89+ Pet Friendly Hotels and Vacation Rentals in Head of the Harbor |
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  3. Head of the Harbor

Head of the Harbor Pet Friendly Vacation Rentals

About Head of the Harbor Vacation Rentals

There are more than 89 places to stay in Head of the Harbor and many that are available that welcome pets. These options include dog-friendly hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many pet-friendly places to stay in Head of the Harbor.

Are you seeking a last-minute pets-allowed hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With PetFriendly Head of the Harbor, you can quickly compare different options to find the hottest deals with a single click. Looking for pet travel at a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Head of the Harbor. Places to stay near Head of the Harbor are 625.86 ft² on average, with prices averaging US $649 a night.

PetFriendly makes it easy to find and compare hotels, resorts, and holiday rentals in Head of the Harbor with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your pet-friendly place to stay today.

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Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Head of the Harbor

Type Count
Vacation Homes 44
Holiday Apartments 23
Cottages 3
Villas 2

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

★ Pro Tip: PetFriendly™ has the best results when it comes to finding places to stay that accept pets anywhere around the world. Travelers can find and compare over 10 million listings from all over the world. Use the intelligent Filter feature to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, inns, resorts, and more. Enjoy Pet Travel without Hassle in Head of the Harbor.

Weather in Head of the Harbor, NY

View the weather forecast for Head of the Harbor before booking your hotel or rental.

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

Stay Near Head of the Harbor, NY

PetFriendly finds and compares Pet-Friendly hotels, rentals, and resort listings near many of Head of the Harbor's attractions.


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


St. James 76 Properties
Avalon Park and Preserve 74 Properties
Stony Brook Grist Mill 74 Properties
Harmony Vineyards 73 Properties

Frequently Asked Questions About Head of the Harbor?

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

Find the best options in or near Head of the Harbor for pet-friendly travel. If you are planning a trip or vacation in Head of the Harbor, consider a week or two at exciting pets-allowed hotels, resorts, or other suggested properties best known as Top Vacation Rentals and Places to Stay in Head of the Harbor:

How many PetFriendly vacation rentals are available in Head of the Harbor?

PetFriendly™ updates its properties regularly to bring you a great selection of places to stay with their pet policies clearly spelled out. At present, the total number of active properties listed by PetFriendly in 2025 is over 89 in the Head of the Harbor area, and still growing every day. When we combine listings from multiple websites and travel providers, PetFriendly can provide you with a huge selection of the best places to stay that welcome pets in Head of the Harbor.


People Also Ask

There are 89 Head of the Harbor, NY Vacation Rentals

Recently Booked Pet Friendly Hotels and Vacation Rentals in Head of the Harbor