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Long Island, NY cottages
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565 Best cottages in Long Island, NY

Best family friendly Long Island, NY cottages

Among the 565 accommodations in Long Island, NY, here are the 4 best family friendly cottages

Charming Beach Cottage, Steps To Beach, Enjoy Scenic Vineyards & Farm Stands - Long Island, NY
10 2 reviews
Long Island, NY
11/22 – 11/27
$900/nighttotal: $4500 (5 )

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

3 4
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.
Charming Cottage Near Ocean Beaches, Farm Stand, Train & Village - Rr#: 24-872 - Long Island, NY
9.9 21 reviews
Long Island, NY
09/19 – 10/31
$574/nighttotal: $24108 (42 )

Charming Cottage Near Ocean Beaches, Farm Stand, Train & Village - Rr#: 24-872

2 2
cottage , 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.
Southampton Beach & Town Cottage - Long Island, NY
Long Island, NY
10/06 – 10/11
$987/nighttotal: $4935 (5 )

Southampton Beach & Town Cottage

3 5
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.
Historic 3-bedroom Scheffer Cottage One Block To Private Ocean Beach! - Long Island, NY
Long Island, NY
08/01 – 08/31
$1091/nighttotal: $32730 (30 )

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

3 1
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.

Best Long Island, NY cottages with a garden

Cozy Cottage Ponquogue Hampton Bays - Long Island, NY
Long Island, NY
12/28 – 01/03
$407/nighttotal: $2442 (6 )

Cozy Cottage Ponquogue Hampton Bays

2 4
cottage , Hampton Bays
This Hampton Bays cottage is located on a quiet corner lot, a short walk from Shinnecock Bay beaches and the town center's shops and restaurants.
The two-bedroom, two-bathroom house sleeps seven comfortably, featuring a spacious living room with queen and full pull-out couches, a king-sized master bedroom with private backyard access, a bright kitchen, and outdoor amenities including a gas grill and off-street parking for 2-3 cars.
Charming 3-bedroom Beach Cottage In Beautiful Fairfield With Ac - Long Island, NY
Long Island, NY
08/02 – 08/06
$533/nighttotal: $2132 (4 )

Charming 3-bedroom Beach Cottage In Beautiful Fairfield With Ac

3 1
cottage , Fairfield
This cottage, located 200 feet from Long Island Sound in the Fairfield Beach neighborhood, offers direct access to a private beach and is a 5-minute drive from downtown Fairfield's Metro North train station.
This 1000-square-foot house accommodates up to 5 guests, featuring air conditioning, a kitchen with a fridge, microwave, and dishwasher, and is conveniently situated near the Par 3 golf course and the Fairfield Theater Company.
Charming 2 Bedroom Cottage In Peaceful New Canaan - Pet Friendly! - Long Island, NY
10 4 reviews
Long Island, NY
11/22 – 11/27
$583/nighttotal: $2915 (5 )

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

2 4
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.
Peaceful Cottage Getaway Close To Beaches - Long Island, NY
9.9 50 reviews
Long Island, NY
08/06 – 08/09
$812/nighttotal: $2436 (3 )

Peaceful Cottage Getaway Close To Beaches

2 3
cottage , Hampton Bays
This Hampton Bays beach cottage, a short walk from Shinnecock Bay and a 15-minute bike ride from Ponquogue Beach, offers easy access to water activities and local attractions.
The two-bedroom, two-bathroom house sleeps six, features a spacious backyard with an outdoor fireplace and grill, KitchenAid appliances, ample counter space, and includes kayaks and paddleboards for guest use.

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 565 accommodations in Long Island, NY, here are the 3 best cottages with a jacuzzi

Cozy Country Cottage #3 - Long Island, NY
10 32 reviews
Long Island, NY
09/19 – 10/31
$181/nighttotal: $7602 (42 )

Cozy Country Cottage #3

1 2
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.
Waterfront Cottage In Branford - Long Island, NY
10 104 reviews
Long Island, NY
10/09 – 10/13
$1343/nighttotal: $5372 (4 )

Waterfront Cottage In Branford

4 6
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
Long Island, NY
10/06 – 10/11
$982/nighttotal: $4910 (5 )

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

2 5
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 565 accommodations in Long Island, NY, here are the 4 best pet friendly cottages

Easy Nyc Commute: Guttenberg Getaway Near Parks - Long Island, NY
Long Island, NY
07/20 – 07/25
$452/nighttotal: $2260 (5 )

Easy Nyc Commute: Guttenberg Getaway Near Parks

1 2
cottage , Guttenberg
This Guttenberg cottage is located 2.4 miles from the SoJo Spa Club and 2.9 miles from the Jacob K. Javits Convention Center, with Bryant Park and Madison Square Garden within 6.2 miles.
This smoke-free rental offers a fully equipped kitchen with a microwave, complimentary WiFi in public areas, and air conditioning, making it ideal for travelers seeking convenience and comfort.
Beachfront Cottage Located In The Heart Of Fairfield Beach!! - Long Island, NY
9.6 18 reviews
Long Island, NY
06/25 – 07/01
$740/nighttotal: $4440 (6 )

Beachfront Cottage Located In The Heart Of Fairfield Beach!!

3 2
cottage , Fairfield
This Fairfield cottage is located just a short walk from three beautiful beaches, offering a peaceful escape while still being close to attractions like the Fairfield Museum and History Center. Guest reviews consistently rate it as excellent.
The 1,190 square foot cottage can accommodate up to six guests in its three bedrooms and one bathroom. Enjoy amenities like free Wi-Fi, a patio, a fully equipped kitchen, a spa, and private parking.
Seabreeze #3 Cozy Cottage Walk To Us Open - Long Island, NY
10 1 review
Long Island, NY
08/11 – 08/12
$1257/nightfor 1 night

Seabreeze #3 Cozy Cottage Walk To Us Open

2 5
cottage , Hampton Bays
This Hampton Bays beach house is conveniently located near the water, providing easy access to Hampton Bays beaches and Cooper's Beach.
The three-bedroom, one-bathroom home sleeps seven guests comfortably, featuring two queen beds, one twin bed, a living room futon, a full kitchen with fridge, microwave, and dishwasher, air conditioning, Wi-Fi, and parking.
4 Mi To Beach & Dtwn! Charming Fairfield Home - Long Island, NY
Long Island, NY
08/12 – 08/27
$717/nighttotal: $10755 (15 )

4 Mi To Beach & Dtwn! Charming Fairfield Home

1 3
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.
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