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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Oakdale holiday 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 HK$1,114
HK$2,124 total
includes taxes & fees
6 Oct - 7 Oct
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$1,503
HK$2,494 total
includes taxes & fees
29 Sept - 30 Sept
Spacious 3BR Family Home Near Everything
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 HK$1,038
HK$2,351 total
includes taxes & fees
29 Sept - 30 Sept
Sundown Escape-South Shore Long Island
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, (53 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$777
HK$1,291 total
includes taxes & fees
29 Sept - 30 Sept
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

5. 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$904
HK$2,565 total
includes taxes & fees
5 Oct - 6 Oct
The Royal Suite - Ronkonkoma
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 HK$1,130
HK$2,544 total
includes taxes & fees
29 Sept - 30 Sept
Sundown Escape Near SouthShore University Hospital
A living room with a blue door, a white shelf, a grey sofa with patterned cushions, and a small table with a decorative item.

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$1,393
HK$3,725 total
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.

8. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.6 out of 10, Excellent, (25 reviews)
"Exactly as advertised, comfortable bed easy entry, overall great experience."
United States
Monte P.
The price is HK$777
HK$1,380 total
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.

9. 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$2,012
HK$2,478 total
includes taxes & fees
5 Oct - 6 Oct
Peaceful private 2-bedroom house in Bayport. Amazing location!
An outdoor patio area with a grill, seating, and string lights.

10. 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, (8 reviews)
"Nice little property. Perfect for what we needed. Host was great."
United States
A H.
The price is HK$1,255
HK$2,518 total
includes taxes & fees
20 Oct - 21 Oct
Private Apartment on River Ave. close to main st
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

11. 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$1,250
HK$2,055 total
includes taxes & fees
5 Oct - 6 Oct
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.

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$1,941
HK$3,084 total
includes taxes & fees
30 Sept - 1 Oct
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
A modern kitchen with wooden cabinets and a granite countertop.

13. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (16 reviews)
"Love being able to park off the street."
United States
Joan
The price is HK$868
HK$1,709 total
includes taxes & fees
5 Oct - 6 Oct
Your Perfect Getaway Between Farmingdale & Amityville

14. 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$949
HK$3,825 total
includes taxes & fees
22 Oct - 23 Oct
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
A room with a closed door, a potted plant, a small table with a sign, and a wall with a decorative sign.

15. 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$2,017 total
includes taxes & fees
1 Oct - 2 Oct
Cozy king suite with kitchen and dining area.
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

16. 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, (30 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 HK$953
HK$1,403 total
includes taxes & fees
5 Oct - 6 Oct
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.

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

Modern 2BR Retreat w/ Full Kitchen & Living
Deer Park
6.0 out of 10, (2 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$2,626 total
includes taxes & fees
29 Sept - 30 Sept
Modern 2BR Retreat w/ Full Kitchen & Living
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
8.0 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$2,541 total
includes taxes & fees
7 Oct - 8 Oct
Spacious one Bedroom Apt with private entrance
A kitchen with white cabinets, a stove, a microwave, and a door leading to another room.

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

Cozy 1-bedroom apartment in charming Centereach with AC
Centereach
The price is HK$1,255
HK$1,613 total
includes taxes & fees
29 Oct - 30 Oct
Cozy 1-bedroom apartment in charming Centereach with AC
A living room with a sofa, armchairs, a coffee table, and a rug.

20. 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$1,624
HK$3,908 total
includes taxes & fees
29 Sept - 30 Sept
Peaceful 3BR Garden Cottage Long Island Escape
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

SureStay Plus by Best Western Woodbury Inn

SureStay Plus by Best Western Woodbury Inn

10/10 Excellent
"The niceness of the property for the price… especially in such an expensive part of the country."
Ben 2-night trip
Posted 9 hours ago
SureStay Plus by Best Western Woodbury Inn

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 CM Performing Arts Center, 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 CM Performing Arts Center and Connetquot River.

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.