Oakdale Holiday Rentals

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Holiday Rentals in Oakdale

Holiday Home in Ronkonkoma

2.0 star property
10.0 out of 10, Exceptional, (4)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is AU$454
includes taxes & fees
17 Dec - 18 Dec
The Royal Suite - Ronkonkoma

Cottage in Miller Place

10.0 out of 10, Exceptional, (15)
"Lovely cottage with great host! All was wonderful!! very happy with our 17 day vacation!"
United States
Laurita S.
The price is AU$496
includes taxes & fees
9 Dec - 10 Dec
Cozy Country Cottage #4

Apartment in Mastic

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great stay! Super comfy and clean😊"
United States
ERIN
The price is AU$292
includes taxes & fees
9 Dec - 10 Dec
South Shore Studio in Mastic

Apartment in Central Islip

2.0 star property
8.0 out of 10, Very good, (2)
"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$386
includes taxes & fees
9 Dec - 10 Dec
Cozy 2 bedroom retreat in long island

Apartment in Kings Park

2.0 star property
10.0 out of 10, Exceptional, (13)
"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
9 Dec - 10 Dec
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Holiday Home in Brentwood

9.4 out of 10, Exceptional, (36)
"Very convenient location for where I needed to be. Perfect room to stay for a night "
United States
Sophie B.
The price is AU$251
includes taxes & fees
9 Dec - 10 Dec
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Apartment in Coram

10.0 out of 10, Exceptional, (3)
"Would definitely stay again "
United States
Katherine R.
The price is AU$308
includes taxes & fees
7 Jan - 8 Jan 2026
JC Entire Apartment remodeled, close to Airport and Ferry

Mobile Home in Bay Shore

8.4 out of 10, Very good, (6)
"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$326
includes taxes & fees
9 Dec - 10 Dec
Tiny Home Private, Students, Nurses, Tech

Holiday Home in Stony Brook

2.0 star property
8.0 out of 10, Very good, (2)
"A one family home still undergoing renovations to its kitchen, the property was clean and properly appointed for our one-night stay, which only required one bedroom, sheets and towels. "
United States
Rudolph
Newly renovated Private bedroom near Stony Brook University

Cottage in Miller Place

9.0 out of 10, Wonderful, (15)
"Cottage was awesome!! It was clean and welcoming. We felt at home. Great place to stay."
United States
Bridget
The price is AU$517
includes taxes & fees
23 Dec - 24 Dec
Cozy Country Cottage #2

Apartment in Hicksville

9.2 out of 10, Wonderful, (9)
"Had a great stay "
United States
Desiree
The price is AU$247
includes taxes & fees
9 Dec - 10 Dec
Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Apartment in Centereach

7.8 out of 10, Good, (10)
"I answered this. Safe and Quit."
United States
John
The price is AU$439
includes taxes & fees
9 Dec - 10 Dec
Spacious one Bedroom Apt with private entrance

Apartment in Amityville

10.0 out of 10, Exceptional, (2)
"Fantastic! Well communicated and perfectly described! Highly recommend and thank you!"
United States
Wayne L.
The price is AU$327
includes taxes & fees
9 Dec - 10 Dec
Your Perfect Getaway Between Farmingdale & Amityville

Apartment in Yaphank

2.0 star property
The price is AU$568
includes taxes & fees
9 Dec - 10 Dec
Cozy and Modern 2-bedroom apartment in lovely Yaphank

Apartment in Stony Brook

2.0 star property
Private bedroom near Stony Brook university

Apartment in Bay Shore

8.8 out of 10, Excellent, (22)
"We visited Long Island for a family visit and have stayed with my wife, Daughter and my dog Molly! The apartment was just right for us, clean and comfortable. I did meet the owner who was very nice and welcoming.I would definitely consider for my next visit to NY!"
United States
Driss z.
The price is AU$301
includes taxes & fees
9 Dec - 10 Dec
1 bedroom 1 bath private entrance

Mobile Home in Bethpage

7.0 out of 10, Good, (4)
"Super convenient and the host was very responsive. I highly recommend."
United States
Andrew B.
The price is AU$315
includes taxes & fees
9 Dec - 10 Dec
Lovely RV with AC in charming Bethpage a mile from the train to NYC

Holiday Home in Shirley

10.0 out of 10, Exceptional, (21)
"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$944
includes taxes & fees
9 Dec - 10 Dec
3 Story Beach Waterview, 3 KING bed, golf putting green!

Apartment in Centereach

9.6 out of 10, Exceptional, (26)
"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$379
includes taxes & fees
14 Dec - 15 Dec
Private 1 bedroom apt in a quiet neighborhood, close to all!

Apartment in Coram

9.4 out of 10, Exceptional, (6)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is AU$403
includes taxes & fees
10 Dec - 11 Dec
Cozy king suite with kitchen and dining area.
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

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?

Modern Vacation home. Close to The Hamptons: This holiday home rental outside of Oakdale is located on the waterfront, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 Great South Bay are a couple of lovely local spots to get outside and enjoy nature. Connetquot River and Heckscher State Park 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.