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
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Oakdale holiday rentals

Interior

1. 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 HK$1,037
HK$2,349 total
includes taxes & fees
13 Sept - 14 Sept
Sundown Escape-South Shore Long Island
Room

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, (49 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 HK$776
HK$1,290 total
includes taxes & fees
1 Sept - 2 Sept
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Terrace/patio

3. 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 HK$1,398
HK$3,362 total
includes taxes & fees
25 Aug - 26 Aug
The Royal Suite - Ronkonkoma
Terrace/patio

4. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is HK$1,503
HK$2,493 total
includes taxes & fees
28 Aug - 29 Aug
Spacious 3BR Family Home Near Everything
Living area

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

Bright & Comfortable Home in the Heart of It All
Central Islip
10.0 out of 10, Exceptional, (2 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 HK$1,306
HK$3,821 total
includes taxes & fees
8 Sept - 9 Sept
Bright & Comfortable Home in the Heart of It All
Pool

6. 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 HK$949
HK$1,734 total
includes taxes & fees
21 Sept - 22 Sept
Tiny Home Private, Students, Nurses, Tech
Private kitchen

7. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is HK$1,129
HK$2,686 total
includes taxes & fees
11 Sept - 12 Sept
Sundown Escape Near SouthShore University Hospital
Exterior

8. 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, (24 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is HK$953
HK$1,402 total
includes taxes & fees
23 Aug - 24 Aug
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Room

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 HK$882
HK$1,509 total
includes taxes & fees
7 Sept - 8 Sept
1 bedroom 1 bath private entrance
Living area

10. 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 HK$882
HK$2,683 total
includes taxes & fees
27 Aug - 28 Aug
Spacious one Bedroom Apt with private entrance
Living area

11. 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 HK$2,470
HK$3,225 total
includes taxes & fees
23 Aug - 24 Aug
Peaceful private 2-bedroom house in Bayport. Amazing location!
Pool

12. 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 HK$1,854
HK$3,170 total
includes taxes & fees
15 Sept - 16 Sept
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
Room

13. 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 HK$833
HK$1,668 total
includes taxes & fees
23 Aug - 24 Aug
Your Perfect Getaway Between Farmingdale & Amityville
Interior

14. 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 HK$1,372
HK$2,105 total
includes taxes & fees
28 Aug - 29 Aug
Cozy king suite with kitchen and dining area.
Interior

15. 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 HK$1,820
HK$2,886 total
includes taxes & fees
24 Aug - 25 Aug
Private 1 bedroom apt in a quiet neighborhood, close to all!
Room

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 HK$1,058
HK$1,783 total
includes taxes & fees
7 Sept - 8 Sept
South Shore Studio in Mastic
Exterior

17. Beautiful Private Studio Apartment!

Beautiful Private Studio Apartment!
Ridge
9.6 out of 10, Exceptional, (21 reviews)
"The parking and room access was easy to find as the host gave excellent directions. All amenities were provided in kitchen and bath, and we loved the recessed reading nook. The rain shower was the best! We were serenaded by whip-poor-wills each night at sunset, a truly beautiful experience."
United States
Wendy
The price is HK$933
HK$2,491 total
includes taxes & fees
25 Aug - 26 Aug
Beautiful Private Studio Apartment!
Living area

18. 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 HK$1,433
HK$3,581 total
includes taxes & fees
15 Sept - 16 Sept
Peaceful 3BR Garden Cottage Long Island Escape
Private kitchen

19. Charming RV in friendly Bethpage

Charming RV in friendly Bethpage
Bethpage
The price is HK$1,058
HK$2,354 total
includes taxes & fees
29 Aug - 30 Aug
Charming RV in friendly Bethpage
Dining

20. Fire Island Beach House Ocean Bay Park

Fire Island Beach House Ocean Bay Park
Ocean Beach
10.0 out of 10, Exceptional, (72 reviews)
"Very nice place for a family to stay"
United States
James K.
The price is HK$6,264
HK$11,232 total
includes taxes & fees
1 Sept - 2 Sept
Fire Island Beach House Ocean Bay Park
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 Plainview-Long Island by IHG

Holiday Inn Plainview-Long Island by IHG

10/10 Excellent
"Q"
John 2-night trip
Posted 5 hours ago
Holiday Inn Plainview-Long Island by IHG

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?

5BR Retreat with Private Pool • Sleeps 15 • 20 Minutes to the Hamptons: This holiday home rental outside of Oakdale offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a microwave, kitchenware and a coffee maker, so that you can cook with friends or family. You can relax into your holiday with a patio and a selection of games.

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. Other places in town to visit include Connetquot River and CM Performing Arts Center.

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.