Head of the Harbor Rentals By Owner

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 Vacation Rentals in Head of the Harbor:

• Snow Birds, Transitions, Temporary Work Assignments, This is it!
• Charming 3-bedroom house with WiFi and AC in Ronkonkoma, Lake views.
• Updated top level apartment - modern design with open floor plan
• Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/Smithtown
• 3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
• Spacious 5-bedroom villa in pleasant Setauket- East Setauket with WiFi, AC
• WATERFRONT ESTATE. 60 Minutes from NYC and HAMPTONS
• Dreams of Paradise Luxury Home with Pool!
• Stylish 4BR house near Stony Brook University & Hospital
• 4 BR house by Stony Brook University & Hospital

There are many large, family-friendly vacation homes available in Head of the Harbor; however, here are the most popular family rentals listed on our site:

• Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
• Historic Home near Stony Brook Village & Beach
• Spacious 5-bedroom villa in pleasant Setauket- East Setauket with WiFi, AC
• Historic home walking distance to downtown, the harbor, and restaurants!

Yes, there are 81 self-catering vacation homes in Head of the Harbor that have hot tubs, swimming pools, & other amenities.

There are more than 81 luxury villas and vacation homes in or near Head of the Harbor. Filter by price to compare find the most expensive places to stay on Kiawahluxuryrentals.

Yes, there are 81 pet friendly vacation homes and places to stays that are available in or near Head of the Harbor that you may consider.