Head of the Harbor Vacation Rentals
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Vacation Rentals in Head of the Harbor

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Centereach NY
With a stay at this vacation home in Centereach, you'll be within a 5-minute drive of Stony Brook University and Smithaven Mall.

BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Milford CT
With a stay at this vacation home in Milford, you'll be by the sea, a 3-minute walk from The Coastal Center at Milford Point and a 5-minute drive from Silver Sands State Park.

Spacious 5BR Home • Sleeps 10 • Near NYC & Long Island Beaches
Syosset NY
With a stay at this vacation home in Syosset, you'll be within a 15-minute drive of Roosevelt Field Mall and Syosset Hospital.

Cheerful 5 bed Residential house.
Bridgeport CT
With a stay at this vacation home in Bridgeport (South End), you'll be steps from University of Bridgeport and 3 minutes by foot from Seaside Park.

Cozy Cottage with Fire Pit, near Beach
Fairfield CT
$504 nightly
The price is $570 total per night
$570 total
Apr 9 - Apr 10
Total with taxes and fees
Located in Fairfield, this vacation home is within a 5-minute drive of Fairfield University and Regina A. Quick Center for the Arts.

Fire Island Beach House
Ocean Bay Park NY
When you stay at this vacation home in Bay Shore, you'll be near the beach, within a 15-minute walk of Great South Bay and Ocean Beach.

Peaceful Affordable Huge House Near Paintball + Beaches + Parks
Dix Hills NY
$981 nightly
The price is $1,121 total per night
$1,121 total
Mar 12 - Mar 13
Total with taxes and fees
Located in Huntington Station, this vacation home is within a 5-minute drive of Suffolk County Community College - Michael J. Grant Campus West and Hauppauge Industrial Park.

Beach Bungalow Ocean Beach
Ocean Beach NY
With a stay at this vacation home in Ocean Beach, you'll be a 3-minute walk from Great South Bay and 6 minutes by foot from Ocean Beach.

Brand-New 1-Bedroom Modern and Luxurious Retreat
South Farmingdale NY
With a stay at this vacation home in Farmingdale, you'll be within a 15-minute drive of Roosevelt Field Mall and Bethpage State Park.

Adorable Cottage with Water Views, Across the street from Prime & other eateries
Halesite NY
A stay at this vacation home places you in the heart of Huntington, within a 5-minute drive of Huntington Hospital and Heckscher Museum of Art.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic NY
$914 nightly
The price is $1,044 total per night
$1,044 total
Mar 24 - Mar 25
Total with taxes and fees
Located in Mastic, this vacation home is by the ocean, within a 5-minute drive of Wertheim National Wildlife Refuge and Carmans River.
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View all propertiesLowest 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.
Head of the Harbor Vacation Rentals essential information
Accommodation | 475 Vacation Rentals |
|---|---|
Lowest Price | $570 |
Highest Price | $1,121 |
Popular accommodation | Cozy 4-bedroom house with AC and WiFi in Centereach, New York. , BREATHTAKING BUNGALOW-HOME AWAY FROM HOME, Spacious 5BR Home • Sleeps 10 • Near NYC & Long Island Beaches, Cheerful 5 bed Residential house., Cozy Cottage with Fire Pit, near Beach, Fire Island Beach House, Peaceful Affordable Huge House Near Paintball + Beaches + Parks, Beach Bungalow Ocean Beach, Brand-New 1-Bedroom Modern and Luxurious Retreat, Adorable Cottage with Water Views, Across the street from Prime & other eateries, Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf., Spacious Home Located Close to Stony Brook! |

