Middle Island Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jun 23 - Jun 24
Tomorrow
Jun 24 - Jun 25
This weekend
Jun 27 - Jun 29
Next weekend
Jul 4 - Jul 6

Vacation Rentals in Middle Island

Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat
Living area

Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat

9.0 out of 10, Wonderful, (2)
"We spent two nights at Roman’s house and it was perfect for our needs. He was communicative and helpful when any questions arose and explained everything perfectly to help make our stay a pleasant one. I highly recommend staying here!"
Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.
Miscellaneous

East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

10.0 out of 10, Exceptional, (88)
"Place was beautiful. It was very clean. Easy to get to. Would stay again"
The price is ￥62,088
￥114,498 total
includes taxes & fees
Jul 21 - Jul 22
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Private kitchen

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

The price is ￥22,790
￥33,548 total
includes taxes & fees
Jun 24 - Jun 25
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (182)
"Everything was amazing, the house is beautiful and very spacious, and the host was very friendly! I would 100% stay here again! "
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Outdoor pool, a heated pool

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
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Sun loungers, beach towels

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

9.6 out of 10, Exceptional, (37)
"Lovely cottage beautifully decorated, close to restaurants, farm stands, and food stores. A least a 15 to 20 minute walk to the beach."
The price is ￥23,535
￥59,270 total
includes taxes & fees
Jul 2 - Jul 3
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR
Dining

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

9.0 out of 10, Wonderful, (11)
"Great host!"
The price is ￥16,070
￥26,137 total
includes taxes & fees
Jul 1 - Jul 2
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
Fridge, microwave, oven, stovetop

2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment

8.8 out of 10, Excellent, (27)
"My family rented the unit for two nights while staying at the beach. Great beach access and great l place to see. Shopping eating and night life with in walking distance"
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
Interior

Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.

8.4 out of 10, Very Good, (11)
"Wonderful location, love the brine scented air & cattails. Perfect location for us to easily visit family. Really enjoyed the relaxing weekend. Will definitely try to stay there again. "
The price is ￥19,065
￥25,122 total
includes taxes & fees
Jun 25 - Jun 26
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
Fridge, microwave, stovetop, coffee/tea maker

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

The price is ￥14,025
￥27,709 total
includes taxes & fees
Jun 25 - Jun 26
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
Walk to Beach 2BR Near Dining & Shopping
Property grounds

Walk to Beach 2BR Near Dining & Shopping

6.6 out of 10, (13)
"a little hard to find: hint, look for the address on the garbage cans, because the addresses get a bit wonky further down the block, but this is a lovely spot on the north shore if all you're looking for is a clean bed on a quiet street, and the two bedrooms are so much better for friends or families than would be two rooms in the hotel by the highway -- oh, and there's a nice bagel place just north of the Starbucks on the corner of 25A"
The price is ￥20,380
￥45,483 total
includes taxes & fees
Jun 24 - Jun 25
Walk to Beach 2BR Near Dining & Shopping
Updated home in great location with spacious living & outdoor features
TV, DVD player

Updated home in great location with spacious living & outdoor features

8.8 out of 10, Excellent, (54)
"Bunk beds, it was very clean and kitchen was great"
Updated home in great location with spacious living & outdoor features
Summer getaway
Outdoor pool, a heated pool

Summer getaway

9.2 out of 10, Wonderful, (10)
"Beautiful home with a beautiful pool"
Summer getaway
Muwu in Wading River - secluded cabin with private beach and built in sauna
Beach nearby, sun loungers

Muwu in Wading River - secluded cabin with private beach and built in sauna

10.0 out of 10, Exceptional, (1)
Muwu in Wading River - secluded cabin with private beach and built in sauna
1856 Trading House w/ walk to water
Smart TV, DVD player, books

1856 Trading House w/ walk to water

9.6 out of 10, Exceptional, (46)
"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
Peconic River Boatel
Outdoor dining

Peconic River Boatel

10.0 out of 10, Exceptional, (14)
"Great starting point to explore the north or south forks. The back deck was so peaceful and tranquil, and the place was nicely decorated and clean."
Peconic River Boatel
LUXURY BAY SHORE HOME
Full-size fridge, cookware/dishes/utensils

LUXURY BAY SHORE HOME

2.0 star property
The price is ￥105,053
￥207,677 total
includes taxes & fees
Jul 22 - Jul 23
LUXURY BAY SHORE HOME
A Quiet Place in the Hamptons
Outdoor pool, a heated pool

A Quiet Place in the Hamptons

9.8 out of 10, Exceptional, (35)
"We had a very nice time. The house was exactly what we needed and was close to everything. "
A Quiet Place in the Hamptons
Charming Riverhead home with large outdoor patio & backyard firepit
Exterior

Charming Riverhead home with large outdoor patio & backyard firepit

9.8 out of 10, Exceptional, (7)
"It was very nice."
Charming Riverhead home with large outdoor patio & backyard firepit
July Flash Sale: Luxury Beach House, Heated Pool, Dune Rd beaches, pets ok
Outdoor pool, a heated pool

July Flash Sale: Luxury Beach House, Heated Pool, Dune Rd beaches, pets ok

10.0 out of 10, Exceptional, (10)
"An absolute perfect home for a family looking to enjoy"
July Flash Sale: Luxury Beach House, Heated Pool, Dune Rd beaches, pets ok
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 OPEN,Beach,Fam Fr: 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.

How many vacation rentals will I find in Middle Island?

Expedia has 3 vacation rentals for your stay in Middle Island.

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.