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

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Our top choices for Oakdale vacation homes

1. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is ¥30,263
¥50,207 total
includes taxes & fees
Nov 4 - Nov 5
Spacious 3BR Family Home Near Everything

2. 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 ¥17,726
¥26,915 total
includes taxes & fees
Nov 14 - Nov 15
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

3. 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 ¥21,473
¥55,558 total
includes taxes & fees
Nov 25 - Nov 26
The Royal Suite - Ronkonkoma

4. 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 ¥26,304
¥73,344 total
includes taxes & fees
Nov 23 - Nov 24
Bright & Comfortable Home in the Heart of It All

5. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is ¥22,736
¥51,387 total
includes taxes & fees
Nov 29 - Nov 30
Sundown Escape Near SouthShore University Hospital

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 ¥35,525
¥42,030 total
includes taxes & fees
Nov 8 - Nov 9
Peaceful private 2-bedroom house in Bayport. Amazing location!

7. 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 ¥74,848
¥128,084 total
includes taxes & fees
Nov 5 - Nov 6
Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras

8. 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 ¥23,684
¥53,034 total
includes taxes & fees
Nov 4 - Nov 5
Modern 2BR Retreat w/ Full Kitchen & Living

9. 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 ¥134,207
¥195,724 total
includes taxes & fees
Nov 4 - Nov 5
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

10. 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 ¥28,786
¥74,289 total
includes taxes & fees
Nov 13 - Nov 14
Peaceful 3BR Garden Cottage Long Island Escape

11. 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 ¥28,262
¥93,621 total
includes taxes & fees
Nov 10 - Nov 11
3 Story Beach Waterview, 3 KING bed, golf putting green!

12. 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 ¥126,312
¥195,724 total
includes taxes & fees
Nov 4 - Nov 5
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

13. 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 ¥35,999
¥64,220 total
includes taxes & fees
Nov 4 - Nov 5
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

14. Historic Home near Stony Brook Village & Beach

Historic Home near Stony Brook Village & Beach
Stony Brook
7.4 out of 10, Good, (3 reviews)
"V1 church was nearby "
United States
david w.
The price is ¥72,483
¥123,218 total
includes taxes & fees
Nov 8 - Nov 9
Historic Home near Stony Brook Village & Beach

15. 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, (89 reviews)
"Comfortable beds and close to good food"
United States
Stacey S.
The price is ¥41,051
¥86,590 total
includes taxes & fees
Nov 16 - Nov 17
Captain's Cottage - Cold Spring Harbor Water Views

16. 4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC

4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC
Massapequa
10.0 out of 10, Exceptional, (12 reviews)
"Just a comfortable, pleasant experience for four generations of family, ages 1 month to 80 Room to spread out, house functions so well. Lots of amenities Restaurants nearby"
United States
Madeleine T.
The price is ¥236,835
¥441,494 total
includes taxes & fees
Nov 4 - Nov 5
4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC

17. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.8 out of 10, Exceptional, (7 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is ¥45,330
¥81,733 total
includes taxes & fees
Nov 4 - Nov 5
Modern Vacation home. Close to The Hamptons

18. Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic
10.0 out of 10, Exceptional, (34 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is ¥55,146
¥232,938 total
includes taxes & fees
Nov 4 - Nov 5
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

19. 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 place to stay"
United States
Michael D.
The price is ¥68,208
¥95,428 total
includes taxes & fees
Nov 10 - Nov 11
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

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Oakdale Vacation Homes information

Number of reviews
283
Accommodation
274 Vacation Homes
Lowest Price
¥26,915
Highest Price
¥441,494