Search Vacation Homes in Head of the Harbor
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Our top choices for Head of the Harbor vacation homes
Vacation Home in Saint James
The Bella Vista St James! Waterfront house with a beach dock and so much more!10.0 out of 10, Exceptional, (1)
"This property is beautiful and the host was very responsive. We were in town for a funeral so unfortunately wasnt able to enjoy the house as much as I would have liked to. The view is breathtaking, we saw deer, wild turkeys, swans and more. I would suggest kids 8 would be better suited. I had to chase my little around to ensure they weren't touching or playing with any of the decorations. Plenty of bathrooms and counter space. No cell reception but the Wi-Fi worked throughout the whole home....
Devin k.
$1,762 nightly
The price is $2,014
Dec 18 - Dec 19
Total with taxes and fees
Vacation Home in Ronkonkoma
The Royal Suite - Ronkonkoma10.0 out of 10, Exceptional, (4)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
Maureen F.
Vacation Home in Shirley
3 Story Beach Waterview, 3 KING bed, golf putting green!10.0 out of 10, Exceptional, (21)
"The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! "
Red F.
$546 nightly
The price is $624
Dec 17 - Dec 18
Total with taxes and fees
Vacation Home in Stratford
Business or Weekend escape9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
Cindy
$130 nightly
The price is $147
Jan 1 - Jan 2, 2026
Total with taxes and fees
Vacation Home in Mastic
Hottub, ⛳️, htd pool, Sauna, Basketball10.0 out of 10, Exceptional, (27)
"Stayed here for my wedding weekends and absolutely loved the house! Very spacious and beautiful yard! Had so much fun "
Tiffany I.
$971 nightly
The price is $1,109
Dec 16 - Dec 17
Total with taxes and fees
Vacation Home in Mastic Beach
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.10.0 out of 10, Exceptional, (5)
"Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. "
Leonid T.
$273 nightly
The price is $312
Dec 22 - Dec 23
Total with taxes and fees
Vacation Home in Brentwood
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.9.4 out of 10, Exceptional, (36)
"Very convenient location for where I needed to be. Perfect room to stay for a night "
Sophie B.
$144 nightly
The price is $165
Dec 16 - Dec 17
Total with taxes and fees
Vacation Home in Fairfield
Bright Escape, Top-Rated Design, Fire pit, Near Beach10.0 out of 10, Exceptional, (11)
"Convenient to everything. Lovely place to stay."
Tami S.
$421 nightly
The price is $487
Dec 16 - Dec 17
Total with taxes and fees
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.
Top Head of the Harbor Hotel Reviews
Marriott Melville Long Island
10/10 Excellent
Find out more about Head of the Harbor
Head of the Harbor Vacation Homes information
Number of reviews | 309 |
|---|---|
Accommodation | 475 Vacation Homes |
Lowest Price | $147 |
Highest Price | $2,014 |
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