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

Wappingers Falls Holiday Rentals

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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 holiday rentals

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 NZ$614
includes taxes & fees
3 Nov - 4 Nov
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A single-story house with a front porch, two blue chairs, a white chair, and a potted plant with pink flowers.

2. Cabin in the heart of the Hudson Valley, Cabin 3

Cabin in the heart of the Hudson Valley, Cabin 3
Newburgh
9.8 out of 10, Exceptional, (20 reviews)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
The price is NZ$500
includes taxes & fees
25 Oct - 26 Oct
Cabin in the heart of the Hudson Valley, Cabin 3
A compact living space with a kitchenette, a sofa, a bed, and a colorful rug.

3. Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in the Heart of the Hudson Valley, Cabin 1
Newburgh
10.0 out of 10, Exceptional, (36 reviews)
"Great place! Nicely decorated with attention to detail. My wife and I would stay again if we are back in the area."
United States
Tim G.
The price is NZ$504
includes taxes & fees
26 Oct - 27 Oct
Cabin in the Heart of the Hudson Valley, Cabin 1
A cozy living room with a sofa, a dining table, and a bed.

4. Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (75 reviews)
"Lovely cottage in a beautiful setting with everything you need to rest, relax, and enjoy this lovely part of New York state. Highly recommend!"
United States
Frances N.
The price is NZ$622
includes taxes & fees
28 Oct - 29 Oct
Cozy country efficiency in the Hudson Valley
A brick building with a sign reading 'Lobby' in front.

5. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.0 out of 10, Wonderful, (21 reviews)
"Great place to stay,"
United States
Anonymous traveller
The price is NZ$160
includes taxes & fees
3 Nov - 4 Nov
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
An aerial view of a lakeside property with a dock, a small building, and several outdoor seating areas.

6. Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean rooms, Diner down the block, family friendly, communication was prompt and clear"
United States
Joseph
The price is NZ$679
includes taxes & fees
6 Nov - 7 Nov
Rustic Cabin in Fishkill!
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

7. 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 NZ$981
includes taxes & fees
11 Nov - 12 Nov
Chestnut on Willow Lake
A living room with a fireplace, a painting, shelves with decorative items, and a television.

8. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (52 reviews)
"We enjoyed our stay, property was as described. It's convenient to many of the Hudson Valley small towns, including West Point."
United States
Mike W.
The price is NZ$500
includes taxes & fees
9 Nov - 10 Nov
Grant - A Tranquil One Bedroom Steps from River
A small blue house with two blue Adirondack chairs, a small table, and a potted plant.

9. Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in the heart of the Hudson Valley, Cabin 2
Newburgh
9.6 out of 10, Exceptional, (41 reviews)
"This was a great place to stay with our cats for a night on our way to Vermont."
United States
George J.
The price is NZ$404
includes taxes & fees
1 Nov - 2 Nov
Cabin in the heart of the Hudson Valley, Cabin 2
A small, two-story house with a red and gray exterior, a front porch with blue chairs, and a table.

10. Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (31 reviews)
"Everything was just as it was in our past stays. The place was clean, neat and organized very well. Communication with the host was very easy and almost immediate reply."
United States
Albert
The price is NZ$408
includes taxes & fees
27 Oct - 28 Oct
Cabin in the heart of the Hudson Valley, Cabin 4
A modern kitchen with a granite countertop, a built-in stove, and a dining area with a glass table and chairs.

11. 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 NZ$733
includes taxes & fees
25 Oct - 26 Oct
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
A lakeside seating area with Adirondack chairs arranged around a central fire pit.

12. Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is NZ$734
includes taxes & fees
11 Nov - 12 Nov
Red Cottage - Lakeside Property!
Bedroom

13. 2 Full Beds | Non-Smoking, Micfridge

2 Full Beds | Non-Smoking, Micfridge
Fishkill
10.0 out of 10, Exceptional, (2 reviews)
"Checked out local spots nearby, easy parking available."
United States
Anonymous traveller
The price is NZ$232
includes taxes & fees
1 Nov - 2 Nov
2 Full Beds | Non-Smoking, Micfridge
A brick building with a sign reading 'Lobby' in front.

14. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.0 out of 10, Wonderful, (22 reviews)
"great place tostay"
United States
Anonymous traveller
The price is NZ$176
includes taxes & fees
3 Nov - 4 Nov
2 Full Beds | Non-Smoking, Kitchen
A staircase with red carpeted steps, wooden handrails, and string lights.

15. 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 NZ$1,074
includes taxes & fees
8 Nov - 9 Nov
Large,Cozy,Bright Apartment, Business Themed.
A modern kitchen with grey cabinets, stainless steel appliances, a granite countertop, and a wooden floor.

16. 2-bedroom apartment in excellent Newburgh with AC and charm

2-bedroom apartment in excellent Newburgh with AC and charm
Newburgh
10.0 out of 10, Exceptional, (3 reviews)
"We have stayed here once before overnight while in the area for an event. It is close to where we needed to be and a great value for the price"
United States
Nick L.
The price is NZ$417
includes taxes & fees
11 Nov - 12 Nov
2-bedroom apartment in excellent Newburgh with AC and charm
A brick building with a sign reading 'Lobby' in front.

17. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
7.8 out of 10, Good, (26 reviews)
"The property was clean and pet friendly. However, the small extended stay room with a kitchen had no glasses or bowls or flat ware. You can't expect any additional accomodations beyond the room."
United States
Ray
The price is NZ$160
includes taxes & fees
3 Nov - 4 Nov
1 Queen Bed | Non-Smoking, Kitchen
A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

18. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.2 out of 10, Wonderful, (25 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is NZ$536
includes taxes & fees
25 Oct - 26 Oct
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

19. 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 NZ$486
includes taxes & fees
25 Oct - 26 Oct
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A porch with white railings and multiple chairs.

20. Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Highland
10.0 out of 10, Exceptional, (2 reviews)
"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"
United States
Rebecca D.
The price is NZ$733
includes taxes & fees
25 Oct - 26 Oct
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
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

Rocky River Inn

Rocky River Inn

10/10 Excellent
"I booked a junior suite and it was huge. It had a 70 inch TV with multiple paid apps that were free (Amazon, Paramount+, Netflix) and the bathroom was quite large with a very nice stall shower and jacuzzi tub. The toilet was a separate small room with a door you could close. Bed was comfortable but pillows were a bit too firm."
Lawrence 1-night trip
Posted 2 hours ago
Rocky River Inn

Find out more about Wappingers Falls

Everything you need to know about Wappingers Falls holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wappingers Falls holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wappingers Falls holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wappingers Falls holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wappingers Falls. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wappingers Falls holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wappingers Falls holiday rentals we have selected for you start as low as NZ$160 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wappingers Falls rentals

At Expedia, we put the best Wappingers Falls holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Wappingers Falls rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wappingers Falls holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wappingers Falls. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Wappingers Falls?

Yes, there are holiday rentals in Wappingers Falls close to Fun Central, or you can select a more secluded option if you're looking for a relaxing stay. Wappingers Falls is known for its waterfalls and shopping. Make sure you have time to check out the golf courses and restaurants during your trip.

What are some of the best holiday rentals that Wappingers Falls has to offer?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This holiday home rental outside of Wappingers Falls offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Wappingers Falls?

Choose from 5 Expedia holiday rentals in Wappingers Falls for a memorable holiday.

What’s there to see and do in Wappingers Falls?

Family-friendly attractions include Fun Central, whereas Bowdoin Park is a spot to enjoy the outdoors. Poughkeepsie Galleria and Dutchess Stadium are other places to visit while you're in town.

What’s a holiday rental in Wappingers Falls like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wappingers Falls. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for family trips.