Middle Island Vacation Rentals

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Our top choices for Middle Island vacation rentals

10.0 out of 10, Exceptional, (3 reviews)
"Would definitely stay again "
United States
Katherine R.
$176 nightly
The price is $201
Mar 31 - Apr 1
Total with taxes and fees
JC Entire Apartment remodeled, close to Airport and Ferry
9.4 out of 10, Exceptional, (39 reviews)
"We had a good experience and we brought our little pup and she was welcome there. Clean and quiet stay "
United States
janice s.
$149 nightly
The price is $170
Mar 14 - Mar 15
Total with taxes and fees
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
6.8 out of 10, (28 reviews)
"Our host was quite accommodating and friendly, as always. The place is cozy, clean and private and is a fabulous place to unwind. Highly recommended!! "
United States
Lynn K.
$212 nightly
The price is $242
Mar 15 - Mar 16
Total with taxes and fees
Walk to Beach 2BR Near Dining & Shopping
7.8 out of 10, Good, (10 reviews)
"The host was extremely attentive to any questions or needs. Excellent and immediate communication. Good, quiet location between Islip airport and Port Jefferson. The size of the unit was very adequate for two people. Bathroom was clean and adequately stocked with towels and wash cloths.The reason for 2 stars is we thought the apartment was not very clean from floor to ceiling. This apartment has huge potential to be very cute. In my option, it needs an entire over haul."
United States
Russell R.
$301 nightly
The price is $343
Mar 24 - Mar 25
Total with taxes and fees
Spacious one Bedroom Apt with private entrance
10.0 out of 10, Exceptional, (18 reviews)
"Perfect spot for a quick trip"
United States
James P.
$157 nightly
The price is $179
Mar 31 - Apr 1
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
8.6 out of 10, Excellent, (7 reviews)
"We wanted an inexpensive place to stay out on Long Island for July 4th weekend. We were a 15-20 minute drive to the beautiful beaches of Robert Moses and a 2 hour drive from Montauk.We were able to stay for a very reasonable price over a notoriously expensive weekend.Jenelle's communication was direct, welcoming and helpful.We would definitely stay here again!"
United States
Melanie M.
$201 nightly
The price is $210
Mar 22 - Mar 23
Total with taxes and fees
Tiny Home Private, Students, Nurses, Tech

Apartment in Mastic

South Shore Studio in Mastic
10.0 out of 10, Exceptional, (3 reviews)
"Great stay! Super comfy and clean😊"
United States
ERIN
$195 nightly
The price is $223
Mar 16 - Mar 17
Total with taxes and fees
South Shore Studio in Mastic
9.6 out of 10, Exceptional, (7 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
$230 nightly
The price is $263
Mar 14 - Mar 15
Total with taxes and fees
Cozy king suite with kitchen and dining area.
$494 nightly
The price is $564
Apr 6 - Apr 7
Total with taxes and fees
Prime location, walk to all, cozy cottage Westhampton Beach
6.8 out of 10, (3 reviews)
"We enjoyed our stay. The apartment was simple, clean, and comfortable. The neighborhood felt safe, and it was easy to call Uber for rides. LIRR access was also convenient, which made traveling to New York City and Stony Brook very manageable. The highlight was the beautiful backyard, which made the place feel relaxing."
United States
Jing L.
$197 nightly
The price is $225
Mar 14 - Mar 15
Total with taxes and fees
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
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.
$788 nightly
The price is $802
Mar 14 - Mar 15
Total with taxes and fees
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
$2,780 nightly
The price is $3,176
Mar 15 - Mar 16
Total with taxes and fees
LUXURY 8 BDRM OCEANFRONT HOUSE W/POOL, JACUZZI & HOT TUB FACING THE OCEAN!
9.6 out of 10, Exceptional, (26 reviews)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
$246 nightly
The price is $281
Mar 22 - Mar 23
Total with taxes and fees
Private 1 bedroom apt in a quiet neighborhood, close to all!
$967 nightly
The price is $1,105
Mar 15 - Mar 16
Total with taxes and fees
Peaceful Affordable Huge House Near Paintball + Beaches + Parks
10.0 out of 10, Exceptional, (25 reviews)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
$469 nightly
The price is $536
Mar 16 - Mar 17
Total with taxes and fees
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay"
United States
Kenneth B.
$651 nightly
The price is $743
Mar 15 - Mar 16
Total with taxes and fees
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
7.6 out of 10, Good, (26 reviews)
"Amazing host and amazing house. Thank you!!"
United States
AJ L.
$551 nightly
The price is $630
Mar 16 - Mar 17
Total with taxes and fees
Spacious Home Located Close to Stony Brook!

Apartment in East Quogue

Hamptons apartment getaway
6.0 out of 10, (3 reviews)
"The room was a lot more spacious than I anticipated and everything was very clean. There was some music playing upstairs but it was quiet by nighttime. Check in and check out was very straightforward. Turning into the driveway was a bit difficult when the highway was crowded but was otherwise easy to find "
United States
Hilary K.
$252 nightly
The price is $288
Mar 14 - Mar 15
Total with taxes and fees
Hamptons apartment getaway
8.6 out of 10, Excellent, (8 reviews)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
$736 nightly
The price is $841
Mar 14 - Mar 15
Total with taxes and fees
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
10.0 out of 10, Exceptional, (28 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
$1,016 nightly
The price is $1,161
Mar 16 - Mar 17
Total with taxes and fees
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
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

Find out more about Middle Island

Everything you need to know about Middle Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middle Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Middle Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middle Island vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $170 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middle Island rentals

At Expedia, we put the best Middle Island vacation 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 Middle Island 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 Middle Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middle Island. 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 vacation rentals in Middle Island?

Yes, there are vacation rentals near the most popular attractions in Middle Island, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Middle Island has to offer?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: Visitors like this Middle Island vacation home rental. It offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What can I see and do in Middle Island?

While exploring the area, visit family-friendly sights like Long Island Game Farm, or get outside and enjoy nature at Carmans River. Brookhaven National Laboratory and Lasorda Legacy Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Middle Island?

Vacation rentals are private properties you can stay in for a short or long stay in Middle Island. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a small group gathering.