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Oakdale Holiday Rentals

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Holiday Rentals in Oakdale

View from property
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
10.0 out of 10, Exceptional, (49)
"Beautiful home in a great location with a wonderful view. Thoughtfully designed, furnished and stocked with everything you'll need. Also, great communication from the owners! Spent the weekend with teens and can't wait to return for a more relaxing adult trip!"
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
Private kitchen
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
10.0 out of 10, Exceptional, (1)
"Kerry was a great host! The home was new, clean, modern, and beautifully decorated. The home and host exceeded our expectations. Kerry was friendly, available and very communicative. We’ll book again."
The price is NZ$1,230
includes taxes & fees
20 May - 21 May
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Beach nearby, sun-loungers, beach towels
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
10.0 out of 10, Exceptional, (7)
"The house was amazing, the location was perfect I could see the ocean from the living room. The only issues were the flooded roads and a few lights with dead bulbs but the flooding is understandable since its so close to the ocean. Overall we had a great time and would definitely come back."
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
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Exterior
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
10.0 out of 10, Exceptional, (66)
"We booked for a mini-getaway and the place was absolutely perfect. The wonderful decor, layout and the unique setting made it a perfect little vacation for our family!"
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
Property grounds
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
10.0 out of 10, Exceptional, (32)
"We had a wonderful stay at this apartment. We were up in the area of my brother’s engagement party. It is in like a shared multi family house but we never once heard the other tenants. It was exactly as pictured online. The futon was pretty comfortable too! The real bed was also great. The host, Scott, was also extremely responsive. My only negative thing to say is that it did not have a cookie sheet, but we bought a foil one to use which was totally fine. They even had a whole drawer of spices...
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
Smart TV, fireplace, smart speakers
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
9.8 out of 10, Exceptional, (11)
"Great location to visit family on the South Shore. Easy access to town/restaurants. Very responsive host! We’ll be back."
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
Outdoor dining
Harbor Water Views: Embrace the Tranquil Tide at this Oasis escape!
9.8 out of 10, Exceptional, (31)
"I grew up on Long Island but no longer have family there. Derek's house was the perfect place to stay while visiting for the weekend. The house was clean, the furniture was very comfortable, and the view was beautiful. Derek was very hospitable and available for help if needed. I would definitely stay there again!"
Harbor Water Views: Embrace the Tranquil Tide at this Oasis escape!
TV
Waterfront Cottage cute and cozy
9.6 out of 10, Exceptional, (71)
"First off the Host Michael was amazing. Second the location and serenity of the creek was outstanding. If you are looking to layout in the sun bbq and have a couple of drinks this cozy place is it. Laid about 7 hours each day I was there absolutely perfect. Plus if you get a little bore you could feed all the ducks and swan"
The price is NZ$358
includes taxes & fees
3 Jun - 4 Jun
Waterfront Cottage cute and cozy
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.6 out of 10, Exceptional, (8)
"Nice place to stay. Small but has everything you need. Close to the major highways. Hostess Jennifer was great She checked in several times with me."
The price is NZ$245
includes taxes & fees
21 May - 22 May
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
1 bedroom, WiFi, bed sheets
1 bedroom 1 bath private entrance
9.6 out of 10, Exceptional, (8)
"Neat, clean & quite"
The price is NZ$271
includes taxes & fees
20 May - 21 May
1 bedroom 1 bath private entrance
Property grounds
Waterfront Home magnificent view!
9.4 out of 10, Exceptional, (90)
"It was a nice fun relaxing weekend for my lady and I here at Michael’s property. We really enjoyed :) our second time here!"
The price is NZ$417
includes taxes & fees
21 May - 22 May
Waterfront Home magnificent view!
Interior
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
9.4 out of 10, Exceptional, (11)
"The house and property were very nice but we expected there to be more beds"
The price is NZ$1,702
includes taxes & fees
19 May - 20 May
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
Fridge, microwave, oven, stovetop
Private 1 bedroom apt in a quiet neighborhood, close to all!
9.4 out of 10, Exceptional, (11)
"Thank you very much for being so accommodating with our stay! It was very clean, had all the essentials plus extra and we really liked how we had our own private patio. Will definitely be staying again in the future!"
The price is NZ$378
includes taxes & fees
20 May - 21 May
Private 1 bedroom apt in a quiet neighborhood, close to all!
Fridge, microwave, oven, stovetop
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
9.4 out of 10, Exceptional, (16)
"We enjoyed our stay. The house was set up perfectly for two families traveling together. The beds were comfy and we loved the outdoor showers. There were only two bikes for 9 of us so we ended up renting. There were also not enough beach chairs and some were not in great shape. The fridge in the kitchen needed to be replaced and there were not enough coffee cups and dishes."
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
Fridge, microwave, oven, stovetop
Cozy Studio Apartment With Park View / Pet-Friendly Neighborhood
9.4 out of 10, Exceptional, (3)
"Beautiful area, Beautiful place, a little noisy from the tenants above us, who you could hear walking around throughout the night. Overall would stay there again."
Cozy Studio Apartment With Park View / Pet-Friendly Neighborhood
Fridge, microwave, oven, stovetop
One Bedroom Apt. in Ocean Bay Park with deck & gas grill
9.4 out of 10, Exceptional, (31)
"It’s our fourth year in a row…and we’ll be back."
One Bedroom Apt. in Ocean Bay Park with deck & gas grill
Interior
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
9.2 out of 10, Wonderful, (23)
"We stayed in Unit #2 for 11 nights in the 2nd half of September. We had a very nice time, really enjoyed spending time on the roof deck and hopefully will visit again. We stayed in Unit #1 for the last two summers so we're repeat custom First let me say they provide shampoo, conditioner, bar soap, dish soap, dish sponge and paper towels plus there were 4 large beach towels. With that said, there were many items missing or not working and we called the next morning asking for assistance. No one...
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
Fridge, microwave, oven, stovetop
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
8.6 out of 10, Excellent, (21)
"We had a great time the property looked like the picture minor hiccups"
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
8.6 out of 10, Excellent, (8)
"The property was clean and large and the outdoor space made for a fun gathering place, especially for the children in our group. It would have been nice to have dedicated spaces to hang towels and clothes, especially as we had so many people staying. The hosts were friendly and accommodating and we would stay again."
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
Interior
Charming home close to beach with fast WiFi & washer/dryer - dog-friendly
8.4 out of 10, Very good, (5)
"We found the house to be really cute and fun to stay in. The location was excellent and we even saw a deer on our last morning! Our main issues, and why this isn’t a 5 star rating, were that multiple lighting fixtures weren’t working and there was an entire bed missing. The ad mentions “1 queen, 1 double, 4 twin’ beds however there’s really 1 queen and 4 twins. This could have caused a big problem if our group was just a bit larger. The ad should be changed to reflect the accurate information...
Charming home close to beach with fast WiFi & washer/dryer - dog-friendly
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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.

