Woodbury Vacation Rentals

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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Woodbury vacation rentals

Bed sheets

Nature Escape - studio in the forest

Nature Escape - studio in the forest
Middletown
The price is ￥21,286
￥41,608 total
includes taxes & fees
Jan 31 - Feb 1
Nature Escape - studio in the forest
1 bedroom, iron/ironing board, WiFi, bed sheets

Forava Cabin • Tiny Home in the Woods + Sauna

Forava Cabin • Tiny Home in the Woods + Sauna
Ringwood
The price is ￥34,533
￥42,378 total
includes taxes & fees
Feb 5 - Feb 6
Forava Cabin • Tiny Home in the Woods + Sauna
Deluxe Cabin, Garden View | Free WiFi

Forava Cabins - Tiny Cabin in the Woods

Forava Cabins - Tiny Cabin in the Woods
3.0 star property
Ringwood
10.0 out of 10, Exceptional, (1 review)
"Very cute, well decorated, quiet, and has everything we needed for a get away."
United States
Alexis
The price is ￥39,816
￥44,444 total
includes taxes & fees
Feb 1 - Feb 2
Forava Cabins - Tiny Cabin in the Woods
TV

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (1 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is ￥14,311
￥28,861 total
includes taxes & fees
Feb 4 - Feb 5
Cozy 1-bedroom retreat minutes from West Point!
Terrace/patio

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

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is ￥13,017
￥51,764 total
includes taxes & fees
Feb 1 - Feb 2
House on the Babbling Brook- Quiet 2BR + King Bed!
Fridge, oven, stovetop, coffee/tea maker

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

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (16 reviews)
"Great Unit."
United States
Rudy R.
The price is ￥11,486
￥39,482 total
includes taxes & fees
Feb 1 - Feb 2
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Interior

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
9.2 out of 10, Wonderful, (9 reviews)
"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "
United States
Erin R.
The price is ￥13,920
￥24,066 total
includes taxes & fees
Feb 9 - Feb 10
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Dining

Cozy Apartment Near Legoland!

Cozy Apartment Near Legoland!
New Hampton
The price is ￥31,715
￥61,862 total
includes taxes & fees
Jan 31 - Feb 1
Cozy Apartment Near Legoland!
Exterior

Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (3 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
The price is ￥46,325
￥70,262 total
includes taxes & fees
Feb 2 - Feb 3
Rustic Cabin in Fishkill!
Dining

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Beacon
10.0 out of 10, Exceptional, (32 reviews)
"Great time and great place to stay "
United States
S S.
The price is ￥17,764
￥38,433 total
includes taxes & fees
Feb 1 - Feb 2
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Interior

1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is ￥41,922
￥53,746 total
includes taxes & fees
Feb 13 - Feb 14
1BR Queen near NYC | Trails, Biking & Sauna Bliss
Outdoor spa tub

Country House w/Hot Tub, Deck, Grill & Fire Pit

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
10.0 out of 10, Exceptional, (60 reviews)
"This cottage was perfect for our stay. We have family nearby and this was the perfect retreat after busy days. We will be booking again. The space is clean and welcoming the land is beautiful! "
United States
Heather A.
The price is ￥37,902
￥76,207 total
includes taxes & fees
Feb 1 - Feb 2
Country House w/Hot Tub, Deck, Grill & Fire Pit
Beach nearby, sun loungers, beach towels

Fun, Friends, and Family Lakefront Home w/Dock and Beach

Fun, Friends, and Family Lakefront Home w/Dock and Beach
Mahopac
10.0 out of 10, Exceptional, (15 reviews)
"Super convenient location :)"
United States
Sean M.
The price is ￥51,685
￥111,446 total
includes taxes & fees
Feb 1 - Feb 2
Fun, Friends, and Family Lakefront Home w/Dock and Beach
3 bedrooms, desk, iron/ironing board, travel crib

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (11 reviews)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is ￥15,008
￥61,089 total
includes taxes & fees
Feb 1 - Feb 2
Local Artist Inspired | Walk to WestPoint + King Bed
Interior

Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (12 reviews)
"The breakfast was lovely!"
United States
Tara
The price is ￥24,043
￥44,349 total
includes taxes & fees
Jan 31 - Feb 1
Villa Verde B&B, bsm, Greenwood Lake NY
House | 5 bedrooms

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is ￥60,773
￥143,891 total
includes taxes & fees
Mar 2 - Mar 3
NEW 45 Wolden Rd Ossining NY 10562
6 bedrooms, desk, iron/ironing board, WiFi

Room for Everyone: Spacious 6BR West Point Retreat

Room for Everyone: Spacious 6BR West Point Retreat
Highland Falls
10.0 out of 10, Exceptional, (1 review)
"Great location for Westpoint visit. As described. Clean with new updates. "
United States
Alain C.
The price is ￥63,706
￥148,334 total
includes taxes & fees
Feb 26 - Feb 27
Room for Everyone: Spacious 6BR West Point Retreat
Fridge, microwave, oven, stovetop

The Cottage | Modern & Cozy | Mountain Creek Ski

The Cottage | Modern & Cozy | Mountain Creek Ski
Sussex
10.0 out of 10, Exceptional, (1 review)
"The house is perfect for a foursome buddy trip and Patrick was great to work with. Next time (and there definitely will be a next time!) we'll be utilizing the bbq and stocking the house with meats and produce from their Farm across the street. Couldn't have asked for more including the refrigerator full of IPA's! Now if we just played better on the course.......lol"
United States
Anonymous traveler
The price is ￥56,202
￥132,755 total
includes taxes & fees
Feb 2 - Feb 3
The Cottage | Modern & Cozy | Mountain Creek Ski
Interior

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 ￥28,139
￥53,528 total
includes taxes & fees
Feb 4 - Feb 5
Lovely 3BR Home with parking-Walk to WP Gate!
Fridge, microwave, oven, stovetop

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, (5 reviews)
"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "
United States
Mark V.
The price is ￥23,959
￥43,226 total
includes taxes & fees
Feb 4 - Feb 5
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
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

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent
"We stayed during the recent snow service was great"
Tabitha 1-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Middletown-Goshen

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 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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This vacation home rental near Woodbury offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with an oven, a microwave, and an electric kettle, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Woodbury?

Expedia has 3 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.