Book Holiday Homes in Islip

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Islip

Serene Beach Cottage Robbins Rest, Fire Island

Serene Beach Cottage Robbins Rest, Fire Island

Robbins Rest
Stay at this vacation home in Ocean Beach. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Ocean Beach and Atlantique Beach ...
Serene Beach Cottage Robbins Rest, Fire Island
Adorable Cottage with Water Views, Across the street from Prime & other eateries

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

Halesite
Stay at this vacation home in Huntington. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Heckscher Museum of Art and Chateau ...
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Walkable to all in Downtown Seaford! Clean 1 bed basement unit

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

Seaford
Stay at this vacation home in Seaford. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Northwell Health at Jones Beach Theater ...
Walkable to all in Downtown Seaford! Clean 1 bed basement unit
Save an average of 15% on thousands of hotels when you're signed in
Charming 3-bedroom house withAC in Dix Hills

Charming 3-bedroom house withAC in Dix Hills

Dix Hills
Stay at this vacation home in Huntington Station. Enjoy a fitness center, laundry facilities, and air conditioning. Popular attractions Tanger Outlets and Sky ...
Charming 3-bedroom house withAC in Dix Hills
Updated home in great location with spacious living & outdoor features

Updated home in great location with spacious living & outdoor features

Ocean Bay Park
Stay at this vacation home in Ocean Beach. Enjoy laundry facilities, tennis courts, and patios. Popular attractions Ocean Beach and Sunken Forest are located ...
Updated home in great location with spacious living & outdoor features
Beautiful historic home in Stony Brook!

Beautiful historic home in Stony Brook!

2 out of 5
Stony Brook
Stay at this vacation home in Stony Brook. Enjoy laundry facilities and air conditioning. Popular attractions Stony Brook Village Center and Stony Brook Grist ...
Beautiful historic home in Stony Brook!
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

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

Centereach
Stay at this vacation home in Centereach. Enjoy laundry facilities and air conditioning. Popular attractions AMF Centereach Lanes and Smithaven Mall are located ...
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor
Book a stay at this family-friendly vacation home in Cold Spring Harbor. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff ...
Captain's Cottage - Cold Spring Harbor Water Views
Dog-friendly home just blocks from the bay with deck & private hot tub

Dog-friendly home just blocks from the bay with deck & private hot tub

Ocean Beach
Stay at this vacation home in Ocean Beach. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Ocean Beach and Atlantique Beach are located ...
Dog-friendly home just blocks from the bay with deck & private hot tub
Don't see what you're looking for?
See all available properties in Islip
View all properties
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
337 Holiday Homes
Lowest Price
NZ$189
Highest Price
NZ$336
Popular accommodation
Serene Beach Cottage Robbins Rest, Fire Island, Adorable Cottage with Water Views, Across the street from Prime & other eateries, Walkable to all in Downtown Seaford! Clean 1 bed basement unit, Charming 3-bedroom house withAC in Dix Hills, Updated home in great location with spacious living & outdoor features, Beautiful historic home in Stony Brook!, Cozy 4-bedroom house with AC and WiFi in Centereach, New York. , Captain's Cottage - Cold Spring Harbor Water Views, Dog-friendly home just blocks from the bay with deck & private hot tub

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
Book a stay at this family-friendly vacation home in Islip. Enjoy free WiFi, a water park, and a garden. Popular attractions Gallery of Shorthand and SUSA Orlin ...
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

2.5 out of 5
2000 North Ocean Ave., Farmingville, NY
Fully refundableReserve now, pay when you stay
The price is NZ$246 per night from 3 Aug to 4 Aug
NZ$246
3 Aug - 4 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Farmingville. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Hampton Inn Long Island-Brookhaven
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

3 out of 5
10 Aero Rd, Bohemia, NY
Fully refundableReserve now, pay when you stay
The price is NZ$189 per night from 13 July to 14 July
NZ$189
13 July - 14 July
includes taxes & fees
Stay at this 3-star business-friendly hotel in Bohemia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Save an average of 15% on thousands of hotels when you're signed in
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 NZ$336 per night from 6 July to 7 July
NZ$336
6 July - 7 July
includes taxes & fees
Stay at this 4-star golf hotel in Hauppauge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our ...
Hyatt Regency Long Island
Don't see what you're looking for?
See all available properties in Islip
View all properties
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.