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

Oakdale Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Oakdale vacation rentals

A kitchen with white cabinets, a microwave, a stove, and a sink. There is a window with blinds, a trash can, and a wooden stool.

1. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
The price is ￥22,476
￥43,581 total
includes taxes & fees
Oct 30 - Oct 31
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 ￥27,304
￥46,865 total
includes taxes & fees
Oct 26 - Oct 27
Spacious 3BR Family Home Near Everything
A house with a paved pathway leading to the front door, surrounded by a well-maintained lawn and various plants.

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 ￥24,217
￥83,366 total
includes taxes & fees
Nov 19 - Nov 20
Central 2BR, Garden Suite, Top Amenities & Care!
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

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, (56 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 ￥15,670
￥26,044 total
includes taxes & fees
Oct 27 - Oct 28
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.

5. 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 ￥20,940
￥47,431 total
includes taxes & fees
Oct 22 - Oct 23
Sundown Escape-South Shore Long Island
A living room with a blue door, a white shelf, a grey sofa with patterned cushions, and a small table with a decorative item.

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 ￥29,060
￥80,941 total
includes taxes & fees
Nov 16 - Nov 17
Bright & Comfortable Home in the Heart of It All
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.

7. 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 ￥35,613
￥46,474 total
includes taxes & fees
Nov 2 - Nov 3
Peaceful private 2-bedroom house in Bayport. Amazing location!
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

8. 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 ￥18,403
￥54,892 total
includes taxes & fees
Oct 27 - Oct 28
The Royal Suite - Ronkonkoma
An outdoor patio area with a grill, seating, and string lights.

9. Private Apartment on River Ave. close to main st

Private Apartment on River Ave. close to main st
Patchogue
9.6 out of 10, Exceptional, (9 reviews)
"Host was easy to work with and I appreciated that so much!!"
United States
Lisa H.
Private Apartment on River Ave. close to main st
A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

10. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is ￥22,792
￥54,228 total
includes taxes & fees
Oct 25 - Oct 26
Sundown Escape Near SouthShore University Hospital
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.
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 ￥75,033
￥135,092 total
includes taxes & fees
Nov 2 - Nov 3
Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras
A modern bedroom with a large bed, a bedside table, a sofa, and a potted plant.

13. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.4 out of 10, Very good, (27 reviews)
"Exactly as advertised, comfortable bed easy entry, overall great experience."
United States
Monte P.
The price is ￥18,519
￥31,465 total
includes taxes & fees
Nov 4 - Nov 5
1 bedroom 1 bath private entrance
Kitchen | Electric Kettle | Toaster | Blender

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

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
Deer Park
10.0 out of 10, Exceptional, (3 reviews)
"My family and I really enjoyed this property! The host was welcoming, the property was clean and well-cared for, and it’s in a very nice area. We would stay again next time we’re in Long Island!"
United States
Danielle M.
The price is ￥13,315
￥79,325 total
includes taxes & fees
Oct 22 - Oct 23
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
A cozy room with a bed, a wooden coffee table, a blue ottoman, a guitar, and a cart with bottles.

15. 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 ￥134,538
￥206,513 total
includes taxes & fees
Oct 25 - Oct 26
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

16. 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 ￥22,792
￥40,147 total
includes taxes & fees
Oct 28 - Oct 29
Private 1 bedroom apt in a quiet neighborhood, close to all!
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.

17. 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 ￥17,807
￥54,340 total
includes taxes & fees
Oct 28 - Oct 29
Spacious one Bedroom Apt with private entrance
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 ￥21,368
￥31,230 total
includes taxes & fees
Nov 6 - Nov 7
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
An open refrigerator with two shelves and a crisper drawer.

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

Cozy 1-bedroom apartment in charming Centereach with AC
Centereach
The price is ￥22,792
￥29,839 total
includes taxes & fees
Oct 27 - Oct 28
Cozy 1-bedroom apartment in charming Centereach with AC
A modern kitchen with wooden cabinets and a granite countertop.

20. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (17 reviews)
"Great place to stay. Clean room."
United States
melissa a.
The price is ￥16,809
￥37,471 total
includes taxes & fees
Oct 27 - Oct 28
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.
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Top Oakdale Hotel Reviews

Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

10/10 Excellent
"Great peace especially on Monday"
giovanni 1-night trip
Posted 4 hours ago
Hampton Inn Long Island-Brookhaven

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 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?

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

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

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.