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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

6th Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - Long Island, NY
10 12 reviews

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

cottage, Aquebogue
This waterfront cottage in Aquebogue, located on the North Fork of Long Island, offers 365 feet of direct Peconic Bay access and is situated within Long Island's Wine Country, a region featuring over 40 wineries.
This 430-square-foot cottage accommodates up to 4 guests and includes a kitchen with a fridge and microwave, air conditioning, internet, parking, and a screened-in porch, with complimentary kayaks, paddle boards, and canoes available for bay exploration.
Renovated Cottage, Steps To The Beach & Wine Trail - Long Island, NY
9.5 188 reviews

Renovated Cottage, Steps To The Beach & Wine Trail

apartment, 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.
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.
1st Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - Long Island, NY
9.0 7 reviews

1st Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

cottage, Aquebogue
This waterfront cottage in Aquebogue, situated on the North Fork of Long Island, offers 365 feet of Peconic Bay shoreline and is located within miles of Long Island's Wine Country.
This pet-friendly, family-friendly 600 square foot cottage sleeps 5 guests and features air conditioning, internet, a kitchen with a fridge and microwave, a screened-in porch, and complimentary use of kayaks, paddle boards, and canoes.

Best Long Island, NY cottages with a garden

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.
Cozy 1-bedroom Cottage In Delightful Mastic Beach With Ac - Long Island, NY
10 1 review

Cozy 1-bedroom Cottage In Delightful Mastic Beach With Ac

apartment, 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.
Sabbatical Guest Cottage By The Night Week Month Or For The Summer Season - Long Island, NY
9.8 11 reviews

Sabbatical Guest Cottage By The Night Week Month Or For The Summer Season

cottage, Noyack
This charming cottage is located in Noyack, just a short drive from the Hamptons Beaches, Elizabeth A. Morton National Wildlife Refuge, and Noyac Golf Club, offering a tranquil escape in a picturesque setting. The cottage has received excellent ratings from previous guests, highlighting its comfortable and convenient features.
This cozy cabin is perfect for couples or small families, offering a private fenced yard and a patio for relaxing evenings. The fully equipped kitchen, barbecue grill, and modern conveniences like Wi-Fi and air conditioning make it easy to enjoy a comfortable and enjoyable stay.
Cozy Country Cottage #2 - Long Island, NY
9.2 18 reviews

Cozy Country Cottage #2

cottage, Miller Place
This Miller Place cottage, less than a mile from Cedar Beach and six miles from Clifton H. Lee Memorial Park and John T. Mather Memorial Hospital, offers convenient access to local attractions. This one-bedroom, one-bathroom house sleeps four, includes a fully equipped kitchen, private patio, Wi-Fi, laundry facilities, a spa, and pet-friendly accommodations.

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 2 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 8 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.

Best pet friendly Long Island, NY cottages

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

Hamptons Vacation Rental W/ Saltwater Pool - Long Island, NY
No reviews

Hamptons Vacation Rental W/ Saltwater Pool

cottage, Hampton Bays
This cottage is located in Hampton Bays, within a short distance of The Hamptons Beaches, Meschutt Beach, Ponquogue Beach, and Shinnecock Nation Cultural Center and Museum. The cottage has a fully equipped kitchen with modern appliances, two bathrooms for convenience, and a television and iron/ironing board for entertainment and comfort.
The cottage also offers free Wi-Fi in public areas, an outdoor pool for relaxation and recreation, and free self-parking for easy transportation. The cottage is in a smoke-free environment for a healthier stay.
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

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

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.
Waterfront Westhampton Haven: Private Beach - Long Island, NY
No reviews

Waterfront Westhampton Haven: Private Beach

cottage, West Hampton Dunes
This Westhampton Beach cottage offers direct beach access and is located steps from Moriches Bay, Cupsoque Beach, and within 2 miles of Cupsogue County Park.
This rental provides a private outdoor pool, barbecue grills, and a fully equipped kitchen, with complimentary WiFi available in public areas, making it ideal for a beach getaway.
Escape To 'River Cottage. Ready For Hiking, Fishing, Or A Peaceful Break? - Long Island, NY
10 16 reviews

Escape To 'River Cottage. Ready For Hiking, Fishing, Or A Peaceful Break?

cottage, Weston
This Weston cottage, located 2.7 miles from Brett Woods Park and within 6 miles of both Lucius Pond Ordway/Devil's Den Preserve and the Connecticut Golf Club, offers easy access to outdoor recreation.
This pet-friendly, two-bedroom, one-bathroom house sleeps four, features a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, and a smart TV, and includes on-site parking.
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