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Woodbury Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Woodbury vacation rentals

Property grounds

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, (141 reviews)
"We had a great stay!!"
United States
Jasmine
The price is ￥31,545
￥53,072 total
includes taxes & fees
Aug 17 - Aug 18
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Outdoor spa tub

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, (11 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is ￥34,413
￥69,068 total
includes taxes & fees
Sep 2 - Sep 3
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cottage (2 Bedrooms) | Interior

3. 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 ￥33,776
￥82,305 total
includes taxes & fees
Aug 30 - Aug 31
Hudson Valley Retreat w/ Pool Near Greenwood Lake
TV

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

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (3 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 ￥22,584
￥40,825 total
includes taxes & fees
Sep 15 - Sep 16
Cozy 1-bedroom retreat minutes from West Point!
Private kitchen

5. 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 ￥55,778
￥131,194 total
includes taxes & fees
Aug 17 - Aug 18
Perfect and Spacious Hudson Valley Escape!
Interior

6. 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
9.0 out of 10, Wonderful, (18 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is ￥13,909
￥24,386 total
includes taxes & fees
Sep 14 - Sep 15
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Smart TV

7. 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 ￥21,508
￥45,959 total
includes taxes & fees
Aug 24 - Aug 25
Grant - A Tranquil One Bedroom Steps from River
Coffee/tea maker, fridge, microwave, oven

8. 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 ￥40,149
￥65,494 total
includes taxes & fees
Sep 15 - Sep 16
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Design Apartment, Patio, Garden View | View from room

9. Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
4.0 star property
Goshen
The price is ￥47,737
￥58,776 total
includes taxes & fees
Aug 19 - Aug 20
Historic Horse Barn Apartment in Goshen
Coffee/tea maker, fridge, microwave, stovetop

10. Bright Cornwall-On-Hudson Vacation Rental!

Bright Cornwall-On-Hudson Vacation Rental!
Cornwall-On-Hudson
10.0 out of 10, Exceptional, (33 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 ￥48,911
￥113,859 total
includes taxes & fees
Aug 19 - Aug 20
Bright Cornwall-On-Hudson Vacation Rental!
Exterior detail

11. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (11 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is ￥47,342
￥78,553 total
includes taxes & fees
Sep 15 - Sep 16
Fabulous 3bdrm Home w/parking!
TV

12. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (24 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
The price is ￥44,665
￥71,396 total
includes taxes & fees
Sep 15 - Sep 16
Walk to WP Gate + Free Parking!
House (3 Bedrooms) | Interior

13. 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 ￥59,108
￥111,261 total
includes taxes & fees
Aug 19 - Aug 20
Bright Cornwall-on-hudson Vacation Rental!
Interior

14. Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
The price is ￥31,227
￥36,196 total
includes taxes & fees
Aug 30 - Aug 31
Harriman Outdoor Center - Mountain Laurel Cabin
Interior

15. 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 ￥45,000
￥77,756 total
includes taxes & fees
Sep 15 - Sep 16
Lovely 3BR Home with parking-Walk to WP Gate!
Private kitchen

16. 2-bedroom apartment in excellent Newburgh with AC and charm

2-bedroom apartment in excellent Newburgh with AC and charm
Newburgh
10.0 out of 10, Exceptional, (3 reviews)
"We have stayed here once before overnight while in the area for an event. It is close to where we needed to be and a great value for the price"
United States
Nick L.
The price is ￥30,111
￥38,929 total
includes taxes & fees
Aug 23 - Aug 24
2-bedroom apartment in excellent Newburgh with AC and charm
TV, fireplace, DVD player

17. 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)
"We loved our stay! It was the perfect size for our small family. The property was extremely well maintained and there was a lot to do near by. We would definitely book here again!"
United States
Marc
The price is ￥26,288
￥84,347 total
includes taxes & fees
Aug 30 - Aug 31
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Coffee/tea maker, fridge, microwave, oven

18. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (36 reviews)
"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "
United States
Aj L.
The price is ￥35,847
￥67,787 total
includes taxes & fees
Aug 17 - Aug 18
Contemporary Cozy Cottage
Romantic Duplex, 3 Bedrooms, Kitchen | Private kitchen | Coffee/tea maker, toaster, cleaning supplies, freezer

19. Carriage House Apartment Goshen NY

Carriage House Apartment Goshen NY
4.0 star property
Goshen
The price is ￥43,951
￥54,114 total
includes taxes & fees
Aug 20 - Aug 21
Carriage House Apartment Goshen NY
Property grounds

20. 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, (92 reviews)
"Clean place very responsive and helpful hosts!!"
United States
Larissa N.
The price is ￥15,709
￥34,365 total
includes taxes & fees
Aug 17 - Aug 18
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
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

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent
"The place was neat and clean. I would stay there again."
Rivka 1-night trip
Posted 3 hours ago
DoubleTree by Hilton Hotel Nanuet

Find out more about Woodbury

Search for holiday rentals in Woodbury on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodbury using one of the methods below:

  • View our selection of featured holiday rentals in Woodbury
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  • Enter your travel dates to view the best deals on holiday rentals in Woodbury while they last

Look no further and take a look at our great range of rental properties in Woodbury!

Frequently asked questions

Can I find vacation rentals in Woodbury?

Yes, you can find vacation rentals where you'll be just 10.7 mi (17.3 km) from LEGOLAND® New York, offering you a secluded option if you want a quieter 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. Other popular places to visit in the area include Woodbury Common Premium Outlets and LEGOLAND® New York.

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.