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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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
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 $200
CA $363 total
includes taxes & fees
Dec 6 - Dec 7
Charming Secluded Waterfront retreat
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

2. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is CA $271
CA $449 total
includes taxes & fees
Nov 12 - Nov 13
Spacious 3BR Family Home Near Everything
A wooden outdoor seating area with a bench and two chairs, a brick wall, and a window.

3. Long Island 2BR Garden Suite + Private Dry Sauna & Ping Pong

Long Island 2BR Garden Suite + Private Dry Sauna & Ping Pong
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 $194
CA $767 total
includes taxes & fees
Nov 21 - Nov 22
Long Island 2BR Garden Suite + Private Dry Sauna & Ping Pong
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
8.8 out of 10, Excellent, (8 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is CA $254
CA $315 total
includes taxes & fees
Nov 17 - Nov 18
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, (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 $159
CA $241 total
includes taxes & fees
Nov 20 - Nov 21
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A wooden deck with a white railing, a set of stairs, and outdoor furniture.

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.
The price is CA $235
CA $656 total
includes taxes & fees
Nov 23 - Nov 24
Bright & Comfortable Home in the Heart of It All
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

7. 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 $187
CA $423 total
includes taxes & fees
Nov 19 - Nov 20
Sundown Escape-South Shore Long Island
A modern living room with a grey sectional sofa, a round coffee table, and a dining area with a small table and chairs.

8. Cozy 1-bedroom apartment in lovely Central Islip

Cozy 1-bedroom apartment in lovely Central Islip
Central Islip
The price is CA $197
CA $244 total
includes taxes & fees
Dec 5 - Dec 6
Cozy 1-bedroom apartment in lovely Central Islip
A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

9. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is CA $203
CA $437 total
includes taxes & fees
Nov 18 - Nov 19
Sundown Escape Near SouthShore University Hospital
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

10. 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 $495 total
includes taxes & fees
Nov 25 - Nov 26
The Royal Suite - Ronkonkoma
A water park with multiple slides and pools, surrounded by trees and a parking lot.

11. 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 $334
CA $540 total
includes taxes & fees
Dec 8 - Dec 9
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
A hallway with a white door, a window with a decorative glass design, and a potted plant on a shelf.

12. Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras

Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras
Ronkonkoma
3.0 out of 10, (2 reviews)
"My sister got to the property before me and there were extra guests the owner of the property got in contact with me to let me know what was happening and told me to get everyone out or my stay would be terminated I got to the house and mad everyone leave . There was only 2 people in the house and my 2 year old son and he asked us to leave after he told me if I got everyone out I could stay. It was 1 am and I did everything he asked me to do. "
United States
Mitania L.
The price is CA $693
CA $1,166 total
includes taxes & fees
Nov 11 - Nov 12
Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras
A bedroom with a bed, a bedside lamp, a TV, and a door leading to another room.

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

Cozy 1-bedroom apartment in charming Centereach with AC
Centereach
The price is CA $198
CA $318 total
includes taxes & fees
Dec 1 - Dec 2
Cozy 1-bedroom apartment in charming Centereach with AC
A modern bedroom with a large bed, a bedside table, a sofa, and a potted plant.

14. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.4 out of 10, Very good, (28 reviews)
"Exactly as advertised, comfortable bed easy entry, overall great experience."
United States
Monte P.
The price is CA $165
CA $266 total
includes taxes & fees
Nov 17 - Nov 18
1 bedroom 1 bath private entrance
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

15. 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 $206
CA $342 total
includes taxes & fees
Nov 16 - Nov 17
Private 1 bedroom apt in a quiet neighborhood, close to all!
Interior

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

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
The price is CA $164
CA $681 total
includes taxes & fees
Nov 15 - Nov 16
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

17. 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 15 - Nov 16
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.

18. 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 12 - Nov 13
Spacious one Bedroom Apt with private entrance
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
7.4 out of 10, Good, (3 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.
The price is CA $212
CA $474 total
includes taxes & fees
Nov 17 - Nov 18
Modern 2BR Retreat w/ Full Kitchen & Living
A modern kitchen with wooden cabinets and a granite countertop.

20. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
10.0 out of 10, Exceptional, (21 reviews)
"great stay just as advertised, a little pricey but worth it."
United States
Victor
The price is CA $155
CA $321 total
includes taxes & fees
Nov 11 - Nov 12
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.
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Top Oakdale Hotel Reviews

Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG

10/10 Excellent
"Clean and perfect for what we needed"
Magdalena 1-night trip
Posted 3 hours ago
Holiday Inn Express Stony Brook by IHG

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 $241 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.