Vacation rentals in Head of the Harbor

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Popular amenities for Head of the Harbor vacation rentals

Stay near Head of the Harbor's top sights

Smith Haven Mall36 locals recommend
Stony Brook Village Center11 locals recommend
Harmony Vineyards9 locals recommend
The Long Island Museum9 locals recommend
Crazy Beans8 locals recommend
Whisper Vineyards7 locals recommend

Other great vacation rentals in Head of the Harbor

Superhost
Apartment in Downtown Stamford
4.83 out of 5 average rating, 6 reviews

Sunny 1BR Apartment

JoanRating, 5 stars3 months ago
Clean , modern apt. Very easy to navigate with the technology. Staff very friendly and helpful. A bit noisy on street outside with traffic. Will definitely rent again with URBY, but request a courtyard side unit
Superhost
Cabin in Shirley
4.87 out of 5 average rating, 153 reviews

A-Frame cabin with private beach & epic sunsets

JenniferRating, 5 stars1 week ago
Amber’s place was immaculate and stunning. This was my 2nd time staying and it was just as magical! The place had plenty of space for a family of 3 and the washer/dryer was very convenient. We had a great time and would stay here again!
Guest favorite
Cottage in Norwalk
4.94 out of 5 average rating, 67 reviews

Seaside Serenity: 2B 1B, Patio,Near Beach

AdamRating, 5 stars1 week ago
We had a wonderful stay at the cabin. It was a perfect size for our family and our son had a great time playing in the yard and the playground right next door. Our hosts were super responsive the couple of times we needed something. We'll definitely be back!
Guest favorite
Apartment in Brentwood
4.84 out of 5 average rating, 32 reviews

Home away your home

GeraldineRating, 5 stars1 day ago
Nice place exactly what the pictures show .. Super nice host.. but if you are looking for a quiet place. This place is definitely not it. You can hear every move and every sound from the people that live upstairs last night we spent a good few hours hearing a baby cry. Also they have the children’s toys such as a trampoline up against the window of the unityou do park on the street and the owner or tenants whoever lives upstairs parks in the driveways. it’s a very tight walk in between cars in the driveway because they do park a lot of cars in the driveway side-by-side.
Guest favorite
Home in Long Beach
5 out of 5 average rating, 36 reviews

Villa Paraiso

SandraRating, 5 stars3 weeks ago
The house was great! Extremely spacious, well located. Communicating with Edwin both before and during the stay was always easy. He responds quickly and is very accommodating. It was an overall great experience!
Guest favorite
Home in Hampton Bays
5 out of 5 average rating, 9 reviews

Hampton Bays Hideaway!

Jho’LeeRating, 5 stars22 months ago
We had another great stay at Claudia's place! This was our third visit to this location, and likely not our last. Thank you!!
Guest favorite
Home in East Patchogue
4.79 out of 5 average rating, 150 reviews

Bay's Edge Vacation Get a Way

BillRating, 5 stars1 week ago
Earl, was great to work with. We were only there for few hours. However I would recommend highly and will look to stay here again should work bring me back out that way.
Guest favorite
Home in Dix Hills
5 out of 5 average rating, 24 reviews

Nice getaway with your family.

Brittani and Chris Rating, 5 stars8 months ago
My group had a wonderful stay. We felt right at home. The property was private and the house was clean. The backyard is beautiful with a great pool. Erol was responsive throughout our stay. I would stay here again!

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  4. Suffolk County
  5. Head of the Harbor