Woodbury Holiday Rentals

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Holiday Rentals in Woodbury

Holiday Home in Ronkonkoma

2.0 star property
10.0 out of 10, Exceptional, (4)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is AU$454
includes taxes & fees
17 Dec - 18 Dec
The Royal Suite - Ronkonkoma

Apartment in Central Islip

2.0 star property
8.0 out of 10, Very good, (2)
"Apt was clean and comfortable. Beds were comfortable. Area was nice. Owner communication was good. Only drawback is the plumbing situation was not advertised in the listing. Iif you are comfortable using a bidet and not flushing paper, this apt is perfect. "
United States
Deborah R.
The price is AU$386
includes taxes & fees
13 Dec - 14 Dec
Cozy 2 bedroom retreat in long island

Apartment in Kings Park

2.0 star property
10.0 out of 10, Exceptional, (13)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
The price is AU$274
includes taxes & fees
8 Dec - 9 Dec
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Holiday Home in Elmont

9.4 out of 10, Exceptional, (45)
"Nice and cozy place Farida is very nice. Thank you "
Canada
Jeremy
The price is AU$351
includes taxes & fees
8 Dec - 9 Dec
It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport

Apartment in Greenwich

3.0 star property
The price is AU$348
includes taxes & fees
7 Dec - 8 Dec
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Holiday Home in Brentwood

9.4 out of 10, Exceptional, (36)
"Very convenient location for where I needed to be. Perfect room to stay for a night "
United States
Sophie B.
The price is AU$251
includes taxes & fees
12 Dec - 13 Dec
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Apartment in Amityville

10.0 out of 10, Exceptional, (2)
"Fantastic! Well communicated and perfectly described! Highly recommend and thank you!"
United States
Wayne L.
The price is AU$323
includes taxes & fees
19 Dec - 20 Dec
Your Perfect Getaway Between Farmingdale & Amityville

Apartment in North Baldwin

9.8 out of 10, Exceptional, (60)
"Great little place. Verbelle was an excellent host, and the apartment was very nicely set up. When we return to Long Island we would definitely stay there again. "
United States
Joe T.
The price is AU$482
includes taxes & fees
5 Jan - 6 Jan 2026
Relax and rejuvenate in this Hideaway Apartment close to public transportation .

Holiday Home in Greenwich

9.6 out of 10, Exceptional, (23)
"The property was beautiful and clean, very comfortable with a nice view of the lake! Our hosts were helpful and attentive without being intrusive in any way. Our stay was peaceful and restful, just perfect. "
United States
Victoria R.
The price is AU$349
includes taxes & fees
7 Dec - 8 Dec
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Mobile Home in Bay Shore

8.4 out of 10, Very good, (6)
"We wanted an inexpensive place to stay out on Long Island for July 4th weekend. We were a 15-20 minute drive to the beautiful beaches of Robert Moses and a 2 hour drive from Montauk.We were able to stay for a very reasonable price over a notoriously expensive weekend.Jenelle's communication was direct, welcoming and helpful.We would definitely stay here again!"
United States
Melanie M.
The price is AU$328
includes taxes & fees
7 Dec - 8 Dec
Tiny Home Private, Students, Nurses, Tech

Holiday Home in Stony Brook

2.0 star property
8.0 out of 10, Very good, (2)
"A one family home still undergoing renovations to its kitchen, the property was clean and properly appointed for our one-night stay, which only required one bedroom, sheets and towels. "
United States
Rudolph
The price is AU$362
includes taxes & fees
8 Dec - 9 Dec
Newly renovated Private bedroom near Stony Brook University

Holiday Home in Hempstead

2.0 star property
The price is AU$282
includes taxes & fees
8 Dec - 9 Dec
Julie's Cozy Haven -Peaceful 1BR Retreat

Apartment in East Meadow

10.0 out of 10, Exceptional, (11)
"Very easy check in process, great communication with host, close to so many venues and the beach is just a short drive away!!"
United States
Joanne P.
The price is AU$244
includes taxes & fees
16 Dec - 17 Dec
Zen Oasis - Pvt. Entry Studio Bed+Bath by NUMC

Apartment in Stony Brook

2.0 star property
The price is AU$320
includes taxes & fees
16 Dec - 17 Dec
Private bedroom near Stony Brook university

Apartment in Floral Park

10.0 out of 10, Exceptional, (3)
"Communication was great; all my questions were answered, which I appreciated. The place was clean and easy to get to by bus. "
United States
Vivian
The price is AU$259
includes taxes & fees
8 Dec - 9 Dec
Charming 1-bedroom basement apartment in Floral Park with WiFi and AC

Apartment in Hicksville

9.2 out of 10, Wonderful, (9)
"Had a great stay "
United States
Desiree
The price is AU$247
includes taxes & fees
19 Dec - 20 Dec
Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Aparthotel in Queens

2.5 star property
8.0 out of 10, Very good, (752)
"Yes room was very clean , quiet and staff was great."
United States
John
The price is AU$191
includes taxes & fees
4 Jan - 5 Jan 2026
Starlight Hotel

Apartment in Greenwich

2.0 star property
The price is AU$344
includes taxes & fees
7 Dec - 8 Dec
2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

Apartment in Freeport

7.6 out of 10, Good, (14)
"Great stay "
United States
Lindsay
The price is AU$377
includes taxes & fees
7 Dec - 8 Dec
Cozy Freeport Retreat / 8 min Loffs Lake / Pets 🐶

Holiday Home in Cold Spring Harbor

10.0 out of 10, Exceptional, (73)
"Location was perfect!"
United States
Linda J P.
The price is AU$718
includes taxes & fees
8 Dec - 9 Dec
Captain's Cottage - Cold Spring Harbor Water Views
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

Everything you need to know about Woodbury holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woodbury holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodbury holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Woodbury holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodbury. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodbury holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodbury holiday rentals we have selected for you start as low as AU$191 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Woodbury rentals

At Expedia, we put the best Woodbury holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Woodbury rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodbury holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodbury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Woodbury?

Yes, there are holiday rentals close to the most popular sights in Woodbury, or you can select 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 are some of the best holiday rentals that Woodbury has to offer?

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.: This holiday home rental outside of Woodbury is equipped with a garden, air conditioning and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in Woodbury?

Explore the area and cultural attractions such as Walt Whitman Birthplace State Historic Site, or visit one of the family-friendly sights such as Cold Spring Harbor Laboratory. While here, Oyster Bay Golf Course and Trail View State Park are other places worth a visit.

What are holiday rentals like in Woodbury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodbury. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.