What are the top rated Cottage Rentals in Head of the Harbor?

There are a lot of options in Head of the Harbor. If you plan on staying in the Head of the Harbor area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Head of the Harbor: <a href="/property/snow-birds-transitions-temporary-work-assignments-this-is-it/HA-1214169230" class="class="static-page-link"">Snow Birds, Transitions, Temporary Work Assignments, This is it!</a> <a href="/property/charming-3-bedroom-house-with-wifi-and-ac-in-ronkonkoma-lake-views/HA-3214441875" class="class="static-page-link"">Charming 3-bedroom house with WiFi and AC in Ronkonkoma, Lake views.</a> <a href="/property/updated-top-level-apartment-modern-design-with-open-floor-plan/HA-3213171896" class="class="static-page-link"">Updated top level apartment - modern design with open floor plan</a> <a href="/property/holiday-inn-express-stony-brook-by-ihg/EP-13198" class="class="static-page-link"">Holiday Inn Express Stony Brook by IHG</a> <a href="/property/hilton-garden-inn-stony-brook/EP-5576209" class="class="static-page-link"">Hilton Garden Inn Stony Brook</a> <a href="/property/residence-inn-by-marriott-long-island-hauppauge/EP-870008" class="class="static-page-link"">Residence Inn By Marriott Long Island Hauppauge</a> <a href="/property/beautiful-3-bedroom-house/HA-3213087848" class="class="static-page-link"">Beautiful 3 Bedroom house</a> <a href="/property/hilton-garden-inn-stony-brook/BC-463474" class="class="static-page-link"">Hilton Garden Inn Stony Brook</a> <a href="/property/holiday-inn-express-stony-brook-long-island-by-ihg/BC-298696" class="class="static-page-link"">Holiday Inn Express Stony Brook-Long Island by IHG</a> <a href="/property/danfords-hotel-and-marina/EP-35577" class="class="static-page-link"">Danfords Hotel and Marina</a>

How much does it cost to rent a cottage in Head of the Harbor?

The average cost for a cottage rental in Head of the Harbor is $647 per night. Monttremblantrentals has a wide list of great cottages near Head of the Harbor that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Head of the Harbor that allow pets?

Yes, here are the top cottage rentals in Head of the Harbor that allow you to bring your pet: Cozy 4-bedroom house with AC and WiFi in Centereach, New York. Comfort Stay by Stony Brook University & Hospital 'dreams of Paradise' Luxury Home w/Pool! Historic home walking distance to downtown, the harbor, and restaurants! <a href="/all/usa/new-york/head-of-the-harbor" class="class="static-page-link"">See all pet-friendly vacation rentals in Head of the Harbor on Monttremblantrentals</a>

Do you have any rental cottages in Head of the Harbor that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Head of the Harbor to find one that works for you.

Are there quality cottages in Head of the Harbor that have indoor swimming pools?

As of 2026, the data from Monttremblantrentals shows that there are Over 98 private swimming pools or cottages with indoor pools in the Head of the Harbor area along with other great amenities.

Head of the Harbor Cottage Rentals By Owner

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

From US $548

10.0 (44 Reviews)

House

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Air Conditioner
Parking
TV

Head of the Harbor Cottage Rentals & Holiday Homes

Find the best cottages in Head of the Harbor - We found 98 exact matches

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