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Check prices for these dates

In two weeks
19 Sep - 21 Sep
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Top Holiday Rentals in Head of the Harbor

Our top choices for Head of the Harbor holiday rentals

DUNE Fairfield Beach
Private beach nearby, sun-loungers, beach umbrellas, beach towels

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (68)
"Incredible staff, friendly, helpful. "
DUNE Fairfield Beach
LUXURY BAY SHORE HOME
Full-sized fridge, cookware/dishes/utensils

LUXURY BAY SHORE HOME

2.0 star property
The price is ฿25,816
฿48,882 total
includes taxes & fees
7 Sept - 8 Sept
LUXURY BAY SHORE HOME
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

Find out more about Head of the Harbor

Find out more about Head of the Harbor

Search for holiday rentals in Head of the Harbor on Expedia! 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
  • Use the map to find apartments and other holiday homes in the Head of the Harbor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Head of the Harbor while they last

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.