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

Holiday Homes in Oakdale

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Oakdale holiday homes

A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

1. 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, (52 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 NZ$290
includes taxes & fees
28 Sept - 29 Sept
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
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 NZ$560
includes taxes & fees
6 Oct - 7 Oct
Spacious 3BR Family Home Near Everything
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

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 NZ$592
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.

4. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is NZ$589
includes taxes & fees
28 Sept - 29 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.

5. 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 NZ$877
includes taxes & fees
29 Sept - 30 Sept
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.

6. 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 NZ$566
includes taxes & fees
5 Oct - 6 Oct
Peaceful private 2-bedroom house in Bayport. Amazing location!
A living room with a large mirror, a grey sofa, a small round table with a plant, and a grey throw blanket.

7. 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 NZ$608
includes taxes & fees
28 Sept - 29 Sept
Modern 2BR Retreat w/ Full Kitchen & Living
A living room with a sofa, armchairs, a coffee table, and a rug.

8. 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 NZ$920
includes taxes & fees
28 Sept - 29 Sept
Peaceful 3BR Garden Cottage Long Island Escape
A dining area with a white table, gold chairs, and a potted plant.

9. The Bay House Patchogue Bay & Town 10 Minutes Walk

The Bay House Patchogue Bay & Town 10 Minutes Walk
Patchogue
10.0 out of 10, Exceptional, (1 review)
"Had a lovely stay at this home. Nice amenities, comfy beds, private back patio. Location was perfect for our trip."
United States
Adam B.
The price is NZ$1,698
includes taxes & fees
9 Oct - 10 Oct
The Bay House Patchogue Bay & Town 10 Minutes Walk
A dining area with a table set for four, large windows, and a ceiling fan.

10. 3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is NZ$1,086
includes taxes & fees
6 Oct - 7 Oct
3 Story Beach Waterview, 3 KING bed, golf putting green!
A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

11. Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (85 reviews)
"A beautiful home and you cannot beat the views and location!"
United States
Daniel M.
The price is NZ$932
includes taxes & fees
1 Oct - 2 Oct
Captain's Cottage - Cold Spring Harbor Water Views
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)
"Perfect Fire Island getaway. Great location and beautiful beach home. Would recommend and love to come back!"
United States
Jessica W.
The price is NZ$2,195
includes taxes & fees
6 Oct - 7 Oct
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
A room with a wooden table and benches, large windows, and a hanging light fixture.

13. Fire Island Beach House Ocean Bay Park

Fire Island Beach House Ocean Bay Park
Ocean Beach
10.0 out of 10, Exceptional, (73 reviews)
"House was very big and spacious enough for our large group. The host was also very communicative and accommodating, would definitely love to come back and stay again."
United States
Mohit M.
The price is NZ$2,413
includes taxes & fees
28 Sept - 29 Sept
Fire Island Beach House Ocean Bay Park
A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

14. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.6 out of 10, Exceptional, (5 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is NZ$1,034
includes taxes & fees
27 Sept - 28 Sept
Modern Vacation home. Close to The Hamptons
A kitchen with a metal rack, a white door, and patterned backsplash.

15. Huntington Village House 4BR – Walk to everything

Huntington Village House 4BR – Walk to everything
Huntington
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful, clean home with plenty of space for a large family to fit comfortably. Close to plenty of restaurants and a beautiful park. The host was quick to respond to all our questions. Highly recommend booking this place."
United States
Corinne J.
The price is NZ$1,218
includes taxes & fees
7 Oct - 8 Oct
Huntington Village House 4BR – Walk to everything
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

16. Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Rocky Point
10.0 out of 10, Exceptional, (28 reviews)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
The price is NZ$987
includes taxes & fees
28 Sept - 29 Sept
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
A hot tub with water jets, a television displaying a beach scene, and a sign on the wall.

17. 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 NZ$2,230
includes taxes & fees
6 Oct - 7 Oct
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
A modern kitchen with a marble island, bar stools, and a built-in oven.

18. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful time for stay."
United States
Logan M.
The price is NZ$795
includes taxes & fees
12 Oct - 13 Oct
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
A modern living room with a sectional sofa, a coffee table, and a dining area with a kitchen in the background.

19. Luxury and Affordable Family Home

Luxury and Affordable Family Home
Wyandanch
7.0 out of 10, Good, (10 reviews)
"Great place. "
United States
Lauren L.
The price is NZ$1,638
includes taxes & fees
27 Sept - 28 Sept
Luxury and Affordable Family Home
A modern kitchen with granite countertops, stainless steel appliances, and white cabinetry.

20. Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village

Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
Huntington
9.2 out of 10, Wonderful, (12 reviews)
"Great location & thoughtful amenities."
United States
Joshua
The price is NZ$1,171
includes taxes & fees
6 Oct - 7 Oct
Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
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 Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

10/10 Excellent
"Very clean"
Helena 1-night trip
Posted 9 hours ago
Holiday Inn Express Hauppauge-Long Island

Find out more about Oakdale

Oakdale Holiday Homes information

Number of reviews
335
Accommodation
276 Holiday Homes
Lowest Price
NZ$290
Highest Price
NZ$2,413