Top friendly cottages in Long Island, NY with cozycozy

Long Island, NY

08/04 – 08/11

$3281/nighttotal: $22967 (7 )

Luxury Montauk Waterfront Cottage With Private Spa & Sunset Views

1 2

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.

10 22 reviews

Long Island, NY

06/27 – 07/04

$871/nighttotal: $6097 (7 )

Modern Cottage With New Heated Pool

2 2

cottage, Mattituck

This charming cottage is located on the North Fork, just a short walk from Love Lane in Mattituck, a lively street with restaurants, cafes, and shops. The cottage has received excellent user ratings, making it a popular choice for travelers visiting the area.
The 1190 square foot cottage comfortably accommodates four guests in its two bedrooms. The cottage boasts a private heated pool, a well-stocked kitchen, and a garden, making it perfect for relaxing and enjoying the beautiful surroundings.

Long Island, NY

08/20 – 08/25

$1691/nighttotal: $8455 (5 )

Seabreeze 4 Charming Cottage Walk To Us Open

2 2

cottage, Tuckahoe

This Hampton Bays cottage, near Cooper's Beach and the Hamptons Beaches, offers easy access to shopping at Victoria's Secret and Nancy + Co.
The two-bedroom, one-bathroom house sleeps six with two king-sized beds, a living room futon, Wi-Fi, and air conditioning.

Long Island, NY

06/27 – 07/04

$813/nighttotal: $5691 (7 )

Newly Renovated Charming Greenwich Guest Cottage

2 2

cottage, Greenwich

This 2-bedroom cottage in Greenwich offers a rural setting, located 7 miles from Greenwich Avenue, 14 miles from Hawthorne Beach, and 28 miles from Rockefeller State Park Preserve.
This accommodation accommodates up to 4 guests and includes air conditioning, internet access, and basic toiletries, providing a convenient base for exploring nearby attractions like the Westchester County Center and Bush Holley House Museum.

Long Island, NY

09/22 – 10/02

$609/nighttotal: $6090 (10 )

Tranquil & Pet-friendly Estate On Long Island!

1 2

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.

8.0 1 review

Long Island, NY

08/12 – 08/27

$372/nighttotal: $5580 (15 )

Charming Long Island Home W/ Fenced Yard!

1 3

cottage, Freeport

This charming cottage is located just a short walk from Merrick Road Park, Sea Breeze Waterfront Park, and Norman Levy Park and Preserve, offering easy access to outdoor recreation and scenic views. The cottage is also conveniently located near Freeport Station, making it easy to explore other parts of Long Island.
The cottage features a fully equipped kitchen with an oven, stovetop, and microwave, allowing guests to prepare their own meals. You can also enjoy free Wi-Fi in public areas and free self-parking, making your stay even more comfortable and convenient.

9.2 17 reviews

Long Island, NY

09/19 – 10/31

$193/nighttotal: $8106 (42 )

Cozy Country Cottage #2

1 2

cottage, Miller Place

This Miller Place cottage, less than a mile from Cedar Beach and six miles from Clifton H. Lee Memorial Park and John T. Mather Memorial Hospital, offers convenient access to local attractions. This one-bedroom, one-bathroom house sleeps four, includes a fully equipped kitchen, private patio, Wi-Fi, laundry facilities, a spa, and pet-friendly accommodations.

Long Island, NY

08/20 – 09/13

$2458/nighttotal: $58992 (24 )

20-acre Hamptons Nature Escape W/ Hot Tub & Pool

1 2

cottage, Amagansett

This Amagansett North cottage is located within 3 miles of Amagansett Square, Amelia Cottage Museum, Leiber Collection, Atlantic Double Dunes Preserve, and The Hamptons Beaches.
This pet-friendly vacation rental features a kitchen with a microwave and dishwasher, air conditioning, a swimming pool, a garden, and a fireplace, with complimentary WiFi and free self-parking available.

10 4 reviews

Long Island, NY

09/12 – 09/25

$387/nighttotal: $5031 (13 )

Welcome To Paradise!!! The Perfect Beach Cottage!

3 1

cottage, Keansburg

This Keansburg cottage is located within a 15-minute walk of Ideal Beach, Belvedero Beach, and Runaway Rapids Waterpark, and less than a mile from Keansburg Amusement Park.
This three-bedroom, two-bathroom house sleeps six and includes in-unit laundry, air conditioning, Wi-Fi, and is pet-friendly.

$Charming 2-bedroom Cottage With Wifi, Ac In Enjoyable Hampton Bays\nwaterview - Long Island, NY$

Long Island, NY

06/30 – 07/30

$529/nighttotal: $15870 (30 )

Charming 2-bedroom Cottage With Wifi, Ac In Enjoyable Hampton Bays\nwaterview

2 1

cottage, Hampton Bays

This cottage is located in Hampton Bays, a short drive from Splish Splash Water Park and the natural beauty of The Hamptons Beaches and Cooper's Beach.
This 2-bedroom, 1-bathroom dwelling accommodates up to 4 guests and features WiFi, air conditioning, and a fully equipped kitchen for a comfortable stay.

