Oakdale Vacation Rentals from CA $161: Short-Term Rentals for 2025

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Vacation Rentals in Oakdale

"My family and I had the pleasure of staying here during the Christmas holidays, and it was an excellent experience. We were especially grateful for the accessibility features, as my grandmother (85 years young), who uses a walker and had recently undergone surgery, was able to comfortably stay on the main floor. The property had just a few steps to enter, and best of all, there was a bedroom and full bathroom on the main level, along with ample room for a walker or wheelchair.The home itself was...

CA $1,068 total

includes taxes & fees

Apr 7 - Apr 8

"This house was very nice, as pictured or better. Clean, no issues checking in or out. Wagon was there as promised, more bikes than promised, lots of beach towels and chairs provided. The house had two wonderful outdoor second story decks with great views of the water and the ferry dock. Location was perfect, so convenient to ferry and market. Two things not great. Although it had an AC unit in every bedroom that all worked fine which made ground floor cool and comfortable, the main living...

"Great home to stay. Beautiful area to explore!"

CA $665 total

includes taxes & fees

Apr 7 - Apr 8

"The property was as advertised. It was clean and there was plenty of room for my family of 4. The place is updated and has large tvs in each room. We all agreed that beds were awesome and made for a great nights sleep. The location was close to major highways, making it easy to get anywhere we needed to go. I would definitely stay here again. Thank you for a great stay!."

"This is our second time and the cottages are well equipped with everything you need. They are very cozy, we especially enjoyed the fireplace/heater in the cool evenings."

CA $456 total

includes taxes & fees

Apr 12 - Apr 13

"We recently had the joy of staying here with family meeting from different parts of New York and New Jersey. House is beautiful, location is quiet and peaceful with a great view of the bay. Nearby to some great Long Island beaches. Loved the pool and amenities of the home. Faraz was an excellent host and extremely responsive to our needs "

CA $3,018 total

includes taxes & fees

Apr 7 - Apr 8

"It was a decent place to stay."

CA $474 total

includes taxes & fees

May 4 - May 5

"It was clean and just what we needed the calling fan didn't work but the AC did so no real deal breaker"

"Only recommendation would be to upgrade the beach chairs . The house was very Homie and comfortable and plenty big. Would definitely stay again. "

"We loved the location, but the home was loaded with spiders, most appliances did not work (dishwasher did not work, blender, toaster oven, the stove top only half worked) - plus the pots were scratched (and with Teflon not useable) The shower door was broken and would not close, the toilet paper roll holder had no dowel to hold roll, toilet seat very loose, door frames were chipped and dirty, hold in wall next the bed in room with bunkbeds, laundry closet had missing doors. "

"Has character, cute. I did hit my head on the Murphy bed, we needed trash bags and forks. Really enjoyed the outdoors fire pit, needed lots of bug spray. Comfortable AC, wish the Bathroom was bigger, kitchen was great."

"Perfect location for nearby wedding (Old Field Club in East Setauket) and for places to shop and explore. Beautiful view , comfortable for the 6 of us. Would stay there again."

Fridge, microwave, stovetop, coffee/tea maker

"If your looking for a place to get away from everyday life and just relax. This is your place. I would definitely come back again."

"Place was beautiful. It was very clean. Easy to get to. Would stay again"

CA $875 total

includes taxes & fees

Apr 14 - Apr 15

Microwave, stovetop, coffee/tea maker, cookware/dishes/utensils

"It was as cute as it looked on-line and gave us a great space for hanging out and enjoying each other's company. That said, I would recommend that you rent this with loved ones as privacy is limited because of the indoor design. With no insulation or dry wall every noise is heard throughout the house! Other nice surprises: new AC units (very quiet), very comfortable beds, and an outdoor shower with good light. The street is very quiet. I was surprised that basic kitchen supplies weren't included...

