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

Oakdale Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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
$248 nightly
The price is $283
Sep 28 - Sep 29
Total with taxes and fees
Charming Secluded Waterfront retreat
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

2. 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
$275 nightly
The price is $314
Sep 16 - Sep 17
Total with taxes and fees
Sundown Escape-South Shore Long Island
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
$275 nightly
The price is $314
Sep 16 - Sep 17
Total with taxes and fees
Spacious 3BR Family Home Near Everything
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.

4. 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.
$288 nightly
The price is $329
Sep 7 - Sep 8
Total with taxes and fees
Peaceful private 2-bedroom house in Bayport. Amazing location!
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

5. 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, (51 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
Sep 7 - Sep 8
Total with taxes and fees
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.

6. 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.
$429 nightly
The price is $490
Sep 8 - Sep 9
Total with taxes and fees
Bright & Comfortable Home in the Heart of It All
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.
$308 nightly
The price is $352
Sep 17 - Sep 18
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.

8. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
$312 nightly
The price is $341
Sep 14 - Sep 15
Total with taxes and fees
Sundown Escape Near SouthShore University Hospital
A water park with multiple slides and pools, surrounded by trees and a parking lot.

9. 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.
$384 nightly
The price is $403
Sep 8 - Sep 9
Total with taxes and fees
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
An outdoor patio area with a grill, seating, and string lights.

10. 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, (8 reviews)
"Nice little property. Perfect for what we needed. Host was great."
United States
A H.
Private Apartment on River Ave. close to main st
A water park with multiple slides and pools, surrounded by trees and a parking lot.

11. 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.
$209 nightly
The price is $219
Sep 21 - Sep 22
Total with taxes and fees
Tiny Home Private, Students, Nurses, Tech
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
$270 nightly
The price is $309
Sep 29 - Sep 30
Total with taxes and fees
Private 1 bedroom apt in a quiet neighborhood, close to all!
A two-story house with a balcony, a covered patio with outdoor furniture, and a well-maintained lawn.

13. Waterfront house next to Bellport golf course

Waterfront house next to Bellport golf course
East Patchogue
10.0 out of 10, Exceptional, (17 reviews)
"Very clean and good location."
United States
Joseph C.
$927 nightly
The price is $1,059
Sep 8 - Sep 9
Total with taxes and fees
Waterfront house next to Bellport golf course
A room with a wooden table and benches, large windows, and a hanging light fixture.

14. Fire Island Beach House Ocean Bay Park

Fire Island Beach House Ocean Bay Park
Ocean Beach
10.0 out of 10, Exceptional, (73 reviews)
"House was very big and spacious enough for our large group. The host was also very communicative and accommodating, would definitely love to come back and stay again."
United States
Mohit M.
$1,256 nightly
The price is $1,435
Sep 6 - Sep 7
Total with taxes and fees
Fire Island Beach House Ocean Bay Park
A cozy room with a bed, a wooden coffee table, a blue ottoman, a guitar, and a cart with bottles.

15. Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
Fire Island
9.8 out of 10, Exceptional, (7 reviews)
"Perfect Fire Island getaway. Great location and beautiful beach home. Would recommend and love to come back!"
United States
Jessica W.
$1,137 nightly
The price is $1,299
Sep 30 - Oct 1
Total with taxes and fees
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

16. 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, (27 reviews)
"The property was very easy to find, clean, and comfortable. The hosts were very communicative and accommodating. Highly recommend!"
United States
Karen D.
$157 nightly
The price is $179
Sep 8 - Sep 9
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
A room with a white door, a sign reading "Relax", a potted plant, and a small table with a sign and a lamp.

17. 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.
$235 nightly
The price is $268
Sep 9 - Sep 10
Total with taxes and fees
Cozy king suite with kitchen and dining area.
A modern bedroom with a large bed, a bedside table, a sofa, and a potted plant.

18. 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.
$160 nightly
The price is $182
Oct 1 - Oct 2
Total with taxes and fees
1 bedroom 1 bath private entrance
A wooden deck with a railing overlooking a calm body of water, boats in the distance, and a clear sky.

19. Waterfront Beach Cottage Studio Sunsets Private 90 mins MetLife

Waterfront Beach Cottage Studio Sunsets Private 90 mins MetLife
Northport
9.0 out of 10, Wonderful, (11 reviews)
"Very kind folks here, would stay again"
United States
Ronald T.
$644 nightly
The price is $736
Sep 6 - Sep 7
Total with taxes and fees
Waterfront Beach Cottage Studio Sunsets Private 90 mins MetLife
A modern kitchen with wooden cabinets and a granite countertop.

20. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (13 reviews)
"Love being able to park off the street."
United States
Joan
$205 nightly
The price is $234
Sep 26 - Sep 27
Total with taxes and fees
Your Perfect Getaway Between Farmingdale & Amityville
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 Oakdale Hotel Reviews

Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

10/10 Excellent
"It truly was a wonderful experience"
Anthony 2-night trip
Posted 1 hour ago
Hampton Inn Long Island-Brookhaven

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 Connetquot River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include CM Performing Arts Center and Shaker's Pub.

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.