Middle Island Vacation Rentals

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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Middle Island vacation rentals

Smart TV

Apartment in Coram

JC Entire Apartment remodeled, close to Airport and Ferry
10.0 out of 10, Exceptional, (3 reviews)
"Would definitely stay again "
United States
Katherine R.
$176 nightly
The price is $201
Feb 2 - Feb 3
Total with taxes and fees
JC Entire Apartment remodeled, close to Airport and Ferry
1 bedroom, iron/ironing board, free WiFi, bed sheets

Vacation Home in Brentwood

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.4 out of 10, Exceptional, (38 reviews)
"Very convenient location for where I needed to be. Perfect room to stay for a night "
United States
Sophie B.
$134 nightly
The price is $153
Jan 29 - Jan 30
Total with taxes and fees
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Exterior

Apartment in Kings Park

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
10.0 out of 10, Exceptional, (17 reviews)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
$159 nightly
The price is $182
Jan 29 - Jan 30
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
1 bedroom, free WiFi, bed sheets

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
$199 nightly
The price is $227
Jan 29 - Jan 30
Total with taxes and fees
South Shore Studio in Mastic
TV

Apartment in Centereach

Spacious one Bedroom Apt with private entrance
7.8 out of 10, Good, (10 reviews)
"I answered this. Safe and Quit."
United States
John
$297 nightly
The price is $339
Jan 29 - Jan 30
Total with taxes and fees
Spacious one Bedroom Apt with private entrance
Pool

Mobile Home in Bay Shore

Tiny Home Private, Students, Nurses, Tech
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.
$194 nightly
The price is $203
Jan 29 - Jan 30
Total with taxes and fees
Tiny Home Private, Students, Nurses, Tech
Dining

Vacation Home in Shirley

3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (22 reviews)
"The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! "
United States
Red F.
$541 nightly
The price is $618
Jan 29 - Jan 30
Total with taxes and fees
3 Story Beach Waterview, 3 KING bed, golf putting green!
Living area

Apartment in Central Islip

Cozy 2 bedroom retreat in long island
7.0 out of 10, Good, (4 reviews)
"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.
$233 nightly
The price is $266
Jan 29 - Jan 30
Total with taxes and fees
Cozy 2 bedroom retreat in long island
Exterior detail

Vacation Home in Calverton

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
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.
$576 nightly
The price is $658
Jan 29 - Jan 30
Total with taxes and fees
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Smart TV, fireplace, computer monitors, printers

Vacation Home in Westhampton Beach

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
10.0 out of 10, Exceptional, (2 reviews)
"awesome house and awesome host"
United States
Matthew M.
$1,913 nightly
The price is $2,185
Feb 2 - Feb 3
Total with taxes and fees
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Interior

Apartment in Coram

Cozy king suite with kitchen and dining area.
9.4 out of 10, Exceptional, (6 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
$229 nightly
The price is $262
Jan 29 - Jan 30
Total with taxes and fees
Cozy king suite with kitchen and dining area.
Interior

Apartment in Centereach

Private 1 bedroom apt in a quiet neighborhood, close to all!
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
$229 nightly
The price is $262
Feb 1 - Feb 2
Total with taxes and fees
Private 1 bedroom apt in a quiet neighborhood, close to all!
Property grounds

Vacation Home in Saint James

The Bella Vista St James! Waterfront house with a beach dock and so much more!
10.0 out of 10, Exceptional, (1 review)
"This property is beautiful and the host was very responsive. We were in town for a funeral so unfortunately wasnt able to enjoy the house as much as I would have liked to. The view is breathtaking, we saw deer, wild turkeys, swans and more. I would suggest kids 8 would be better suited. I had to chase my little around to ensure they weren't touching or playing with any of the decorations. Plenty of bathrooms and counter space. No cell reception but the Wi-Fi worked throughout the whole home....
United States
Devin k.
The Bella Vista St James! Waterfront house with a beach dock and so much more!
2 bedrooms, WiFi, bed sheets

Apartment in Smithtown

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
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.
$201 nightly
The price is $230
Jan 31 - Feb 1
Total with taxes and fees
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Dining

Vacation Home in East Patchogue

Pure Paradise Hamptons Getaway
10.0 out of 10, Exceptional, (1 review)
"Nice house and great pool. "
United States
Bret C.
$1,764 nightly
The price is $2,015
Jan 29 - Jan 30
Total with taxes and fees
Pure Paradise Hamptons Getaway
Smart TV, books

Vacation Home in Rocky Point

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
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.
$464 nightly
The price is $530
Feb 4 - Feb 5
Total with taxes and fees
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Property grounds

Apartment in Rocky Point

Walk to Beach 2BR Near Dining & Shopping
6.8 out of 10, (27 reviews)
"This is an adequate place to stay. That's about it"
United States
Maureen T.
$192 nightly
The price is $219
Jan 31 - Feb 1
Total with taxes and fees
Walk to Beach 2BR Near Dining & Shopping
Interior

Vacation Home in Calverton

4-bedroom beach house minutes from Hamptons
10.0 out of 10, Exceptional, (1 review)
"Beautiful home and location. Owner was very helpful. Would love to rent again!"
United States
Evelyn D.
$655 nightly
The price is $748
Feb 1 - Feb 2
Total with taxes and fees
4-bedroom beach house minutes from Hamptons
Property grounds

Vacation Home in Shirley

Waterfront Designer Retreat. Stunning Sunsets & Fire Pit. 5 Minutes to the Beach
Waterfront Designer Retreat. Stunning Sunsets & Fire Pit. 5 Minutes to the Beach
Pool

Apartment in Bay Shore

Private 3Br Apt: King-2Queen -PetPally -LTR-STR
$382 nightly
The price is $401
Feb 17 - Feb 18
Total with taxes and fees
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
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 $182 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.

Explore a world of travel with Expedia

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?

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.: Visitors like this Middle Island vacation home rental. It is located by the ocean and has a fireplace, a patio, and a barbecue grill to put you at ease 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. It offers a garden, a pool table, and a hot tub so you can immerse yourself in your vacation.

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.