Middle Island Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Middle Island vacation rentals

A room with a closed door, a potted plant, a small table with a sign, and a wall with a decorative sign.

1. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
8.8 out of 10, Excellent, (9 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is CA $245
CA $357 total
includes taxes & fees
Nov 22 - Nov 23
Cozy king suite with kitchen and dining area.
A garden with a small waterfall, rocks, and statues.

2. 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 CA $256
CA $661 total
includes taxes & fees
Nov 9 - Nov 10
Peaceful 3BR Garden Cottage Long Island Escape
Property grounds

3. Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
7.2 out of 10, Good, (35 reviews)
"Place was perfect for our 2 day stay. In town for family event. Was well stocked with kitchen items and bathroom. Outside area was relaxing. Quaint little place. Host communicated well and everything was as expected. Thank you"
United States
Kelly W.
The price is CA $159
CA $374 total
includes taxes & fees
Nov 8 - Nov 9
Walk to Beach 2BR Near Dining & Shopping
A doorway with a "WELCOME" mat, a small potted plant on each side, and a hallway leading to a living room with a couch and a lamp.

4. Private One Bedroom Apartment with full kitchen, LR, full bath and private yard

Private One Bedroom Apartment with full kitchen, LR, full bath and private yard
Ridge
9.4 out of 10, Exceptional, (21 reviews)
"Great place to stay!"
United States
Diane J.
Private One Bedroom Apartment with full kitchen, LR, full bath and private yard
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.

5. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
8.2 out of 10, Very good, (12 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 CA $159
CA $461 total
includes taxes & fees
Nov 9 - Nov 10
Spacious one Bedroom Apt with private entrance
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

6. 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, (30 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 CA $203
CA $324 total
includes taxes & fees
Nov 11 - Nov 12
Private 1 bedroom apt in a quiet neighborhood, close to all!
A bedroom with a bed, a bedside lamp, a TV, and a door leading to another room.

7. Cozy 1-bedroom apartment in charming Centereach with AC

Cozy 1-bedroom apartment in charming Centereach with AC
Centereach
The price is CA $178
CA $308 total
includes taxes & fees
Nov 9 - Nov 10
Cozy 1-bedroom apartment in charming Centereach with AC
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

8. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (10 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is CA $186
CA $496 total
includes taxes & fees
Nov 25 - Nov 26
The Royal Suite - Ronkonkoma
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

9. 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, (57 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 CA $158
CA $228 total
includes taxes & fees
Nov 8 - Nov 9
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

10. 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, (29 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 CA $397
CA $720 total
includes taxes & fees
Dec 5 - Dec 6
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
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
9.4 out of 10, Exceptional, (35 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is CA $172
CA $241 total
includes taxes & fees
Nov 10 - Nov 11
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
A dining area with a table set for four, large windows, and a ceiling fan.

12. 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 CA $342
CA $946 total
includes taxes & fees
Nov 17 - Nov 18
3 Story Beach Waterview, 3 KING bed, golf putting green!
A wooden outdoor seating area with a bench and two chairs, a brick wall, and a window.

13. Central 2BR, Garden Suite, Top Amenities & Care!

Central 2BR, Garden Suite, Top Amenities & Care!
Central Islip
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, clean and inviting space. Thanks for a great space away from home; will definietly book again."
United States
Vladamir R.
The price is CA $214
CA $751 total
includes taxes & fees
Nov 16 - Nov 17
Central 2BR, Garden Suite, Top Amenities & Care!
A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

14. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.8 out of 10, Exceptional, (7 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is CA $402
CA $726 total
includes taxes & fees
Nov 12 - Nov 13
Modern Vacation home. Close to The Hamptons
A modern living room with a grey sectional sofa, a round coffee table, and a dining area with a small table and chairs.

15. Cozy 1-bedroom apartment in lovely Central Islip

Cozy 1-bedroom apartment in lovely Central Islip
Central Islip
The price is CA $197
CA $245 total
includes taxes & fees
Dec 4 - Dec 5
Cozy 1-bedroom apartment in lovely Central Islip
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

16. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is CA $269
CA $446 total
includes taxes & fees
Nov 9 - Nov 10
Spacious 3BR Family Home Near Everything
A dining area with a table, chairs, a vase with flowers, and a sign that reads 'Relax Unwind & Enjoy'.

17. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
10.0 out of 10, Exceptional, (1 review)
"If we could give 10 stars, we would. Every detail was very thoughtfully planned. Comfortable bed, quiet and peaceful location. Great communication. We will stay again."
United States
Loritha F.
The price is CA $199
CA $367 total
includes taxes & fees
Dec 5 - Dec 6
Charming Secluded Waterfront retreat
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

18. 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 CA $185
CA $420 total
includes taxes & fees
Dec 1 - Dec 2
Sundown Escape-South Shore Long Island
A hot tub with two chairs, a pergola, and a wooden deck.

19. Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic
10.0 out of 10, Exceptional, (34 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is CA $565
CA $2,278 total
includes taxes & fees
Nov 30 - Dec 1
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
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 CA $202
CA $456 total
includes taxes & fees
Dec 1 - Dec 2
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.
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Top Middle Island Hotel Reviews

A hotel lobby with a reception desk, a blue sofa, a flat-screen TV, and a fireplace.
Comfort Inn Medford - Long Island

Comfort Inn Medford - Long Island

Comfort Inn Medford - Long Island
Medford

10/10 Excellent

The location was ideal for a stop during a road trip. The hotel was relatively clean and comfortable overall. However, the rooms facing the main road can be a little noisy, especially at night. The breakfast was quite basic, with not many options to choose from. I would have appreciated having some peanut butter or cheese available. Overall, it was a convenient place to stay for a road trip stop.
Canada
Christian
Reviewed September 29, 2026
Comfort Inn Medford - Long 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 $157 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?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: 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.

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.