Search Vacation Homes in Middle Island

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare Vacation Homes in Middle Island with updated reviews, rates, and availability.

Sunny, Immaculate 4 Bedroom. Beach House five minutes to the long Island Sound
Exterior
Sunny, Immaculate 4 Bedroom. Beach House five minutes to the long Island Sound
The price is SAR 1,688
SAR 3,203 total
includes taxes & fees
7 Jum. II - 8 Jum. II
Sunny, Immaculate 4 Bedroom. Beach House five minutes to the long Island Sound
North Fork Escape Near Wineries, Beaches And Hamptons
Room
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
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
Exterior
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 SAR 3,001
SAR 3,856 total
includes taxes & fees
2 Jum. II - 3 Jum. II
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Room
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.4 out of 10, Exceptional, (9)
"It’s was perfect for what I needed. A comfortable place to sleep and a hot shower. The room was perfectly appointed also. I would recommend and stay there again. "
The price is SAR 356
SAR 556 total
includes taxes & fees
3 Jum. II - 4 Jum. II
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Airstream Art Studio Sculpture/Nature Preserve
Interior
Airstream Art Studio Sculpture/Nature Preserve
10.0 out of 10, Exceptional, (2)
"This place was one of the best parts of my stay on LI. It is tucked away on a beautiful stretch of property but still close to central locations making it easy to go out for provisions. I "gifted" myself a stay here as a single-mother and former art maker. This was the first time I painted in 10+ years, the environment and the energy filled my cup to overflowing! Thank you so much for having this space available. I will return."
The price is SAR 563
SAR 896 total
includes taxes & fees
2 Jum. II - 3 Jum. II
Airstream Art Studio Sculpture/Nature Preserve
NEW 7-Bedrm House w/Pool, Swim-Up Bar, Grill, Pool Table, Fitness room/play room
Pool
NEW 7-Bedrm House w/Pool, Swim-Up Bar, Grill, Pool Table, Fitness room/play room
10.0 out of 10, Exceptional, (3)
"We spent a wonderful Thanksgiving together under one roof. The house was spacious enough to accommodate 11 adults, two very active kids, teenagers who needed private time and a baby. It was well stocked with everything one would need to entertain such a large party, we just had to supply the food and drink. The manager, Johanna was very responsive to all of my questions. We will definitely consider coming back and or renting a different home with this group. The one snafu was that 2 out of the 4...
NEW 7-Bedrm House w/Pool, Swim-Up Bar, Grill, Pool Table, Fitness room/play room
Spacious Home Located Close to Stony Brook!
Spacious Home Located Close to Stony Brook!
9.0 out of 10, Wonderful, (2)
"It was a good place for what we needed. Only issues were a very loose handrail to the second floor and the wall ways were not shoveled and were slippery"
The price is SAR 1,497
SAR 2,828 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Spacious Home Located Close to Stony Brook!
Beautiful 3 Bedroom house
Exterior
Beautiful 3 Bedroom house
10.0 out of 10, Exceptional, (3)
"Property was very clean. The beds were very comfortable. Cold, bottled water was available in the refrigerator when we arrived. We could not find a toaster, but the kitchen was otherwise outfitted with everything we needed. Host was friendly and readily available."
Beautiful 3 Bedroom house
Charming home close to beach with fast WiFi & washer/dryer - dog-friendly
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
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Aerial view
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
10.0 out of 10, Exceptional, (47)
"Traveling with family and dog... private walk to the beach, stylish but simple, comfortable beds, clean and organized, responsive management... 2 bedrooms downstairs, one entire 2nd floor master bedroom / entertaining space upstairs, and an attached 'cottage' king studio that is attached to the main house."
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
Brand New Rebuild - Stunning Luxury on the Beach!
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
Living area
“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
Westhampton Beach Cedar Shingle with Heated Pool & Gym - on a Private Road
Exterior
Westhampton Beach Cedar Shingle with Heated Pool & Gym - on a Private Road
10.0 out of 10, Exceptional, (67)
"Lovely house, close to all with lots of room for a multi-generational family holiday! Would book again!"
Westhampton Beach Cedar Shingle with Heated Pool & Gym - on a Private Road
Bellport Luxury Pool Retreat w/ 3BR
Living area
Bellport Luxury Pool Retreat w/ 3BR
2.0 out of 10, (1)
The price is SAR 1,749
SAR 2,561 total
includes taxes & fees
2 Jum. II - 3 Jum. II
Bellport Luxury Pool Retreat w/ 3BR
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Heated 40ft saline pool and deck in separate secure fenced area with all day sun
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (147)
"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
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
Fully Equipped Kitchen
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
9.8 out of 10, Exceptional, (16)
"This property was just what my family and I were looking for. A quaint and quiet house with a small town feel. We stayed for NYE hoping to get away from the loud chaos we’re typically faced with at home and this location fit the bill. Pros: I’m not sure how this changes in the summer months but things were mostly quiet. There are restaurants, coffee, and food shopping all within a 5 minute drive. The home itself is pretty small, so for the 4 of us- husband, 17y/o, 9 y/o, and myself, it was...
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
Living area
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
9.8 out of 10, Exceptional, (11)
"Great location to visit family on the South Shore. Easy access to town/restaurants. Very responsive host! We’ll be back."
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs
On the deck - Entry Level
Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs
9.6 out of 10, Exceptional, (93)
"The house and views were amazing."
Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs
Hamptons Getaway With Heated Pool, Har Tru Tennis, Built -in Grill, Bike Shed
20X40 heated pool and expansive deck
Hamptons Getaway With Heated Pool, Har Tru Tennis, Built -in Grill, Bike Shed
9.8 out of 10, Exceptional, (38)
"House was awesome Perfect for family and friends. Very clean."
Hamptons Getaway With Heated Pool, Har Tru Tennis, Built -in Grill, Bike Shed
Bay Front House! June Discounts! Grab it! Friday to Friday: 8/23-8/30
Beach
Bay Front House! June Discounts! Grab it! Friday to Friday: 8/23-8/30
10.0 out of 10, Exceptional, (3)
"Much nicer than the on-line photos, very private with a beautiful view! Would definitely rent again!"
Bay Front House! June Discounts! Grab it! Friday to Friday: 8/23-8/30
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
Exterior
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 SAR 3,001
SAR 3,856 total
includes taxes & fees
2 Jum. II - 3 Jum. II
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
North Fork Escape Near Wineries, Beaches And Hamptons
Room
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
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Room
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.4 out of 10, Exceptional, (9)
"It’s was perfect for what I needed. A comfortable place to sleep and a hot shower. The room was perfectly appointed also. I would recommend and stay there again. "
The price is SAR 356
SAR 556 total
includes taxes & fees
3 Jum. II - 4 Jum. II
Cozy Studio near major highways. 45mins from NYC & 60 mins from 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.

Recent reviews of Middle Island hotels
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
"Very nice! "
A verified traveler stayed at Holiday Inn Long Island-Islip Arpt East, an IHG Hotel
Posted 2 days ago
Holiday Inn Long Island-Islip Arpt East, an IHG Hotel