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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

4th Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork - Long Island, NY
9.8 19 reviews

4th Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

cottage, Aquebogue
This waterfront cottage in Aquebogue, on the North Fork of Long Island, offers 365 feet of direct Peconic Bay access and is located within miles of Long Island's Wine Country.
This 550 square foot rental accommodates up to 5 guests with 2 bedrooms and 1 bathroom, featuring a kitchen with a fridge and microwave, air conditioning, internet, parking, and complimentary use of kayaks, paddle boards, and canoes.
Stylish Loft With Parking Near Nyc + Hospital - Long Island, NY
9.6 16 reviews

Stylish Loft With Parking Near Nyc + Hospital

cottage, Stamford
This charming cottage is conveniently located in central Stamford, just a short walk from the E. Gaynor Brennan Golf Course, Stamford Hospital, and the Museum of Black World War II History. Guests rave about its excellent location and amenities, making it a popular choice for travelers.
The cottage features one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy a fully equipped kitchen, laundry facilities, and convenient amenities like a coffee maker and hair dryer, perfect for a relaxing and comfortable stay.
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.
Renovated Cottage, Steps To The Beach & Wine Trail - Long Island, NY
9.6 185 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.

Best Long Island, NY cottages with a garden

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.
Summerset Villa By Rove - Family Home With Pool & Hot Tub - Long Island, NY
No reviews

Summerset Villa By Rove - Family Home With Pool & Hot Tub

cottage, Bridgehampton
This cottage in Bridgehampton is located less than 1.25 miles from the East End Children's Museum and the South Fork Natural History Museum and Nature Center, and within 1.88 miles of Wolffer Estate Vineyard and Hampton Classic Horse Show Grounds.
This rental offers air conditioning, a swimming pool, a garden, parking, and a full kitchen with a microwave and dishwasher, plus a fireplace for cozy evenings.
Beachside Branford- Walk To Beach, Grill - Long Island, NY
9.8 8 reviews

Beachside Branford- Walk To Beach, Grill

cottage, Branford
This Pine Orchard cottage, located 1.8 miles from the Stony Creek-Thimble Islands Historic District and 2 miles from Stony Creek Brewery, offers a peaceful escape near Branford's attractions.
The three-bedroom, one-bathroom house sleeps six, features a fully equipped kitchen, patio, and free parking, and is perfect for exploring the Thimble Islands or enjoying local craft beer.
4 Mi To Beach & Dtwn! Charming Fairfield Home - Long Island, NY
No reviews

4 Mi To Beach & Dtwn! Charming Fairfield Home

cottage, Fairfield
This cottage in Fairfield's Tunxis Hill neighborhood is located within 5 miles of Longfellow Park, Lafayette Park, and Fairfield University, and also offers proximity to Seaside Park and Lake Mohegan.
This pet-friendly rental includes a microwave, dishwasher, air conditioning, a garden, parking, a dryer, two bathrooms, and a patio, with barbecues and free Wi-Fi available in common areas.

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

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.
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.

Best pet friendly Long Island, NY cottages

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

Charming Rocky Point Home ~ 1 Mi To Beach! - Long Island, NY
No reviews

Charming Rocky Point Home ~ 1 Mi To Beach!

cottage, Rocky Point
This Rocky Point cottage is located within two miles of the Tesla Science Center at Wardenclyffe, Clifton H. Lee Memorial Park, and North Shore Beach, offering easy access to local attractions.
The pet-friendly vacation home includes a dishwasher, air conditioning, free Wi-Fi, and parking, along with a TV and in-unit amenities like a ceiling fan and iron/ironing board.
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.
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.
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.
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