East 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

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Holiday Rentals in East Islip

Fridge, microwave, oven, stovetop
Modern Vacation home. Close to The Hamptons

Holiday Home in 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
4 Dec - 5 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

Apartment in Kings Park

2.0 star property
10.0 out of 10, Exceptional, (13)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
The price is HK$946
HK$1,392 total
includes taxes & fees
5 Dec - 6 Dec
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Property grounds
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!

Holiday Home in 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

Holiday Home in Bay Shore

2.0 star property
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
Smart TV, fireplace, ping pong, computer monitors
Captain's Cottage - Cold Spring Harbor Water Views

Holiday Home in Cold Spring Harbor

10.0 out of 10, Exceptional, (73)
"Location was perfect!"
United States
Linda J P.
The price is HK$1,604
HK$3,700 total
includes taxes & fees
8 Dec - 9 Dec
Captain's Cottage - Cold Spring Harbor Water Views
2 bedrooms, WiFi, bed sheets
Cozy 2 bedroom retreat in long island

Apartment in Central Islip

2.0 star property
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
Interior
Cozy Country Cottage #3

Cottage in 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
9 Dec - 10 Dec
Cozy Country Cottage #3
Property grounds
Walk to Beach 2BR Near Dining & Shopping

Apartment in Rocky Point

6.6 out of 10, (25)
"Great location, great host, and nice rental especially for the price! Everything went smoothly and we will be returning next year."
United States
Joshua W.
The price is HK$631
HK$1,823 total
includes taxes & fees
4 Dec - 5 Dec
Walk to Beach 2BR Near Dining & Shopping
Smart TV, fireplace, books
Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard

Apartment in 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

Holiday Home in 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
Smart TV, fireplace, video games, stereo
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

Cottage in Center Moriches

10.0 out of 10, Exceptional, (110)
"Amazing stay! Everything was super clean and beautiful "
United States
Liannys P.
The price is HK$3,115
HK$5,846 total
includes taxes & fees
29 Dec - 30 Dec
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
Private kitchen
4-bedroom house in awesome Brookhaven with AC

Holiday Home in Brookhaven

The price is HK$3,528
HK$6,389 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

Condo in Ocean Bay Park

9.0 out of 10, Wonderful, (32)
"This unit was great. It's clean, quiet, and centrally located. It comes with 2 bikes which is a huge bonus (the rentals down the street are 40/day). It also has beach chairs and towels which is nice. We would definitely stay here again. "
United States
Kevin E.
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.

Holiday Home in 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
4 Dec - 5 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

Holiday Home in 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

Holiday Home in 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

Holiday Home in 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

Holiday Home in 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

Holiday Home in 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

Condo in 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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top East Islip Hotel Reviews

Hyatt Regency Long Island

Hyatt Regency Long Island

10/10 Excellent
"Amazing stay. 12/10 stars "
Brandon 1-night trip
Posted 15 hours ago
Hyatt Regency Long Island

Find out more about East Islip

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

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

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

Frequently asked questions

Are there holiday rentals in East Islip?

Yes, there are holiday rentals in East Islip close to Bayard Cutting Arboretum State Park, or you can select a more secluded option if you're looking for a relaxing stay. East Islip is known for its beaches.

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

Modern Vacation home. Close to The Hamptons: This holiday home rental outside of East Islip is located on the waterfront, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in East Islip?

Bayard Cutting Arboretum State Park and Town Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Heckscher State Park and Overlook Beach are other places worth a visit.

What’s a holiday rental in East Islip like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in East Islip. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.