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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

3rd Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - Long Island, NY
8.6 7 reviews

3rd Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

cottage, Aquebogue
This waterfront cottage is located on the North Fork of Long Island in Aquebogue, featuring 365 feet of Peconic Bay shoreline and easy access to Long Island's Wine Country.
This 600 square foot rental accommodates up to 5 guests with 2 bedrooms and 1 bathroom, offering complimentary kayaks, paddle boards, canoes, a screened-in porch, and a charcoal barbecue.
Hamptons Vacation Rental W/ Saltwater Pool - Long Island, NY
8.8 10 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.
Historic 1932 Cherry Grove Beach House - Gardens, Sun And Steps To The Beach. - Long Island, NY
No reviews

Historic 1932 Cherry Grove Beach House - Gardens, Sun And Steps To The Beach.

cottage, Fire Island
This three-bedroom, two-bathroom cottage is located in Cherry Grove, Fire Island, near the Cherry Grove Community House and Theatre and 89 North Music Venue.
This family-friendly beach house offers air conditioning, a newly renovated kitchen with a fridge, microwave, and dishwasher, and two large decks with a gas BBQ, plus an outdoor shower and parking.
1940s Fishermans Cottage Close To Beach. Right Next To The Water Mill Museum. - Long Island, NY
9.6 4 reviews

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.

Best Long Island, NY cottages with a garden

Hutson Cottage - Long Island, NY
9.9 21 reviews

Hutson Cottage

apartment, East Hampton
This East Hampton cottage is located a mile from Main Street and less than two miles from the ocean beach, offering a peaceful retreat on a private half-acre lot bordering farm fields. The cottage consistently receives excellent ratings for location, cleanliness, and user experience.
The three-bedroom, two-bathroom cottage provides ample space for up to four guests and features a spacious living room, an eat-in kitchen, and a finished basement. Amenities include a private garden, a spa, air conditioning, a Weber grill, and an outdoor shower, ensuring a comfortable and enjoyable stay.
Modern Hampton Bays Cottage Near Beaches & Town 2 Bedroom Cottage - Long Island, NY
No reviews

Modern Hampton Bays Cottage Near Beaches & Town 2 Bedroom Cottage

cottage, Hampton Bays
This pet-friendly cottage in Hampton Bays is located 1.7 miles from Good Ground Park and 2.4 miles from The Hamptons Beaches, with Regal UA Hampton Bays and Ponquogue Beach also within 3.1 miles.
This rental offers two bedrooms, a full kitchen with a refrigerator, complimentary Wi-Fi, a garden, and barbecue facilities for outdoor cooking.
Totally Renovated Cottage On The North Fork 7 Min. Walk To The Beach - Long Island, NY
10 34 reviews

Totally Renovated Cottage On The North Fork 7 Min. Walk To The Beach

cottage, Cutchogue
This Cutchogue cottage, near the beaches and within a 3-mile radius of Bedell Cellars, Pindar Vineyards, and Lenz Winery, offers easy access to the North Fork's renowned wine country.
This 1000-square-foot home features two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, air conditioning, Wi-Fi, and a private patio with barbecue grills.
'The Gate House'on Beach Front Estate With Dockage. Walk To Village . - Long Island, NY
9.8 121 reviews

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

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.

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

Riverfront Cottage W/ Heated Pool, Hot Tub & Fireplace, 35 Min To Nyc - Long Island, NY
10 10 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.
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.

Best pet friendly Long Island, NY cottages

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

East Hampton/springs Cottage- Minutes Walk To Sea - Long Island, NY
10 6 reviews

East Hampton/springs Cottage- Minutes Walk To Sea

cottage, Springs
This Springs, East Hampton cottage is a two-minute walk from a pristine beach within a nature preserve and walking distance of local restaurants and shops, near attractions like LongHouse Reserve and Sag Pond Vineyards.
The 2-bedroom, 1-bathroom house sleeps six, features updated amenities including a Miele washer/dryer and high-speed internet, a fireplace, and a private kayak landing.
Walkable New Haven Retreat W/ Ocean Views! - Long Island, NY
No reviews

Walkable New Haven Retreat W/ Ocean Views!

cottage, New Haven
This waterfront cottage in East Shore offers stunning views of New Haven Harbor and is within walking distance to Fort Hale Park, Lighthouse Point Park, and Lighthouse Point Carousel. The cottage features a fully equipped kitchen with a microwave, dishwasher, and stovetop, as well as a fireplace and multiple bathrooms.
Guests can enjoy free Wi-Fi and self-parking, and take advantage of the barbecue grills for outdoor dining. The cottage is also pet-friendly and smoke-free, making it a great choice for families and travelers with pets.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Long Island, NY
No reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage, Greenwich
This Cos Cob cottage in Greenwich, Connecticut is centrally located, steps from restaurants and shops, and offers easy access to Route 1, Cos Cob Park, Montgomery Pinetum, and Greenwich Avenue.
This one-bedroom, one-bathroom house sleeps two guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, a private fenced patio, air conditioning, a sauna, and on-site parking.
Walk To Breakwater Beach In Heart Of Wine Country - Long Island, NY
9.8 134 reviews

Walk To Breakwater Beach In Heart Of Wine Country

apartment, 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.
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