A lakeside park with autumn foliage, a wooden dock, and a picnic area.

Woodbury Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Woodbury vacation rentals

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

1. 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 ￥18,875
￥55,949 total
includes taxes & fees
Sep 6 - Sep 7
The Royal Suite - Ronkonkoma

2. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
The price is ￥22,733
￥44,262 total
includes taxes & fees
Sep 28 - Sep 29
Charming Secluded Waterfront retreat
A cozy room with a bed, a wooden coffee table, a blue ottoman, a guitar, and a cart with bottles.

3. 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 ￥136,077
￥206,315 total
includes taxes & fees
Sep 30 - Oct 1
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
A living room with a blue door, a white shelf, a grey sofa with patterned cushions, and a small table with a decorative item.

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

Bright & Comfortable Home in the Heart of It All
Central Islip
10.0 out of 10, Exceptional, (2 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 ￥26,671
￥78,026 total
includes taxes & fees
Sep 8 - Sep 9
Bright & Comfortable Home in the Heart of It All
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

5. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is ￥30,685
￥50,907 total
includes taxes & fees
Sep 8 - Sep 9
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.

6. 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 ￥21,180
￥47,976 total
includes taxes & fees
Sep 14 - Sep 15
Sundown Escape-South Shore Long Island
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

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is ￥23,053
￥54,663 total
includes taxes & fees
Sep 14 - Sep 15
Sundown Escape Near SouthShore University Hospital
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

8. 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, (50 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 ￥15,849
￥26,341 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A water park with multiple slides and pools, surrounded by trees and a parking lot.

9. Tiny Home Private, Students, Nurses, Tech

Tiny Home Private, Students, Nurses, Tech
Bay Shore
8.0 out of 10, Very Good, (9 reviews)
"Great host, nice place."
United States
Brian C.
The price is ￥19,371
￥34,866 total
includes taxes & fees
Sep 21 - Sep 22
Tiny Home Private, Students, Nurses, Tech
A water park with multiple slides and pools, surrounded by trees and a parking lot.

10. 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 ￥37,861
￥63,635 total
includes taxes & fees
Sep 8 - Sep 9
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

11. Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
10.0 out of 10, Exceptional, (27 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 ￥19,451
￥28,626 total
includes taxes & fees
Sep 1 - Sep 2
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
A modern bedroom with a large bed, a bedside table, a sofa, and a potted plant.

12. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.6 out of 10, Excellent, (25 reviews)
"Well suited for our needs."
United States
Teresa D.
The price is ￥17,610
￥30,363 total
includes taxes & fees
Oct 1 - Oct 2
1 bedroom 1 bath private entrance
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

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Commack
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful stay"
United States
Kenneth B.
The price is ￥189,226
￥288,623 total
includes taxes & fees
Sep 13 - Sep 14
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
A modern living room with a sectional sofa, a coffee table, and a dining area with a kitchen in the background.

14. 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.
Luxury and Affordable Family Home
A white sports car parked in a dimly lit garage.

15. Production Studio - 4 Sets / 2 Offices / Light Bank / Hex Lighting - 4k SF

Production Studio - 4 Sets / 2 Offices / Light Bank / Hex Lighting - 4k SF
West Babylon
The price is ￥136,077
￥197,902 total
includes taxes & fees
Sep 6 - Sep 7
Production Studio - 4 Sets / 2 Offices / Light Bank / Hex Lighting - 4k SF
A living room with a sofa, coffee table, bookshelf, and a mirror.

16. Welcoming 1 bedroom apartment in beautiful harbor village.

Welcoming 1 bedroom apartment in beautiful harbor village.
Northport
10.0 out of 10, Exceptional, (1 review)
"Beautiful clean upstairs apartment with a private entrance. Very quiet neighborhood with a small park across the street. Karen, the homeowner who lives downstairs is a wonderful person. The place was perfect for what I needed amd the location was great."
United States
Sallyann S.
The price is ￥30,401
￥50,098 total
includes taxes & fees
Sep 3 - Sep 4
Welcoming 1 bedroom apartment in beautiful harbor village.
A wooden deck with a railing overlooking a calm body of water, boats in the distance, and a clear sky.

17. Waterfront Beach Cottage Studio Sunsets Private 90 mins MetLife

Waterfront Beach Cottage Studio Sunsets Private 90 mins MetLife
Northport
9.0 out of 10, Wonderful, (11 reviews)
"Very kind folks here, would stay again"
United States
Ronald T.
The price is ￥87,729
￥128,949 total
includes taxes & fees
Sep 6 - Sep 7
Waterfront Beach Cottage Studio Sunsets Private 90 mins MetLife
A house with a white exterior, a brown roof, and a balcony. It is located on stilts over water, surrounded by dense green trees.

18. Waterfront Studio Beach Cottage Wow Sunsets Walk to Village Shops Winery Brewery

Waterfront Studio Beach Cottage Wow Sunsets Walk to Village Shops Winery Brewery
Northport
9.4 out of 10, Exceptional, (18 reviews)
"Great host and property!"
United States
Anonymous traveler
The price is ￥159,610
￥241,799 total
includes taxes & fees
Sep 17 - Sep 18
Waterfront Studio Beach Cottage Wow Sunsets Walk to Village Shops Winery Brewery
A modern kitchen with wooden cabinets and a granite countertop.

19. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (13 reviews)
"Love being able to park off the street."
United States
Joan
The price is ￥17,002
￥34,607 total
includes taxes & fees
Sep 1 - Sep 2
Your Perfect Getaway Between Farmingdale & Amityville
A covered outdoor seating area with string lights, a table, and chairs.

20. 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)
"Lovely property. Comfortable. Great outdoor space "
United States
Ari P.
The price is ￥400,225
￥674,418 total
includes taxes & fees
Sep 8 - Sep 9
4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC
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 Woodbury Hotel Reviews

Find out more about Woodbury

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Frequently asked questions

Are there vacation rentals in Woodbury?

Yes, we have vacation rentals near popular points of interest in Woodbury, or you can choose a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Woodbury. Make sure you have time to check out the entertainment choices while you're in the area.

What's the top vacation rental that Woodbury has to offer?

It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport : Visitors like this Woodbury vacation home rental. It is equipped with a patio, air-conditioning, and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave, and kitchenware.

What can I see and do in Woodbury?

Explore the area and cultural attractions such as Walt Whitman Birthplace State Historic Site, or visit a family-friendly sight such as Cold Spring Harbor Laboratory. While here, Oyster Bay Golf Course and Crest Hollow Country Club are other places worth a visit.

What are vacation rentals like in Woodbury?

Vacation rentals are private properties you can reserve for several days or more in Woodbury. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips.