Middle Island Vacation Rentals

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Vacation Rentals in Middle Island

Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
Interior
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
8.8 out of 10, Excellent, (13)
"4 families came from CA for a graduation celebration. Enough room and beds for all 10 of us. Easy access to lake. Backyard is huge, had fun playing badminton and volleyball. Also lit a fire at the fire pit one night. Managers were very responsive to our questions and requests There is a projector and we were able to watch movies at night. Pretty cool. Had a great stay."
The price is $800
$1,028 total
includes taxes & fees
Jun 9 - Jun 10
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
Dog-friendly home just blocks from the bay with deck & private hot tub
Property grounds
Dog-friendly home just blocks from the bay with deck & private hot tub
8.4 out of 10, Very Good, (17)
"The house was clean. Communication with management company was subpar. We got scripted responses to all questions, and false information. For example, we asked if hot tub was working and was told it was. When we arrived, the hot tub was broken and dirty. Also, check-out is at 10am and there is nowhere to leave belongings if you’d like to stay in FI for the day. They should allow a place to keep luggage prior to departure. Overall, great and clean house and amazing location!"
Dog-friendly home just blocks from the bay with deck & private hot tub
Charming home close to beach with fast WiFi & washer/dryer - dog-friendly
Interior
Charming home close to beach with fast WiFi & washer/dryer - dog-friendly
8.4 out of 10, Very Good, (5)
"We found the house to be really cute and fun to stay in. The location was excellent and we even saw a deer on our last morning! Our main issues, and why this isn’t a 5 star rating, were that multiple lighting fixtures weren’t working and there was an entire bed missing. The ad mentions “1 queen, 1 double, 4 twin’ beds however there’s really 1 queen and 4 twins. This could have caused a big problem if our group was just a bit larger. The ad should be changed to reflect the accurate information...
Charming home close to beach with fast WiFi & washer/dryer - dog-friendly
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North Fork Escape Near Wineries, Beaches And Hamptons
4 bedrooms, desk, iron/ironing board, free WiFi
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, (18)
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Sun loungers, beach towels
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (148)
"In town for a wedding - a large, convenient location that fulfilled the needs we had for that stay."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
Fridge, microwave, oven, stovetop
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
8.6 out of 10, Excellent, (21)
"We had a great time the property looked like the picture minor hiccups"
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
Fridge, microwave, oven, stovetop
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
8.0 out of 10, Very Good, (38)
"The property was misrepresented and unsafe. My parents didnt stay with us due to conditions of the property. We contacted Vacasa the rental management company and decided to leave the property and stay with friends as the windows were broken and shattered and the master bed was broken, no wifi, no functional washer and the list goes on. I expect a full refund from VRBO....I am a frequent client of VRBO and this was not acceptable. Please advise how to go about obtaining a full refund or I will...
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
3 Story Beach Waterview, 3 KING bed, golf putting green!
Interior
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (8)
"My family and I, rented this beautiful BNB to stay in while in town for my Grandmothers 90th Birthday. The home was exactly as pictured on the site, it was by far the cleanest and best taken care property that we have rented through VRBO! We were beyond impressed by the Host Eddie and his home! We willlllll be back!"
The price is $191
$558 total
includes taxes & fees
Jun 12 - Jun 13
3 Story Beach Waterview, 3 KING bed, golf putting green!
Beachfront Romance: Rustic Home w/ Private Beach
On the beach
Beachfront Romance: Rustic Home w/ Private Beach
9.2 out of 10, Wonderful, (41)
"Love this place! Nice beach and quiet road. Great restaurant 5 minutes away."
Beachfront Romance: Rustic Home w/ Private Beach
Cozy, fully remodeled water view home on quiet cul de sac
Exterior
Cozy, fully remodeled water view home on quiet cul de sac
9.8 out of 10, Exceptional, (98)
"I very much enjoyed my stay here! It was short, because we were only in town for a wedding, but it was the perfect spot to stay. It was so nice to walk down to the beach and be so close to the water. The owner also communicated kindly and promptly when I reached out once."
Cozy, fully remodeled water view home on quiet cul de sac
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Exterior
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
10.0 out of 10, Exceptional, (75)
"Great location. Pristine beach with hardly anyone else on the beach (mid May). No shampoo or conditioner in bathrooms as reported. The house needs a bit of TLC. Could be a bit cleaner. There was sand on the floor in the master bedroom upon our arrival. It seemed like there was white dog hair on the bedspread. I dont have a dog. The dishwasher seemed like it was working but was not getting the dishes clean. I think it is time for a new dishwasher."
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Private kitchen
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
10.0 out of 10, Exceptional, (5)
"We were a group of 3 brothers and wives plus a high schooler in LI for a family wedding. This home was perfect for us. The location was centrally located for all of the events we were there for. One couple had never used VRBO and truly loved the experience. Just an FYI, the basement bedroom does not have a door which was a little odd but my husband and I used the basement and it was ok, but it might make a difference for some guests."
The price is $400
$629 total
includes taxes & fees
Jun 10 - Jun 11
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
View from property
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
10.0 out of 10, Exceptional, (49)
"Beautiful home in a great location with a wonderful view. Thoughtfully designed, furnished and stocked with everything you'll need. Also, great communication from the owners! Spent the weekend with teens and can't wait to return for a more relaxing adult trip!"
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Beach nearby, sun loungers, beach towels
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
10.0 out of 10, Exceptional, (9)
"My family and I had wonderful stay at the "Cool House." The host were great and responded in a timely manner. We were down in L.I. for my sons baseball tournament and it was perfect located 20 minutes away from Lasorda Legacy park. It was great to wake up in the morning and see the bay from the deck. House was clean and had all the amenities."
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Private 1 bedroom apt in a quiet neighborhood, close to all!
Fridge, microwave, oven, stovetop
Private 1 bedroom apt in a quiet neighborhood, close to all!
9.4 out of 10, Exceptional, (11)
"Thank you very much for being so accommodating with our stay! It was very clean, had all the essentials plus extra and we really liked how we had our own private patio. Will definitely be staying again in the future!"
The price is $142
$241 total
includes taxes & fees
Jun 10 - Jun 11
Private 1 bedroom apt in a quiet neighborhood, close to all!
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
8.6 out of 10, Excellent, (8)
"The property was clean and large and the outdoor space made for a fun gathering place, especially for the children in our group. It would have been nice to have dedicated spaces to hang towels and clothes, especially as we had so many people staying. The hosts were friendly and accommodating and we would stay again."
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
Large Home with Ocean Views, Fireplace, and Gas Grill - Dogs Welcome
Interior
Large Home with Ocean Views, Fireplace, and Gas Grill - Dogs Welcome
6.2 out of 10, (14)
"We all had an amazing time. Convenience to the beach was a bonus. Spectacular views of the ocean n the bay. Plenty of space , screen doors were annoying ( but I also live on the beach and understand how beat up everything gets). Would definitely rent this house again."
Large Home with Ocean Views, Fireplace, and Gas Grill - Dogs Welcome
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
Interior
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
9.2 out of 10, Wonderful, (23)
"We stayed in Unit #2 for 11 nights in the 2nd half of September. We had a very nice time, really enjoyed spending time on the roof deck and hopefully will visit again. We stayed in Unit #1 for the last two summers so we're repeat custom First let me say they provide shampoo, conditioner, bar soap, dish soap, dish sponge and paper towels plus there were 4 large beach towels. With that said, there were many items missing or not working and we called the next morning asking for assistance. No one...
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
Fridge, microwave, oven, stovetop
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
9.4 out of 10, Exceptional, (16)
"We enjoyed our stay. The house was set up perfectly for two families traveling together. The beds were comfy and we loved the outdoor showers. There were only two bikes for 9 of us so we ended up renting. There were also not enough beach chairs and some were not in great shape. The fridge in the kitchen needed to be replaced and there were not enough coffee cups and dishes."
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
On the beach
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
9.8 out of 10, Exceptional, (50)
"Couldn't say enough positive's about this stay. The owner was very responsive from before it was even booked all the way through the stay and after. The house has a gorgeous view and it's cozy for a nice weekend away. We will definitely be back."
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
Don't see what you're looking for?
See all available properties in Middle Island
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.

