Islip Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Islip holiday rentals

A bedroom with two beds, each with a fluffy white throw blanket and multiple pillows in shades of blue, pink, and black. The room has a neutral gray wall, a white door, and a small plant on the floor.

1. 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
9.4 out of 10, Exceptional, (57 reviews)
"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"
United States
Jaelyn
The price is NZ$308
includes taxes & fees
15 Nov - 16 Nov
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A single-story house with a front porch, garage, and a well-maintained lawn.

2. Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is NZ$542
includes taxes & fees
18 Nov - 19 Nov
Sundown Escape-South Shore Long Island
A deck with outdoor furniture, a white fence, and a house with a sliding glass door.

3. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is NZ$574
includes taxes & fees
26 Nov - 27 Nov
Spacious 3BR Family Home Near Everything
A wooden outdoor seating area with a bench and two chairs, a brick wall, and a window.

4. Long Island 2BR Garden Suite + Private Dry Sauna & Ping Pong

Long Island 2BR Garden Suite + Private Dry Sauna & Ping Pong
Central Islip
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, clean and inviting space. Thanks for a great space away from home; will definietly book again."
United States
Vladamir R.
Long Island 2BR Garden Suite + Private Dry Sauna & Ping Pong
A sandy beach with a wooden fence and dunes.

5. Private 3Br Apt: King-2Queen -PetPally -LTR-STR

Private 3Br Apt: King-2Queen -PetPally -LTR-STR
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"These were nice rooms. Very professionally set-up."
United States
Marcus P.
The price is NZ$693
includes taxes & fees
8 Dec - 9 Dec
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
A compact office space with a wooden desk, a black office chair, a coffee maker, a potted plant, and a basket with magazines.

6. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.4 out of 10, Very good, (28 reviews)
"Exactly as advertised, comfortable bed easy entry, overall great experience."
United States
Monte P.
The price is NZ$338
includes taxes & fees
15 Nov - 16 Nov
1 bedroom 1 bath private entrance
A wooden deck with a white railing, a set of stairs, and outdoor furniture.

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

Bright & Comfortable Home in the Heart of It All
Central Islip
8.8 out of 10, Excellent, (3 reviews)
"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!"
United States
Tatiana J.
The price is NZ$835
includes taxes & fees
23 Nov - 24 Nov
Bright & Comfortable Home in the Heart of It All
A dining area with a table, chairs, a vase with flowers, and a sign that reads 'Relax Unwind & Enjoy'.

8. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
10.0 out of 10, Exceptional, (1 review)
"If we could give 10 stars, we would. Every detail was very thoughtfully planned. Comfortable bed, quiet and peaceful location. Great communication. We will stay again."
United States
Loritha F.
The price is NZ$474
includes taxes & fees
5 Dec - 6 Dec
Charming Secluded Waterfront retreat
A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

9. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is NZ$558
includes taxes & fees
18 Nov - 19 Nov
Sundown Escape Near SouthShore University Hospital
A two-story house with a front porch, a staircase leading to the entrance, and a wreath on the door.

10. Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
The price is NZ$872
includes taxes & fees
15 Nov - 16 Nov
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
A backyard with a swimming pool, a hammock, and a covered seating area.

11. THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Commack
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful stay"
United States
Kenneth B.
The price is NZ$2,351
includes taxes & fees
15 Nov - 16 Nov
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

12. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (10 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is NZ$593
includes taxes & fees
25 Nov - 26 Nov
The Royal Suite - Ronkonkoma
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

13. Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
9.4 out of 10, Exceptional, (35 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is NZ$308
includes taxes & fees
15 Nov - 16 Nov
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
A modern living room with a beige sectional sofa, a glass coffee table, and a patterned rug.

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

Modern 2BR Retreat w/ Full Kitchen & Living
Deer Park
7.4 out of 10, Good, (3 reviews)
"Needs lots of repairs and cleaning.Didn’t understand how one room had two AC and two TV while the other room had none. I would liked to hang out on the porch but also not clean and there was no table but a couple dirty chairs."
United States
marlene D.
The price is NZ$591
includes taxes & fees
30 Nov - 1 Dec
Modern 2BR Retreat w/ Full Kitchen & Living
A modern living room with a grey sectional sofa, a round coffee table, and a dining area with a small table and chairs.

15. Cozy 1-bedroom apartment in lovely Central Islip

Cozy 1-bedroom apartment in lovely Central Islip
Central Islip
The price is NZ$312
includes taxes & fees
5 Dec - 6 Dec
Cozy 1-bedroom apartment in lovely Central Islip
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.

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

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.8 out of 10, Excellent, (8 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is NZ$398
includes taxes & fees
15 Nov - 16 Nov
Peaceful private 2-bedroom house in Bayport. Amazing location!
A cozy room with a bed, a wooden coffee table, a blue ottoman, a guitar, and a cart with bottles.

17. Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
Fire Island
9.8 out of 10, Exceptional, (7 reviews)
"Great location to the beach, owner was extremely nice. My family had a great time."
United States
Gregory C.
The price is NZ$1,973
includes taxes & fees
15 Nov - 16 Nov
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
A house with a gray exterior, white double doors, and two potted plants with yellow flowers on either side of the entrance.

18. SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
Huntington Station
10.0 out of 10, Exceptional, (10 reviews)
"Great location and cozy studio."
United States
Joseph F.
The price is NZ$666
includes taxes & fees
18 Nov - 19 Nov
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

19. Private 1 bedroom apt in a quiet neighborhood, close to all!

Private 1 bedroom apt in a quiet neighborhood, close to all!
Centereach
9.6 out of 10, Exceptional, (31 reviews)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
The price is NZ$431
includes taxes & fees
16 Nov - 17 Nov
Private 1 bedroom apt in a quiet neighborhood, close to all!
A snow-covered driveway leading to a house with a brick chimney, surrounded by bare trees and covered cars.

20. Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong

Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong
Dix Hills
The price is NZ$381
includes taxes & fees
17 Nov - 18 Nov
Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong
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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Find holiday rentals that suit your style

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Top Islip Hotel Reviews

An outdoor patio area with a stone fire pit, seating, and a building entrance in the background.
Courtyard by Marriott Long Island Islip/Courthouse Complex

Courtyard by Marriott Long Island Islip/Courthouse Complex

Courtyard by Marriott Long Island Islip/Courthouse Complex
Central Islip

10/10 Excellent

Perfect for a good nights rest
Australia
John
Reviewed September 1, 2024
Courtyard by Marriott Long Island Islip/Courthouse Complex

Find out more about Islip

Everything you need to know about Islip holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Islip holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Islip holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Islip holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Islip. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Islip holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Islip holiday rentals we have selected for you start as low as NZ$307 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Islip rentals

At Expedia, we put the best Islip holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Islip rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Islip holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Islip. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find a holiday rental in Islip?

Yes, there are holiday rentals close to the most popular sights in Islip, or you can select a more secluded option if you're looking for a relaxing stay. Islip is known for its art and university setting. Make sure you have time to check out the restaurants and shopping during your trip.

What are some of the best holiday rentals that Islip has to offer?

Fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc: This highly rated holiday home rental in Islip offers a balcony, a private garden and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Islip?

Great South Bay and Islip Town Beach are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Fair Harbor Ferry Terminal and Heckscher State Park.

What are holiday rentals like in Islip?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Islip. Holiday rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.