Long Island Vacation Homes

A marina with various boats docked, a house with an American flag, and a clear sky.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Long Island holiday homes

A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

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

Brentwood

Jaelyn

HK$1,291 total

includes taxes & fees

24 Sept - 25 Sept

A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

2. The Royal Suite - Ronkonkoma

Ronkonkoma

Maureen F.

HK$2,717 total

includes taxes & fees

5 Oct - 6 Oct

A wooden deck with a white railing, a stone pathway, and a white fence in the background.

3. Spacious 3BR Family Home Near Everything

Central Islip

HK$2,495 total

includes taxes & fees

5 Oct - 6 Oct

A bedroom with a bed, bedside tables, a nightstand, a desk, and a chair.

4. Cozy Studio by Hofstra University

Uniondale

Tyshieka R.

HK$1,285 total

includes taxes & fees

22 Oct - 23 Oct

A living room with a sectional sofa, a glass coffee table, a blue armchair, and a black furry rug.

5. Oceanside Harbor

Oceanside

Chad H.

HK$2,137 total

includes taxes & fees

23 Sept - 24 Sept

A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

6. Sundown Escape Near SouthShore University Hospital

Bay Shore

HK$2,688 total

includes taxes & fees

5 Oct - 6 Oct

A modern living room with a black leather sofa, a flat-screen TV, a dining area with a table and chairs, and a staircase.

7. Lofty Cozy Suite near Nassau Coliseum and Hofstra University

Hempstead

Austin W.

HK$1,970 total

includes taxes & fees

23 Sept - 24 Sept

A living room with a blue door, a white shelf, a grey sofa with patterned cushions, and a small table with a decorative item.

8. Bright & Comfortable Home in the Heart of It All

Central Islip

"My stay was amazing! The place was bigger in person than i expected, which was such a pleasant surprise. The house was spotless and very clean, making me feel comfortable from the moment I arrived. The host was incredibly helpful, responsive, and made the entire experience smooth and stress-free. I enjoyed my stay and would absolutely book this home again. Highly recommend to anyone looking for a clean, spacious, and welcoming place to stay!"

Tatiana J.

HK$3,905 total

includes taxes & fees

29 Sept - 30 Sept

A boardwalk with benches along a beach, buildings in the background, and a sunset sky.

9. It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport

Elmont

Jacob

HK$2,224 total

includes taxes & fees

29 Sept - 30 Sept

A living room with a sofa, armchairs, a coffee table, and a rug.

10. Peaceful 3BR Garden Cottage Long Island Escape

Coram

Greg M.

HK$3,642 total

includes taxes & fees

29 Sept - 30 Sept

A modern living room with a blue rocking chair, a wooden coffee table, and a vase with dried plants. There are two framed artworks on the wall and a wooden accent wall.

11. Cozy Home.

Hempstead

Gina O.

HK$2,128 total

includes taxes & fees

12 Oct - 13 Oct

A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

12. Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor

Daniel M.

HK$3,634 total

includes taxes & fees

28 Sept - 29 Sept

13. Julie's Cozy 2 Bedroom Basement Apartment

uniondale

Heather T.

HK$2,344 total

includes taxes & fees

18 Oct - 19 Oct

A cozy room with a bed, a television, a small table, and a view of the outside.

14. Cozy 1-bedroom on the 2nd floor in Valley Stream, with a beautiful outdoor deck.

Valley Stream

Keara T.

HK$1,649 total

includes taxes & fees

5 Oct - 6 Oct

A living room with a large mirror, a grey sofa, a small round table with a plant, and a grey throw blanket.

15. Modern 2BR Retreat w/ Full Kitchen & Living

Deer Park

marlene D.

HK$2,770 total

includes taxes & fees

23 Sept - 24 Sept

A compact living space with a sofa, a small round table, a TV mounted on the wall, a kitchen area with white cabinets and appliances, and a patterned rug.

16. Majestically Pleasant Suite

Hempstead

Ashley

HK$1,970 total

includes taxes & fees

23 Sept - 24 Sept

A waterfront deck with outdoor seating, a covered area, and a canal with ducks.

17. Waterfront Beach House 30 Min from New York City

Bellmore

Kerry A.

HK$4,120 total

includes taxes & fees

23 Sept - 24 Sept

A modern living room with a grey sofa, a wooden coffee table, a flat-screen TV mounted on the wall, and a ceiling light fixture.

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

Bayport

Rowena V.

HK$2,514 total

includes taxes & fees

5 Oct - 6 Oct

A modern kitchen with white cabinets, a microwave, stove, and refrigerator. There's a black sofa with a patterned pillow and a small table with a remote and a plant.

19. Sophisticated Suite Near JFK Airport

Inwood

Collin

HK$1,997 total

includes taxes & fees

28 Sept - 29 Sept

20. Grandiosely Pleasant Suite 2

Hempstead

Lorraine S.

HK$1,970 total

includes taxes & fees

24 Sept - 25 Sept

View all properties

Find holiday rentals that suit your style

Aparthotels

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Long Island Hotel Reviews

Holiday Inn Express Long Island City E New York by IHG

10/10 Excellent

"Clean place, helpful staff, good breakfast. Great hotel. Would come back"

DoubleTree by Hilton New York LaGuardia Airport

10/10 Excellent

"Hotel was very nice and clean. I really liked how the outside of the hotel looked liked with it being all made from brick. The inside of the hotel was very modern and nice and seemed like they have events going on daily. The queen neighborhood is a good place to bike at."

Find out more about Long Island