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

Oakdale Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Oakdale vacation rentals

A kitchen with white cabinets, a microwave, a stove, and a sink. There is a window with blinds, a trash can, and a wooden stool.

1. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
$242 nightly
The price is $276
Oct 26 - Oct 27
Total with taxes and fees
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, Exceptional, (56 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
$144 nightly
The price is $165
Oct 18 - Oct 19
Total with taxes and fees
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

3. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
$278 nightly
The price is $318
Oct 19 - Oct 20
Total with taxes and fees
Spacious 3BR Family Home Near Everything
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

4. 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
$262 nightly
The price is $300
Oct 25 - Oct 26
Total with taxes and fees
Sundown Escape-South Shore Long Island
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

5. 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.
$307 nightly
The price is $351
Oct 26 - Oct 27
Total with taxes and fees
The Royal Suite - Ronkonkoma
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
$313 nightly
The price is $343
Oct 19 - Oct 20
Total with taxes and fees
Sundown Escape Near SouthShore University Hospital
An outdoor patio area with a grill, seating, and string lights.

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

Private Apartment on River Ave. close to main st
Patchogue
9.6 out of 10, Exceptional, (9 reviews)
"Host was easy to work with and I appreciated that so much!!"
United States
Lisa H.
$279 nightly
The price is $319
Oct 20 - Oct 21
Total with taxes and fees
Private Apartment on River Ave. close to main st
A modern bedroom with a large bed, a bedside table, a sofa, and a potted plant.

8. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.4 out of 10, Very good, (26 reviews)
"Exactly as advertised, comfortable bed easy entry, overall great experience."
United States
Monte P.
$154 nightly
The price is $176
Oct 18 - Oct 19
Total with taxes and fees
1 bedroom 1 bath private entrance
A living room with a blue door, a white shelf, a grey sofa with patterned cushions, and a small table with a decorative item.

9. 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, Excellent, (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.
$448 nightly
The price is $511
Nov 16 - Nov 17
Total with taxes and fees
Bright & Comfortable Home in the Heart of It 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.

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

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.8 out of 10, Excellent, (8 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
$257 nightly
The price is $294
Nov 1 - Nov 2
Total with taxes and fees
Peaceful private 2-bedroom house in Bayport. Amazing location!
An open refrigerator with two shelves and a crisper drawer.

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

Cozy 1-bedroom apartment in charming Centereach with AC
Centereach
$165 nightly
The price is $189
Oct 25 - Oct 26
Total with taxes and fees
Cozy 1-bedroom apartment in charming Centereach with AC
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

12. 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
$222 nightly
The price is $254
Oct 18 - Oct 19
Total with taxes and fees
Private 1 bedroom apt in a quiet neighborhood, close to all!
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

13. 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, (34 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
$173 nightly
The price is $197
Nov 6 - Nov 7
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
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.

14. 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.
$301 nightly
The price is $343
Oct 18 - Oct 19
Total with taxes and fees
Spacious one Bedroom Apt with private entrance
Kitchen | Electric Kettle | Toaster | Blender

15. Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
Deer Park
10.0 out of 10, Exceptional, (3 reviews)
"My family and I really enjoyed this property! The host was welcoming, the property was clean and well-cared for, and it’s in a very nice area. We would stay again next time we’re in Long Island!"
United States
Danielle M.
$438 nightly
The price is $500
Oct 22 - Oct 23
Total with taxes and fees
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
A water park with multiple slides and pools, surrounded by trees and a parking lot.

16. 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.
$385 nightly
The price is $404
Nov 10 - Nov 11
Total with taxes and fees
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
A modern kitchen with wooden cabinets and a granite countertop.

17. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (17 reviews)
"Great place to stay. Clean room."
United States
melissa a.
$206 nightly
The price is $236
Oct 26 - Oct 27
Total with taxes and fees
Your Perfect Getaway Between Farmingdale & Amityville
A room with a closed door, a potted plant, a small table with a sign, and a wall with a decorative sign.

18. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.4 out of 10, Exceptional, (8 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
$235 nightly
The price is $268
Oct 18 - Oct 19
Total with taxes and fees
Cozy king suite with kitchen and dining area.
A living room with a large mirror, a grey sofa, a small round table with a plant, and a grey throw blanket.

19. Modern 2BR Retreat w/ Full Kitchen & Living

Modern 2BR Retreat w/ Full Kitchen & Living
Deer Park
6.0 out of 10, (2 reviews)
"Needs lots of repairs and cleaning.Didn’t understand how one room had two AC and two TV while the other room had none. I would liked to hang out on the porch but also not clean and there was no table but a couple dirty chairs."
United States
marlene D.
$309 nightly
The price is $353
Oct 19 - Oct 20
Total with taxes and fees
Modern 2BR Retreat w/ Full Kitchen & Living
A living room with a sofa, armchairs, a coffee table, and a rug.

20. 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.
$434 nightly
The price is $495
Nov 1 - Nov 2
Total with taxes and fees
Peaceful 3BR Garden Cottage Long Island Escape
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

Hilton Garden Inn Melville

Hilton Garden Inn Melville

10/10 Excellent
"No comment"
Marie 2-night trip
Posted 13 hours ago
Hilton Garden Inn Melville

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Oakdale in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $165 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.