Other types of properties in Oakdale you may be interested in

Gazebo
Hampton Inn Long Island-Brookhaven
2.5 star property
8.6 out of 10, Excellent, (1003)
"Went back to the hotel after I did not feel safe in the next hotel I had to drive to. This is a good-value, safe and clean hotel"
The price is NZ$221
includes taxes & fees
22 May - 23 May
Hampton Inn Long Island-Brookhaven
Exterior
Hyatt Regency Long Island
3.5 star property
8.0 out of 10, Very good, (1002)
"Nice setting and clean. Nice for outdoor fun "
The price is NZ$301
includes taxes & fees
19 May - 20 May
Hyatt Regency Long Island
American cuisine
Radisson Hotel Hauppauge-Long Island
3.5 star property
5.8 out of 10, (1001)
"I would like to see the front desk employees in uniforms. Each day it looked like "random" people were working behind the desk. No name tags, hats, people just hanging out behind the the desk. Additionally, I wasn't sure where or when the restaurant was open for breakfast. It looked dark and looked like it wasn't open. The TV had poor service in my room, but the room was clean."
The price is NZ$219
includes taxes & fees
27 May - 28 May
Radisson Hotel Hauppauge-Long Island
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oakdale holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oakdale. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oakdale. Seeing all the best attractions is bound to make you fall in love with Oakdale. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oakdale short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Oakdale?

Yes, there are holiday rentals close to the most popular sights in Oakdale, 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?

Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres : This holiday home rental outside of Oakdale is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.

Recent reviews of Oakdale properties
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