Oakdale Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Oakdale holiday rentals

10.0 out of 10, Exceptional, (3 reviews)
"Would definitely stay again "
United States
Katherine R.
The price is AU$295
includes taxes & fees
26 Jan - 27 Jan
JC Entire Apartment remodeled, close to Airport and Ferry
10.0 out of 10, Exceptional, (17 reviews)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
The price is AU$272
includes taxes & fees
1 Feb - 2 Feb
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Apartment in Mastic

South Shore Studio in Mastic
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"Great stay! Super comfy and clean😊"
United States
ERIN
The price is AU$332
includes taxes & fees
28 Jan - 29 Jan
South Shore Studio in Mastic
6.8 out of 10, (27 reviews)
"This is an adequate place to stay. That's about it"
United States
Maureen T.
The price is AU$294
includes taxes & fees
28 Jan - 29 Jan
Walk to Beach 2BR Near Dining & Shopping
10.0 out of 10, Exceptional, (22 reviews)
"The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! "
United States
Red F.
The price is AU$902
includes taxes & fees
28 Jan - 29 Jan
3 Story Beach Waterview, 3 KING bed, golf putting green!
7.8 out of 10, Good, (10 reviews)
"I answered this. Safe and Quit."
United States
John
The price is AU$498
includes taxes & fees
26 Jan - 27 Jan
Spacious one Bedroom Apt with private entrance

Apartment in Central Islip

Cozy 2 bedroom retreat in long island
7.0 out of 10, Good, (4 reviews)
"Apt was clean and comfortable. Beds were comfortable. Area was nice. Owner communication was good. Only drawback is the plumbing situation was not advertised in the listing. Iif you are comfortable using a bidet and not flushing paper, this apt is perfect. "
United States
Deborah R.
The price is AU$395
includes taxes & fees
26 Jan - 27 Jan
Cozy 2 bedroom retreat in long island
9.6 out of 10, Exceptional, (26 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 AU$384
includes taxes & fees
1 Feb - 2 Feb
Private 1 bedroom apt in a quiet neighborhood, close to all!
9.4 out of 10, Exceptional, (6 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is AU$390
includes taxes & fees
26 Jan - 27 Jan
Cozy king suite with kitchen and dining area.
The price is AU$240
includes taxes & fees
24 Jan - 25 Jan
Cozy 1-bedroomwith 1 Extra sleep mobile home in awesome Deer Park with AC & More

Apartment in Bay Shore

1 bedroom 1 bath private entrance
8.8 out of 10, Excellent, (22 reviews)
"Well suited for our needs."
United States
Teresa D.
The price is AU$290
includes taxes & fees
28 Jan - 29 Jan
1 bedroom 1 bath private entrance
9.0 out of 10, Wonderful, (2 reviews)
"The apartment was extremely welcoming to my dog, daughter and husband. Very clean, the owner stocked the fridge with beverages and snacks and our stay was very comfortable. Would totally book again when visiting this summer!"
United States
Gabrielle T.
The price is AU$640
includes taxes & fees
24 Jan - 25 Jan
Cozy and Modern 2-bedroom apartment in lovely Yaphank
9.4 out of 10, Exceptional, (37 reviews)
"Very convenient location for where I needed to be. Perfect room to stay for a night "
United States
Sophie B.
The price is AU$227
includes taxes & fees
26 Jan - 27 Jan
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.2 out of 10, Wonderful, (9 reviews)
"Nice location, clean and comfortable, and looking forward to possibly revisiting."
United States
Doug S.
The price is AU$251
includes taxes & fees
9 Feb - 10 Feb
Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Holiday Home in Cold Spring Harbor

Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (74 reviews)
"Location was perfect!"
United States
Linda J P.
The price is AU$679
includes taxes & fees
26 Jan - 27 Jan
Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (25 reviews)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
The price is AU$771
includes taxes & fees
23 Feb - 24 Feb
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
8.4 out of 10, Very good, (6 reviews)
"We wanted an inexpensive place to stay out on Long Island for July 4th weekend. We were a 15-20 minute drive to the beautiful beaches of Robert Moses and a 2 hour drive from Montauk.We were able to stay for a very reasonable price over a notoriously expensive weekend.Jenelle's communication was direct, welcoming and helpful.We would definitely stay here again!"
United States
Melanie M.
The price is AU$294
includes taxes & fees
26 Jan - 27 Jan
Tiny Home Private, Students, Nurses, Tech
10.0 out of 10, Exceptional, (3 reviews)
"The house was cozy and the host was excellent."
United States
Kim G.
The price is AU$1,022
includes taxes & fees
8 Feb - 9 Feb
Stylish 2BR House Near Stony Brook University and shopping, fully renovated
10.0 out of 10, Exceptional, (2 reviews)
"The property was beautiful inside and out. The host was very responsive. The furnishings where comfortable. Area was very nice with the pond. Although there was a canoe availabe we didnt use dew to our age.lol there where other amenities we didnt use either fire pit a barbecue grill and other outdoor zen spots. We highly recomend this host."
United States
Gregory D.
The price is AU$435
includes taxes & fees
31 Jan - 1 Feb
Lakefront GetawaY & Romantic NightS + BeacheS NeaR
9.4 out of 10, Exceptional, (3 reviews)
"Fantastic! Well communicated and perfectly described! Highly recommend and thank you!"
United States
Wayne L.
The price is AU$316
includes taxes & fees
26 Jan - 27 Jan
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oakdale Hotel Reviews

Find out more about Oakdale

Everything you need to know about Oakdale holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakdale holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Oakdale holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakdale holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakdale holiday rentals we have selected for you start as low as AU$251 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oakdale rentals

At Expedia, we put the best Oakdale holiday 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 holiday.

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 holiday rentals in Oakdale?

Yes, there are holiday rentals in Oakdale close to Bayard Cutting Arboretum State Park, or you can select a more secluded option if you're looking for 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 holiday rentals that Oakdale has to offer?

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.: This holiday home rental outside of Oakdale is located by the ocean, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a pool table and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Oakdale?

Expedia has 4 holiday 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. Great South Bay and Lake Ronkonkoma are a couple of places you'll find in the wider area.

What are holiday rentals like in Oakdale?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakdale. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a small group gathering.