Head of the Harbor Vacation Rentals

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Vacation Rentals in Head of the Harbor

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (52)
"Absolutely perfect location for visiting Fairfield University! Everything about it exceeded our expectations."
The price is NT$7,409
NT$10,315 total
includes taxes & fees
Apr 21 - Apr 22
DUNE Fairfield Beach

LUXURY BAY SHORE HOME

2.0 star property
The price is NT$26,061
NT$49,345 total
includes taxes & fees
Apr 21 - Apr 22
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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Other types of properties in Head of the Harbor you may be interested in

Hampton Inn Long Island-Brookhaven

2.5 star property
8.8 out of 10, Excellent, (1062)
"Wonderful"
The price is NT$3,888
NT$4,442 total
includes taxes & fees
May 1 - May 2
Hampton Inn Long Island-Brookhaven

Hyatt Regency Long Island

3.5 star property
8.2 out of 10, Very Good, (1010)
"Great hotel "
The price is NT$4,131
NT$4,720 total
includes taxes & fees
Apr 27 - Apr 28
Hyatt Regency Long Island

The Circle Hotel Fairfield

3.0 star property
9.0 out of 10, Wonderful, (1331)
"Had a very nice stay at this property for a night while in town for a college tour with my daughter. Rooms are well kept and very clean. Could use a few more amenities, such as a box of tissues and a dirty clothes bag. Bed was very comfortable. Property was conveniently located to downtown Fairfield, Fairfield University, Sacred Heart University and Westport. "
The price is NT$4,374
NT$5,030 total
includes taxes & fees
Apr 21 - Apr 22
The Circle Hotel 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.

Frequently asked questions

Are there vacation rentals in Head of the Harbor?

Yes, we offer vacation rentals close to top attractions in Head of the Harbor, or you can choose a more remote option if you'd like a relaxing place to 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 Stony Brook Grist Mill and Harmony Vineyards.

What are vacation rentals like in Head of the Harbor?

Vacation rentals are private accommodations you can reserve for several days or longer in Head of the Harbor. Vacation rentals offer extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family gatherings.