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Oakdale Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Oakdale holiday rentals

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

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
2.0 star property
Kings Park
10.0 out of 10, Exceptional, (13)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
The price is HK$946
HK$1,392 total
includes taxes & fees
21 Dec - 22 Dec
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Fridge, microwave, oven, stovetop
Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
10.0 out of 10, Exceptional, (4)
"good time"
United States
Roy T.
The price is HK$2,581
HK$4,897 total
includes taxes & fees
15 Dec - 16 Dec
Modern Vacation home. Close to The Hamptons
Full-sized fridge, cookware/dishes/utensils
LUXURY BAY SHORE HOME

LUXURY BAY SHORE HOME

LUXURY BAY SHORE HOME
2.0 star property
Bay Shore
2.0 out of 10, (2)
"DO NOT book this house! I booked this house for Thanksgiving day visiting family. I received confirmation and everything. However till the day of arrival I never received any instruction on checking in. I called multiple times and only got voice mail in spanish. Finally I received a message saying this house was no longer available several hours before checking in! We had to scramble to find hotel rooms for 10 people. It was totally unacceptable!"
United States
Yan
LUXURY BAY SHORE HOME
2 bedrooms, WiFi, bed sheets
Cozy 2 bedroom retreat in long island

Cozy 2 bedroom retreat in long island

Cozy 2 bedroom retreat in long island
2.0 star property
Central Islip
8.0 out of 10, Very good, (2)
"Apt was clean and comfortable. Beds were comfortable. Area was nice. Owner communication was good. Only drawback is the plumbing situation was not advertised in the listing. Iif you are comfortable using a bidet and not flushing paper, this apt is perfect. "
United States
Deborah R.
The price is HK$747
HK$1,983 total
includes taxes & fees
15 Dec - 16 Dec
Cozy 2 bedroom retreat in long island
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.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (36)
"Very convenient location for where I needed to be. Perfect room to stay for a night "
United States
Sophie B.
The price is HK$771
HK$1,281 total
includes taxes & fees
15 Dec - 16 Dec
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Interior
Beautiful historic home in Stony Brook!

Beautiful historic home in Stony Brook!

Beautiful historic home in Stony Brook!
2.0 star property
Stony Brook
8.2 out of 10, Very good, (20)
"Beautiful home in a beautiful location! We enjoyed it so much we extended our stay! "
United States
Antoinette W.
Beautiful historic home in Stony Brook!
Exterior
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Bayport
10.0 out of 10, Exceptional, (89)
"A special place and love staying here in this lovely home - looking forward to our next stay!"
United States
Roxanne M.
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Property grounds
Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
6.8 out of 10, (26)
"Great location, great host, and nice rental especially for the price! Everything went smoothly and we will be returning next year."
United States
Joshua W.
The price is HK$631
HK$1,805 total
includes taxes & fees
20 Dec - 21 Dec
Walk to Beach 2BR Near Dining & Shopping
Interior
Cozy Country Cottage #3

Cozy Country Cottage #3

Cozy Country Cottage #3
Miller Place
10.0 out of 10, Exceptional, (31)
"Fantastic stay! "
United States
Michael V.
The price is HK$1,168
HK$2,535 total
includes taxes & fees
15 Dec - 16 Dec
Cozy Country Cottage #3
Dining
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck

One Bedroom Apt. in Ocean Bay Park with Rooftop Deck

One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
Ocean Bay Park
9.0 out of 10, Wonderful, (32)
"This unit was great. It's clean, quiet, and centrally located. It comes with 2 bikes which is a huge bonus (the rentals down the street are 40/day). It also has beach chairs and towels which is nice. We would definitely stay here again. "
United States
Kevin E.
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
Terrace/patio
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!

