

cottage, Water Mill
This pet-friendly cottage is located in Water Mill, a peaceful area just a short walk from the Parrish Art Museum and a quick drive to the Hamptons Beaches. The cottage offers a comfortable retreat for up to 9 guests, with 3 bedrooms and 2 bathrooms. The cottage features a fully equipped kitchen, a private garden, a hot tub, and a terrace, as well as amenities like air conditioning, Wi-Fi, and laundry facilities.
Luxury Long Beach Villa With Ocean Views! - Long Island, NY
No reviews

Luxury Long Beach Villa With Ocean Views!

cottage, Long Beach
This Long Beach cottage is located just a 10-minute walk from two popular beaches, Hicks Beach and East Atlantic Beach, and less than 2 miles from the Long Beach Historical Museum. This makes it a great option for travelers who want to be close to the action but still enjoy a peaceful retreat.
The cottage has 3.5 bathrooms and a fully equipped kitchen with a microwave, oven, stovetop, and dishwasher. Guests can also enjoy free Wi-Fi, parking, a TV, and a ceiling fan.
Tranquil & Pet-friendly Estate On Long Island! - Long Island, NY
No reviews

Tranquil & Pet-friendly Estate On Long Island!

cottage, Hauppauge
This Hauppauge cottage rental is conveniently located within 3 miles of the Nissequogue River, Stonebridge Golf Links, Blydenburgh County Park, and Lakeland County Park.
The 2.5-bathroom house offers guests a fully equipped kitchen, including a microwave and dishwasher, plus free Wi-Fi, an outdoor pool, and parking; it's perfect for exploring Hauppauge's parks and golf courses.
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