A rustic wooden building with a wooden deck and a fence.

Oakdale Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Oakdale vacation rentals

A dining area with a table, chairs, a vase with flowers, and a sign that reads 'Relax Unwind & Enjoy'.

1. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
The price is CA $197
CA $393 total
includes taxes & fees
Sep 30 - Oct 1
Charming Secluded Waterfront retreat
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

2. 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, 52, (52 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 $137
CA $228 total
includes taxes & fees
Sep 16 - Sep 17
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

3. Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, 1, (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 $176
CA $407 total
includes taxes & fees
Sep 20 - Sep 21
Sundown Escape-South Shore Long Island
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

4. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, 9, (9 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is CA $144
CA $457 total
includes taxes & fees
Sep 21 - Sep 22
The Royal Suite - Ronkonkoma
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

5. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is CA $266
CA $442 total
includes taxes & fees
Sep 16 - Sep 17
Spacious 3BR Family Home Near Everything
A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

6. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is CA $200
CA $474 total
includes taxes & fees
Sep 20 - Sep 21
Sundown Escape Near SouthShore University Hospital
A water park with multiple slides and pools, surrounded by trees and a parking lot.

7. Tiny Home Private, Students, Nurses, Tech

Tiny Home Private, Students, Nurses, Tech
Bay Shore
8.0 out of 10, 9, (9 reviews)
"Great host, nice place."
United States
Brian C.
The price is CA $156
CA $289 total
includes taxes & fees
Sep 16 - Sep 17
Tiny Home Private, Students, Nurses, Tech
An outdoor patio area with a grill, seating, and string lights.

8. Private Apartment on River Ave. close to main st

Private Apartment on River Ave. close to main st
Patchogue
9.6 out of 10, 8, (8 reviews)
"Nice little property. Perfect for what we needed. Host was great."
United States
A H.
The price is CA $250
CA $506 total
includes taxes & fees
Sep 16 - Sep 17
Private Apartment on River Ave. close to main st
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

9. 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, 28, (28 reviews)
"The property was very easy to find, clean, and comfortable. The hosts were very communicative and accommodating. Highly recommend!"
United States
Karen D.
The price is CA $211
CA $299 total
includes taxes & fees
Sep 22 - Sep 23
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
A living room with a blue door, a white shelf, a grey sofa with patterned cushions, and a small table with a decorative item.

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

Bright & Comfortable Home in the Heart of It All
Central Islip
8.8 out of 10, 3, (3 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 CA $247
CA $695 total
includes taxes & fees
Sep 29 - Sep 30
Bright & Comfortable Home in the Heart of It All
A modern bedroom with a large bed, a bedside table, a sofa, and a potted plant.

11. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.6 out of 10, 25, (25 reviews)
"Well suited for our needs."
United States
Teresa D.
The price is CA $137
CA $244 total
includes taxes & fees
Oct 4 - Oct 5
1 bedroom 1 bath private entrance
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.

12. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
8.0 out of 10, 11, (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 CA $156
CA $476 total
includes taxes & fees
Sep 21 - Sep 22
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.

13. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, 6, (6 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is CA $187
CA $312 total
includes taxes & fees
Sep 16 - Sep 17
South Shore Studio in Mastic
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

14. 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, 29, (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 CA $230
CA $388 total
includes taxes & fees
Sep 28 - Sep 29
Private 1 bedroom apt in a quiet neighborhood, close to all!
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.

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

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.8 out of 10, 8, (8 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is CA $356
CA $464 total
includes taxes & fees
Oct 5 - Oct 6
Peaceful private 2-bedroom house in Bayport. Amazing location!
A room with a white door, a sign reading "Relax", a potted plant, and a small table with a sign and a lamp.

16. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.6 out of 10, 7, (7 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is CA $243
CA $368 total
includes taxes & fees
Sep 16 - Sep 17
Cozy king suite with kitchen and dining area.
A living room with a sofa, armchairs, a coffee table, and a rug.

17. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
10.0 out of 10, 1, (1 review)
"Excellent host and peaceful getaway. I highly recommend!"
United States
Greg M.
The price is CA $220
CA $641 total
includes taxes & fees
Sep 30 - Oct 1
Peaceful 3BR Garden Cottage Long Island Escape
A modern kitchen with wooden cabinets and a granite countertop.

18. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, 15, (15 reviews)
"Love being able to park off the street."
United States
Joan
The price is CA $148
CA $297 total
includes taxes & fees
Sep 21 - Sep 22
Your Perfect Getaway Between Farmingdale & Amityville
A water park with multiple slides and pools, surrounded by trees and a parking lot.

19. Private 3Br Apt: King-2Queen -PetPally -LTR-STR

Private 3Br Apt: King-2Queen -PetPally -LTR-STR
Bay Shore
10.0 out of 10, 1, (1 review)
"These were nice rooms. Very professionally set-up."
United States
Marcus P.
The price is CA $329
CA $524 total
includes taxes & fees
Oct 6 - Oct 7
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
A dining area with a table set for four, large windows, and a ceiling fan.

20. 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, 24, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is CA $300
CA $933 total
includes taxes & fees
Sep 16 - Sep 17
3 Story Beach Waterview, 3 KING bed, golf putting green!
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 Oakdale Hotel Reviews

SureStay Plus by Best Western Woodbury Inn

SureStay Plus by Best Western Woodbury Inn

8/10 Good
"They did not allow to keep my bag for a couple hours when early checkin was not available. This is bad customer service. Should allow bag claim team to keep the bag for claim once checkin is done a couple hours later"
Mukund Jayant 1-night trip
Posted 2 hours ago
SureStay Plus by Best Western Woodbury Inn

Find out more about Oakdale

Everything you need to know about Oakdale 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 Oakdale 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 Oakdale vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oakdale vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakdale. 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 Oakdale 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 Oakdale vacation rentals we have selected for you start as low as CA $228 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oakdale rentals

At Expedia, we put the best Oakdale 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 Oakdale 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 Oakdale 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 Oakdale. 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

Are there vacation rentals in Oakdale?

Yes, we have vacation rentals in Oakdale near Bayard Cutting Arboretum State Park, or you can go with a secluded option if you want a relaxing stay. Oakdale is known for its restaurants and shopping. Make sure you have time to check out the beaches while you're in the area.

What are some of the best vacation rentals that Oakdale has to offer?

Large Beach House Steps From Town and Ocean: This vacation home rental near Oakdale has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Oakdale?

Expedia has 4 vacation rentals for your stay in Oakdale.

What can I see and do in Oakdale?

Bayard Cutting Arboretum State Park and Great South Bay are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Connetquot River and CM Performing Arts Center.

What are vacation rentals like in Oakdale?

Vacation rentals are private properties you can reserve for a short or long stay in Oakdale. Vacation rentals offer extras like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for small groups.