Photo by Dawn Biscardi Alperstein

Oakdale Vacation Rentals

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Vacation Rentals in Oakdale

Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms

8.2 out of 10, Very good, (44)
"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...
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms

Great Family Times In this lovely Cape with Resort style backyard

9.6 out of 10, Exceptional, (24)
"The Great Times house was just as expected. It's a standard Long Island suburban house. It's not a big house, but it had plenty of room for our group. It's very clean, and well equipped. There are plenty of restaurants in the area, and if you forgot something, there's a Walmart Supercenter just up the street. "
Great Family Times In this lovely Cape with Resort style backyard

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

10.0 out of 10, Exceptional, (14)
"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 "
The price is CA $887
CA $2,188 total
includes taxes & fees
Feb 25 - Feb 26
Elegant Villa Retreat w/ Pool, 2 Hot Tubs, & Entertainment

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

10.0 out of 10, Exceptional, (11)
"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!."
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

Luxury and Affordable Family Home

10.0 out of 10, Exceptional, (1)
"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...
Luxury and Affordable Family Home

Spacious 5-bedroom house in charming Bay Shore with AC, WiFi

"Lots of space, great location, suited our extended family well."
Spacious 5-bedroom house in charming Bay Shore with AC, WiFi

Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.

10.0 out of 10, Exceptional, (21)
"It was a very nice experience staying there. The owner replied to our questions pretty fast. I love the backyard, but unfortunately, it is too cold to stay outside during the winter. I would definitely recommend this house and we will try and go back in a warmer season!"
Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.

20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

8.6 out of 10, Excellent, (10)
"The place was nice for our time with family for a holiday celebration. Our favorite space was the kitchen dining area which was large and well equipped. There was an issue with the heat upstairs; the hosts endeavored to respond to the problem in a timely manner. (Owners were on site for some of our stay, but it did not affect our activities.) Furniture comfortable....most rooms very lightly furnished. I would recommend bringing extra bedding as most beds only had a light quilt without sheets or...
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

Spacious Home Located Close to Stony Brook!

7.4 out of 10, Good, (13)
"Great stay great people great costumer care definitely reccomend"
The price is CA $354
CA $773 total
includes taxes & fees
Feb 25 - Feb 26
Spacious Home Located Close to Stony Brook!

Walkable to all in Downtown Seaford! Clean 1 bed basement unit

9.6 out of 10, Exceptional, (5)
"This was a perfect home base for my short visit to Long Island! It has everything necessary, was close to so many restaurants of all types and the host provided extensive information about the area. The host was communicative and friendly. An overall great stay!"
Walkable to all in Downtown Seaford! Clean 1 bed basement unit

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

10.0 out of 10, Exceptional, (74)
"What a great home base for my family during Thanksgiving week! This house is everything it says it is and more. I seriously felt like I was a guest visiting family for the week. Too many awesome accommodations to list. The view out of the back windows, the bright coastal vibe, the home/audio setup, the huge/clean hot tub, the insanely awesome master bathrom!! What a neat house! Thanks, Joe for making our trip to the area a memorable one!"
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

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

7.6 out of 10, Good, (9)
"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...
Charming home close to beach with fast WiFi & washer/dryer - dog-friendly

Waterfront house next to Bellport golf course

10.0 out of 10, Exceptional, (10)
"This was our second time staying at this home and we will definitely be returning. Great spot for a family getaway and cannot beat being right on the water. House had everything we needed."
Waterfront house next to Bellport golf course

Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

9.4 out of 10, Exceptional, (9)
"Space was nice. Need top sheets on beds. Noisy location and basement tenant."
The price is CA $284
CA $467 total
includes taxes & fees
Feb 25 - Feb 26
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

Cozy Country Cottage #3

10.0 out of 10, Exceptional, (14)
"Very clean and comfortable "
The price is CA $213
CA $401 total
includes taxes & fees
Feb 25 - Feb 26
Cozy Country Cottage #3

Bungalow in Ocean Bay Park Fire Island- short walk to beach and restaurants!

10.0 out of 10, Exceptional, (66)
"Great location. Great house. Close to ocean and bay. House was fully stocked with kitchen utensils so we could make large family meals. Two nice sized bedrooms. Third small bedroom had 4 bunk-style twin beds. Fourth bed was a loft accessible by ladder. "
Bungalow in Ocean Bay Park Fire Island- short walk to beach and restaurants!

Beach Apt. Wineries, Shopping, Dining

6.2 out of 10, (10)
"It was a decent place to stay."
The price is CA $128
CA $316 total
includes taxes & fees
Feb 26 - Feb 27
Beach Apt. Wineries, Shopping, Dining

House on the bay!

House on the bay!

Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach

9.2 out of 10, Wonderful, (20)
"Stayed here for a girls trip. We were a group of 11. Most of the beds are doubles so probably can’t actually sleep 12 unless you’re a kid or on the smaller side. The way the beds are arranged requires one person to crawl over the other to get out of bed since they’re pushed up against the wall. (Not a dealbreaker but something to consider for guest comfort). As others have mentioned, feels bigger than it looks in the photos. The bathrooms were ok. To break it down: there’s 1 half bath...
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

10.0 out of 10, Exceptional, (25)
"stayed here with my parents and 4 other adults to visit my son at stony brook. The house is very clean and well decorated, new kitchen with all the necessary tools. We will stay here again. "
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
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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Other types of properties in Oakdale you may be interested in

Radisson Hotel Hauppauge-Long Island

3.5 star property
6.2 out of 10, (1012)
"This hotel fit the needs for the days I was there. I have to say, it was extremely convenient; there’s a gas station and somewhere to eat directly across the street. "
The price is CA $152
CA $174 total
includes taxes & fees
Mar 3 - Mar 4
Radisson Hotel Hauppauge-Long Island

Hyatt Regency Long Island

3.5 star property
8.2 out of 10, Very good, (1008)
"Stay was excellent."
The price is CA $181
CA $206 total
includes taxes & fees
Mar 2 - Mar 3
Hyatt Regency Long Island

Hampton Inn Long Island-Brookhaven

2.5 star property
8.6 out of 10, Excellent, (1015)
"It was a good stay in general, and easy to stay there while attending the nearby Doctor Who convention."
The price is CA $141
CA $161 total
includes taxes & fees
Mar 2 - Mar 3
Hampton Inn Long Island-Brookhaven
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.

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.