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Woodbury Vacation Rentals

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Browse Select Woodbury Vacation Homes

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Fridge, microwave, oven, stovetop

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (42)
"The perfect spot for a Beacon/Newburgh getaway! Great access to the towns, Storm King State Park, and Storm King Art Center! Lovely house, great game room (played so much ping pong and darts), and the hot tub was perfect."
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Greenwoods of Warwick
Paper towels

Greenwoods of Warwick

9.8 out of 10, Exceptional, (8)
"Home was very clean. The host was very friendly & informative. The beds were very comfortable. We would highly recommend staying at this location. We will definitely stay here again. 👍 "
Greenwoods of Warwick
Elegant and spacious home with sauna and heated pool
Living area

Elegant and spacious home with sauna and heated pool

Elegant and spacious home with sauna and heated pool
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Property grounds

Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

9.8 out of 10, Exceptional, (43)
"Wonderful rental, clean, modern, and a beautiful location."
The price is CA $229
CA $487 total
includes taxes & fees
Jan 12 - Jan 13, 2025
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Spectacular ~10k sqft Mansion w/Pool&Tennis
Pool

Spectacular ~10k sqft Mansion w/Pool&Tennis

10.0 out of 10, Exceptional, (4)
"this house was AMAZING and met every one of our needs and exceeded our expectations. we had 3 children and 19 adults and every person was comfortable. the kids area was perfect and we barely saw them. we already started talking about what we can do next to to have an excuse to stay in the houee again. "
The price is CA $2,875
CA $4,349 total
includes taxes & fees
Dec 25 - Dec 26
Spectacular ~10k sqft Mansion w/Pool&Tennis
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
Dining

Pet-Friendly ‘Pond View Loft' w/ Private Pool!

9.6 out of 10, Exceptional, (11)
"Overall, it seemed like the property manager was not ready for guests. The toilet instantly broke, the pool hadn’t been cleaned in probably weeks, and the apartment had stained sheets. It’s a nice place but really not worth the money."
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
Charming 3-bedroom Newly Renovated house in Highland Falls with AC, WiFi
Dining

Charming 3-bedroom Newly Renovated house in Highland Falls with AC, WiFi

Charming 3-bedroom Newly Renovated house in Highland Falls with AC, WiFi
Charming 3-bedroom house with WiFi, AC in marvelous Hudson Valley.
Interior

Charming 3-bedroom house with WiFi, AC in marvelous Hudson Valley.

Charming 3-bedroom house with WiFi, AC in marvelous Hudson Valley.
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Living area

Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

2.0 star property
9.0 out of 10, Wonderful, (4)
"Just what we needed with lots of space very clean and comfortable"
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Fridge, microwave, oven, stovetop

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (12)
"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "
The price is CA $1,086
CA $1,804 total
includes taxes & fees
Jan 24 - Jan 25, 2025
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Delightful Home w/ Fire Pit, Walk to Lake!
Beach

Delightful Home w/ Fire Pit, Walk to Lake!

9.8 out of 10, Exceptional, (9)
"This was a cute house in a beautiful spot of NY. It was cozy and well taken care off. The neighborhood was quiet and beautiful also. We would come agian. "
Delightful Home w/ Fire Pit, Walk to Lake!
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Property grounds

'The Glabin’: Garrison Gem w/ Deck & Fire Pit!

10.0 out of 10, Exceptional, (24)
"Would stay here again "
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Bright Cornwall-On-Hudson Vacation Rental!
Fridge, microwave, stovetop, dishwasher

Bright Cornwall-On-Hudson Vacation Rental!

9.8 out of 10, Exceptional, (10)
"First time using Vrbo, and I was not disappointed! This property was comfortable, clean and well equipped. We were all very satisfied. "
Bright Cornwall-On-Hudson Vacation Rental!
West Point Modern 3 bed 2 bath house with Hot Tub, BBQ, Fire Pit and more!
Smart TV, fireplace, computer monitors

West Point Modern 3 bed 2 bath house with Hot Tub, BBQ, Fire Pit and more!

10.0 out of 10, Exceptional, (7)
"Everything was great"
West Point Modern 3 bed 2 bath house with Hot Tub, BBQ, Fire Pit and more!
Up-to-date Home w/ Pool, Playground & Fireplace!
Interior

Up-to-date Home w/ Pool, Playground & Fireplace!

Up-to-date Home w/ Pool, Playground & Fireplace!
Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.
Interior

Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.

10.0 out of 10, Exceptional, (37)
"Review of VRBO Home - Our Rockbound Highland Rating: ⭐⭐⭐⭐⭐ (5/5) - Exceeded Expectations I recently stayed at a VRBO home that completely surpassed my expectations! The home was not only beautiful but incredibly comfortable, offering all the amenities promised in the listing. It felt like a home away from home and matched the online photos perfectly, which made our stay even more enjoyable. The check-in process was seamless, and the communication with the property manager was top-notch. This...
Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.
The Woodbury Cottage
Terrace/patio

The Woodbury Cottage

9.0 out of 10, Wonderful, (17)
"Great little cottage, nice neighborhood and close to everything "
The Woodbury Cottage
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

The price is CA $372
CA $425 total
includes taxes & fees
Dec 28 - Dec 29
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Lakefront Luxury on Greenwood Lake
Property grounds

Lakefront Luxury on Greenwood Lake

10.0 out of 10, Exceptional, (126)
"We needed a place to stay while visiting family in north jersey. This house was perfect - beautiful views, fairly close and clean. Now that we know it is here, we will stay again, God willing. "
Lakefront Luxury on Greenwood Lake
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Fridge, microwave, oven, stovetop

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (75)
"We loved our stay. It was great for a family Thanksgiving"
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
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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Other property types in Woodbury

Perfect for families and large groups
A heated pool

Perfect for families and large groups

9.6 out of 10, Exceptional, (11)
"Nice house with plenty of room and very clean."
Perfect for families and large groups
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Fridge, microwave, oven, stovetop

Kick back & relax in this peaceful, stylish place to stay with the whole family.

10.0 out of 10, Exceptional, (21)
"Our family went to the Hudson Valley area for a wedding. Pre stay communication with Malka was excellent and we all had a wonderful time. Lots of room for the kids to play and be entertained downstairs as well as upstairs in the Projection Room. The backyard was a great soccer area and the fire pit was great to sit around at night. Firewood on site was a real plus! I do recommend to anyone doing substantial cooking for many people to bring their own favorite pots and pans if possible though...
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (106)
"Super cozy apartment with a beautiful view. Very welcoming host and a great place for a short stay near Bear Mountain. "
The price is CA $241
CA $353 total
includes taxes & fees
Jan 15 - Jan 16, 2025
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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.