Other types of properties in Middle Island you may be interested in

Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
Interior
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
8.8 out of 10, Excellent, (13)
"4 families came from CA for a graduation celebration. Enough room and beds for all 10 of us. Easy access to lake. Backyard is huge, had fun playing badminton and volleyball. Also lit a fire at the fire pit one night. Managers were very responsive to our questions and requests There is a projector and we were able to watch movies at night. Pretty cool. Had a great stay."
The price is $800
$1,028 total
includes taxes & fees
Jun 9 - Jun 10
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
Hyatt Regency Long Island
Exterior
Hyatt Regency Long Island
3.5 star property
8.0 out of 10, Very Good, (1011)
"Very good experience "
The price is $179
$204 total
includes taxes & fees
Jun 9 - Jun 10
Hyatt Regency Long Island
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Exterior
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
2.5 star property
7.0 out of 10, Good, (1025)
"limited parking . AC unit could use some updating. "
The price is $110
$125 total
includes taxes & fees
Jun 16 - Jun 17
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
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.

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 $142 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?

Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres : Visitors give good reviews to this Middle Island vacation home rental, which is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Middle Island?

Expedia has 3 vacation rentals for your stay in Middle Island.

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.

Recent reviews of Middle Island properties
Expedia verified reviews

Holiday Inn Long Island-Islip Arpt East, an IHG Hotel

Holiday Inn Long Island-Islip Arpt East, an IHG Hotel

5/5 Excellent
"Really nice renovation "
A verified traveler stayed at Holiday Inn Long Island-Islip Arpt East, an IHG Hotel
Posted 1 day ago
Holiday Inn Long Island-Islip Arpt East, an IHG Hotel