97+ Vacation Home Rentals in Head of the Harbor |
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  2. New York
  3. Head of the Harbor

Head of the Harbor Vacation Rentals & Ski-in/Ski-out Homes

About Head of the Harbor Vacation Rentals

Explore over 97 vacation rentals in Head of the Harbor with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Head of the Harbor for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Head of the Harbor. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Head of the Harbor tailored to your preferences. On average, these rentals offer 615.46 ft² of space, and are priced at an average of US $648 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Head of the Harbor at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

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Top Types of Ski Accommodations in Head of the Harbor

Type Count
Vacation Homes 47
Holiday Apartments 28
Cottages 3
Villas 2
B&B 1
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Head of the Harbor

★ Pro Tip: Discover Your Ideal Vacation Rental in Head of the Harbor with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.

Weather in Head of the Harbor, NY

View the weather forecast for Head of the Harbor before booking your Head of the Harbor Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Head of the Harbor, NY

Sunski offers a large selection of top attractions around Head of the Harbor . Research things to do on your vacation before you visit Head of the Harbor.


Avalon Park and Preserve
Harmony Vineyards
Stony Brook Grist Mill
Stony Brook University
Port Jefferson
Paramount Theater
Fairfield University
Lake Ronkonkoma
Norwalk Maritime Aquarium
Baseball Heaven
Oheka Castle
Tanger Outlets
Farmingdale State College
Webster Bank Arena
Sunken Meadow State Park
Historic South Norwalk
Robert Moses Beach
Adventureland
Ocean Beach
Sagamore Hill National Historic Site

Other Places to Stay in Head of the Harbor, NY


Avalon Park and Preserve 93 Properties
Stony Brook Grist Mill 93 Properties
Harmony Vineyards 92 Properties
St. James 24 Properties

Frequently Asked Questions About Head of the Harbor?

What are the top vacation rentals in Head of the Harbor?

When organizing your trip to Head of the Harbor, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Head of the Harbor. Peruse our collection of highly-rated properties and secure your reservation today.

Which vacation homes or resorts in Head of the Harbor are best for families?

Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Head of the Harbor. Enjoy great views, locations and save money with SunSki Resorts.™

How many SunSkiResorts vacation rentals or resorts are available in Head of the Harbor?

Discover the ideal vacation rental in Head of the Harbor with SunSki Resorts™. We provide an extensive selection of over 97 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Head of the Harbor.


People Also Ask

There are 97 Head of the Harbor, NY Vacation Rentals

Recently Booked Vacation Rentals in Head of the Harbor