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.
The price is ¥13,444
¥31,805 total
includes taxes & fees
Mar 31 - Apr 1
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.
The price is ¥16,370
¥26,835 total
includes taxes & fees
Mar 12 - Mar 13
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.
The price is ¥14,234
¥38,306 total
includes taxes & fees
Mar 13 - Mar 14
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.
The price is ¥17,793
¥54,298 total
includes taxes & fees
Mar 25 - Mar 26
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.
The price is ¥19,575
¥28,690 total
includes taxes & fees
Mar 14 - Mar 15
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.
The price is ¥18,267
¥33,167 total
includes taxes & fees
Mar 22 - Mar 23
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
The price is ¥21,311
¥35,893 total
includes taxes & fees
Mar 19 - Mar 20
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.
The price is ¥27,626
¥41,125 total
includes taxes & fees
Mar 12 - Mar 13
Cozy king suite with kitchen and dining area.
The price is ¥47,448
¥92,339 total
includes taxes & fees
Apr 5 - Apr 6
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.
The price is ¥24,673
¥35,418 total
includes taxes & fees
Mar 12 - Mar 13
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.
The price is ¥90,024
¥127,612 total
includes taxes & fees
Mar 21 - Mar 22
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
The price is ¥276,255
¥501,569 total
includes taxes & fees
Mar 12 - Mar 13
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
The price is ¥27,330
¥44,418 total
includes taxes & fees
Mar 22 - Mar 23
Private 1 bedroom apt in a quiet neighborhood, close to all!
The price is ¥88,244
¥172,963 total
includes taxes & fees
Mar 15 - Mar 16
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.
The price is ¥42,306
¥86,212 total
includes taxes & fees
Apr 8 - Apr 9
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.
The price is ¥74,762
¥116,799 total
includes taxes & fees
Mar 12 - Mar 13
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.
The price is ¥42,561
¥99,582 total
includes taxes & fees
Mar 16 - Mar 17
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.
The price is ¥23,679
¥45,449 total
includes taxes & fees
Mar 13 - Mar 14
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.
The price is ¥70,895
¥132,219 total
includes taxes & fees
Mar 12 - Mar 13
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.
The price is ¥63,144
¥164,845 total
includes taxes & fees
Mar 19 - Mar 20
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

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

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

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.