Oakdale Holiday Homes from €155: Search Top House Rentals

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Our top choices for Oakdale holiday homes

A wooden outdoor seating area with a bench and two chairs, a brick wall, and a window.

1. Long Island 2BR Garden Suite + Private Dry Sauna & Ping Pong

Central Islip

Vladamir R.

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

2. Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Brentwood

Jaelyn

includes taxes & fees

13 Nov - 14 Nov

A wooden deck with a white railing, a stone pathway, and a white fence in the background.

3. Spacious 3BR Family Home Near Everything

Central Islip

includes taxes & fees

16 Nov - 17 Nov

A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

4. The Royal Suite - Ronkonkoma

Ronkonkoma

Maureen F.

includes taxes & fees

25 Nov - 26 Nov

A wooden deck with a white railing, a set of stairs, and outdoor furniture.

5. Bright & Comfortable Home in the Heart of It All

Central Islip

"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!"

Tatiana J.

includes taxes & fees

23 Nov - 24 Nov

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!

Bayport

Rowena V.

includes taxes & fees

17 Nov - 18 Nov

A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

7. Sundown Escape Near SouthShore University Hospital

Bay Shore

includes taxes & fees

20 Nov - 21 Nov

A hallway with a white door, a window with a decorative glass design, and a potted plant on a shelf.

8. Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras

Ronkonkoma

"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. "

Mitania L.

includes taxes & fees

10 Dec - 11 Dec

A living room with a large mirror, a grey sofa, a small round table with a plant, and a grey throw blanket.

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

Deer Park

marlene D.

includes taxes & fees

15 Nov - 16 Nov

A garden with a small waterfall, rocks, and statues.

10. Peaceful 3BR Garden Cottage Long Island Escape

Coram

Greg M.

includes taxes & fees

25 Nov - 26 Nov

A cozy room with a bed, a wooden coffee table, a blue ottoman, a guitar, and a cart with bottles.

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

Fire Island

Gregory C.

includes taxes & fees

15 Nov - 16 Nov

A dining area with a table set for four, large windows, and a ceiling fan.

12. 3 Story Beach Waterview, 3 KING bed, golf putting green!

Shirley

Robert L.

includes taxes & fees

17 Nov - 18 Nov

A hot tub with water jets, a television displaying a beach scene, and a sign on the wall.

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

Commack

Kenneth B.

A modern kitchen with a marble island, bar stools, and a built-in oven.

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

Huntington

Logan M.

includes taxes & fees

28 Nov - 29 Nov

A living room with a sofa, a coffee table, a mirror, and a patterned rug.

15. Historic Home near Stony Brook Village & Beach

Stony Brook

david w.

includes taxes & fees

13 Nov - 14 Nov

A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

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

Cold Spring Harbor

Stacey S.

includes taxes & fees

18 Nov - 19 Nov

A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

17. Modern Vacation home. Close to The Hamptons

Shirley

Quywana F.

includes taxes & fees

8 Dec - 9 Dec

A covered outdoor seating area with string lights, a table, and chairs.

18. 4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC

Massapequa

Madeleine T.

includes taxes & fees

23 Nov - 24 Nov

A hot tub with two chairs, a pergola, and a wooden deck.

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

Mastic

Logan S.

includes taxes & fees

1 Dec - 2 Dec

A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

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

Rocky Point

ken g.

includes taxes & fees

15 Nov - 16 Nov

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Learn more about Oakdale

Nestled along Great South Bay, this Long Island gem invites visitors to wander through the stunning Bayard Cutting Arboretum State Park's manicured gardens. Spend sunny afternoons exploring Connetquot River's peaceful waters or relaxing at Islip Town Beach with views stretching across the bay.

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