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

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 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 1,035 total
includes taxes & fees
26 Oct - 27 Oct
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

3. 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 264
AED 522 total
includes taxes & fees
28 Oct - 29 Oct
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
A red wooden cabin with a porch and a small attached structure.

4. Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
Red Cottage - Lakeside Property!
A modern kitchen with a granite countertop, a built-in stove, and a dining area with a glass table and chairs.

5. 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 841
AED 1,927 total
includes taxes & fees
31 Oct - 1 Nov
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

6. 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 AED 1,414
AED 2,071 total
includes taxes & fees
1 Nov - 2 Nov
Hickory on Willow Lake
A spacious living area with a staircase, a dining table, and a sofa.

7. 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 1,197
AED 3,057 total
includes taxes & fees
7 Nov - 8 Nov
Our home is perfect for relaxing and having lots of fun, with near by activity’s
A staircase with red carpeted steps, wooden handrails, and string lights.

8. 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 AED 1,690
AED 2,256 total
includes taxes & fees
20 Nov - 21 Nov
Large,Cozy,Bright Apartment, Business Themed.
A living room with a sofa, a coffee table, a wooden chair, a striped rug, and a wall-mounted wreath.

9. The DeVita House Est. 1900

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (44 reviews)
"We really enjoyed a second stay at the De Vita House. The place is so clean and comfortable, and the location is great. Karin is a great host--she immediately dropped off a couple kitchen items we thought we needed--wasn't even an emergency or anything! Absolutely recommend."
United States
Natalie R.
The price is AED 551
AED 1,637 total
includes taxes & fees
26 Oct - 27 Oct
The DeVita House Est. 1900
A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

10. 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, (14 reviews)
"We had a very comfortable stay. Nice quaint village. Area was quiet and easy to get to."
United States
Leann M.
The price is AED 511
AED 1,552 total
includes taxes & fees
28 Oct - 29 Oct
House on the Babbling Brook- Quiet 2BR + King Bed!
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 993 total
includes taxes & fees
7 Nov - 8 Nov
The Studio at the Inn at High Falls
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

12. 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.
Chestnut on Willow Lake
A deck with Adirondack chairs, a fire pit, and a grill.

13. 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 house with a white front door, a small porch with a white railing, and a window with a green curtain.

14. 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 AED 848
AED 1,489 total
includes taxes & fees
17 Nov - 18 Nov
Fabulous 3bdrm Home w/parking!
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 628
AED 1,813 total
includes taxes & fees
1 Nov - 2 Nov
Sleek Escape: Modern 3 BR- 4 Min from West Point !
A serene lakeside view with a grassy foreground, a dirt path, and a forested hill in the background.

16. 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 845
AED 1,572 total
includes taxes & fees
18 Nov - 19 Nov
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
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.
Hudson View Hot Tub · Walk to Waterfront
A blue house with a white porch, a welcome sign, and a mailbox.

18. 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 kitchen with wooden cabinets, a black countertop, a sink, and a window with a view of trees.

19. "Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is AED 837
AED 2,231 total
includes taxes & fees
19 Nov - 20 Nov
"Country outside the city " 3 bedrooms 2 full bathrooms
An outdoor patio with a grill, seating, and a view of a lake and mountains.

20. House + Suite · Hudson View Hot Tub

House + Suite · Hudson View Hot Tub
Newburgh
10.0 out of 10, Exceptional, (1 review)
House + Suite · Hudson View Hot Tub
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 Wappingers Falls Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

8/10 Good
"Comfortable bed. Helpful staff. Good location."
Patrick 1-night trip
Posted 5 hours ago
Holiday Inn Express Poughkeepsie by IHG