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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Cottages in Glen Head

Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow
Relax on the pier with lounge chairs and enjoy the serene natural surroundings.

Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow

9.0 out of 10, Wonderful, (7)
"Very comfortable space & accomodating host! Fantastic views of Northport Harbour and steps away from the water's edge! Would return and strongly recommend."
Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow
Quiet Commack Cottage w/ Pool, 8 Mi to Beach!
Enjoy dining and cooking in this well-equipped kitchen with a central island and bar stools.

Quiet Commack Cottage w/ Pool, 8 Mi to Beach!

7.8 out of 10, Good, (8)
"Check in and check out were very easy. The owner replied quickly to my questions. The home was clean and comfortable. The location is very close to major highways with a lot of shopping and restaurants nearby. The neighborhood itself was quiet. "
Quiet Commack Cottage w/ Pool, 8 Mi to Beach!
Cozy, Charming and Private Guest House Near JFK, LIRR, NYC!
Private kitchen

Cozy, Charming and Private Guest House Near JFK, LIRR, NYC!

Cozy, Charming and Private Guest House Near JFK, LIRR, NYC!
Second floor cottage apartment located in a private community.
Relax in this spacious living room with a large sofa, flat-screen TV, and pendant lights.

Second floor cottage apartment located in a private community.

9.6 out of 10, Exceptional, (16)
"This was a great property - location was perfect and the hosts were so easy to communicate with. It was exactly as pictured and was a great stay!"
Second floor cottage apartment located in a private community.
Charming Waterfront Cottage: Great summer rental as well as year round!
Boats dock at the marina, surrounded by residential buildings.

Charming Waterfront Cottage: Great summer rental as well as year round!

Charming Waterfront Cottage: Great summer rental as well as year round!
Island Park Couple's Escape ~ 1 Mi to Beach!
Boats dock at the marina, surrounded by residential buildings and a wooden walkway.

Island Park Couple's Escape ~ 1 Mi to Beach!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This property was utterly charming and very well stocked. The thoughtful touches throughout the studio apartment was very much appreciate it… Felt like a mini vacation!"
Island Park Couple's Escape ~ 1 Mi to Beach!
Walk to Ocean: Pet-friendly Home in Long Beach!
House (3 Bedrooms) | Interior

Walk to Ocean: Pet-friendly Home in Long Beach!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent property and the owner is very nice! We were visiting from Texas and never have been to Long Beach before. Its only about a 45 minute from New York City and love being able to visit New York City and then get some peace and quiet from that busy city. The location of the home is perfect and can walk to the beach about two blocks away. There is a laundry mat around the corner and can knock out your laundry fast. Also tons of restaurants around that are all mom and pop run and the...
Walk to Ocean: Pet-friendly Home in Long Beach!
Central Elmont Studio w/ Great Outdoor Space!
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and oven.

Central Elmont Studio w/ Great Outdoor Space!

3.0 star property
7.0 out of 10, Good, (4)
"The host of this property is very friendly and accommodating. Property overall was great"
Central Elmont Studio w/ Great Outdoor Space!
Bay Shore Vacation Rental ~ 7 Mi to the Beach
Enjoy cooking in this well-equipped kitchen with a microwave, oven, coffee station, and ample counter space.

Bay Shore Vacation Rental ~ 7 Mi to the Beach

3.0 star property
10.0 out of 10, Exceptional, (1)
Bay Shore Vacation Rental ~ 7 Mi to the Beach
Charming 2-bedroom cottage with WiFi, AC and Parking spot Huntington
Enjoy cooking in this well-equipped kitchen with a refrigerator, double sink, and oven.

Charming 2-bedroom cottage with WiFi, AC and Parking spot Huntington

9.6 out of 10, Exceptional, (4)
"Brand new, state-of-the art temperature control system; spacious, private little cottage. Large kitchen area with dining room, pleasant tv room; located minutes from the village of Huntington. Large bathroom located on ground floor, bedrooms upstairs. A chill host, who did not get angry at me for locking myself out, very kind. Felt very welcome there, no fuss, easy-peasy. I would gladly rent that property again."
Charming 2-bedroom cottage with WiFi, AC and Parking spot Huntington
Walk to Beach: Luxe Home w/ Fire Pit in Rowayton!
House (3 Bedrooms) | Interior

Walk to Beach: Luxe Home w/ Fire Pit in Rowayton!

3.0 star property
Walk to Beach: Luxe Home w/ Fire Pit in Rowayton!
Charming Long Island Home w/ Fenced Yard!
House (4 Bedrooms) | Interior

Charming Long Island Home w/ Fenced Yard!

3.0 star property
8.0 out of 10, Very good, (1)
Charming Long Island Home w/ Fenced Yard!
Point Lookout Cottage - Walk to Beach!
Stunning two-story home with a central entrance, flanked by windows and a charming porch.

Point Lookout Cottage - Walk to Beach!

10.0 out of 10, Exceptional, (3)
"Great location and great value for this stay. We will be back."
Point Lookout Cottage - Walk to Beach!
North Babylon Home, Near Belmont Lake State Park!
Kitchen features a gas stove with four burners, microwave, and stainless steel range hood.

North Babylon Home, Near Belmont Lake State Park!

3.0 star property
North Babylon Home, Near Belmont Lake State Park!
Charming New York Escape Near Central Park!
House (3 Bedrooms) | Interior

Charming New York Escape Near Central Park!

3.0 star property
Charming New York Escape Near Central Park!
Trendy 1 bedroom +loft apartment w/ parking
Relax in this inviting living room with a comfortable sofa, flat-screen TV, and cozy rug.

Trendy 1 bedroom +loft apartment w/ parking

10.0 out of 10, Exceptional, (12)
"Perfect for my needs. Would stay again for sure"
Trendy 1 bedroom +loft apartment w/ parking
Long Island Home Near Beaches & Golf
House (2 Bedrooms) | Interior

Long Island Home Near Beaches & Golf

3.0 star property
Long Island Home Near Beaches & Golf
Beach house cottage steps to private beach in the heart of Bayville
Kitchen features a central island, stainless steel refrigerator, and white cabinetry.

Beach house cottage steps to private beach in the heart of Bayville

10.0 out of 10, Exceptional, (9)
"Great location. Very clean modern cottage by the sea. Would love to stay again. "
Beach house cottage steps to private beach in the heart of Bayville
Charming 3-bedroom Steps from Beach in Point Lookout
Relax in this serene outdoor space with a glass-top table and comfortable seating for four, surrounded by lush greenery and a barbecue grill.

Charming 3-bedroom Steps from Beach in Point Lookout

Charming 3-bedroom Steps from Beach in Point Lookout
Charming Valley Stream Home: 24 Mi to Central Park
House (2 Bedrooms) | Interior

Charming Valley Stream Home: 24 Mi to Central Park

3.0 star property
Charming Valley Stream Home: 24 Mi to Central Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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