Photo by Dawn Biscardi Alperstein

Oakdale Holiday Rentals

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Holiday Rentals in Oakdale

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 AU$2,632
includes taxes & fees
18 Feb - 19 Feb
Elegant Villa Retreat w/ Pool, 2 Hot Tubs, & Entertainment

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

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

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!"
The price is AU$1,172
includes taxes & fees
18 Feb - 19 Feb
Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.

Luxury and Affordable Family Home

10.0 out of 10, Exceptional, (1)
"Had a 2 night stay. Was a recently renovated house. Beautifully designed."
The price is AU$1,472
includes taxes & fees
1 Mar - 2 Mar
Luxury and Affordable Family Home

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 AU$1,145
includes taxes & fees
18 Feb - 19 Feb
Spacious Home Located Close to Stony Brook!

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

Cozy Country Cottage #3

10.0 out of 10, Exceptional, (14)
"Very clean and comfortable "
The price is AU$449
includes taxes & fees
18 Feb - 19 Feb
Cozy Country Cottage #3

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

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

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!

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

9.4 out of 10, Exceptional, (8)
"Space was nice. Need top sheets on beds. Noisy location and basement tenant."
The price is AU$535
includes taxes & fees
18 Feb - 19 Feb
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

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

Beautiful Waterfront Sunset Beach House Oasis Walk to Village Beaches 1hr NYC

10.0 out of 10, Exceptional, (5)
"A glorious setting on the water highlighted by varying tides, massive swans and a variety of boats gliding by. As serene and peaceful as it gets and only blocks away from a plethora of great restaurants, bagel shops, boutiques and more. The Northport Hotel (tremendous restaurant) offers rooms at 450 per night so the value of this home speaks volumes. A rarity in a very upscale market. Owner Richard is incredible affable and attentive."
Beautiful Waterfront Sunset Beach House Oasis Walk to Village Beaches 1hr NYC

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.

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

10.0 out of 10, Exceptional, (84)
"Place was beautiful. It was very clean. Easy to get to. Would stay again"
East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries

Beach Bungalow Ocean Beach

9.8 out of 10, Exceptional, (22)
"For several years our family-now numbering 13 people, from infants to 82, plus dogs-have taken long weekend vacations every October on Fire Island. We like the communities of Ocean Beach and Seaview because stores and restaurants are open, and there’s a terrific market in Seaview. Our search Focused on number of bedrooms and baths, with excellent reviews. Quite quickly we decided that Beach Bungalow in OB was perfect for us. We had some questions about bed setups and had easy and excellent...
Beach Bungalow Ocean Beach

Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!

10.0 out of 10, Exceptional, (45)
"Wonderfully quaint! Our stay was perfect. I felt like I was at home. Everything you need for a few days stay or even longer. Super clean and inviting. Communication was absolutely hospitable! No regrets and I would definitely stay again!"
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
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, (1016)
"Nice property "
The price is AU$197
includes taxes & fees
23 Feb - 24 Feb
Radisson Hotel Hauppauge-Long Island

Hyatt Regency Long Island

3.5 star property
8.2 out of 10, Very good, (1004)
"Nice hotel but the restaurant is a little pricey and the elevator two of them was out of service only one was working "
The price is AU$228
includes taxes & fees
2 Mar - 3 Mar
Hyatt Regency Long Island

Hampton Inn Long Island-Brookhaven

2.5 star property
8.6 out of 10, Excellent, (1013)
"Nice hotel stay "
The price is AU$175
includes taxes & fees
19 Feb - 20 Feb
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 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?

Luxury and Affordable Family Home: This holiday home rental outside of Oakdale is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 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 5 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.