Book Holiday Homes in Islip

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Featured Holiday Homes in Islip

2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment

2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment

Ocean Bay Park NY
When you stay at this vacation home in Bay Shore, you'll be by the sea, within a 15-minute walk of Ocean Beach and Great South Bay.
Opens in a new window2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
Modern 5BR Home W/Private Backyard Basket Ball Hoop Near NY& Long Island Beaches

Modern 5BR Home W/Private Backyard Basket Ball Hoop Near NY& Long Island Beaches

Syosset NY
Located in Syosset, this vacation home is within a 15-minute drive of Bethpage Black State Park Golf Course and Roosevelt Field Mall.
Opens in a new windowModern 5BR Home W/Private Backyard Basket Ball Hoop Near NY& Long Island Beaches
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

Northport NY
When you stay at this vacation home in Northport, you'll be on the beach, within a 5-minute walk of Cow Harbor Park and Northport Village Park.
Opens in a new windowBeautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC
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Spacious Home Located Close to Stony Brook!

Spacious Home Located Close to Stony Brook!

Lake Grove NY
With a stay at this vacation home in Lake Grove, you'll be within a 10-minute drive of Stony Brook University and Smithaven Mall.
Opens in a new windowSpacious Home Located Close to Stony Brook!
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

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

Brentwood NY
The price is AU$243 per night from 3 May to 4 May
AU$243
3 May - 4 May
includes taxes & fees
Located in Brentwood, this vacation home is within a 5-minute drive of Hauppauge Industrial Park and Nissequogue River.
Opens in a new windowCozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

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

Ocean Beach NY
With a stay at this vacation home in Bay Shore, you'll be within a 15-minute walk of Ocean Beach and Great South Bay.
Opens in a new windowSpacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park
Peaceful private 2-bedroom house in Bayport. Amazing location!

Peaceful private 2-bedroom house in Bayport. Amazing location!

Bayport NY
The price is AU$446 per night from 11 May to 12 May
AU$446
11 May - 12 May
includes taxes & fees
With a stay at this vacation home in Bayport, you'll be within a 15-minute walk of Oak Road Beach and Great South Bay.
Opens in a new windowPeaceful private 2-bedroom house in Bayport. Amazing location!
Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor NY
The price is AU$834 per night from 11 May to 12 May
AU$834
11 May - 12 May
includes taxes & fees
A stay at this vacation home places you in the heart of Cold Spring Harbor, within a 15-minute walk of Cold Spring Harbor State Park and Cold Spring Harbor Whaling ...
Opens in a new windowCaptain's Cottage - Cold Spring Harbor Water Views
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

Huntington NY
The price is AU$321 per night from 9 May to 10 May
AU$321
9 May - 10 May
includes taxes & fees
With a stay at this vacation home in Huntington, you'll be within a 15-minute drive of Bethpage Black State Park Golf Course and Oheka Castle.
Opens in a new windowCharming 1-bedroom artist den with WiFi, AC in terrific Huntington
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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.

Islip Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Islip vacation homes are the perfect way for you to wing it.

Holiday houses in Islip let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Islip in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Islip adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Islip with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Islip vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Islip Holiday Homes essential information

Accommodation
380 Holiday Homes
Lowest Price
AU$163
Highest Price
AU$834
Popular accommodation
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment, Modern 5BR Home W/Private Backyard Basket Ball Hoop Near NY& Long Island Beaches, Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC, Spacious Home Located Close to Stony Brook!, Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. , Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park, Peaceful private 2-bedroom house in Bayport. Amazing location!, Captain's Cottage - Cold Spring Harbor Water Views, Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

Top trending hotels in Islip

fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

Islip NY
Located in Islip, this vacation home is within a 5-minute drive of Bethpage Ballpark and Cohalan Court Complex.
Opens in a new windowfully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
Hyatt Regency Long Island

Hyatt Regency Long Island

4 out of 5
1717 Motor Parkway Hauppauge NY
Fully refundableReserve now, pay when you stay
The price is AU$201 per night from 25 May to 26 May
AU$201
25 May - 26 May
includes taxes & fees
Located in Hauppauge, Hyatt Regency Long Island is by the ocean, within a 5-minute drive of Hauppauge Industrial Park and Lakeland County Park.
Opens in a new windowHyatt Regency Long Island
East Norwich Inn

East Norwich Inn

2.5 out of 5
6321 Northern Blvd. East Norwich NY
The price is AU$163 per night from 19 May to 20 May
AU$163
19 May - 20 May
includes taxes & fees
Located in East Norwich, East Norwich Inn is in the historical district, within a 10-minute drive of Cold Spring Harbor Laboratory and Tilles Center for the ...
Opens in a new windowEast Norwich Inn
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Inn at Jericho

Inn at Jericho

2 out of 5
101 Jericho Turnpike Westbury NY
Fully refundableReserve now, pay when you stay
The price is AU$166 per night from 20 May to 21 May
AU$166
20 May - 21 May
includes taxes & fees
Located in Westbury, Inn at Jericho is within a 15-minute drive of Roosevelt Field Mall and Hofstra University.
Opens in a new windowInn at Jericho
Don't see what you're looking for?
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.