CA $349 total

includes taxes & fees

May 3 - May 4

"Just as pictured. Beautiful spotless.The backyard is to die for. Loved the Toto toilet and shower was great. Make sure to walk down to the dock. One thing to bear in mind is lots of steps. I’m having knee surgery so it was a little difficult for me but I knew the steps would be there so that’s no reflection on the house. You will love your stay here. I guarantee it.the toy toilet and the shower is beautiful"

"Quick 2-night stay, couldn’t have been more comfortable. Ocean Beach (town) has everything (one would need for a Fire Island stay), yet the house is beautifully secluded away from it all. The house is well-cared for with delightful details. The view is wonderful. We had everything we needed. Would stay here again in a heartbeat. Thank you!"

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"Good free breakfast "

CA $169 total

includes taxes & fees

Apr 6 - Apr 7

"I like the way that the services is"

CA $186 total

includes taxes & fees

Apr 6 - Apr 7

"It was in a very convenient location for what I was in the area for. The breakfast set up was great. I did find a few strands of hair in the bathroom."

CA $175 total

includes taxes & fees

Apr 20 - Apr 21

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 $161 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.

Recent reviews of Oakdale properties

5/5 Excellent

"LOVE MY STAY HERE IT’S BEST EVER "

A verified traveller stayed at Homewood Suites by Hilton Ronkonkoma

Posted 1 day ago

5/5 Excellent

"This hotel was very clean and modern. It is beautifully designed! From the area in the lobby, to the hallways on each floor. There was also a wonderful space outside to sit and hang out. Great place for families and friends. The room was spacious. It was awesome to have a fridge and microwave! There was also a place to fine in the lobby if you didnt want to eat in your room. I really loved this spot. Nicest hotel I have seen in a while and I travel quite a bit! Don't skip this one!"

A verified traveller stayed at Hilton Garden Inn Melville

Posted 2 days ago

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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?

Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms: This vacation home rental near Oakdale is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals are there in Oakdale?

Expedia has 5 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.

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Oakdale Vacation Rentals

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Check prices for these dates

Vacation Rentals in Oakdale

Luxury and Affordable Family Home

Luxury and Affordable Family Home

Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms

Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms

Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views

fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

Cozy Country Cottage #3

Cozy Country Cottage #3

Elegant Villa Retreat w/ Pool, 2 Hot Tubs, & Entertainment

Elegant Villa Retreat w/ Pool, 2 Hot Tubs, & Entertainment

Beach Apt. Wineries, Shopping, Dining

Beach Apt. Wineries, Shopping, Dining

1856 Trading House w/ walk to water

1856 Trading House w/ walk to water

The Raabbit Hole

The Raabbit Hole

Dog-friendly home just blocks from the bay with deck & private hot tub

Dog-friendly home just blocks from the bay with deck & private hot tub

1856 Trading House close to water

1856 Trading House close to water

Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs

Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs

2 bedroom apartment minutes away from Gambling, Bars, Restaurants, Water Park...

2 bedroom apartment minutes away from Gambling, Bars, Restaurants, Water Park...

East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries

East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries

Gatsby's - Heated Plunge Pool & Hot Tub in OBP, Sleeps 24, Steps From The Beach

Gatsby's - Heated Plunge Pool & Hot Tub in OBP, Sleeps 24, Steps From The Beach

Cozy 1-bedroom in Patchogue walking distance to restaurants and nightlife.

Cozy 1-bedroom in Patchogue walking distance to restaurants and nightlife.

Charming home close to beach with fast WiFi & washer/dryer - dog-friendly

Charming home close to beach with fast WiFi & washer/dryer - dog-friendly

Cozy 1-bedroom apartment with WiFi, AC in peaceful North Babylon

Cozy 1-bedroom apartment with WiFi, AC in peaceful North Babylon

Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

🌞New Listing!! Ocean View Retreat!🌞

🌞New Listing!! Ocean View Retreat!🌞

Other types of properties in Oakdale you may be interested in

Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

Holiday Inn Express Hauppauge by IHG

Holiday Inn Express Hauppauge by IHG

Find out more about Oakdale

Find out more about Oakdale

Recent reviews of Oakdale properties

Recent reviews of Oakdale properties

Homewood Suites by Hilton Ronkonkoma

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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Frequently asked questions