Middle Island Vacation Rentals

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Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Middle Island vacation rentals

1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (38 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 ￥15,846
￥25,977 total
includes taxes & fees
Feb 19 - Feb 20
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Exterior detail

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Calverton
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 ￥44,782
￥96,819 total
includes taxes & fees
Feb 19 - Feb 20
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
TV

Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
7.8 out of 10, Good, (10 reviews)
"My husband, two boys (6 & 11) and I stayed in this quaint, little, clean apartment for four nights. They provided coffee, creamer and bathroom necessities. It was perfect for a short stay. When we did need something the owner was quick to reply and get it to us. If need be we will stay here again."
United States
NATALIE P.
The price is ￥17,224
￥52,561 total
includes taxes & fees
Feb 19 - Feb 20
Spacious one Bedroom Apt with private entrance
Pool

Tiny Home Private, Students, Nurses, Tech

Tiny Home Private, Students, Nurses, Tech
Bay Shore
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 ￥15,999
￥30,856 total
includes taxes & fees
Feb 22 - Feb 23
Tiny Home Private, Students, Nurses, Tech
1 bedroom, free WiFi, bed sheets

South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (3 reviews)
"Great stay! Super comfy and clean😊"
United States
ERIN
The price is ￥20,669
￥34,811 total
includes taxes & fees
Feb 26 - Feb 27
South Shore Studio in Mastic
Exterior

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
10.0 out of 10, Exceptional, (18 reviews)
"Perfect spot for a quick trip"
United States
James P.
The price is ￥19,021
￥27,855 total
includes taxes & fees
Feb 24 - Feb 25
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Dining

3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
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.
The price is ￥28,936
￥95,856 total
includes taxes & fees
Feb 25 - Feb 26
3 Story Beach Waterview, 3 KING bed, golf putting green!
Smart TV, books

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Rocky Point
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 ￥41,031
￥82,213 total
includes taxes & fees
Feb 25 - Feb 26
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Terrace/patio

The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
10.0 out of 10, Exceptional, (4 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is ￥17,637
￥52,160 total
includes taxes & fees
Mar 1 - Mar 2
The Royal Suite - Ronkonkoma
Smart TV

JC Entire Apartment remodeled, close to Airport and Ferry

JC Entire Apartment remodeled, close to Airport and Ferry
Coram
10.0 out of 10, Exceptional, (3 reviews)
"Would definitely stay again "
United States
Katherine R.
The price is ￥13,014
￥30,787 total
includes taxes & fees
Feb 28 - Mar 1
JC Entire Apartment remodeled, close to Airport and Ferry
2 bedrooms, WiFi, bed sheets

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
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.
The price is ￥23,884
￥35,158 total
includes taxes & fees
Feb 24 - Feb 25
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Smart TV, video games, books, stereo

Cozy Modern Gateway

Cozy Modern Gateway
Centereach
The price is ￥20,041
￥26,408 total
includes taxes & fees
Feb 19 - Feb 20
Cozy Modern Gateway
Interior

Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.4 out of 10, Exceptional, (6 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is ￥26,793
￥40,759 total
includes taxes & fees
Mar 3 - Mar 4
Cozy king suite with kitchen and dining area.
Fridge, microwave, oven, stovetop

Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
10.0 out of 10, Exceptional, (4 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is ￥38,223
￥79,878 total
includes taxes & fees
Mar 2 - Mar 3
Modern Vacation home. Close to The Hamptons
Interior

Private 1 bedroom apt in a quiet neighborhood, close to all!

Private 1 bedroom apt in a quiet neighborhood, close to all!
Centereach
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 ￥25,078
￥42,470 total
includes taxes & fees
Mar 3 - Mar 4
Private 1 bedroom apt in a quiet neighborhood, close to all!
Interior

4-bedroom beach house minutes from Hamptons

4-bedroom beach house minutes from Hamptons
Calverton
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.
The price is ￥52,360
￥106,524 total
includes taxes & fees
Mar 3 - Mar 4
4-bedroom beach house minutes from Hamptons
Smart TV

Peaceful private 2-bedroom house in Bayport.Amazing location!

Peaceful private 2-bedroom house in Bayport.Amazing location!
Bayport
10.0 out of 10, Exceptional, (1 review)
"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"
United States
Emily D.
The price is ￥30,314
￥39,356 total
includes taxes & fees
Feb 26 - Feb 27
Peaceful private 2-bedroom house in Bayport.Amazing location!
Terrace/patio

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic
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 ￥91,860
￥199,754 total
includes taxes & fees
Feb 19 - Feb 20
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Property grounds

Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
6.8 out of 10, (27 reviews)
"This is an adequate place to stay. That's about it"
United States
Maureen T.
The price is ￥12,439
￥36,144 total
includes taxes & fees
Feb 19 - Feb 20
Walk to Beach 2BR Near Dining & Shopping
Dining

Pure Paradise Hamptons Getaway

Pure Paradise Hamptons Getaway
East Patchogue
10.0 out of 10, Exceptional, (1 review)
"Nice house and great pool. "
United States
Bret C.
The price is ￥191,375
￥309,778 total
includes taxes & fees
Feb 26 - Feb 27
Pure Paradise Hamptons Getaway
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

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Great hotel"
Bianca 1-night trip
Posted 1 day ago
Hilton Garden Inn Riverhead

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?

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.