Wappingers Falls, NY Vacation Homes from AED 522

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

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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

Fishkill

Sara

A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

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

Wallkill

Carrie

AED 522 total

includes taxes & fees

28 Oct - 29 Oct

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

Hopewell Junction

Peter W.

AED 1,035 total

includes taxes & fees

27 Oct - 28 Oct

A lakeside seating area with Adirondack chairs arranged around a central fire pit.

4. Red Cottage - Lakeside Property!

Fishkill

A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

5. Chestnut on Willow Lake

Fishkill

Quintina R.

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

Poughkeepsie

Nicole Y.

AED 2,323 total

includes taxes & fees

26 Nov - 27 Nov

A staircase with red carpeted steps, wooden handrails, and string lights.

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

Newburgh

Adhith P.

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

Highland

Pinal

AED 2,579 total

includes taxes & fees

27 Oct - 28 Oct

A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

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

Highland Falls

Leann M.

AED 1,485 total

includes taxes & fees

27 Oct - 28 Oct

10. Hickory on Willow Lake

Fishkill

Sheila B.

AED 2,071 total

includes taxes & fees

1 Nov - 2 Nov

11. complete privacy vacation home [private pool]

Newburgh

Phelicia G.

AED 4,358 total

includes taxes & fees

27 Oct - 28 Oct

A living room with a sofa, a coffee table, a wooden chair, a striped rug, and a wall-mounted wreath.

12. The DeVita House Est. 1900

Gardiner

Natalie R.

AED 1,637 total

includes taxes & fees

27 Oct - 28 Oct

A room with a bay window overlooking a lake and autumn foliage, featuring two green armchairs, a small table, and a potted plant.

13. Hudson View Hot Tub · Walk to Waterfront

Newburgh

Rachel M.

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.

14. The Studio at the Inn at High Falls

High Falls

John M.

AED 993 total

includes taxes & fees

27 Oct - 28 Oct

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

15. Fabulous 3bdrm Home w/parking!

Highland Falls

Beth M.

AED 1,489 total

includes taxes & fees

17 Nov - 18 Nov

A bedroom with a bed, a ceiling fan, a nightstand, a window with curtains, and a wall with framed pictures.

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

Highland Falls

James U.

AED 1,805 total

includes taxes & fees

1 Nov - 2 Nov

A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

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

Carmel Hamlet

Robert T.

AED 1,288 total

includes taxes & fees

3 Nov - 4 Nov

A blue house with a white porch, a welcome sign, and a mailbox.

18. 3BR West Point Retreat-3min to Back Gate+ King Bed

Highland Falls

Christine T.

AED 1,775 total

includes taxes & fees

27 Oct - 28 Oct

A deck with Adirondack chairs, a fire pit, and a grill.

19. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

Cornwall

Elisabeth

AED 1,601 total

includes taxes & fees

27 Oct - 28 Oct

A covered outdoor area with a barbecue grill and a hot tub.

20. Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

New Paltz

Shirley A.

AED 1,619 total

includes taxes & fees

3 Nov - 4 Nov

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Top Wappingers Falls Hotel Reviews

Studio 6 Extended Stay Fishkill Westage Center NY

10/10 Excellent

"I really liked Mike he was very welcoming and helpful."

Best Western Fishkill Inn & Suites

10/10 Excellent

"Loved this place-staff was friendly- property was immaculate-had a fire pit-gazebo & gas grills for barbecuing- an outside pool-very nice breakfast buffet & a staff that kept it replenished & clean-the room was clean had a sofa bed & king bed down stairs a kitchen & a bathroom& upstairs was a king bed & bathroom (it was an open room where u could look downstairs- definitely would stay there again."

The Heartwood

10/10 Excellent

"The staff at the hotel were so amazing and communicative. They were so nice and this was the weekend that I proposed to my now fiancée. Everything was wonderful, the room and bathroom was clean and very spacious and The Salt Line had great breakfast. The bartender was super kind! Absolutely no complaints about this hotel!"

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Wappingers Falls vacation homes

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

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