Search Middle Island Cottages

Compare 58 Cottages in Middle Island with updated reviews, rates, and availability.

Designer cottage with amazing view, serene deck & outdoor shower - walk to beach
Fridge, microwave, oven, stovetop
Designer cottage with amazing view, serene deck & outdoor shower - walk to beach
9.4 out of 10, Exceptional, 14 reviews
"The home exceeded our expectations. Beautifully decorated, very very clean, great beds and linens, roomier than expected. The only issue was not with the house, but with the management company. They gave the wrong code to enter and we had to wait for the on site manager to give us the code. The next day they gave the wrong for bike locks and we once again had to wait for the manager to come to fix the issue. Having updated and correct information provided should be high on Vacasa’s priority...
Designer cottage with amazing view, serene deck & outdoor shower - walk to beach
A charming yellow cottage , where you can place your feet in the sand and relax!
Property grounds
A charming yellow cottage , where you can place your feet in the sand and relax!
A charming yellow cottage , where you can place your feet in the sand and relax!
Charming Cape Close to the Ocean
Property grounds
Charming Cape Close to the Ocean
5.2 out of 10, 5 reviews
"Great area and good rental"
Charming Cape Close to the Ocean
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Cozy Riverside Cottage
Property grounds
Cozy Riverside Cottage
10.0 out of 10, Exceptional, 1 review
"Cottage is very comfortable and clean. Neighborhood is quiet and in natural surroundings. Be prepared for spotty reception (screenshot access code) but WiFi is excellent in home, so is the TV/music system. Over all, excellent value and great accommodations in a beautiful spot. Only needed it for the weekend, but would book as a destination for some peace and quiet."
Cozy Riverside Cottage
Newly Renovated Beach Cottage in Jamesport, NY with a private beach.
Fridge, microwave, oven, stovetop
Newly Renovated Beach Cottage in Jamesport, NY with a private beach.
Newly Renovated Beach Cottage in Jamesport, NY with a private beach.
Cozy cottage in Wading River
Fridge, microwave, oven, stovetop
Cozy cottage in Wading River
10.0 out of 10, Exceptional, 1 review
"Beds, couches, chairs, outside furniture, fire pit, everything was so magical, we all got the rest we deserved, and we loved the fact it was fenced in and safe"
The price is $179
$261 total
includes taxes & fees
4 Jun - 5 Jun
Cozy cottage in Wading River
Beachfront Romance: Rustic Home w/ Private Beach
On the beach
Beachfront Romance: Rustic Home w/ Private Beach
9.2 out of 10, Wonderful, 39 reviews
"The house is small but it has everything you need. The ocean was lovely to watch and good scavenging for rocks and sea glass. Very private place. My pup and I had a good time!"
Beachfront Romance: Rustic Home w/ Private Beach
Charming Patchogue Cottage!!!
Private kitchen
Charming Patchogue Cottage!!!
10.0 out of 10, Exceptional, 2 reviews
"The cottage was perfect for our stay and exactly as listed. The location is excellent, in a nice neighborhood and conveniently located to the many restaurants on Main Street. It’s only about a 50 minute drive to the wineries on the North Fork. Check in was easy and smooth and great communication from the owner. The cottage is located in a beautiful backyard that we were also able to enjoy. Would definitely rent again for a future trip."
Charming Patchogue Cottage!!!
Bay Shore Vacation Rental ~ 7 Mi to the Beach
Interior
Bay Shore Vacation Rental ~ 7 Mi to the Beach
3.0 star property
10.0 out of 10, Exceptional, 1 review
Bay Shore Vacation Rental ~ 7 Mi to the Beach
Baiting Hollow Cozy Cottage w/ Walk-to beach, Wineries, farmstands. horse farms!
Beach nearby, sun loungers
Baiting Hollow Cozy Cottage w/ Walk-to beach, Wineries, farmstands. horse farms!
9.6 out of 10, Exceptional, 5 reviews
"My husband and I really enjoyed our stay. The place is very clean and comfortable and checked all the boxes. The Property Owner is amazing. So accommodating. We went peach picking and of course The Beach! Enjoyed the location very much."
Baiting Hollow Cozy Cottage w/ Walk-to beach, Wineries, farmstands. horse farms!
Cozy Country Cottage #2
Fridge, microwave, oven, stovetop
Cozy Country Cottage #2
2.0 out of 10, 2 reviews
"We reserved this day in May and continue to communicate with the owner through early july. On the morning of our stay I contacted him to ask about checking information and he sent me the key code and wished us a great day. 1 hour prior to check in we inexplicably received cancellation of our stay. The owner made bizarre statements about the rbo being monsters and terrible people and saying he would never do business with them. When I told him that I was a family of five and we needed a place to...