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

Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
Islip Terrace
10.0 out of 10, Exceptional, (61)
"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!
Marina
Adorable Cottage with Water Views, Across the street from Prime & other eateries

Adorable Cottage with Water Views, Across the street from Prime & other eateries

Adorable Cottage with Water Views, Across the street from Prime & other eateries
Halesite
9.8 out of 10, Exceptional, (72)
"Wonderful cozy cottage with all the amenities!Great water views from this totally relaxing home - Thoroughly enjoyed our stay!"
United States
Rose D.
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Fridge, microwave, oven, stovetop
Private, Quiet 1 Bedroom in Amityville

Private, Quiet 1 Bedroom in Amityville

Private, Quiet 1 Bedroom in Amityville
Amityville
9.6 out of 10, Exceptional, (45)
"Wonderful place would definitely stay again"
United States
R G.
Private, Quiet 1 Bedroom in Amityville
Interior
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
Stony Brook
6.0 out of 10, (2)
"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"
United States
Kathleen
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
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

East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
Center Moriches
10.0 out of 10, Exceptional, (110)
"Amazing stay! Everything was super clean and beautiful "
United States
Liannys P.
The price is HK$2,296
HK$4,758 total
includes taxes & fees
5 Jan - 6 Jan 2026
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
Pool
Lovely RV with AC in charming Bethpage a mile from the train to NYC

Lovely RV with AC in charming Bethpage a mile from the train to NYC

Lovely RV with AC in charming Bethpage a mile from the train to NYC
Bethpage
7.0 out of 10, Good, (4)
"Super convenient and the host was very responsive. I highly recommend."
United States
Andrew B.
The price is HK$1,051
HK$1,816 total
includes taxes & fees
15 Dec - 16 Dec
Lovely RV with AC in charming Bethpage a mile from the train to NYC
Smart TV, fireplace, ping pong, computer monitors
Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (73)
"Location was perfect!"
United States
Linda J P.
The price is HK$1,868
HK$4,047 total
includes taxes & fees
5 Jan - 6 Jan 2026
Captain's Cottage - Cold Spring Harbor Water Views
Exterior
The Bella Vista St James! Waterfront house with a beach dock and so much more!

The Bella Vista St James! Waterfront house with a beach dock and so much more!

The Bella Vista St James! Waterfront house with a beach dock and so much more!
Saint James
10.0 out of 10, Exceptional, (1)
"This property is beautiful and the host was very responsive. We were in town for a funeral so unfortunately wasnt able to enjoy the house as much as I would have liked to. The view is breathtaking, we saw deer, wild turkeys, swans and more. I would suggest kids 8 would be better suited. I had to chase my little around to ensure they weren't touching or playing with any of the decorations. Plenty of bathrooms and counter space. No cell reception but the Wi-Fi worked throughout the whole home....
United States
Devin k.
The price is HK$10,061
HK$15,674 total
includes taxes & fees
18 Dec - 19 Dec
The Bella Vista St James! Waterfront house with a beach dock and so much more!
Smart TV, books
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

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

fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
Islip
9.8 out of 10, Exceptional, (22)
"Great place to stay with the family. very clean and has that home away from home feeling. Highly recommend."
United States
Brian F.
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
Microwave, oven, stovetop, dishwasher
Peaceful Affordable Huge House Near Paintball + Beaches + Parks

Peaceful Affordable Huge House Near Paintball + Beaches + Parks

Peaceful Affordable Huge House Near Paintball + Beaches + Parks
2.0 star property
Dix Hills
Peaceful Affordable Huge House Near Paintball + Beaches + Parks
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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Top Oakdale Hotel Reviews

Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

10/10 Excellent
"Good"
Ikromjon 1-night trip
Posted 3 days ago
Holiday Inn Express Hauppauge-Long Island

Find out more about Oakdale

Search for holiday rentals in Oakdale on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakdale using one of the methods below:

  • View our selection of featured holiday rentals in Oakdale
  • Use the map to find apartments and other holiday homes in the Oakdale neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oakdale while they last

Look no further and take a look at our great range of rental properties in Oakdale!

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?

Modern Vacation home. Close to The Hamptons: This holiday home rental outside of Oakdale is located on the waterfront, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. It has 3 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 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.