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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Middle Island cottages

Exterior

Cottage in Aquebogue

4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
9.8 out of 10, Exceptional, (19 reviews)
"Great cottage on amazing grounds! We loved the screened in porch. Sandy and john are great hosts. We also loved using the kayaks and checking out the bay."
United States
Richard C.
The price is AED 2,095
AED 2,944 total
includes taxes & fees
6 Mar - 7 Mar
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Exterior

Cottage in Riverhead

6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay. Very quiet and relaxing. Excellent location to many wineries. Would definitely stay again."
United States
Donna M.
The price is AED 1,760
AED 2,559 total
includes taxes & fees
6 Mar - 7 Mar
6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
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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Top Middle Island Hotel Reviews

Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

10/10 Excellent
"The hotel room was clean, comfortable, and well maintained. The staff was kind and accommodating, went above and beyond to make our stay comfortable! Thank you!⭐️"
Lissette 1-night trip
Posted 1 day ago
Holiday Inn Express Hauppauge-Long Island

Frequently asked questions

Why book your cottage in Middle Island with Expedia?
Expedia has some wonderful cottages in Middle Island, so start packing for a memorable vacation on nature's doorstep. If you have a budget, click on how much you want to spend and the preferred star rating of your property. Or, use our filters to search for cottages with free WiFi or a kitchen. We'll help you find the perfect place whatever your plans or style of travel.
How can I find cheap cottages in Middle Island?
With Expedia's convenient filter tool, booking cheap cottages in Middle Island has never been simpler. To discover stays that are friendly on the wallet, fine-tune your search results by budget, star rating and amenities.