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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Head of the Harbor holiday rentals

Classic Suite | Iron/ironing board, free WiFi, bed sheets

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (91 reviews)
"Stayed for a night but had a good experience"
United States
Deanna
The price is ₹18,588
₹27,131 total
includes taxes & fees
14 Jul - 15 Jul
DUNE Fairfield Beach
Terrace/patio

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is ₹11,886
₹22,919 total
includes taxes & fees
23 Jun - 24 Jun
Spacious 3BR Family Home Near Everything
Deluxe Apartment, Non Smoking, Private Bathroom | Interior

Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is ₹12,368
₹28,142 total
includes taxes & fees
8 Jul - 9 Jul
Sundown Escape-South Shore Long Island
House (3 Bedrooms) | Interior

Charming Rocky Point Home ~ 1 Mi to Beach!

Charming Rocky Point Home ~ 1 Mi to Beach!
3.0 star property
Rocky Point
The price is ₹30,943
₹58,096 total
includes taxes & fees
19 Jul - 20 Jul
Charming Rocky Point Home ~ 1 Mi to Beach!
House | 4 bedrooms, Internet

Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
The price is ₹53,036
₹85,944 total
includes taxes & fees
24 Jun - 25 Jun
Stareway to Heaven in Fairfield
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Head of the Harbor Hotel Reviews

Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

10/10 Excellent
"Excellent service"
Roberto 1-night trip
Posted 14 hours ago
Radisson Hotel Hauppauge-Long Island

Find out more about Head of the Harbor

Holiday Rentals in Head of the Harbor

Search for holiday rentals in Head of the Harbor on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Head of the Harbor using one of the methods below:

  • View our selection of featured holiday rentals in Head of the Harbor
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Look no further and take a look at our great range of rental properties in Head of the Harbor!

Frequently asked questions

Are there holiday rentals in Head of the Harbor?

Yes, there are holiday rentals close to the most popular sights in Head of the Harbor, or you can select a more secluded option if you're looking for a relaxing stay. Head of the Harbor is known for its wineries and parks.

What can I see and do in Head of the Harbor?

Explore the area and family-friendly sights such as Vanderbilt Museum, or get out into nature at a spot like Avalon Park and Preserve. Other places in town to visit include Harmony Vineyards and Stony Brook Grist Mill.

What are holiday rentals like in Head of the Harbor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Head of the Harbor. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.