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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

Renovated Milford Beach Home By Charles Island/silver Sands Pk - Long Island, NY
10 10 reviews

Renovated Milford Beach Home By Charles Island/silver Sands Pk

cottage, Milford
This cottage is situated near the beach, within a 5-minute walk of Silver Sands State Park and Silver Sands, and less than 2 miles from Walnut Beach and Port Milford. It has excellent user ratings, and it is pet-friendly, welcoming travelers with their furry companions.
The cottage features 2 bedrooms, 1 bathroom, and a guest capacity of 7. It offers a fully equipped kitchen, air conditioning, a terrace or balcony, and a garden for relaxation and outdoor enjoyment. Free WiFi is also available for guests' convenience.
Charming Charming Cottage Located 1 Hour From Nyc - Long Island, NY
No reviews

Charming Charming Cottage Located 1 Hour From Nyc

cottage, Wilton
This 3-bedroom, 3-bathroom cottage in Wilton is located 7 minutes by car from the Wilton Historical Society and 8 minutes from the Ridgefield Playhouse.
This family-friendly rental accommodates up to 5 guests and offers complimentary Wi-Fi, air conditioning, and a full kitchen, with proximity to nature reserves like Lucius Pond Ordway and Seth Low Pierrepont State Park.
Walk To Love Lane! Immaculately Renovated Private Cottage. - Long Island, NY
10 21 reviews

Walk To Love Lane! Immaculately Renovated Private Cottage.

cottage, Mattituck
The cottage is situated in Mattituck, within 2 miles of Scarola Vineyards and Macari Vineyards, and just a 12-minute walk from Mattituck Station. It has an excellent user rating.
The cottage has 1 bedroom, 1 bathroom, and can accommodate up to 4 guests. It features a fully equipped kitchen, a comfortable living space, and a private terrace or balcony. Guests can also enjoy access to a fitness center, tennis court, and barbecue grills.
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.

Best Long Island, NY cottages with a garden

New Jersey Abode - Near Theme Parks, Walk To Beach - Long Island, NY
8.0 3 reviews

New Jersey Abode - Near Theme Parks, Walk To Beach

cottage, Keansburg
If you are looking for a cozy cottage in Keansburg, with direct access to Belvedero Beach, look no further than this waterfront cottage. Runaway Rapids Waterpark, Keansburg Beach and Keansburg Amusement Park are all within a 10-minute walk. This cottage is rated excellent by previous guests.
The cottage has a fully equipped kitchen with an oven, stovetop, microwave, and dishwasher. It also has a patio with outdoor seating, a TV and ceiling fan for comfort, free WiFi and self-parking, and barbecue grills for guest use.
Lovely Cottage In The Heart Of Long Island Wine Country - Long Island, NY
9.8 32 reviews

Lovely Cottage In The Heart Of Long Island Wine Country

cottage, Southold
This waterfront cottage in Southold offers stunning views and a private garden with barbecue grills for outdoor entertainment. It's conveniently located near Horton Lane Beach, Sparkling Pointe, and Horton Point Park.
With an excellent user rating, this 2-bedroom, 2-bathroom cottage features a cozy fireplace, a fully equipped kitchen with a microwave, coffee/tea maker, and dishwasher, and a TV for entertainment. It also has a terrace/balcony, a garden, parking, and allows pets.
Wave Crest Oceanfront Cottage. - Long Island, NY
9.3 95 reviews

Wave Crest Oceanfront Cottage.

house, Montauk
This Montauk beachy cottage is situated on a hill overlooking the ocean, just 1000 feet from the beach. It has excellent user, location, and cleanliness ratings.
The cottage has 2 bedrooms, a floor area of 1000 square feet, and a guest capacity of 6. It features a modern interior with white, clean, and beachy furnishings and linens. Amenities include a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, an indoor heated pool, an outdoor shower, a garden, a spa, a fitness center, a tennis court, and parking. Pets are allowed for an additional fee of $100 per pet, per night.
Cozy Cottage Steps From The Beach In The North Fork - Long Island, NY
8.0 3 reviews

Cozy Cottage Steps From The Beach In The North Fork

cottage, Baiting Hollow
This three-bedroom Baiting Hollow cottage boasts a bluff-top location in Calverton, offering private beach access to the Long Island Sound and proximity to the Suffolk Theater and Hallockville Museum Farm.
The 3-bedroom, 2-bathroom house features a chef's kitchen, high-speed Wifi, a private deck, and accommodates up to six guests, perfect for families or small groups enjoying nearby attractions like the Baiting Hollow Golf Club and Roanoke Vineyards.

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 4 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.
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.
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.
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.

Best pet friendly Long Island, NY cottages

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

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.
Cottage 3 Minute Walk Bridgehampton Town - Long Island, NY
9.7 112 reviews

Cottage 3 Minute Walk Bridgehampton Town

cottage, Bridgehampton
This charming cottage is located in Bridgehampton, just a short 5-minute drive or 10-minute bike ride from the Hampton Classic horse show grounds, offering a peaceful retreat while still being close to the action. The property has received excellent ratings for location, cleanliness, and overall user experience, ensuring a comfortable and enjoyable stay.
The 1,000 square foot cottage has two bedrooms and one bathroom, comfortably accommodating up to five guests. Amenities include a fully equipped kitchen, a private garden, a spa, and a range of activities like biking, beach access, and yoga, making it ideal for families and friends seeking a relaxing and enjoyable getaway.
Idyllic Cozy Cottage In Davis Park, Fire Island - Weekly Rentals Now Available! - Long Island, NY
9.0 4 reviews

Idyllic Cozy Cottage In Davis Park, Fire Island - Weekly Rentals Now Available!

cottage, Fire Island
This Davis Park, Fire Island rental is located on Spindrift Walk, a short walk from both the Atlantic Ocean and Great South Bay beaches, and conveniently close to the Watch Hill National Seashore and The Casino.
This 800-square-foot house features three bedrooms, one bathroom, and sleeps seven guests comfortably, boasting a wraparound deck, a fully equipped kitchen with granite countertops, and modern amenities including Wi-Fi, a washer/dryer, and an outdoor gas grill.
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.
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