9.0 7 reviews

Long Island, NY

06/27 – 07/04

$1052/nighttotal: $7364 (7 )

1st Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

2 2

cottage, Aquebogue

This waterfront cottage in Aquebogue, situated on the North Fork of Long Island, offers 365 feet of Peconic Bay shoreline and is located within miles of Long Island's Wine Country.
This pet-friendly, family-friendly 600 square foot cottage sleeps 5 guests and features air conditioning, internet, a kitchen with a fridge and microwave, a screened-in porch, and complimentary use of kayaks, paddle boards, and canoes.

9.4 78 reviews

Long Island, NY

08/02 – 08/06

$279/nighttotal: $1116 (4 )

Cozy Home Near Private Beach , Close To New Haven Area Colleges Hospitals

2 1

cottage, Branford

This cottage, located in the heart of Branford, is just 2 miles from Farm River State Park and other attractions. Guests have given it an excellent rating.
With a floor area of 1100 square feet, this 2-bedroom, 1-bathroom cottage can accommodate up to 4 guests. It features a private pool, fireplace, upscale touches, outdoor pool, garden, barbecue grills, free WiFi, and a sofa bed.

Best family friendly Long Island, NY cottages

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

10 27 reviews

Long Island, NY

06/30 – 07/30

$522/nighttotal: $15660 (30 )

The Bay Breeze

2 1

cottage, Cutchogue

The Bay Breeze cottage is located in Cutchogue, overlooking East/Eugenes Creek, and is a short bike ride from local wineries, farms, and restaurants. The cottage has excellent user, location, and cleanliness ratings.
The cottage has a spacious open floor plan and can accommodate up to four guests. Amenities include a private dock, a boat slip, a large deck, a fire pit, a gas griddle, a luxurious outdoor shower, and a fully equipped kitchen.

10 3 reviews

Long Island, NY

08/04 – 08/06

$619/nighttotal: $1238 (2 )

The Island Sound: Ocean View Cottage Near Yale, Beach, Downtown, Hikes

2 4

cottage, New Haven

This beachfront New Haven cottage is located in the desirable East Shore neighborhood, less than 1.2 miles from Fort Hale Park, New Haven Harbor, and Lighthouse Point Park, with easy access to West Silver Sands Beach and Shell Beach.
This two-bedroom, two-bathroom home sleeps six and features a private balcony, free Wi-Fi, a fully equipped kitchen with a refrigerator, microwave, and dishwasher, and parking; nearby attractions include a golf course.

10 2 reviews

Long Island, NY

08/06 – 08/09

$1102/nighttotal: $3306 (3 )

Seaside Cottage: 1 Block To Free Beach W/ Ny Skyline. 30min To Nyc.

4 3

cottage, Keansburg

This Keansburg waterfront rental is conveniently located three blocks from a free beach, the Keansburg Amusement Park, and offers easy access to the Keansburg boardwalk with its stunning New York City skyline views.
This newly renovated four-bedroom, one-bathroom house sleeps nine, features a fully equipped kitchen with dishwasher, in-unit laundry, two smart TVs, a shaded patio, fire pit, and provides beach chairs and toys; street and private drive parking is available.

10 1 review

Long Island, NY

12/21 – 01/04

$911/nighttotal: $12754 (14 )

1940s Fishermans Cottage Close To Beach. Right Next To The Water Mill Museum.

3 1

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

9.9 88 reviews

Long Island, NY

08/02 – 08/03

$1199/nightfor 1 night

Beach Cottage On Fire Island

4 7

cottage, Fire Island

This Fire Island cottage is located in a quiet area, just a 15-minute walk from Ho-Hum Beach, Great South Bay, and Ocean Beach.
The four-bedroom cottage features a patio, a fully equipped kitchen, a Jacuzzi, and a garden, accommodating up to 10 guests.

9.3 91 reviews

Long Island, NY

09/12 – 09/25

$1563/nighttotal: $20319 (13 )

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

2 1

cottage, 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.

10 6 reviews

Long Island, NY

12/21 – 01/04

$427/nighttotal: $5978 (14 )

East Hampton/springs Cottage- Minutes Walk To Sea

2 1

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.

9.8 7 reviews

Long Island, NY

07/19 – 07/22

$1444/nighttotal: $4332 (3 )

Hamptons Vacation Rental W/ Seasonal Pool!

3 3

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.

