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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

South Salem Vacation Rental W/ Furnished Deck! - Long Island, NY
9.6 7 reviews

South Salem Vacation Rental W/ Furnished Deck!

cottage, Scotts Corners
This Scotts Corners cottage offers easy beach access and is within 9 miles of attractions like the Aldrich Contemporary Art Museum, Ridgefield Playhouse, and Weir Farm National Historic Site.
The 950-square-foot house features three bedrooms, one bathroom, sleeps six, and includes a fully equipped kitchen, a terrace, and a private garden with a grill.
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.
Baiting Hollow Cozy Cottage W/walk-to Beach, Wineries, Farmstands. Horsefarms! - Long Island, NY
9.4 16 reviews

Baiting Hollow Cozy Cottage W/walk-to Beach, Wineries, Farmstands. Horsefarms!

cottage, Baiting Hollow
This family-friendly cottage in Baiting Hollow offers a relaxing getaway near the beach, just 3.1 miles from Wildwood State Park. With excellent user ratings, this cottage provides a cozy and comfortable stay for up to 2 guests.
The cottage features a cozy fireplace, a fully equipped kitchen, an outdoor patio, and a sofa bed for additional sleeping arrangements. It also includes a Smart TV, a spa tub, and housekeeping upon request. Guests can enjoy the convenience of parking and the proximity to various attractions such as Splish Splash Water Park, Safari Adventure, and Baiting Hollow Hummingbird Sanctuary.
Game Room, Hot Tub! Family Getaway In Bayshore - Long Island, NY
No reviews

Game Room, Hot Tub! Family Getaway In Bayshore

cottage, West Bay Shore
This family-friendly cottage in West Bay Shore is located within 1 mile of Great South Bay and Gilgo State Park, and within 2 miles of the YMCA Boulton Center for the Performing Arts and Bay Shore Manor Park.
This rental property offers a microwave oven, dishwasher, air conditioning, a garden, parking, an arcade/game room, free WiFi in public areas, and barbecue grills, with a fireplace for a cozy ambiance.

Best Long Island, NY cottages with a garden

Luxury Montauk Waterfront Cottage With Private Spa & Sunset Views - Long Island, NY
No reviews

Luxury Montauk Waterfront Cottage With Private Spa & Sunset Views

cottage, Montauk
This Montauk cottage offers waterfront bluffs on Fort Pond Bay, located a short distance from Camp Hero State Park and Montauk Point Lighthouse.
This one-bedroom, one-bathroom cottage accommodates two guests and features a private spa on a wrap-around deck, daily housekeeping, and exclusive access to Duryea’s Lobster Deck, with opportunities for kayaking, motor boating, and swimming nearby.
Historic 1932 Cherry Grove Beach House - Gardens, Sun And Steps To The Beach. - Long Island, NY
10 1 review

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

apartment, 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.
Charming Stony Brook Cottage.  Walk To Village, Marina, Sand St. Beach& Stony U. - Long Island, NY
10 21 reviews

Charming Stony Brook Cottage. Walk To Village, Marina, Sand St. Beach& Stony U.

cottage, Stony Brook
This Stony Brook cottage, a short walk from Stony Brook University and the village center, offers easy access to West Meadow Beach and the Long Island Museum of American Art, History, and Carriages.
The one-bedroom house sleeps four and is perfect for couples or small families, with proximity to attractions like the Maritime Explorium and BounceU Smithtown.
The Little Red Cottage - A Cozy Home Steps Away From Private Beach & Wine Trail. - Long Island, NY
9.6 5 reviews

The Little Red Cottage - A Cozy Home Steps Away From Private Beach & Wine Trail.

cottage, Baiting Hollow
This Riverhead cottage, near Roanoke Vineyards and the Baiting Hollow Hummingbird Sanctuary (under 1.2 miles), offers easy access to Baiting Hollow Golf Club and Peconic Bay Medical Center (within 6 miles).
The one-bedroom, one-bathroom house sleeps five, features a fully equipped kitchen, free Wi-Fi, a Smart TV, outdoor space with a grill, and allows pets.

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 1 best cottages with a jacuzzi

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

Walk To Breakwater Beach In Heart Of Wine Country - Long Island, NY
9.8 136 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.
Waterfront 1-bedroom Cottage With Dock In Charming Fairfield - Long Island, NY
8.0 2 reviews

Waterfront 1-bedroom Cottage With Dock In Charming Fairfield

cottage, Fairfield
This 1-bedroom cottage in Fairfield Beach offers waterfront living on Pine Creek, with direct access to Long Island Sound and a short drive to the Bridgeport Downtown South Historic District and Westport Historical Society. This HGTV-featured rental accommodates two guests with amenities including internet, air conditioning, and parking, and is ideal for exploring nearby Trout Brook Valley State Park Reserve and Silver Sands State Park.
Island Retreat In Lonelyville - Long Island, NY
10 3 reviews

Island Retreat In Lonelyville

cottage, Fire Island
This Fire Island cottage in Bay Shore is located 0.3 miles from the Dunewood ferry dock and 0.6 miles from Fair Harbor, offering immediate bay and ocean beach access.
This 4-bedroom, 2-bathroom rental accommodates up to 9 guests and features a separate guest house bedroom, an outdoor shower, ramp entry, and a well-equipped kitchen, with proximity to Robert Moses State Park and Captree State Park.
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.
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