A pumpkin field with numerous pumpkins scattered across the dry, harvested land.

Search Vacation Homes in Wappingers Falls

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

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 AED 1,005
AED 1,319 total
includes taxes & fees
3 Nov - 4 Nov
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

2. 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 AED 621
AED 1,026 total
includes taxes & fees
10 Nov - 11 Nov
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A lakeside seating area with Adirondack chairs arranged around a central fire pit.

3. Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is AED 1,010
AED 1,536 total
includes taxes & fees
11 Nov - 12 Nov
Red Cottage - Lakeside Property!
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

4. 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 AED 1,414
AED 2,071 total
includes taxes & fees
11 Nov - 12 Nov
Chestnut on Willow Lake
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

5. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Wallkill
9.2 out of 10, Wonderful, (18 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is AED 294
AED 555 total
includes taxes & fees
5 Nov - 6 Nov
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
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 AED 656
AED 1,676 total
includes taxes & fees
2 Nov - 3 Nov
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

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

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
9.8 out of 10, Exceptional, (16 reviews)
"Host was available and communicated very well. The house was very clean too."
United States
Erika
The price is AED 492
AED 1,527 total
includes taxes & fees
30 Oct - 31 Oct
House on the Babbling Brook- Quiet 2BR + King Bed!
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, (13 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 AED 918
AED 2,699 total
includes taxes & fees
11 Nov - 12 Nov
Our home is perfect for relaxing and having lots of fun, with near by activity’s
A modern kitchen with a central island, built-in appliances, and a stone accent wall.

9. 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 AED 793
AED 2,058 total
includes taxes & fees
7 Nov - 8 Nov
3BR Hudson Valley home perfect for families!
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.
Hickory on Willow Lake
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.

11. The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very good, (46 reviews)
"Great property in a serene setting. We enjoyed it very much!"
United States
John M.
The price is AED 413
AED 985 total
includes taxes & fees
30 Oct - 31 Oct
The Studio at the Inn at High Falls
Pool

12. complete privacy vacation home [private pool]

complete privacy vacation home [private pool]
Newburgh
9.0 out of 10, Wonderful, (17 reviews)
"oh my god the best place it feels like home"
United States
Phelicia G.
complete privacy vacation home [private pool]
A living room with a sofa, a coffee table, a wooden chair, a striped rug, and a wall-mounted wreath.

13. The DeVita House Est. 1900

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (45 reviews)
"The house was in a perfect location! Host was very easy to communicate with!"
United States
Matthew
The price is AED 551
AED 1,637 total
includes taxes & fees
4 Nov - 5 Nov
The DeVita House Est. 1900
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.
The price is AED 477
AED 1,750 total
includes taxes & fees
2 Nov - 3 Nov
3BR West Point Retreat-3min to Back Gate+ King Bed
A bedroom with a bed, a ceiling fan, a nightstand, a window with curtains, and a wall with framed pictures.

15. Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.4 out of 10, Exceptional, (8 reviews)
"Great location and super host. "
United States
James U.
The price is AED 569
AED 1,746 total
includes taxes & fees
1 Nov - 2 Nov
Sleek Escape: Modern 3 BR- 4 Min from West Point !
A deck with Adirondack chairs, a fire pit, and a grill.

16. 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 AED 801
AED 1,601 total
includes taxes & fees
1 Nov - 2 Nov
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
A room with a bay window overlooking a lake and autumn foliage, featuring two green armchairs, a small table, and a potted plant.

17. 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 AED 1,357
AED 3,222 total
includes taxes & fees
15 Nov - 16 Nov
Hudson View Hot Tub · Walk to Waterfront
A room with a white door, a small framed picture on the wall, and a wooden chair.

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

Perfect 2BR with Free Parking! Walk to West Point!
Highland Falls
Perfect 2BR with Free Parking! Walk to West Point!
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 AED 612
AED 1,288 total
includes taxes & fees
3 Nov - 4 Nov
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
A modern living room with a fireplace, a dining area with a wooden table, and a large window with curtains.

20. Zen House at the Mountain Ridge

Zen House at the Mountain Ridge
Gardiner
10.0 out of 10, Exceptional, (13 reviews)
"The house was perfect and really well decorated. The area it was in, proximity to everything. Couldn't have asked for a better spot."
United States
Theresa
The price is AED 592
AED 995 total
includes taxes & fees
2 Nov - 3 Nov
Zen House at the Mountain Ridge
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wappingers Falls Hotel Reviews

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

8/10 Good
"The entire motel was excellent shape. The rooms were top notch. Breakfast had everything you would expect. Only complaint , and it is a slight one, would be that the the walls and ceilings were pretty thin and it was pretty easy to hear people in the adjoining rooms."
jim 1-night trip
Posted 9 hours ago
Sleep Inn & Suites Monroe - Woodbury