Oakdale Vacation Rentals

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Dec 6 - Dec 7
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Dec 7 - Dec 8
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Vacation Rentals in Oakdale

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

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 ￥18,848
￥27,739 total
includes taxes & fees
Dec 7 - Dec 8
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

Shirley
10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
The price is ￥51,433
￥96,869 total
includes taxes & fees
Dec 8 - Dec 9
Modern Vacation home. Close to The Hamptons
Full-size fridge, cookware/dishes/utensils
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

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 ￥14,892
￥39,348 total
includes taxes & fees
Dec 9 - Dec 10
Cozy 2 bedroom retreat in long island
Property grounds
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!

OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!

Ocean Beach
9.0 out of 10, Wonderful, (53)
"The location is superb, can’t do much better! Towards the end of the main strip for privacy but still right near the action that you come to Ocean Beach for. The rental was clean and stocked with essentials upon our arrival (definitely a life-saver) with the onsite washer/dryer a bonus!As for the property owner, I’m happy to report that this one is a pleasure… congenial, accommodating and professional from the start of the reservation process and onward.We are looking forward to returning next...
United States
Amy B.
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!
Interior
Cozy Country Cottage #3

Cozy Country Cottage #3

Miller Place
10.0 out of 10, Exceptional, (29)
"Fantastic stay! "
United States
Michael V.
The price is ￥23,270
￥49,096 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Cozy Country Cottage #3
Property grounds
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 ￥12,566
￥36,335 total
includes taxes & fees
Dec 8 - Dec 9
Walk to Beach 2BR Near Dining & Shopping
Exterior
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
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.

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 ￥15,358
￥25,525 total
includes taxes & fees
Dec 7 - Dec 8
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Fridge, microwave, oven, stovetop
Home Away from Home – 3BR Retreat with Amenities

Home Away from Home – 3BR Retreat with Amenities

Hauppauge
10.0 out of 10, Exceptional, (8)
Home Away from Home – 3BR Retreat with Amenities
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

Center Moriches
10.0 out of 10, Exceptional, (110)
"Amazing stay! Everything was super clean and beautiful "
United States
Liannys P.
The price is ￥62,052
￥116,447 total
includes taxes & fees
Dec 29 - Dec 30
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
Smart TV, fireplace, books
Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard

Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard

Coram
9.4 out of 10, Exceptional, (6)
"Great first time doing Vrbo great experience would do again "
United States
Rodrigo M.
Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard
Dining
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
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

Halesite
9.8 out of 10, Exceptional, (71)
"Cute cottage in great location. We stay here every time we are in town and are never disappointed. "
United States
Rosanne A.
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Private kitchen
4-bedroom house in awesome Brookhaven with AC

4-bedroom house in awesome Brookhaven with AC

Brookhaven
The price is ￥70,364
￥127,421 total
includes taxes & fees
Jan 1 - Jan 2, 2026
4-bedroom house in awesome Brookhaven with AC
Smart TV, fireplace, table tennis, computer monitors
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 ￥31,957
￥73,730 total
includes taxes & fees
Dec 8 - Dec 9
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!

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 Bella Vista St James! Waterfront house with a beach dock and so much more!
House (1 Bedroom) | Interior
Bay Shore Vacation Rental ~ 7 Mi to the Beach

Bay Shore Vacation Rental ~ 7 Mi to the Beach

3.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1)
Bay Shore Vacation Rental ~ 7 Mi to the Beach
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

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
Fridge, microwave, oven, stovetop
Private 1 bedroom apt in a quiet neighborhood, close to all!

Private 1 bedroom apt in a quiet neighborhood, close to all!

Centereach
9.6 out of 10, Exceptional, (26)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
The price is ￥22,088
￥38,724 total
includes taxes & fees
Dec 7 - Dec 8
Private 1 bedroom apt in a quiet neighborhood, close to all!
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

Danfords Hotel and Marina

Danfords Hotel and Marina

10/10 Excellent
"Excellent, pleasant front desk service"
William 1-night trip
Posted 1 day ago
Danfords Hotel and Marina

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:

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

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?

Modern Vacation home. Close to The Hamptons: This vacation home rental near 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 you can cook with friends or family.

How many vacation rentals are there in Oakdale?

Expedia has 4 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.