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Compare 275 Vacation Homes in Islip with updated reviews, rates, and availability.

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (52)
"The captain cottage was exactly what Mom and I wanted! Beautiful views of the bay,super easy five minute walk to the main street of Cold Spring Harbor, adorable house with everything you need, and Kim was on top of it every time we neededhelp. Thank you so much for hosting us and cannot wait to be back!"
The price is AED 735
AED 1,554 total
includes taxes & fees
10 Dec - 11 Dec
Captain's Cottage - Cold Spring Harbor Water Views

3BR Paradise in Port Jefferson!

3BR Paradise in Port Jefferson!

Waterfront Home magnificent view!

9.4 out of 10, Exceptional, (118)
"Cozy property with stunning views. Yes, it is older but it worked for our needs since my family and I was out of the house for most of the stay. Very close to grocery and other stores for essential needs. Good location!"
The price is AED 643
AED 1,139 total
includes taxes & fees
1 Dec - 2 Dec
Waterfront Home magnificent view!

Cheerful 2-Bedroom Home With On Premises Parking

8.4 out of 10, Very Good, (7)
"Everything was very good and just as stated in the listing. Clean and comfortable. "
Cheerful 2-Bedroom Home With On Premises Parking

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

10.0 out of 10, Exceptional, (22)
"Nice place—modernized and spacious! Perfect for families/friends weekend with separate basement suite! "
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Beautiful Beach House with Large Swimming Pool in Ocean Beach

10.0 out of 10, Exceptional, (34)
"Wonderful vacation! House has everything you need and the location is perfect. Hosts are quick to respond to any questions. Would definitely stay here again!"
Beautiful Beach House with Large Swimming Pool in Ocean Beach

Cozy Modern Ranch House Near Bellport/Hamptons

7.4 out of 10, Good, (3)
"Property was very clean and host was very hospitable and helpful! Lovely place to stay!"
Cozy Modern Ranch House Near Bellport/Hamptons

Your home away from home

5.2 out of 10, (10)
"Easy to find. Quiet neighborhood. My only concern was that the bathroom floor was a very smooth surface and there was no bath mat or anything to help prevent slipping. Minimal linens provided. "
The price is AED 364
AED 437 total
includes taxes & fees
8 Dec - 9 Dec
Your home away from home

Elegant Patchogue Manor

Elegant Patchogue Manor

Marina Beach House - Pet Friendly

10.0 out of 10, Exceptional, (6)
"Super clean and beautifully decorated- would def book again. Host was very responsive to all questions. Gorgeous location as well! "
The price is AED 1,561
AED 2,413 total
includes taxes & fees
1 Dec - 2 Dec
Marina Beach House - Pet Friendly

Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

10.0 out of 10, Exceptional, (73)
"Joe was an amazing and kind host. The house has the most unbelievably scenic backyard, with just incredible natural wild life. Was out of a movie. The house if very well equipped for everything you need and is in an amazing location - walk to beach or to town. Really, really an amazing stay. "
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

Waterfront Sunset Oasis Beach House Village Brewery Winery East End NYC 1 Hr

10.0 out of 10, Exceptional, (4)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
Waterfront Sunset Oasis Beach House Village Brewery Winery East End NYC 1 Hr

Adorable Cottage with Water Views, Across the street from Prime & other eateries

9.8 out of 10, Exceptional, (60)
"We enjoyed our short stay at the cottage! The thoughtful amenities were appreciated (especially ALL your coffee needs except dairy, toiletries, filtered water ready in the fridge), and there were probably more we didn’t take advantage of…we were only there for 3 days and didn’t cook in the house but noticed the pantry was stocked with spices and cooking essentials. The beds and bedding were very comfortable. The outdoor area was lovely and well maintained but we didn’t use it much because of...
Adorable Cottage with Water Views, Across the street from Prime & other eateries

Walkable to all in Downtown Seaford! Clean 1 bed basement unit

9.6 out of 10, Exceptional, (4)
"This was a perfect home base for my short visit to Long Island! It has everything necessary, was close to so many restaurants of all types and the host provided extensive information about the area. The host was communicative and friendly. An overall great stay!"
Walkable to all in Downtown Seaford! Clean 1 bed basement unit

Updated home in great location with spacious living & outdoor features

8.8 out of 10, Excellent, (54)
"We got to the house and it was a lovely house, in a great location. The garbage outside had meat and other garbage not in bags. The storm door was broken which we fixed ourselves, the floor was full of sand, the air conditioner in the kitchen didnt blow cold air and the fan in the ktchen didnt work either, the remote was nowhere to be found. I think some of our money should be refunded."
Updated home in great location with spacious living & outdoor features

Waterfront Home - Breathtaking Views of the Great South Bay & Fire Island

10.0 out of 10, Exceptional, (11)
"This home was beautiful in an amazing location right on the water. Well appointed, quiet, and great communication with the owner. Would definately stay again!"
Waterfront Home - Breathtaking Views of the Great South Bay & Fire Island

A Modern Getaway Perfect for Families & Business

9.4 out of 10, Exceptional, (11)
"We always use this way to stay on vacations because of the size of the family. We had a great time and very clean.hist was also very responsive and accommodating my daughter became sick and needed extra time to check it and host quickly responded and gave the time needed. "
A Modern Getaway Perfect for Families & Business

Ocean Beach Getaway

10.0 out of 10, Exceptional, (8)
"We had a great time in Ocean Beach. House is clean and even nicer/larger than the pictures. It comfortably fit our group of 12 with the pull-out couch. Very close to downtown/ferry and short walk to the beach."
Ocean Beach Getaway

Charming Long Island Home Near Beaches & Golf

9.4 out of 10, Exceptional, (6)
"We had a great time at this cute and immaculate place in Bellmore. Our kids loved the Clubhouse restaurant down the street and we loved the brand-new construction and convenient set up. It was a great home base for visiting with friends in the Long Island area."
Charming Long Island Home Near Beaches & Golf

Romance Vacation Sweet Home

9.4 out of 10, Exceptional, (11)
"The house was immaculate and communication was outstanding! Will stay there every time we come to Long Island!"
Romance Vacation Sweet 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 property types in Islip

Waterfront Cottage cute and cozy

9.4 out of 10, Exceptional, (93)
"It was excellent "
The price is AED 459
AED 940 total
includes taxes & fees
2 Dec - 3 Dec
Waterfront Cottage cute and cozy

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (52)
"The captain cottage was exactly what Mom and I wanted! Beautiful views of the bay,super easy five minute walk to the main street of Cold Spring Harbor, adorable house with everything you need, and Kim was on top of it every time we neededhelp. Thank you so much for hosting us and cannot wait to be back!"
The price is AED 735
AED 1,554 total
includes taxes & fees
10 Dec - 11 Dec
Captain's Cottage - Cold Spring Harbor Water Views

The President Mansion Luxurious 7BR Family Retreat

9.6 out of 10, Exceptional, (4)
"I booked this property for my in-laws to stay at for the weekend of my wedding. There was plenty of space for all the adults and the kids to stay comfortably. The host was helpful, attentive, and accommodating. I would happily stay here again in the future. "
The President Mansion Luxurious 7BR Family Retreat
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.