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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

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$2,062 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
5 Nov - 6 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. Central 2BR, Garden Suite, Top Amenities & Care!

Central 2BR, Garden Suite, Top Amenities & Care!
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.
The price is HK$1,201
HK$4,411 total
includes taxes & fees
2 Dec - 3 Dec
Central 2BR, Garden Suite, Top Amenities & Care!
A bedroom with a bed, a bedside table, a nightstand, a window with curtains, a door, and a bathroom with a toilet, sink, and towel rack.

4. 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$1,340 total
includes taxes & fees
13 Nov - 14 Nov
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
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.

5. 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$1,765
HK$2,196 total
includes taxes & fees
9 Nov - 10 Nov
Peaceful private 2-bedroom house in Bayport. Amazing location!
A hallway with a white door, a window with a decorative glass design, and a potted plant on a shelf.

6. 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$3,720
HK$6,365 total
includes taxes & fees
5 Nov - 6 Nov
Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras
A wooden deck with a white railing, a set of stairs, and outdoor furniture.

7. 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$3,645 total
includes taxes & fees
23 Nov - 24 Nov
Bright & Comfortable Home in the Heart of It All
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$1,095
HK$1,358 total
includes taxes & fees
4 Dec - 5 Dec
Cozy 1-bedroom apartment in lovely Central Islip
A bedroom with a bed, bedside tables, a mirror, a bench, and a wall sign.

9. 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
29 Nov - 30 Nov
Sundown Escape-South Shore Long Island
A living room with a sofa, ottoman, dining table, and chairs.

10. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is HK$1,130
HK$2,527 total
includes taxes & fees
2 Dec - 3 Dec
Sundown Escape Near SouthShore University Hospital
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

11. 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$1,067
HK$2,788 total
includes taxes & fees
25 Nov - 26 Nov
The Royal Suite - Ronkonkoma
A cozy room with a bed, a wooden coffee table, a blue ottoman, a guitar, and a cart with bottles.

12. Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
Fire Island
9.8 out of 10, Exceptional, (7 reviews)
"Great location to the beach, owner was extremely nice. My family had a great time."
United States
Gregory C.
The price is HK$6,669
HK$9,727 total
includes taxes & fees
5 Nov - 6 Nov
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
A compact living space with a black sofa, a wooden dining table, a TV mounted on the wall, and a kitchen area with a washing machine.

13. 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, (30 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$1,892 total
includes taxes & fees
9 Nov - 10 Nov
Private 1 bedroom apt in a quiet neighborhood, close to all!
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
18 Nov - 19 Nov
1 bedroom 1 bath private entrance
Interior

15. 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$3,782 total
includes taxes & fees
15 Nov - 16 Nov
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
A hot tub with water jets, a television displaying a beach scene, and a sign on the wall.

16. THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Commack
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful stay"
United States
Kenneth B.
The price is HK$6,277
HK$9,727 total
includes taxes & fees
6 Nov - 7 Nov
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
An open refrigerator with two shelves and a crisper drawer.

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

Cozy 1-bedroom apartment in charming Centereach with AC
Centereach
The price is HK$1,059
HK$1,318 total
includes taxes & fees
5 Nov - 6 Nov
Cozy 1-bedroom apartment in charming Centereach with AC
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

18. 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$1,338 total
includes taxes & fees
10 Nov - 11 Nov
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
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$2,636 total
includes taxes & fees
10 Nov - 11 Nov
Modern 2BR Retreat w/ Full Kitchen & Living
A room with a closed door, a potted plant, a small table with a sign, and a wall with a decorative sign.

20. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.4 out of 10, Exceptional, (8 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is HK$1,373
HK$1,999 total
includes taxes & fees
10 Nov - 11 Nov
Cozy king suite with kitchen and dining area.
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

Hilton Garden Inn Melville

Hilton Garden Inn Melville

10/10 Excellent
"Clean , staff friendly"
Deborah 2-night trip
Posted 4 hours ago
Hilton Garden Inn Melville

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.