Oakdale Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

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
10.0 out of 10, Exceptional, (1 review)
"If we could give 10 stars, we would. Every detail was very thoughtfully planned. Comfortable bed, quiet and peaceful location. Great communication. We will stay again."
United States
Loritha F.
The price is HK$1,114
HK$2,097 total
includes taxes & fees
5 Dec - 6 Dec
Charming Secluded Waterfront retreat
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

2. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is HK$1,504
HK$2,495 total
includes taxes & fees
17 Nov - 18 Nov
Spacious 3BR Family Home Near Everything
A wooden outdoor seating area with a bench and two chairs, a brick wall, and a window.

3. Long Island 2BR Garden Suite + Private Dry Sauna & Ping Pong

Long Island 2BR Garden Suite + Private Dry Sauna & Ping Pong
Central Islip
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, clean and inviting space. Thanks for a great space away from home; will definietly book again."
United States
Vladamir R.
Long Island 2BR Garden Suite + Private Dry Sauna & Ping Pong
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.

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

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.8 out of 10, Excellent, (8 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is HK$1,412
HK$1,748 total
includes taxes & fees
18 Nov - 19 Nov
Peaceful private 2-bedroom house in Bayport. Amazing location!
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

5. 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, (57 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$883
HK$1,277 total
includes taxes & fees
13 Nov - 14 Nov
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A wooden deck with a white railing, a set of stairs, and outdoor furniture.

6. 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 HK$1,307
HK$3,644 total
includes taxes & fees
23 Nov - 24 Nov
Bright & Comfortable Home in the Heart of It All
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

7. 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$1,038
HK$2,351 total
includes taxes & fees
18 Nov - 19 Nov
Sundown Escape-South Shore Long Island
A modern living room with a grey sectional sofa, a round coffee table, and a dining area with a small table and chairs.

8. Cozy 1-bedroom apartment in lovely Central Islip

Cozy 1-bedroom apartment in lovely Central Islip
Central Islip
The price is HK$1,094
HK$1,295 total
includes taxes & fees
11 Dec - 12 Dec
Cozy 1-bedroom apartment in lovely Central Islip
A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

9. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is HK$1,130
HK$2,553 total
includes taxes & fees
19 Nov - 20 Nov
Sundown Escape Near SouthShore University Hospital
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

10. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (10 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is HK$918
HK$2,599 total
includes taxes & fees
25 Nov - 26 Nov
The Royal Suite - Ronkonkoma
A water park with multiple slides and pools, surrounded by trees and a parking lot.

11. 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$1,855
HK$3,002 total
includes taxes & fees
8 Dec - 9 Dec
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
A hallway with a white door, a window with a decorative glass design, and a potted plant on a shelf.

12. Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras

Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras
Ronkonkoma
3.0 out of 10, (2 reviews)
"My sister got to the property before me and there were extra guests the owner of the property got in contact with me to let me know what was happening and told me to get everyone out or my stay would be terminated I got to the house and mad everyone leave . There was only 2 people in the house and my 2 year old son and he asked us to leave after he told me if I got everyone out I could stay. It was 1 am and I did everything he asked me to do. "
United States
Mitania L.
The price is HK$3,846
HK$6,222 total
includes taxes & fees
14 Nov - 15 Nov
Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras
A bedroom with a bed, a bedside lamp, a TV, and a door leading to another room.

13. Cozy 1-bedroom apartment in charming Centereach with AC

Cozy 1-bedroom apartment in charming Centereach with AC
Centereach
The price is HK$1,098
HK$1,766 total
includes taxes & fees
1 Dec - 2 Dec
Cozy 1-bedroom apartment in charming Centereach with AC
A modern bedroom with a large bed, a bedside table, a sofa, and a potted plant.

14. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.4 out of 10, Very good, (28 reviews)
"Exactly as advertised, comfortable bed easy entry, overall great experience."
United States
Monte P.
The price is HK$918
HK$1,479 total
includes taxes & fees
17 Nov - 18 Nov
1 bedroom 1 bath private entrance
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

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, (31 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$1,130
HK$1,820 total
includes taxes & fees
15 Nov - 16 Nov
Private 1 bedroom apt in a quiet neighborhood, close to all!
Interior

16. Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
The price is HK$910
HK$3,781 total
includes taxes & fees
15 Nov - 16 Nov
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

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

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
9.4 out of 10, Exceptional, (35 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is HK$953
HK$1,337 total
includes taxes & fees
17 Nov - 18 Nov
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
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.

18. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
8.2 out of 10, Very good, (12 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$883
HK$2,559 total
includes taxes & fees
16 Nov - 17 Nov
Spacious one Bedroom Apt with private entrance
A living room with a large mirror, a grey sofa, a small round table with a plant, and a grey throw blanket.

19. Modern 2BR Retreat w/ Full Kitchen & Living

Modern 2BR Retreat w/ Full Kitchen & Living
Deer Park
7.4 out of 10, Good, (3 reviews)
"Needs lots of repairs and cleaning.Didn’t understand how one room had two AC and two TV while the other room had none. I would liked to hang out on the porch but also not clean and there was no table but a couple dirty chairs."
United States
marlene D.
The price is HK$1,177
HK$2,510 total
includes taxes & fees
18 Nov - 19 Nov
Modern 2BR Retreat w/ Full Kitchen & Living
A modern kitchen with wooden cabinets and a granite countertop.

20. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
10.0 out of 10, Exceptional, (21 reviews)
"great stay just as advertised, a little pricey but worth it."
United States
Victor
The price is HK$1,042
HK$2,024 total
includes taxes & fees
13 Dec - 14 Dec
Your Perfect Getaway Between Farmingdale & Amityville
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.
View all properties

Find holiday rentals that suit your style

Apartment image
Apartments
Apartments
Cottage image
Cottages
Cottages

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?

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 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.