Wappingers Falls Vacation Rentals

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Wappingers Falls vacation homes

An outdoor patio area with a covered seating area, a pool, and potted plants.

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

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (81 reviews)
"The property was as advertised and met our needs for our trip."
United States
Sara
The price is CA $371
CA $466 total
includes taxes & fees
Nov 15 - Nov 16
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

2. A Cozy Private Suite in a Country Home near New Paltz

A Cozy Private Suite in a Country Home near New Paltz
Wallkill
9.2 out of 10, Wonderful, (20 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is CA $102
CA $189 total
includes taxes & fees
Nov 15 - Nov 16
A Cozy Private Suite in a Country Home near New Paltz
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

3. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is CA $240
CA $382 total
includes taxes & fees
Nov 15 - Nov 16
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A lakeside seating area with Adirondack chairs arranged around a central fire pit.

4. Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is CA $392
CA $573 total
includes taxes & fees
Nov 15 - Nov 16
Red Cottage - Lakeside Property!
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

5. Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Our family enjoyed a relaxing weekend before R-day at West Point and it was perfect! A beautiful property and we hope to be back another time!"
United States
Quintina R.
The price is CA $549
CA $733 total
includes taxes & fees
Nov 13 - Nov 14
Chestnut on Willow Lake
A modern kitchen with a granite countertop, a built-in stove, and a dining area with a glass table and chairs.

6. Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
United States
Nicole Y.
The price is CA $247
CA $612 total
includes taxes & fees
Nov 16 - Nov 17
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
A staircase with red carpeted steps, wooden handrails, and string lights.

7. Large,Cozy,Bright Apartment, Business Themed.

Large,Cozy,Bright Apartment, Business Themed.
Newburgh
9.0 out of 10, Wonderful, (17 reviews)
"Very cozy stay with responsive host"
United States
Adhith P.
The price is CA $653
CA $838 total
includes taxes & fees
Dec 7 - Dec 8
Large,Cozy,Bright Apartment, Business Themed.
A spacious living area with a staircase, a dining table, and a sofa.

8. Our home is perfect for relaxing and having lots of fun, with near by activity’s

Our home is perfect for relaxing and having lots of fun, with near by activity’s
Highland
9.6 out of 10, Exceptional, (14 reviews)
"We had was great time and the host Mary was amazing and excellent at communicating. Everything was perfect in the home. Thank you"
United States
Pinal
The price is CA $323
CA $946 total
includes taxes & fees
Nov 14 - Nov 15
Our home is perfect for relaxing and having lots of fun, with near by activity’s
A bedroom with a bed, a TV mounted on the wall, a window with a view of greenery, and a small seating area with a table and chairs.

9. The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.2 out of 10, Very good, (47 reviews)
"Great property in a serene setting. We enjoyed it very much!"
United States
John M.
The Studio at the Inn at High Falls
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

10. Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean, quiet and great location. Beautiful property."
United States
Sheila B.
The price is CA $549
CA $733 total
includes taxes & fees
Nov 13 - Nov 14
Hickory on Willow Lake
A modern living room with a fireplace, a sofa, a coffee table, and a chair.

11. Beautiful Modern Villa with Pool

Beautiful Modern Villa with Pool
Clintondale
The price is CA $299
CA $878 total
includes taxes & fees
Nov 15 - Nov 16
Beautiful Modern Villa with Pool
A room with a bay window overlooking a lake and mountains, two green armchairs, a small table with a book and a cup, and a potted plant.

12. Hudson View Hot Tub · Walk to Waterfront

Hudson View Hot Tub · Walk to Waterfront
Newburgh
10.0 out of 10, Exceptional, (1 review)
"The home has recently been renovated and it is very well presented with luxury furnishings and an excellently stocked kitchen. Views are amazing over the Hudson towards Beacon."
United States
Rachel M.
The price is CA $486
CA $1,139 total
includes taxes & fees
Nov 15 - Nov 16
Hudson View Hot Tub · Walk to Waterfront
A modern kitchen with a central island, built-in appliances, and a stone accent wall.

13. 3BR Hudson Valley home perfect for families!

3BR Hudson Valley home perfect for families!
Wallkill
10.0 out of 10, Exceptional, (6 reviews)
"This property was lovely and peaceful! We enjoyed the stay in the area! Very clean and neat. Easy to use technology and check-in/out."
United States
Cheryl N.
The price is CA $290
CA $739 total
includes taxes & fees
Dec 2 - Dec 3
3BR Hudson Valley home perfect for families!
A blue house with a white porch, a welcome sign, and a mailbox.

14. 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.
3BR West Point Retreat-3min to Back Gate+ King Bed
A living room with a wooden floor, a black sofa, a coffee table, and a ceiling fan.

15. Perfect 2BR with Free Parking! Walk to West Point!

Perfect 2BR with Free Parking! Walk to West Point!
Highland Falls
The price is CA $284
CA $482 total
includes taxes & fees
Nov 30 - Dec 1
Perfect 2BR with Free Parking! Walk to West Point!
A living room with a sofa, a coffee table, a wooden chair, a striped rug, and a wall-mounted wreath.

16. The DeVita House Est. 1900

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (46 reviews)
"The house was in a perfect location! Host was very easy to communicate with!"
United States
Matthew
The price is CA $248
CA $642 total
includes taxes & fees
Nov 15 - Nov 16
The DeVita House Est. 1900
A deck with Adirondack chairs, a fire pit, and a grill.

17. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
Cornwall
10.0 out of 10, Exceptional, (16 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is CA $346
CA $622 total
includes taxes & fees
Nov 16 - Nov 17
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
A staircase leading to a second floor, a sofa with a throw blanket, a floor lamp, a small table with a vase of sunflowers, and a kitchen area visible through an archway.

18. Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz

Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz
New Paltz
10.0 out of 10, Exceptional, (8 reviews)
"Superb property - comfortable, spotless, all the amenities you could need, and lots of space. "
United States
Thomas B.
The price is CA $278
CA $858 total
includes taxes & fees
Nov 15 - Nov 16
Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz
A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

19. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is CA $267
CA $515 total
includes taxes & fees
Nov 15 - Nov 16
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
A house with a white front door, a small porch with a white railing, and a window with a green curtain.

20. 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 CA $299
CA $517 total
includes taxes & fees
Dec 8 - Dec 9
Fabulous 3bdrm Home w/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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Learn more about Wappingers Falls

Nestled along the Hudson River, this historic village offers charming waterfalls and the scenic Bowdoin Park for hiking enthusiasts. Explore local shops in the revitalized downtown area, then visit Mesier Homestead to discover the region's fascinating colonial past.

See all hotels in Wappingers Falls
A lake surrounded by forested hills with autumn foliage.

Top reviews in Wappingers Falls

A modern hotel with a prominent 'Hyatt Place' sign, outdoor seating area, and a covered entrance.
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
Crown Heights

10/10 Excellent

Loved it. Big rooms. Comfy beds.
Canada
Jodi
Reviewed September 16, 2026
Hyatt Place Poughkeepsie / Hudson Valley

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