The price is $160
$296 total
includes taxes & fees
7 Jun - 8 Jun
Cozy Country Cottage #2
Luxury Beach Cottage: Wineries, Shopping & The Hamptons
Property grounds
Luxury Beach Cottage: Wineries, Shopping & The Hamptons
10.0 out of 10, Exceptional, 25 reviews
"A wonderful home, incredible location, views breathtaking"
Luxury Beach Cottage: Wineries, Shopping & The Hamptons
Private 3BR 3BA Fire Island Cottage w/pool 4 min to harborl
Outdoor pool
Private 3BR 3BA Fire Island Cottage w/pool 4 min to harborl
8.0 out of 10, Very Good, 2 reviews
"Overall good experience. There was some construction in progress that was not ideal, but nice to see investment harpooning as well. Would be good to have a guest instruction sheet. But overall a nice place in a great location."
Private 3BR 3BA Fire Island Cottage w/pool 4 min to harborl
Charming and Bright Cottage with Salt Water Pool
Interior
Charming and Bright Cottage with Salt Water Pool
10.0 out of 10, Exceptional, 3 reviews
"What a beautiful cottage. Clean and bright. Would definitely stay again!"
Charming and Bright Cottage with Salt Water Pool
Lordship Stratford , Ct 2Bed/2bath professional home Steps to Beach/bluffs/ eat
Exterior
Lordship Stratford , Ct 2Bed/2bath professional home Steps to Beach/bluffs/ eat
Lordship Stratford , Ct 2Bed/2bath professional home Steps to Beach/bluffs/ eat
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Property grounds
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
9.8 out of 10, Exceptional, 18 reviews
"Restful spot, impeccably maintained cottages overlook the water. The hosts are very welcoming."
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
THE SURF SHACK "A WAVE FROM IT ALL"
Beach nearby, sun loungers
THE SURF SHACK "A WAVE FROM IT ALL"
9.6 out of 10, Exceptional, 21 reviews
"This was a perfect, 5 star experience. The owner: Anna was super communicative and responsive. We felt completely taken care of. Check in and check out were a breeze. And the literature in the home had everything we needed. The home: lovely, super clean, well appointed with everything we needed. Our little kids loved playing on the big back porch (we ate all our meals out there too). We loved the propane fire pit, the big leather couch, the games, and the fancy shower. We cooked all our meals...
THE SURF SHACK "A WAVE FROM IT ALL"
Medford Home w/ Pool, Near Golf Courses!
Interior
Medford Home w/ Pool, Near Golf Courses!
3.0 star property
Medford Home w/ Pool, Near Golf Courses!
Charming Rocky Point Home ~ 1 Mi to Beach!
Interior
Charming Rocky Point Home ~ 1 Mi to Beach!
3.0 star property
Charming Rocky Point Home ~ 1 Mi to Beach!
1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
2 bedrooms, travel crib, free WiFi, bed sheets
1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
9.4 out of 10, Exceptional, 6 reviews
"Everything was excellent"
1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
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 property types 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 reviews
"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
4 Jun - 5 Jun
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 reviews
"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 reviews
"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
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.

Middle Island Cottages information

Number of reviews
90
Accommodation
58 Cottages
Lowest Price
CNY1,159
Highest Price
CNY1,296

Frequently asked questions

Why book your cottage in Middle Island with Expedia?
Expedia has some terrific cottages in Middle Island, so start packing for a memorable vacay close to nature. If you’re sticking to a budget, click on how much you’re willing to spend and the star rating of your property. Or, use our handy filters to search for cottages with free WiFi or a kitchen. We’ll help you find a suitable place whatever your escape looks like.
How can I find cheap cottages in Middle Island?
With Expedia’s filter tool, locating cheap cottages in Middle Island couldn’t be easier. To discover accommodations that’ll make your hip pocket happy, narrow your search by amenities, budget and star rating.

Recent reviews of Middle Island hotels
Expedia 亿客行 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
"Everything was great"
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