Middle Island Vacation Rentals

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Vacation Rentals in Middle Island

Our top choices for Middle Island vacation rentals

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (185)
"House was more then I can imagine , host was great , house literally have anything you forgot at home . "
The price is CA $683
CA $1,233 total
includes taxes & fees
Oct 2 - Oct 3
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

10.0 out of 10, Exceptional, (2)
"Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. "
The price is CA $347
CA $480 total
includes taxes & fees
Sep 23 - Sep 24
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

Spacious Home Located Close to Stony Brook!

7.0 out of 10, Good, (19)
"Great stay great people great costumer care definitely reccomend"
Spacious Home Located Close to Stony Brook!

East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

10.0 out of 10, Exceptional, (96)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is CA $454
CA $897 total
includes taxes & fees
Oct 2 - Oct 3
East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

Newly Renovated Luxury Beach House Ocean Bay Park

10.0 out of 10, Exceptional, (69)
"Very nice place for a family to stay"
The price is CA $965
CA $1,741 total
includes taxes & fees
Oct 1 - Oct 2
Newly Renovated Luxury Beach House Ocean Bay Park

Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR

9.2 out of 10, Wonderful, (15)
"The property was very quaint and comfortable. We'll probably stay again in the future"
The price is CA $114
CA $207 total
includes taxes & fees
Sep 14 - Sep 15
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR

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

9.4 out of 10, Exceptional, (26)
"its small but very nice for a short stay would recommend."
The price is CA $137
CA $227 total
includes taxes & fees
Sep 14 - Sep 15
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
8.4 out of 10, Very good, (7)
"A fantastic location, and would certainly stay again! The bed was a bit hard but we all like something different. "
The price is CA $689
CA $1,250 total
includes taxes & fees
Sep 18 - Sep 19
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious 5-bedroom villa in pleasant Setauket- East Setauket with WiFi, AC

2.0 out of 10, (1)
"While we received multiple confirmations of our reservation, including the morning we were to check in, the property manager never sent us check in instructions, even after we emailed asking for them. Then, after spending over an hour with multiple calls to VRBO customer service, who also couldn’t get ahold of the property manager, we arrived at the location. There was a 4ft high, 10ft wide heap of garbage in the front yard and looking in through the windows it was apparent the house was under...
The price is CA $1,104
CA $1,512 total
includes taxes & fees
Sep 19 - Sep 20
Spacious 5-bedroom villa in pleasant Setauket- East Setauket with WiFi, AC

Tiny Home Private, Students, Nurses, Tech

9.4 out of 10, Exceptional, (3)
"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!"
The price is CA $145
CA $274 total
includes taxes & fees
Sep 17 - Sep 18
Tiny Home Private, Students, Nurses, Tech

1856 Trading House w/ walk to water

9.6 out of 10, Exceptional, (50)
"We've stayed here twice when visiting family in town, it's a lovely space and very welcoming."
1856 Trading House w/ walk to water

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

10.0 out of 10, Exceptional, (38)
"Convenient location, very clean, updated home. The online pictures are accurate, the finished basement is actually more spacious than the photos show. We enjoyed our time here, and would definitely stay again. "
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Walk to Beach 2BR Near Dining & Shopping

6.4 out of 10, (19)
"The beach is private and you need to be a Brookhaven resident to be admitted. This is not specified anywhere on the listing. Communication about this with the owner via app was rather poor. "
The price is CA $193
CA $420 total
includes taxes & fees
Sep 13 - Sep 14
Walk to Beach 2BR Near Dining & Shopping

Summer getaway

9.2 out of 10, Wonderful, (12)
"Beautiful home with a beautiful pool"
Summer getaway

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Charming 1-bedroom house in lovely Stony Brook with AC

Charming 1-bedroom house in lovely Stony Brook with AC

OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!

9.0 out of 10, Wonderful, (53)
"Has a very nice stay."
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!

Beautiful historic home in Stony Brook!

2.0 star property
8.2 out of 10, Very good, (13)
"Thank you Great Location Would book again"
Beautiful historic home in Stony Brook!

Modern Vacation home. Close to The Hamptons

10.0 out of 10, Exceptional, (3)
"good time"
The price is CA $459
CA $863 total
includes taxes & fees
Sep 12 - Sep 13
Modern Vacation home. Close to The Hamptons
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

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middle Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middle Island vacation rentals we have selected for you start as low as CA $114 per night. Entering your travel dates in the search wizard 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?

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.: Visitors like this Middle Island vacation home rental. It has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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.