Photo by Dawn Biscardi Alperstein

Oakdale Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Tonight
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 24 - Oct 26
Next weekend
Oct 31 - Nov 2

Vacation Rentals in Oakdale

1 bedroom, iron/ironing board, free WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.4 out of 10, Exceptional, (30)
"This studio is so cute and cozy."
United States
Michelle H.
$144 nightly
The price is $165
Oct 25 - Oct 26
Total with taxes and fees
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Exterior
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
10.0 out of 10, Exceptional, (87)
"Unbelievable house, gorgeous in person. The dock at the back if the property has beautiful views. So many luxury touches throughout the house. Stunning property. Would have loved to stayed longer."
United States
Jennifer S.
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Outdoor dining
Newly Renovated Luxury Beach House Ocean Bay Park
Newly Renovated Luxury Beach House Ocean Bay Park
10.0 out of 10, Exceptional, (71)
"Very nice place for a family to stay"
United States
James K.
Newly Renovated Luxury Beach House Ocean Bay Park
Smart TV, fireplace, table tennis, computer monitors
Captain's Cottage - Cold Spring Harbor Water Views
Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (70)
"Location was perfect!"
United States
Linda J P.
$419 nightly
The price is $479
Nov 4 - Nov 5
Total with taxes and fees
Captain's Cottage - Cold Spring Harbor Water Views
Dining
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR
9.0 out of 10, Wonderful, (18)
"Clean and quiet little place convenient to many industrial parks. "
United States
Bradley C.
$143 nightly
The price is $150
Oct 25 - Oct 26
Total with taxes and fees
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR
Smart TV, fireplace, video games, stereo
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
10.0 out of 10, Exceptional, (104)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
United States
Rachel
$511 nightly
The price is $584
Nov 2 - Nov 3
Total with taxes and fees
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
Property grounds
Walk to Beach 2BR Near Dining & Shopping
Walk to Beach 2BR Near Dining & Shopping
6.8 out of 10, (22)
"Stay away"
United States
Alex H.
$204 nightly
The price is $233
Oct 28 - Oct 29
Total with taxes and fees
Walk to Beach 2BR Near Dining & Shopping
Fridge, microwave, oven, stovetop
Modern Vacation home. Close to The Hamptons
Modern Vacation home. Close to The Hamptons
10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
$556 nightly
The price is $636
Nov 5 - Nov 6
Total with taxes and fees
Modern Vacation home. Close to The Hamptons
Terrace/patio
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
10.0 out of 10, Exceptional, (55)
"Super friendly host. Incredibly easy to navigate to. Great little place for my visit. Very walkable to where I was visiting. Loved the stay, will be booking again. "
United States
Dan
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
WiFi, bed sheets
Newly renovated Private bedroom near Stony Brook University
Newly renovated Private bedroom near Stony Brook University
2.0 star property
6.0 out of 10, (1)
"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
$202 nightly
The price is $230
Oct 26 - Oct 27
Total with taxes and fees
Newly renovated Private bedroom near Stony Brook University
Property grounds
Tiny Home Private, Students, Nurses, Tech
Tiny Home Private, Students, Nurses, Tech
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.
$210 nightly
The price is $220
Oct 27 - Oct 28
Total with taxes and fees
Tiny Home Private, Students, Nurses, Tech
Fridge, microwave, oven, stovetop
Ocean Beach FI House Perfect distance to beach and town
Ocean Beach FI House Perfect distance to beach and town
9.8 out of 10, Exceptional, (48)
"It's a nice, recently renovated house/new furniture, centrally located; very responsive hosts."
United States
Julie N.
Ocean Beach FI House Perfect distance to beach and town
Property grounds
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC
9.2 out of 10, Wonderful, (12)
"This is a quiet and beautiful spot on the water. The outside space is perfect to relax or get some sun. The inside space was relaxing and very comfortable. The host, Richard was wonderful and very responsive. "
United States
Lori G.
$597 nightly
The price is $682
Oct 27 - Oct 28
Total with taxes and fees
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC
Fridge, microwave, oven, stovetop
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!
9.0 out of 10, Wonderful, (53)
"The location is superb, can’t do much better! Towards the end of the main strip for privacy but still right near the action that you come to Ocean Beach for. The rental was clean and stocked with essentials upon our arrival (definitely a life-saver) with the onsite washer/dryer a bonus!As for the property owner, I’m happy to report that this one is a pleasure… congenial, accommodating and professional from the start of the reservation process and onward.We are looking forward to returning next...
United States
Amy B.
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!
1 bedroom, in-room safe, desk, free WiFi
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
9.0 out of 10, Wonderful, (8)
"Had a great stay "
United States
Desiree
$150 nightly
The price is $167
Oct 27 - Oct 28
Total with taxes and fees
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
2.0 star property
10.0 out of 10, Exceptional, (10)
"IF I COULD COULD 10 STARS I WOULD, APARTMENT WAS CLEAN , EVERYTHING WORKED PROPERLY, WAS A PLEASURE"
United States
Thomas
$157 nightly
The price is $179
Oct 26 - Oct 27
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Dining
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
9.0 out of 10, Wonderful, (32)
"Great location, cute property. My third time staying there. The experience would be meaningfully enhanced with some updated furnishings and cookware - especially the sofa in the living room and the furniture on the upstairs deck. Regarding cookware - a frying pan and spatula would be nice!"
United States
Will M.
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
Interior
1 bedroom 1 bath private entrance
1 bedroom 1 bath private entrance
8.8 out of 10, Excellent, (21)
"Augustine was very helpful and nice!It was a great price that enabled us to visit friends and family for the holidays "
United States
Rose S.
$172 nightly
The price is $197
Oct 28 - Oct 29
Total with taxes and fees
1 bedroom 1 bath private entrance
Full-size fridge, cookware/dishes/utensils
LUXURY BAY SHORE HOME
LUXURY BAY SHORE HOME
2.0 star property
2.0 out of 10, (1)
$1,324 nightly
The price is $1,513
Oct 24 - Oct 25
Total with taxes and fees
LUXURY BAY SHORE HOME
Interior
Beautiful historic home in Stony Brook!
Beautiful historic home in Stony Brook!
2.0 star property
8.6 out of 10, Excellent, (19)
"House is well located and very comfortable.We enjoyed our stay at the home."
United States
Jim D.
Beautiful historic home in Stony Brook!
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

Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

10/10 Excellent
"Clean staff nice pillows not so great"
Peter 1-night trip
Posted 4 days ago
Radisson Hotel Hauppauge-Long Island

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 $150 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.

Explore a world of travel with Expedia

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?

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : This vacation home rental near Oakdale has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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. Connetquot River and Heckscher State Park are a couple of places you'll find in the larger area.

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.