A rustic wooden building with a wooden deck and a fence.

Oakdale Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Oakdale holiday rentals

A dining area with a table, chairs, a vase with flowers, and a sign that reads 'Relax Unwind & Enjoy'.

1. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
The price is AU$390
includes taxes & fees
28 Sept - 29 Sept
Charming Secluded Waterfront retreat
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

2. 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, (52 reviews)
"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"
United States
Jaelyn
The price is AU$231
includes taxes & fees
14 Sept - 15 Sept
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

3. Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is AU$415
includes taxes & fees
16 Sept - 17 Sept
Sundown Escape-South Shore Long Island
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

4. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (9 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is AU$454
includes taxes & fees
22 Sept - 23 Sept
The Royal Suite - Ronkonkoma
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

5. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is AU$441
includes taxes & fees
16 Sept - 17 Sept
Spacious 3BR Family Home Near Everything
A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

6. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is AU$466
includes taxes & fees
14 Sept - 15 Sept
Sundown Escape Near SouthShore University Hospital
A water park with multiple slides and pools, surrounded by trees and a parking lot.

7. Tiny Home Private, Students, Nurses, Tech

Tiny Home Private, Students, Nurses, Tech
Bay Shore
8.0 out of 10, Very good, (9 reviews)
"Great host, nice place."
United States
Brian C.
The price is AU$305
includes taxes & fees
21 Sept - 22 Sept
Tiny Home Private, Students, Nurses, Tech
A living room with a blue door, a white shelf, a grey sofa with patterned cushions, and a small table with a decorative item.

8. Bright & Comfortable Home in the Heart of It All

Bright & Comfortable Home in the Heart of It All
Central Islip
8.8 out of 10, Excellent, (3 reviews)
"My stay was amazing! The place was bigger in person than i expected, which was such a pleasant surprise. The house was spotless and very clean, making me feel comfortable from the moment I arrived. The host was incredibly helpful, responsive, and made the entire experience smooth and stress-free. I enjoyed my stay and would absolutely book this home again. Highly recommend to anyone looking for a clean, spacious, and welcoming place to stay!"
United States
Tatiana J.
The price is AU$672
includes taxes & fees
29 Sept - 30 Sept
Bright & Comfortable Home in the Heart of It All
A modern bedroom with a large bed, a bedside table, a sofa, and a potted plant.

9. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.6 out of 10, Excellent, (25 reviews)
"Well suited for our needs."
United States
Teresa D.
The price is AU$264
includes taxes & fees
1 Oct - 2 Oct
1 bedroom 1 bath private entrance
A modern living room with a grey sofa, a wooden coffee table, a flat-screen TV mounted on the wall, and a ceiling light fixture.

10. Peaceful private 2-bedroom house in Bayport. Amazing location!

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.6 out of 10, Excellent, (7 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is AU$449
includes taxes & fees
4 Oct - 5 Oct
Peaceful private 2-bedroom house in Bayport. Amazing location!
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

11. Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
10.0 out of 10, Exceptional, (27 reviews)
"The property was very easy to find, clean, and comfortable. The hosts were very communicative and accommodating. Highly recommend!"
United States
Karen D.
The price is AU$297
includes taxes & fees
14 Sept - 15 Sept
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
A room with a white door, a sign reading "Relax", a potted plant, and a small table with a sign and a lamp.

12. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.6 out of 10, Exceptional, (7 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is AU$368
includes taxes & fees
14 Sept - 15 Sept
Cozy king suite with kitchen and dining area.
A living room with a brown sofa, a glass coffee table with decorative items, and a kitchen in the background with wooden cabinets and a black refrigerator.

13. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
8.0 out of 10, Very good, (11 reviews)
"The place was great. It was clean and spacious, and located on a quiet street. It was also accessible to all the major roads. The host was very accommodating. Very pleased with it all and would highly recommend! "
United Kingdom
Selective Travel M.
The price is AU$471
includes taxes & fees
13 Sept - 14 Sept
Spacious one Bedroom Apt with private entrance
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

14. 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, (29 reviews)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
The price is AU$414
includes taxes & fees
22 Sept - 23 Sept
Private 1 bedroom apt in a quiet neighborhood, close to all!
A water park with multiple slides and pools, surrounded by trees and a parking lot.

15. Private 3Br Apt: King-2Queen -PetPally -LTR-STR

Private 3Br Apt: King-2Queen -PetPally -LTR-STR
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"These were nice rooms. Very professionally set-up."
United States
Marcus P.
The price is AU$539
includes taxes & fees
6 Oct - 7 Oct
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
A compact hotel room with a bed, a sofa, a desk with a chair, a TV, and a small kitchenette.

16. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (6 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is AU$317
includes taxes & fees
11 Sept - 12 Sept
South Shore Studio in Mastic
A modern kitchen with wooden cabinets and a granite countertop.

17. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (13 reviews)
"Love being able to park off the street."
United States
Joan
The price is AU$298
includes taxes & fees
21 Sept - 22 Sept
Your Perfect Getaway Between Farmingdale & Amityville
A modern kitchen with dark cabinetry, a microwave, and a stove. There is a large flat-screen TV mounted on the wall.

18. SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
Huntington Station
10.0 out of 10, Exceptional, (10 reviews)
"Enjoyed our recent stay!! Would definitely come back "
United States
Donna S.
The price is AU$577
includes taxes & fees
13 Sept - 14 Sept
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
A living room with a sofa, armchairs, a coffee table, and a rug.

19. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
10.0 out of 10, Exceptional, (1 review)
"Excellent host and peaceful getaway. I highly recommend!"
United States
Greg M.
The price is AU$664
includes taxes & fees
27 Sept - 28 Sept
Peaceful 3BR Garden Cottage Long Island Escape
A hotel room with a bed, desk, chair, and a TV.

20. Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Hicksville
8.8 out of 10, Excellent, (13 reviews)
"Ample on street parking - a smooth self check in - a comfortable bed and a clean bathroom in a quiet and safe walkable neighborhood. I did not know NYC could be so user friendly!"
United States
Susan O.
The price is AU$222
includes taxes & fees
15 Sept - 16 Sept
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
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

Grove Hotel

Grove Hotel

10/10 Excellent
"My second summer here and it just keeps getting better! Perfect location, clean, cute, spacious rooms, lovely staff, beautiful pool, proximity to quite literally everything! Thank you The Grove, I love you so much and can’t wait to see you next year :)"
Lia 4-night trip
Posted 4 hours ago
Grove Hotel

Find out more about Oakdale

Everything you need to know about Oakdale holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakdale holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakdale holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Oakdale holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakdale. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakdale holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakdale holiday rentals we have selected for you start as low as AU$231 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oakdale rentals

At Expedia, we put the best Oakdale holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oakdale rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakdale holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakdale. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Large Beach House Steps From Town and Ocean: This holiday home rental outside of Oakdale has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 Connetquot River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include CM Performing Arts Center and Shaker's Pub.

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.