Book a Place to Stay in Head of the Harbor for Your Summer Getaway
About Head of the Harbor Summer Rental on Vacation Cottage
Elevate your summer travels with 67 top-notch stay to make the most of your summer adventures? Consider a summer resort or villa rental in or near Head of the Harbor. Choosing the perfect holiday rental for your upcoming summer getaway on Vacation Cottage is a breeze. Whether you're traveling with family, friends, or a group to Head of the Harbor or its surrounding areas, Vacation Cottage offers a plethora of luxury summer accommodations to select from. Many of these accommodations boast top-notch amenities such as private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxurious bedrooms, bathtubs, and pet-friendly environments.
Searching for a tranquil retreat in Head of the Harbor for an unforgettable summer holiday? Vacation Cottage's summer rental homes are ready to provide you with the utmost comfort you deserve. Whether you're in need of a premium summer condo, luxury flat, resort, villa, bungalow, cozy cabin, RV, or cottage in Head of the Harbor, Vacation Cottage has you covered for your next summer escapade.
Frequently Asked Questions About Head of the Harbor Luxury Rentals
What are the top rated Summer 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 Summer Rentals in Head of the Harbor:
- Snow Birds, Transitions, Temporary Work Assignments, This is it!
- Historic home walking distance to downtown, the harbor, and restaurants!
- Whole home SmartTV pet friendly King bed
- Charming 3-bedroom house with WiFi and AC in Ronkonkoma, Lake views.
- Tranquil & Pet-Friendly Estate on Long Island!
- Updated top level apartment - modern design with open floor plan
- Charming 1 bedroom Stony Brook cottage -walking distance to village & university
- Cozy Riverside Cottage
- Blue Cottage East Setauket
- Historic Beautifully Preserved 1800’s Retreat - Large 1bd Apt in PJ Village
How many summer rentals are available around Head of the Harbor, NY?
In 2025, Vacation Cottage offers 67 summer rentals in or around Head of the Harbor. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
How much does it cost to rent a summer rental in Head of the Harbor?
The average price per night for a summer rental in Head of the Harbor is $763. Check the full list of summer accommodations in Head of the Harbor.
How many summer rentals are available to book in Head of the Harbor?
There are 67 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Vacation Cottage.
Do any summer rentals in Head of the Harbor have a private pool?
Yes, here are some popular summer holiday rentals in Head of the Harbor that have a private or indoor pool:
- Snow Birds, Transitions, Temporary Work Assignments, This is it!
- Duplex Studio Apartment
- 'dreams of Paradise' Luxury Home w/Pool!
- Updated top level apartment - modern design with open floor plan
Check all holiday rentals with a pool in Head of the Harbor on Vacation Cottage.
Can I rent pet-friendly summer rentals in Head of the Harbor?
Yes, We have 67 summer rental homes in Head of the Harbor and types of place to stay in Head of the Harbor include:
- Vacation Homes: 67 available for rent
- Villas: 67 Rentals available for rent
- Holiday Apartments: 67 Rentals available for rent
- Hotels with Suites: 67 Rentals available for book
Do you have a luxury summer rental with a pool in Head of the Harbor?
Yes, of course! There are many luxury summer rental properties in Head of the Harbor. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Head of the Harbor.
