Head of the Harbor Vacation Rentals from ￥12,214: Search Short-Term Rentals

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Vacation Rentals in Head of the Harbor

Private beach nearby, sun loungers, beach umbrellas, beach towels

"Incredible staff, friendly, helpful. "

"Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. "

￥51,380 total

includes taxes & fees

Sep 18 - Sep 19

"We had stayed at Mansoor's a few weeks ago and returned this past weekend. Once again, we found the place spotless, comfortable and well-stocked. We really like this place and expect to return again in the future. "

￥21,689 total

includes taxes & fees

Sep 14 - Sep 15

"Very nice place for a family to stay"

￥185,385 total

includes taxes & fees

Sep 29 - Sep 30

1 bedroom, iron/ironing board, free WiFi, bed sheets

"its small but very nice for a short stay would recommend."

￥24,360 total

includes taxes & fees

Sep 5 - Sep 6

"Very comfortable space & accomodating host! Fantastic views of Northport Harbour and steps away from the water's edge! Would return and strongly recommend."

"From the moment we booked this trip we knew we were in for a treat. Windows on the Sea did not disappoint! From the early communication with our hosts and their thoughtful check-ins leading up to our trip, this was the best experience we could ask for. We highly recommend staying here!"

"The beach is private and you need to be a Brookhaven resident to be admitted. This is not specified anywhere on the listing. Communication about this with the owner via app was rather poor. "

￥45,078 total

includes taxes & fees

Sep 7 - Sep 8

"The property was very quaint and comfortable. We'll probably stay again in the future"

￥22,193 total

includes taxes & fees

Sep 5 - Sep 6

"Great stay great people great costumer care definitely reccomend"

￥158,154 total

includes taxes & fees

Sep 11 - Sep 12

"Great time...close to the beach or the bay"

"We wanted an inexpensive place to stay out on Long Island for July 4th weekend. We were a 15-20 minute drive to the beautiful beaches of Robert Moses and a 2 hour drive from Montauk.We were able to stay for a very reasonable price over a notoriously expensive weekend.Jenelle's communication was direct, welcoming and helpful.We would definitely stay here again!"

￥29,666 total

includes taxes & fees

Sep 6 - Sep 7

"good time"

￥93,287 total

includes taxes & fees

Sep 5 - Sep 6

"Nice house and great pool. "

￥434,709 total

includes taxes & fees

Sep 29 - Sep 30

"We've stayed here twice when visiting family in town, it's a lovely space and very welcoming."

"Has a very nice stay."

"Spacious, clean and host was very responsive to any questions we had ! "

￥76,404 total

includes taxes & fees

Sep 7 - Sep 8

"Augustine was very helpful and nice!It was a great price that enabled us to visit friends and family for the holidays "

￥30,953 total

includes taxes & fees

Sep 7 - Sep 8

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Top Head of the Harbor Hotel Reviews

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:

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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 are some of the best vacation rentals that Head of the Harbor has to offer?

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.: This vacation home rental near Head of the Harbor has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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 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.

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Head of the Harbor Vacation Rentals

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Vacation Rentals in Head of the Harbor

DUNE Fairfield Beach

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

Business or Weekend escape

Newly Renovated Luxury Beach House Ocean Bay Park

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Waterfront Beach Cottage Sunsets Inspiring Cozy Peaceful Private 1 hr NYC

Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters

Walk to Beach 2BR Near Dining & Shopping

Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR

Spacious Home Located Close to Stony Brook!

Spacious 5-bedroom villa in pleasant Setauket- East Setauket with WiFi, AC

Weekends, midweeks and full weeks available! Steps to Beach, town and ferries!

Tiny Home Private, Students, Nurses, Tech

Modern Vacation home. Close to The Hamptons

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Charming 4 bedroom home with pool, basketball court, in superb East Patchogue

1856 Trading House w/ walk to water

OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!

Charming 3-bedroom modern family retreat!

1 bedroom 1 bath private entrance

Top Head of the Harbor Hotel Reviews

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