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Woodbury Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Woodbury vacation rentals

A house with a view of a bridge and mountains.

1. 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, (146 reviews)
"We had a great stay!!"
United States
Jasmine
The price is AED 727
AED 1,215 total
includes taxes & fees
6 Oct - 7 Oct
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A deck with Adirondack chairs, a fire pit, and a grill.

2. 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, (15 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is AED 834
AED 1,644 total
includes taxes & fees
6 Oct - 7 Oct
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

3. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.4 out of 10, Exceptional, (24 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is AED 422
AED 1,127 total
includes taxes & fees
4 Oct - 5 Oct
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A modern kitchen with dark cabinets, a stainless steel stove, and a wooden countertop.

4. Carriage House Apartment Goshen NY

Carriage House Apartment Goshen NY
4.0 star property
Goshen
10.0 out of 10, Exceptional, (1 review)
The price is AED 671
AED 826 total
includes taxes & fees
4 Oct - 5 Oct
Carriage House Apartment Goshen NY
A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

5. House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
9.8 out of 10, Exceptional, (13 reviews)
"We had a very comfortable stay. Nice quaint village. Area was quiet and easy to get to."
United States
Leann M.
The price is AED 500
AED 1,535 total
includes taxes & fees
6 Oct - 7 Oct
House on the Babbling Brook- Quiet 2BR + King Bed!
A blue house with a white porch, a welcome sign, and a mailbox.

6. 3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.4 out of 10, Very good, (7 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is AED 514
AED 1,801 total
includes taxes & fees
6 Oct - 7 Oct
3BR West Point Retreat-3min to Back Gate+ King Bed
Living area

7. 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)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AED 528
AED 936 total
includes taxes & fees
27 Oct - 28 Oct
Cozy 1-bedroom retreat minutes from West Point!
A living room with a leather sofa, a round coffee table, a bench, and a ceiling fan.

8. Updated Home w/ Patio Half Mile to West Point

Updated Home w/ Patio Half Mile to West Point
Highland Falls
10.0 out of 10, Exceptional, (38 reviews)
"There were no surprises and the whole experience worked great. Highly recommend."
United States
Dave D.
The price is AED 804
AED 2,338 total
includes taxes & fees
4 Oct - 5 Oct
Updated Home w/ Patio Half Mile to West Point
A modern kitchen with white cabinets, a central island with stools, a stainless steel refrigerator, and a staircase leading to another level.

9. Bright Cornwall-On-Hudson Vacation Rental!

Bright Cornwall-On-Hudson Vacation Rental!
Cornwall-On-Hudson
10.0 out of 10, Exceptional, (34 reviews)
"We had a girlfriend get away long weekend. This was a great house and really convenient location. Two really good restaurants were within walking distance just around the corner. I would highly recommend staying here!"
United States
Dawn H.
The price is AED 1,128
AED 2,625 total
includes taxes & fees
22 Oct - 23 Oct
Bright Cornwall-On-Hudson Vacation Rental!
A living room with a fireplace, a painting, shelves with decorative items, and a television.

10. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (50 reviews)
"We enjoyed our stay, property was as described. It's convenient to many of the Hudson Valley small towns, including West Point."
United States
Mike W.
The price is AED 496
AED 1,080 total
includes taxes & fees
5 Oct - 6 Oct
Grant - A Tranquil One Bedroom Steps from River
A modern kitchen with white cabinets, a central island with stools, a stainless steel refrigerator, and a staircase leading to another level.

11. Bright Cornwall-on-hudson Vacation Rental!

Bright Cornwall-on-hudson Vacation Rental!
3.0 star property
Cornwall
10.0 out of 10, Exceptional, (1 review)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
United States
Poyuk
The price is AED 1,363
AED 2,565 total
includes taxes & fees
22 Oct - 23 Oct
Bright Cornwall-on-hudson Vacation Rental!
A bedroom with a bed, a ceiling fan, a window, and a painting on the wall.

12. Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (20 reviews)
"Great location! Easy checkin, checkout process. We would stay again"
United States
Morgan S.
The price is AED 526
AED 1,670 total
includes taxes & fees
6 Oct - 7 Oct
Local Artist Inspired | Walk to WestPoint + King Bed
A wooden coffee table with two decorative planters in a living room.

13. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (26 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
The price is AED 1,010
AED 1,615 total
includes taxes & fees
28 Oct - 29 Oct
Walk to WP Gate + Free Parking!
A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

14. 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 AED 914
AED 1,491 total
includes taxes & fees
28 Oct - 29 Oct
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
A bedroom with a bed, a ceiling fan, a nightstand, a window with curtains, and a wall with framed pictures.

15. Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.4 out of 10, Exceptional, (8 reviews)
"Great location and super host. "
United States
James U.
The price is AED 551
AED 1,723 total
includes taxes & fees
6 Oct - 7 Oct
Sleek Escape: Modern 3 BR- 4 Min from West Point !
A hallway with a wooden door, a black table with a sign, and large green plants.

16. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
10.0 out of 10, Exceptional, (1 review)
"We had a great stay at Joseph’s home. The property was very clean, spacious, and well prepared for guests. My work team and I felt comfortable right away, and the house had everything we needed for both a productive and relaxing stay.Joseph was always kind, professional, and quick to respond, which made a big difference. I would recommend this property without hesitation."
United States
ROHID S.
The price is AED 481
AED 1,621 total
includes taxes & fees
6 Oct - 7 Oct
3BR Near West Point | Coffee Bar | Sleeps 6
A house with a white front door, a small porch with a white railing, and a window with a green curtain.

17. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
The price is AED 1,057
AED 1,760 total
includes taxes & fees
28 Oct - 29 Oct
Fabulous 3bdrm Home w/parking!
A spacious living room with a stone fireplace, two white sofas, a glass coffee table, and large windows.

18. Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (13 reviews)
"The breakfast was lovely!"
United States
Tara
The price is AED 808
AED 1,030 total
includes taxes & fees
1 Nov - 2 Nov
Villa Verde B&B, bsm, Greenwood Lake NY
A room with a wooden floor, a white door with a number, and a window with blinds.

19. Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is AED 968
AED 1,693 total
includes taxes & fees
28 Oct - 29 Oct
Lovely 3BR Home with parking-Walk to WP Gate!
A cozy living room with a sofa, a dining table, and a bed.

20. Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (74 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is AED 680
AED 1,297 total
includes taxes & fees
2 Oct - 3 Oct
Cozy country efficiency in the Hudson Valley
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

Tarrytown House Estate

Tarrytown House Estate

8/10 Good
"Such a magical place to stay! End of Sept -October is best time due to weather and surroundings. Bar and staff were very nice. My only suggestion is to update the rooms. They are very dated. My carpet was ripped and shredding, the blinds got stuck, and TV connection was poor- I never got it to actually work. Breakfast Buffet is ok but expensive for what you get. It was cold as soon as I sat down. Based on the popular restaurant there I would have expected better. Perfect grounds for a true Fall experience!"
Layna 1-night trip
Posted 4 hours ago
Tarrytown House Estate

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?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: This vacation home rental near Woodbury is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.