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Woodbury Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Woodbury holiday rentals

Coffee/tea maker, fridge, oven, stovetop

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

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.6 out of 10, Exceptional, (23 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is HK$627
HK$2,094 total
includes taxes & fees
26 Jul - 27 Jul
Quiet Apt with Coffee Bar, 1/2 Mile to 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, (10 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is HK$980
HK$3,137 total
includes taxes & fees
2 Aug - 3 Aug
House on the Babbling Brook- Quiet 2BR + King Bed!
Property grounds

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, (140 reviews)
"We had a great stay!!"
United States
Jasmine
The price is HK$1,553
HK$2,593 total
includes taxes & fees
12 Aug - 13 Aug
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Outdoor spa tub

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, (10 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is HK$1,819
HK$3,548 total
includes taxes & fees
29 Jul - 30 Jul
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
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, (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 HK$1,227
HK$2,130 total
includes taxes & fees
28 Jul - 29 Jul
Cozy 1-bedroom retreat minutes from West Point!
Property grounds

Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Newburgh
10.0 out of 10, Exceptional, (72 reviews)
"Great place for a few days R & R. Definately recommended"
United States
Mary R.
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
3 bedrooms, desk, iron/ironing board, travel cot

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (18 reviews)
"Sweet abode. Cozy, clean and amazing location. The cute coffee bar was a nice bonus. Would definitely stay there again. "
United States
Danica J.
The price is HK$1,231
HK$3,653 total
includes taxes & fees
26 Jul - 27 Jul
Local Artist Inspired | Walk to WestPoint + King Bed
Smart TV

Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (46 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 HK$1,059
HK$2,307 total
includes taxes & fees
3 Aug - 4 Aug
Grant - A Tranquil One Bedroom Steps from River
Interior

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 HK$1,663
HK$4,051 total
includes taxes & fees
6 Aug - 7 Aug
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Property grounds

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 HK$1,160
HK$3,885 total
includes taxes & fees
26 Jul - 27 Jul
3BR West Point Retreat-3min to Back Gate+ King Bed
Coffee/tea maker, fridge, microwave, oven

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 HK$1,408
HK$2,447 total
includes taxes & fees
29 Jul - 30 Jul
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
TV

Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (24 reviews)
"Would definitely stay here again! It was a great experience!"
United States
Jodi P.
The price is HK$1,704
HK$2,832 total
includes taxes & fees
27 Jul - 28 Jul
Walk to WP Gate + Free Parking!
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 HK$1,608
HK$2,968 total
includes taxes & fees
29 Jul - 30 Jul
Lovely 3BR Home with parking-Walk to WP Gate!
Exterior

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 HK$965
HK$1,837 total
includes taxes & fees
29 Jul - 30 Jul
Historic Cabin with Pool & Fire Pit
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
9.0 out of 10, Wonderful, (18 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is HK$699
HK$1,216 total
includes taxes & fees
5 Aug - 6 Aug
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Private kitchen

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 HK$2,745
HK$6,457 total
includes taxes & fees
2 Aug - 3 Aug
Perfect and Spacious Hudson Valley Escape!
Smart TV

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.8 out of 10, Exceptional, (13 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
The price is HK$1,165
HK$2,279 total
includes taxes & fees
30 Jul - 31 Jul
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Lobby

1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen

1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
Fishkill
10.0 out of 10, Exceptional, (15 reviews)
"Good so far"
United States
Anonymous traveller
The price is HK$862
HK$975 total
includes taxes & fees
9 Aug - 10 Aug
1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
Outdoor dining

Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (28 reviews)
"Pet-friendly and easily accessible."
United States
Brigitte
The price is HK$1,011
HK$1,575 total
includes taxes & fees
29 Jul - 30 Jul
Cabin in the heart of the Hudson Valley, Cabin 4
Property grounds

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, (88 reviews)
"Clean place very responsive and helpful hosts!!"
United States
Larissa N.
The price is HK$786
HK$1,689 total
includes taxes & fees
26 Jul - 27 Jul
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

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

8/10 Good
"Favourite thing is the breakfast at this hotel. The room is good but the sound insulation is weak. The staff are helpful and the parking lot is huge. Overall a good experience."
Sara 5-night trip
Posted 8 hours ago
Hotel Nyack, a JdV by Hyatt Hotel

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
  • Use the map to find apartments and other holiday homes in the Woodbury neighbourhood you prefer
  • 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 holiday rentals in Woodbury?

Yes, we have holiday rentals where you'll be just 10.7 mi (17.3 km) from LEGOLAND® New York, giving you a secluded option if you want a quiet 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 coffee shops.

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

Cozy Cabin with Sauna & Firepit!: This holiday home rental outside of Woodbury offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, in addition to a kitchen with a stovetop and a microwave.

How many holiday rentals will I find in Woodbury?

Expedia has 6 holiday 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 holiday rentals like in Woodbury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodbury. Holiday rentals offer extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for small groups.