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?
Secluded Southampton Cottage W/pool & Spa, Luxury Cottage By The Sea With Hot Tub And Pool and Fairy Tale Guest Cottage In Magic Garden By Pool 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?
The best cottages with a jacuzzi in Long Island, NY are Cozy Cottage Getaway, Secluded Southampton Cottage W/pool & Spa and Luxury Cottage By The Sea With Hot Tub And Pool.
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?
The best pet friendly cottages in Long Island, NY are Landmark Cottage - Brownstone Block, The Red Cottage Circa 1936 and Fall Sale|cozy Cottage|walk To Beach|pet-friendly.
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

10 7 reviews

Long Island, NY

08/06 – 08/09

$1175/nighttotal: $3525 (3 )

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

2 2

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.

10 105 reviews

Long Island, NY

09/04 – 09/08

$1373/nighttotal: $5492 (4 )

Waterfront Cottage In Branford

4 3

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.

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.

Best pet friendly Long Island, NY cottages

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

9.6 18 reviews

Long Island, NY

08/09 – 08/15

$801/nighttotal: $4806 (6 )

Beachfront Cottage Located In The Heart Of Fairfield Beach!!

3 4

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.

10 14 reviews

Long Island, NY

08/09 – 08/15

$483/nighttotal: $2898 (6 )

Escape To 'River Cottage. Ready For Hiking, Fishing, Or A Peaceful Break?

2 4

cottage, Weston

This Weston cottage, located 2.7 miles from Brett Woods Park and within 6 miles of both Lucius Pond Ordway/Devil's Den Preserve and the Connecticut Golf Club, offers easy access to outdoor recreation.
This pet-friendly, two-bedroom, one-bathroom house sleeps four, features a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, and a smart TV, and includes on-site parking.

Long Island, NY

07/10 – 07/13

$291/nighttotal: $873 (3 )

Cozy 1-bedroom Cottage In Delightful Mastic Beach With Ac

1 3

cottage, Mastic Beach

This Mastic Beach bungalow is located near the William Floyd Estate and the TWA Flight 800 International Memorial, offering 620 square feet of living space.
This one-bedroom retreat accommodates up to three guests and includes internet, air conditioning, and is pet-friendly, with nearby attractions like Bellport Country Club and Waterdrinker Family Farm & Garden.

Long Island, NY

08/20 – 08/25

$412/nighttotal: $2060 (5 )

Peaceful 2-bedroom Cottage With Ac In Charming Milford

2 2

cottage, Milford

This two-bedroom, one-bathroom cottage in Milford is located near the Barnum Museum, Downtown Cabaret Theatre, Stratford Historical Society Capt David Judson House, and Bridgeport Downtown South Historic District.
This pet-friendly rental accommodates up to six guests and includes air conditioning, internet, a bathtub, and a hair dryer, with a 11:00 AM check-out time.

Compare holiday parks in Long Island, NY from 100+ providers!

565 Best cottages in Long Island, NY

Luxury Montauk Waterfront Cottage With Private Spa & Sunset Views

Modern Cottage With New Heated Pool

Seabreeze 4 Charming Cottage Walk To Us Open

Newly Renovated Charming Greenwich Guest Cottage

Tranquil & Pet-friendly Estate On Long Island!

Charming Long Island Home W/ Fenced Yard!

Cozy Country Cottage #2

20-acre Hamptons Nature Escape W/ Hot Tub & Pool

Welcome To Paradise!!! The Perfect Beach Cottage!

Charming 2-bedroom Cottage With Wifi, Ac In Enjoyable Hampton Bays\nwaterview

1st Of 6 Premier Waterfront Vacation Rentals On Long Island Ny In Wine Country Of Famed North Fork

Cozy Home Near Private Beach , Close To New Haven Area Colleges Hospitals

Best family friendly Long Island, NY cottages

The Bay Breeze

The Island Sound: Ocean View Cottage Near Yale, Beach, Downtown, Hikes

Seaside Cottage: 1 Block To Free Beach W/ Ny Skyline. 30min To Nyc.

1940s Fishermans Cottage Close To Beach. Right Next To The Water Mill Museum.

Best Long Island, NY cottages with a garden

Beach Cottage On Fire Island

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

East Hampton/springs Cottage- Minutes Walk To Sea

Hamptons Vacation Rental W/ Seasonal Pool!

Frequently Asked Questions about cottages in Long Island, NY

Nearby regions

Best Long Island, NY cottages with jacuzzi

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

Waterfront Cottage In Branford

Cozy Country Cottage #3

Best pet friendly Long Island, NY cottages

Beachfront Cottage Located In The Heart Of Fairfield Beach!!

Escape To 'River Cottage. Ready For Hiking, Fishing, Or A Peaceful Break?

Cozy 1-bedroom Cottage In Delightful Mastic Beach With Ac

Peaceful 2-bedroom Cottage With Ac In Charming Milford