Islip Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Islip

Smart TV, books
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

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

Islip
9.8 out of 10, Exceptional, (21)
"Worked well for our visit."
United States
Mark G.
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
Microwave, stovetop
1 bed room basement apartment.

1 bed room basement apartment.

East Meadow
8.6 out of 10, Excellent, (12)
"I loved staying there very clean and quiet. I will definitely come back. Nice neighborhood "
United States
Ana M.
The price is HK$779
HK$1,304 total
includes taxes & fees
7 Dec - 8 Dec
1 bed room basement apartment.
Fridge, microwave, oven, stovetop
Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons

Shirley
10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
The price is HK$2,581
HK$4,861 total
includes taxes & fees
3 Dec - 4 Dec
Modern Vacation home. Close to The Hamptons
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

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

2.0 star property
Kings Park
10.0 out of 10, Exceptional, (13)
"IF I COULD COULD 10 STARS I WOULD, APARTMENT WAS CLEAN , EVERYTHING WORKED PROPERLY, WAS A PLEASURE"
United States
Thomas
The price is HK$946
HK$1,392 total
includes taxes & fees
4 Dec - 5 Dec
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Smart TV, fireplace, ping pong, computer monitors
Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor
10.0 out of 10, Exceptional, (73)
"Location was perfect!"
United States
Linda J P.
The price is HK$1,573
HK$3,657 total
includes taxes & fees
3 Dec - 4 Dec
Captain's Cottage - Cold Spring Harbor Water Views
Property grounds
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!

OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!

Ocean Beach
9.0 out of 10, Wonderful, (53)
"The location is superb, can’t do much better! Towards the end of the main strip for privacy but still right near the action that you come to Ocean Beach for. The rental was clean and stocked with essentials upon our arrival (definitely a life-saver) with the onsite washer/dryer a bonus!As for the property owner, I’m happy to report that this one is a pleasure… congenial, accommodating and professional from the start of the reservation process and onward.We are looking forward to returning next...
United States
Amy B.
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!
Full-sized fridge, cookware/dishes/utensils
LUXURY BAY SHORE HOME

LUXURY BAY SHORE HOME

2.0 star property
Bay Shore
2.0 out of 10, (2)
"DO NOT book this house! I booked this house for Thanksgiving day visiting family. I received confirmation and everything. However till the day of arrival I never received any instruction on checking in. I called multiple times and only got voice mail in spanish. Finally I received a message saying this house was no longer available several hours before checking in! We had to scramble to find hotel rooms for 10 people. It was totally unacceptable!"
United States
Yan
LUXURY BAY SHORE HOME
Interior
Cozy Country Cottage #3

Cozy Country Cottage #3

Miller Place
10.0 out of 10, Exceptional, (29)
"Fantastic stay! "
United States
Michael V.
The price is HK$1,168
HK$2,535 total
includes taxes & fees
3 Dec - 4 Dec
Cozy Country Cottage #3
2 bedrooms, WiFi, bed sheets
Cozy 2 bedroom retreat in long island

Cozy 2 bedroom retreat in long island

2.0 star property
Central Islip
8.0 out of 10, Very good, (2)
"Apt was clean and comfortable. Beds were comfortable. Area was nice. Owner communication was good. Only drawback is the plumbing situation was not advertised in the listing. Iif you are comfortable using a bidet and not flushing paper, this apt is perfect. "
United States
Deborah R.
The price is HK$747
HK$1,975 total
includes taxes & fees
6 Dec - 7 Dec
Cozy 2 bedroom retreat in long island
Smart TV, fireplace, books
Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard

Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard

Coram
9.4 out of 10, Exceptional, (6)
"Great first time doing Vrbo great experience would do again "
United States
Rodrigo M.
Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard
Property grounds
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time

BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time

Syosset
10.0 out of 10, Exceptional, (10)
"The location and house were perfect for a family reunion. The host, Satbir, was very attentive and responded quickly to issues. Great guy"
United States
Michael K.
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
Private kitchen
4-bedroom house in awesome Brookhaven with AC

4-bedroom house in awesome Brookhaven with AC

Brookhaven
The price is HK$3,481
HK$6,326 total
includes taxes & fees
1 Jan - 2 Jan 2026
4-bedroom house in awesome Brookhaven with AC
Dining
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck

One Bedroom Apt. in Ocean Bay Park with Rooftop Deck

Ocean Bay Park
9.0 out of 10, Wonderful, (32)
"Cute space - great communication - would come back again! "
United States
Cathy N.
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
1 bedroom, iron/ironing board, free WiFi, bed sheets
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
9.6 out of 10, Exceptional, (35)
"Very convenient location for where I needed to be. Perfect room to stay for a night "
United States
Sophie B.
The price is HK$771
HK$1,281 total
includes taxes & fees
3 Dec - 4 Dec
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Property grounds
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
9.4 out of 10, Exceptional, (13)
"All went well. Owners live in cottage on property. The bay is gorgeous."
United States
Rob M.
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC
Microwave, oven, stovetop, dishwasher
Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer

Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer

Ronkonkoma
9.0 out of 10, Wonderful, (6)
"Enjoyed our stay, property was as advertised. Quiet, comfortable neighborhood, and host was prompt with all communications."
United States
Brian O.
Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer
Marina
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
9.8 out of 10, Exceptional, (71)
"Cute cottage in great location. We stay here every time we are in town and are never disappointed. "
United States
Rosanne A.
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Fridge, microwave, oven, stovetop
Home Away from Home – 3BR Retreat with Amenities

Home Away from Home – 3BR Retreat with Amenities

Hauppauge
10.0 out of 10, Exceptional, (8)
Home Away from Home – 3BR Retreat with Amenities
Exterior
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

Bayport
10.0 out of 10, Exceptional, (89)
"A special place and love staying here in this lovely home - looking forward to our next stay!"
United States
Roxanne M.
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Smart TV, DVD player, books
1856 Trading House w/ walk to water

1856 Trading House w/ walk to water

Mt Sinai
9.6 out of 10, Exceptional, (52)
"The place was really unique! We liked the charm, it was clean and exactly as pictured and described. Super close to Port Jefferson ms a beautiful area to visit! "
United States
Stephanie S.
1856 Trading House w/ walk to water
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Islip Hotel Reviews

Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG

10/10 Excellent
"Everything"
Megan 1-night trip
Posted 2 days ago
Holiday Inn Express Stony Brook by IHG

Find out more about Islip

Search for holiday rentals in Islip on Expedia! You can easily find your home rentals, villas, holiday apartments in Islip using one of the methods below:

  • View our selection of featured holiday rentals in Islip
  • Use the map to find apartments and other holiday homes in the Islip neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Islip while they last

Look no further and take a look at our great range of rental properties in Islip!

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 air conditioning 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?

Islip Town Beach and Great South Bay are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Touro College School of Health Sciences 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.