A lighthouse on a grassy dune with a beach and water in the background.

Middle Island Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Middle Island holiday rentals

A room with a white door, a sign reading "Relax", a potted plant, and a small table with a sign and a lamp.

1. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.6 out of 10, Exceptional, (7 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is HK$1,371
HK$2,095 total
includes taxes & fees
31 Aug - 1 Sept
Cozy king suite with kitchen and dining area.
A suburban house with a driveway and parked cars.

2. Beautiful Private Studio Apartment!

Beautiful Private Studio Apartment!
Ridge
9.6 out of 10, Exceptional, (21 reviews)
"The parking and room access was easy to find as the host gave excellent directions. All amenities were provided in kitchen and bath, and we loved the recessed reading nook. The rain shower was the best! We were serenaded by whip-poor-wills each night at sunset, a truly beautiful experience."
United States
Wendy
Beautiful Private Studio Apartment!
A living room with a sofa, armchairs, a coffee table, and a rug.

3. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
10.0 out of 10, Exceptional, (1 review)
"Excellent host and peaceful getaway. I highly recommend!"
United States
Greg M.
The price is HK$2,227
HK$4,881 total
includes taxes & fees
15 Sept - 16 Sept
Peaceful 3BR Garden Cottage Long Island Escape
A living room with a brown sofa, a glass coffee table with decorative items, and a kitchen in the background with wooden cabinets and a black refrigerator.

4. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
8.0 out of 10, Very good, (11 reviews)
"The place was great. It was clean and spacious, and located on a quiet street. It was also accessible to all the major roads. The host was very accommodating. Very pleased with it all and would highly recommend! "
United Kingdom
Selective Travel M.
The price is HK$882
HK$2,682 total
includes taxes & fees
31 Aug - 1 Sept
Spacious one Bedroom Apt with private entrance
A compact hotel room with a bed, a sofa, a desk with a chair, a TV, and a small kitchenette.

5. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (6 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is HK$1,058
HK$1,782 total
includes taxes & fees
6 Sept - 7 Sept
South Shore Studio in Mastic

6. Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
7.2 out of 10, Good, (35 reviews)
"Host was very welcoming and helpful! "
United States
Alissa I.
The price is HK$1,234
HK$2,628 total
includes taxes & fees
27 Aug - 28 Aug
Walk to Beach 2BR Near Dining & Shopping
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

7. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (9 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is HK$1,382
HK$3,343 total
includes taxes & fees
1 Sept - 2 Sept
The Royal Suite - Ronkonkoma
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

8. 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, (29 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 HK$1,876
HK$2,958 total
includes taxes & fees
1 Sept - 2 Sept
Private 1 bedroom apt in a quiet neighborhood, close to all!
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

9. 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, (26 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 HK$2,222
HK$4,410 total
includes taxes & fees
30 Aug - 31 Aug
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

10. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is HK$1,502
HK$2,492 total
includes taxes & fees
31 Aug - 1 Sept
Spacious 3BR Family Home Near Everything
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

11. 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, (26 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is HK$952
HK$1,401 total
includes taxes & fees
30 Aug - 31 Aug
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

12. Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is HK$1,037
HK$2,348 total
includes taxes & fees
20 Sept - 21 Sept
Sundown Escape-South Shore Long Island
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

13. 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, (49 reviews)
"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"
United States
Jaelyn
The price is HK$776
HK$1,289 total
includes taxes & fees
1 Sept - 2 Sept
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A living room with a blue door, a white shelf, a grey sofa with patterned cushions, and a small table with a decorative item.

14. Bright & Comfortable Home in the Heart of It All

Bright & Comfortable Home in the Heart of It All
Central Islip
10.0 out of 10, Exceptional, (2 reviews)
"My stay was amazing! The place was bigger in person than i expected, which was such a pleasant surprise. The house was spotless and very clean, making me feel comfortable from the moment I arrived. The host was incredibly helpful, responsive, and made the entire experience smooth and stress-free. I enjoyed my stay and would absolutely book this home again. Highly recommend to anyone looking for a clean, spacious, and welcoming place to stay!"
United States
Tatiana J.
The price is HK$1,259
HK$3,766 total
includes taxes & fees
9 Sept - 10 Sept
Bright & Comfortable Home in the Heart of It All
A dining area with a table set for four, large windows, and a ceiling fan.

15. 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, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is HK$1,951
HK$5,605 total
includes taxes & fees
1 Sept - 2 Sept
3 Story Beach Waterview, 3 KING bed, golf putting green!
A water park with multiple slides and pools, surrounded by trees and a parking lot.

16. Tiny Home Private, Students, Nurses, Tech

Tiny Home Private, Students, Nurses, Tech
Bay Shore
8.0 out of 10, Very good, (9 reviews)
"Great host, nice place."
United States
Brian C.
The price is HK$948
HK$1,752 total
includes taxes & fees
21 Sept - 22 Sept
Tiny Home Private, Students, Nurses, Tech
A dining area with a wooden table, chairs, and a decorative wall with a cityscape picture.

17. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Flanders
10.0 out of 10, Exceptional, (6 reviews)
"The host was very welcoming and the house was very clean"
United States
James W.
The price is HK$1,254
HK$2,650 total
includes taxes & fees
13 Sept - 14 Sept
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
A modern living room with a grey sofa, a wooden coffee table, a flat-screen TV mounted on the wall, and a ceiling light fixture.

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

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.6 out of 10, Excellent, (7 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is HK$2,469
HK$3,205 total
includes taxes & fees
8 Sept - 9 Sept
Peaceful private 2-bedroom house in Bayport. Amazing location!
A modern kitchen with white cabinets, stainless steel appliances, a tiled backsplash, and a view to the outside.

19. Tranquil Stay

Tranquil Stay
Shirley
8.2 out of 10, Very good, (12 reviews)
"Great stay! "
United States
Emily S.
The price is HK$3,350
HK$5,752 total
includes taxes & fees
27 Aug - 28 Aug
Tranquil Stay
A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

20. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is HK$1,128
HK$2,685 total
includes taxes & fees
13 Sept - 14 Sept
Sundown Escape Near SouthShore University Hospital
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middle Island Hotel Reviews

Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

10/10 Excellent
"Breakfast was good. Staff was friendly and nice. Room was really clean. Only problem (not that big of a deal tho) is the ac worked but didn’t stay on all the time."
Makayla 2-night trip
Posted 5 hours ago
Holiday Inn Express Hauppauge-Long Island

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:

  • View our selection of featured holiday rentals in Middle Island
  • Use the map to find apartments and other holiday homes in the Middle Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middle Island while they last

Look no further and take a look at our great range of rental properties in Middle Island!

Frequently asked questions

Can I find holiday rentals in Middle Island?

Yes, there are holiday rentals close to the most popular sights in Middle Island, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Middle Island has to offer?

Hamptons Retreat 1/4 Mi to Viral Supermodel Cafe to Bethenny Frankel's Pop-Up!: This holiday home rental outside of Middle Island is located near the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 wider area.

What are holiday rentals like in Middle Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middle Island. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.