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

Woodbury Vacation Rentals

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Our top choices for Woodbury vacation rentals

1. 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 CA $599
CA $878 total
includes taxes & fees
Sep 3 - Sep 4
Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village

2. SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
Huntington Station
10.0 out of 10, Exceptional, (9 reviews)
"Enjoyed our recent stay!! Would definitely come back "
United States
Donna S.
The price is CA $319
CA $593 total
includes taxes & fees
Sep 9 - Sep 10
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

3. Luxe Provincial Style Studio w/ Patio & Parking

Luxe Provincial Style Studio w/ Patio & Parking
Huntington Station
10.0 out of 10, Exceptional, (5 reviews)
"This stay was perfect for what I needed. The studio was clean, roomy, and had A A/C, which was needed on the muggy hot days there. If I'm in the area again, this will be my spot. "
United States
Elizabeth
The price is CA $325
CA $602 total
includes taxes & fees
Aug 30 - Aug 31
Luxe Provincial Style Studio w/ Patio & Parking

4. 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 CA $347
CA $631 total
includes taxes & fees
Sep 21 - Sep 22
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

5. 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, (84 reviews)
"A beautiful home and you cannot beat the views and location!"
United States
Daniel M.
The price is CA $368
CA $767 total
includes taxes & fees
Sep 9 - Sep 10
Captain's Cottage - Cold Spring Harbor Water Views

6. Newly Stunningly Updated 4-bedroom house in lovely Hicksville with WiFi, AC.

Newly Stunningly Updated 4-bedroom house in lovely Hicksville with WiFi, AC.
Hicksville
9.6 out of 10, Exceptional, (4 reviews)
"My family and I absolutely loved this home! It had everything we needed and plenty of room for everyone! We def recommend this home"
United States
Erin D.
The price is CA $892
CA $1,843 total
includes taxes & fees
Aug 28 - Aug 29
Newly Stunningly Updated 4-bedroom house in lovely Hicksville with WiFi, AC.

7. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (168 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is CA $209
CA $241 total
includes taxes & fees
Aug 30 - Aug 31
Stamford Suites

8. 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 CA $158
CA $310 total
includes taxes & fees
Aug 30 - Aug 31
Your Perfect Getaway Between Farmingdale & Amityville

9. Spacious 4-bedroom house in charming Hicksville with AC

Spacious 4-bedroom house in charming Hicksville with AC
Hicksville
10.0 out of 10, Exceptional, (1 review)
"Place was nice and clean. Nice and peaceful neighborhood. Had a great time during our family vacation."
United States
Sarwan R.
The price is CA $973
CA $1,945 total
includes taxes & fees
Aug 30 - Aug 31
Spacious 4-bedroom house in charming Hicksville with AC

10. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is CA $266
CA $441 total
includes taxes & fees
Aug 28 - Aug 29
Spacious 3BR Family Home Near Everything

11. East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!

East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!
East Meadow
8.8 out of 10, Excellent, (20 reviews)
"Everything was good"
United States
Elena
The price is CA $173
CA $286 total
includes taxes & fees
Aug 30 - Aug 31
East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!

12. Home away from home

Home away from home
Elmont
10.0 out of 10, Exceptional, (22 reviews)
"Everything was very nice and comfortable for our stay. Just need to add a coffee maker and tea pot. "
United States
Allison L.
The price is CA $208
CA $377 total
includes taxes & fees
Aug 31 - Sep 1
Home away from home

13. Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Hicksville
8.8 out of 10, Excellent, (13 reviews)
"Ample on street parking - a smooth self check in - a comfortable bed and a clean bathroom in a quiet and safe walkable neighborhood. I did not know NYC could be so user friendly!"
United States
Susan O.
The price is CA $148
CA $242 total
includes taxes & fees
Sep 8 - Sep 9
Cozy 1-bedroom apartment in Hicksville with WiFi, AC

14. 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, (26 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is CA $168
CA $247 total
includes taxes & fees
Aug 30 - Aug 31
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

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 CA $1,176
CA $1,715 total
includes taxes & fees
Aug 31 - Sep 1
Production Studio - 4 Sets / 2 Offices / Light Bank / Hex Lighting - 4k SF

16. Charming RV in friendly Bethpage

Charming RV in friendly Bethpage
Bethpage
The price is CA $187
CA $412 total
includes taxes & fees
Sep 2 - Sep 3
Charming RV in friendly Bethpage

17. 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 CA $172
CA $402 total
includes taxes & fees
Sep 15 - Sep 16
Sundown Escape-South Shore Long Island

18. 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 CA $1,635
CA $2,478 total
includes taxes & fees
Sep 14 - Sep 15
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

19. 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 CA $263
CA $430 total
includes taxes & fees
Sep 1 - Sep 2
Welcoming 1 bedroom apartment in beautiful harbor village.

20. Cheerful 2-Bedroom Apartment with Smart Home Tech.

Cheerful 2-Bedroom Apartment with Smart Home Tech.
Uniondale
8.8 out of 10, Excellent, (13 reviews)
"Great property in quiet neighborhood but close to shops, etc. Very clean, complimentary toiletries, comfortable beds, multiple AC units which cooled down the unit well and quickly. Would definitely stay again when in the area!"
United States
Lauryn C.
The price is CA $225
CA $549 total
includes taxes & fees
Aug 30 - Aug 31
Cheerful 2-Bedroom Apartment with Smart Home Tech.
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Woodbury. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.