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

Oakdale Vacation Rentals

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Our top choices for Oakdale vacation rentals

1. 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 $181
CA $414 total
includes taxes & fees
Aug 12 - Aug 13
Sundown Escape-South Shore Long Island

2. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is CA $234
CA $405 total
includes taxes & fees
Aug 12 - Aug 13
Spacious 3BR Family Home Near Everything

3. 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 CA $153
CA $247 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

4. 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 CA $232
CA $670 total
includes taxes & fees
Sep 8 - Sep 9
Bright & Comfortable Home in the Heart of It All

5. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (8 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is CA $278
CA $632 total
includes taxes & fees
Aug 19 - Aug 20
The Royal Suite - Ronkonkoma

6. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.6 out of 10, Excellent, (25 reviews)
"Well suited for our needs."
United States
Teresa D.
The price is CA $163
CA $274 total
includes taxes & fees
Aug 17 - Aug 18
1 bedroom 1 bath private entrance

7. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is CA $201
CA $476 total
includes taxes & fees
Aug 12 - Aug 13
Sundown Escape Near SouthShore University Hospital

8. 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, (24 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is CA $169
CA $249 total
includes taxes & fees
Aug 18 - Aug 19
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

9. 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 CA $157
CA $471 total
includes taxes & fees
Aug 19 - Aug 20
Spacious one Bedroom Apt with private entrance

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

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
9.4 out of 10, Exceptional, (6 reviews)
"Quiet and respectful owner. Welcoming and a great nights sleep. "
United States
Jason P.
The price is CA $439
CA $569 total
includes taxes & fees
Aug 24 - Aug 25
Peaceful private 2-bedroom house in Bayport. Amazing location!

11. 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, (28 reviews)
The price is CA $316
CA $495 total
includes taxes & fees
Aug 24 - Aug 25
Private 1 bedroom apt in a quiet neighborhood, close to all!

12. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
10.0 out of 10, Exceptional, (11 reviews)
"Love being able to park off the street."
United States
Joan
The price is CA $149
CA $301 total
includes taxes & fees
Aug 17 - Aug 18
Your Perfect Getaway Between Farmingdale & Amityville

13. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (6 reviews)
"Great stay! The property is very cozy. The host has it well equipped. There are shops 5 minutes away. I would highly recommend this property."
United States
Jonathan
The price is CA $188
CA $314 total
includes taxes & fees
Aug 17 - Aug 18
South Shore Studio in Mastic

14. 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 CA $244
CA $371 total
includes taxes & fees
Aug 12 - Aug 13
Cozy king suite with kitchen and dining area.

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

Private 3Br Apt: King-2Queen -PetPally -LTR-STR
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"These were nice rooms. Very professionally set-up."
United States
Marcus P.
The price is CA $330
CA $562 total
includes taxes & fees
Sep 8 - Sep 9
Private 3Br Apt: King-2Queen -PetPally -LTR-STR

16. Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Hicksville
8.8 out of 10, Excellent, (13 reviews)
"Had a great stay "
United States
Desiree
The price is CA $153
CA $249 total
includes taxes & fees
Aug 12 - Aug 13
Cozy 1-bedroom apartment in Hicksville with WiFi, AC

17. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
The price is CA $231
CA $606 total
includes taxes & fees
Sep 8 - Sep 9
Peaceful 3BR Garden Cottage Long Island Escape

18. Charming RV in friendly Bethpage

Charming RV in friendly Bethpage
Bethpage
The price is CA $188
CA $414 total
includes taxes & fees
Aug 17 - Aug 18
Charming RV in friendly Bethpage

19. Welcoming 1 bedroom apartment in beautiful harbor village.

Welcoming 1 bedroom apartment in beautiful harbor village.
Northport
The price is CA $265
CA $433 total
includes taxes & fees
Sep 3 - Sep 4
Welcoming 1 bedroom apartment in beautiful harbor village.

20. Fire Island-pines-historic House-heated Pool AND HOT TUB

Fire Island-pines-historic House-heated Pool AND HOT TUB
Sayville
8.6 out of 10, Excellent, (12 reviews)
"We loved our stay! The heated pool was perfect and we had everything we needed for a wonderful week in Fire Island Pines."
United States
Brian P.
The price is CA $1,755
CA $2,755 total
includes taxes & fees
Aug 19 - Aug 20
Fire Island-pines-historic House-heated Pool AND HOT TUB
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

Find out more about Oakdale

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oakdale. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : This vacation home near Oakdale has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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.