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
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Woodbury vacation rentals

The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

1. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (207 reviews)
"Very limited breakfast…bagels and coffee…help your self. One plus small kitchenette"
United States
Christine
$154 nightly
The price is $178
Nov 15 - Nov 16
Total with taxes and fees
Stamford Suites
Interior

2. Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
$422 nightly
The price is $482
Nov 15 - Nov 16
Total with taxes and fees
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

3. 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
$277 nightly
The price is $316
Nov 29 - Nov 30
Total with taxes and fees
Sundown Escape-South Shore Long Island
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

4. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
$278 nightly
The price is $318
Nov 4 - Nov 5
Total with taxes and fees
Spacious 3BR Family Home Near Everything
A two-story house with a front porch, a garage, and a well-maintained lawn.

5. Great Neck Basecamp: Steps to Downtown & Rail

Great Neck Basecamp: Steps to Downtown & Rail
3.0 star property
Great Neck
$358 nightly
The price is $400
Nov 4 - Nov 5
Total with taxes and fees
Great Neck Basecamp: Steps to Downtown & Rail
A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

6. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
$439 nightly
The price is $505
Nov 4 - Nov 5
Total with taxes and fees
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
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

Hyatt Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"Convenient location! Useful for breakfast meetings."
Lee A 3-night trip
Posted 2 hours ago
Hyatt Regency Greenwich

Find out more about Woodbury

Everything you need to know about Woodbury vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woodbury vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodbury vacation 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 low season months. For more hustle and bustle, you may prefer to visit Woodbury in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $108 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Woodbury rentals

At Expedia, we put the best Woodbury vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

1st floor 2 bedroom house with AC in Elmont NY walking distance to the UBS ARENA: Visitors like this Woodbury vacation home rental. It is equipped with a garden, air-conditioning, and WiFi to help you feel comfortable during your stay.

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.