Book a Dog-Friendly Rental in Head of the Harbor for Your Next Adventure
About Head of the Harbor Pet Friendly Vacation Rentals on Vacation Cottage
Traveling with your pet? With more than 31 luxurious and picturesque oceanfront resorts, hotels, and rentals in or near Head of the Harbor? Vacation Cottage features some truly exceptional places to stay. Whether you are traveling with groups, families, friends, or as a couple to Head of the Harbor, our options provide maximum comfort and scenic views. Many of our luxury destinations welcome pets and offer essential amenities such as full kitchens, Wi-Fi, hot tubs, outdoor pools, recreation and theater rooms, laundry facilities, and more, providing the perfect place to unwind.
Looking for a beach or oceanfront rental that welcomes dogs in Head of the Harbor, New York? Vacation Cottage has a large selection of pet-friendly villas, condos, cabins, and cottages, as well as boutique hotels and luxury resorts. Our rentals cater to both large and small travel groups. Let Vacation Cottage vacation homes assist you in finding the perfect luxury accommodation for you and your pet in Head of the Harbor that meets your travel budgets and desires, offering direct access to stunning beaches and ocean views. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Head of the Harbor Pet-Friendly Rentals
What are the top rated Pet Friendly Vacation 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 Pet Friendly Vacation Rentals in Head of the Harbor:
- Whole home SmartTV pet friendly King bed
- Tranquil & Pet-Friendly Estate on Long Island!
- Historic Beautifully Preserved 1800’s Retreat - Large 1bd Apt in PJ Village
- The Bella Vista St James! Waterfront house with a beach dock and so much more!
- Modern 1 bedroom apartment near Stony Brook university hospital walking distance
- Private 1 bedroom apt in a quiet neighborhood, close to all!
- Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer
- Residence Inn Long Island Hauppauge/Islandia
- Beautiful historic home in Stony Brook!
- Tranquil and Pet-Friendly Estate on Long Island!
How many pet-friendly vacation rentals are available in Head of the Harbor on Vacation Cottage?
There are more than 31 pet-friendly rentals available on Vacation Cottage. Check prices and availability in Head of the Harbor and last updated on November 2025. Check an individual property if they have restrictions on the size or numbers of pets.
Which is the best dog-friendly place to stay in Head of the Harbor?
There are many dog-friendly vacation homes available in Head of the Harbor. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Head of the Harbor:
- Private bedroom near Stony Brook university
- Tranquil and Pet-Friendly Estate on Long Island!
- Beautiful Private Room Near Stony Brook University
- Blue Cottage East Setauket
Do you have any luxury vacation homes that allow pets in or near Head of the Harbor?
Most definitely! There are many luxury places to stay in Head of the Harbor. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Head of the Harbor. Though note, more expensive is not always better.
What is the price of a pet-friendly rental in Head of the Harbor, New York?
The average price of a pet-friendly vacation home is $518. Find our pet-friendly accommodation near Head of the Harbor.
What are the most family-friendly holiday rentals near Head of the Harbor?
At Vacation Cottage, many of our accommodations are perfect for families and allow dogs too. Check out the complete list of pet-friendly holiday rentals in Head of the Harbor to find what works for you.
