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/cozy-4-bedroom-house-with-ac-and-wifi-in-centereach-new-york/HA-3213875071" class="class="static-page-link"">Cozy 4-bedroom house with AC and WiFi in Centereach, New York.</a> <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/historic-home-walking-distance-to-downtown-the-harbor-and-restaurants/HA-3212059472" class="class="static-page-link"">Historic home walking distance to downtown, the harbor, and restaurants!</a> <a href="/property/whole-home-smarttv-pet-friendly-king-bed/HA-3213139121" class="class="static-page-link"">Whole home SmartTV pet friendly King bed</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/charming-1-bedroom-apartment-in-fabulous-kings-park-with-wifi-ac/HA-3214219917" class="class="static-page-link"">Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC</a> <a href="/property/tranquil-pet-friendly-estate-on-long-island/HA-12120073266" class="class="static-page-link"">Tranquil &amp; Pet-Friendly Estate on Long Island!</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/blue-cottage-east-setauket/HA-3214566384" class="class="static-page-link"">Blue Cottage East Setauket</a> <a href="/property/historic-beautifully-preserved-1800s-retreat-large-1bd-apt-in-pj-village/HA-3214872559" class="class="static-page-link"">Historic Beautifully Preserved 1800’s Retreat - Large 1bd Apt in PJ Village</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 $514 per night. Cabinsincolorado 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: Charming 1 bedroom Stony Brook cottage -walking distance to village & university Blue Cottage East Setauket 'dreams of Paradise' Luxury Home w/Pool! Cozy Riverside Cottage Cozy 4-bedroom house with AC and WiFi in Centereach, New York. Comfort Stay by Stony Brook University & Hospital Hilton Garden Inn Stony Brook 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 Cabinsincolorado</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 2025, the data from Cabinsincolorado shows that there are Over 4 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

Charming 1 bedroom Stony Brook cottage -walking distance to village & university

From US $286

10.0 (6 Reviews)

Cottage

Charming 1 bedroom Stony Brook cottage -walking distance to village & university

Air Conditioner
Parking
TV

Head of the Harbor Cottage Rentals & Holiday Homes

Find the best cottages in Head of the Harbor - We found 4 exact matches

When do you want to travel?