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Woodbury Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Woodbury vacation rentals

A wooden coffee table with two decorative planters in a living room.

1. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (25 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
The price is CA $166
CA $325 total
includes taxes & fees
Aug 27 - Aug 28
Walk to WP Gate + Free Parking!

2. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
9.0 out of 10, Wonderful, (4 reviews)
"Visiting West Point for ring weekend. Location was great and the reason we chose the place. Property itself could really use some TLC, but it met our needs. Communication with the owner was good and gaining access to the property was straightforward. Would consider staying here again just based on the close proximity to West Point."
United States
Kevin
The price is CA $116
CA $249 total
includes taxes & fees
Aug 27 - Aug 28
Cozy 1-bedroom retreat minutes from West Point!
A house with a view of a bridge and mountains.

3. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (141 reviews)
"We had a great stay!!"
United States
Jasmine
The price is CA $274
CA $459 total
includes taxes & fees
Sep 1 - Sep 2
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A deck with Adirondack chairs, a fire pit, and a grill.

4. 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (12 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is CA $313
CA $616 total
includes taxes & fees
Sep 22 - Sep 23
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
A living room with a fireplace, a painting, shelves with decorative items, and a television.

5. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (47 reviews)
"This apartment was perfect for what we needed! Beautifully renovated, comfortable bed, and very close to Beacon! "
United States
Abby W.
The price is CA $187
CA $409 total
includes taxes & fees
Aug 31 - Sep 1
Grant - A Tranquil One Bedroom Steps from River
A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

6. Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is CA $166
CA $325 total
includes taxes & fees
Aug 27 - Aug 28
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
A spacious living room with a fireplace, a ceiling fan, and a large window.

7. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"fantastic accommodations"
United States
David
The price is CA $293
CA $715 total
includes taxes & fees
Aug 30 - Aug 31
Hudson Valley Retreat w/ Pool Near Greenwood Lake
A wooden cabin with a covered deck, outdoor seating, and a fire pit.

8. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
9.8 out of 10, Exceptional, (6 reviews)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
The price is CA $148
CA $294 total
includes taxes & fees
Sep 1 - Sep 2
Historic Cabin with Pool & Fire Pit

9. Walk-to-Lake Cottage With Grill for Peaceful Fall Days

Walk-to-Lake Cottage With Grill for Peaceful Fall Days
Putnam Valley
9.8 out of 10, Exceptional, (24 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is CA $231
CA $678 total
includes taxes & fees
Aug 31 - Sep 1
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
A modern kitchen with grey cabinets, a central island, bar stools, and a stainless steel range hood.

10. Perfect and Spacious Hudson Valley Escape!

Perfect and Spacious Hudson Valley Escape!
Cornwall
8.0 out of 10, Very good, (2 reviews)
"Great host, very responsive and accommodating. The house was very clean and comfortable."
United States
Joseph S.
The price is CA $484
CA $1,139 total
includes taxes & fees
Aug 30 - Aug 31
Perfect and Spacious Hudson Valley Escape!
A room with a chandelier, a sofa, a table, and a cabinet.

11. Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.8 out of 10, Excellent, (20 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is CA $115
CA $205 total
includes taxes & fees
Sep 8 - Sep 9
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
A hotel lobby with a reception desk, seating area, and a fire extinguisher on the wall.

12. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (18 reviews)
"Great rooms and service,"
United States
Anonymous traveller
The price is CA $102
CA $116 total
includes taxes & fees
Sep 13 - Sep 14
1 King Bed | Non-Smoking, Kitchen, Shower
A grey sectional sofa with patterned cushions, a round wooden coffee table with a green plant, and a window with a view of trees.

13. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.2 out of 10, Wonderful, (14 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
The price is CA $206
CA $406 total
includes taxes & fees
Sep 4 - Sep 5
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
A modern hotel room with a large bed, a seating area with leather chairs, and a view of the outdoors through large windows.

14. Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (46 reviews)
"Absolutely ideal comfort, cleanliness, amenities that are top notch for the kitchen and bathroom and luxury at the heart of Main Street in Warwick."
United States
Melissa V.
The price is CA $151
CA $351 total
includes taxes & fees
Sep 15 - Sep 16
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
A brick building with a sign reading 'Lobby' in front.

15. Studio6 Fishkill 2 Full Beds, Mobil Tub, Nsmk Kitchen

Studio6 Fishkill 2 Full Beds, Mobil Tub, Nsmk Kitchen
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful room"
United States
Anonymous traveller
The price is CA $114
CA $132 total
includes taxes & fees
Sep 14 - Sep 15
Studio6 Fishkill 2 Full Beds, Mobil Tub, Nsmk Kitchen
A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

16. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (99 reviews)
"Clean place very responsive and helpful hosts!!"
United States
Larissa N.
The price is CA $161
CA $324 total
includes taxes & fees
Aug 27 - Aug 28
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
A neatly made bed with a black and white duvet, a wooden headboard, and a bedside table with a lamp. There are three framed artworks on the wall above the bed.

17. 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Croton-on-Hudson
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Ann S.
The price is CA $198
CA $408 total
includes taxes & fees
Aug 27 - Aug 28
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
A wooden cabin with large windows, a wooden bench, and a view of the forest.

18. Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
The price is CA $271
CA $310 total
includes taxes & fees
Sep 20 - Sep 21
Harriman Outdoor Center - Mountain Laurel Cabin
A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

19. Cottage Suites

Cottage Suites
3.0 star property
Middletown
5.4 out of 10, (10 reviews)
"Room could have actually been cleaned , this is a building not a “hotel” ,"
United States
Jennifer
The price is CA $88
CA $202 total
includes taxes & fees
Sep 8 - Sep 9
Cottage Suites
A spacious living room with a fireplace, a ceiling fan, and a large window.

20. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
Monroe
10.0 out of 10, Exceptional, (8 reviews)
The price is CA $228
CA $730 total
includes taxes & fees
Aug 30 - Aug 31
Hudson Valley Retreat w/ Pool Near Greenwood Lake
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

West Gate Inn Nyack

West Gate Inn Nyack

10/10 Excellent
"Greg provided outstanding service at checkin. Our stay was a great experience."
James 2-night trip
Posted 1 hour ago
West Gate Inn Nyack

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, 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 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodbury vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodbury vacation rentals we have selected for you start as low as CA $118 per night. Entering your travel dates in the search wizard 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

Can I find vacation rentals in Woodbury?

Yes, you can find vacation rentals close to the most popular attractions in Woodbury, or you can choose a more remote option if you want a relaxing place to stay. Discover why Woodbury is known for its array of shops and mountain landscape. While you're here, grab a bite or have a drink at the coffeehouses.

What are some of the best vacation home rentals that Woodbury has to offer?

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town: This vacation home rental near Woodbury has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in Woodbury?

Expedia has 6 vacation rentals for your stay in Woodbury.

What can I see and do in Woodbury?

Cultural attractions include United States Military Academy, whereas Lake Tiorati Beach is a spot to enjoy nature. While here, Woodbury Common Premium Outlets and Harriman State Park are other places worth a visit.

What are vacation rentals like in Woodbury?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Woodbury. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family getaway.