Wappingers Falls Holiday Rentals

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Our top choices for Wappingers Falls holiday rentals

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

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (16 reviews)
"Great Unit."
United States
Rudy R.
The price is NZ$432
includes taxes & fees
25 Jan - 26 Jan
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (24 reviews)
"Serg’s place was comfortable and clean! It was a perfect location for me and my friends to stay while rock climbing in the Gunks. We did not feel cramped or unsafe and the complementary tea was a hit! One thing to note is that both of the beds were low to the ground (below knee level) so if someone has knee or back problems, it might be difficult to stand up out of bed. "
United States
Mary S.
The price is NZ$272
includes taxes & fees
25 Jan - 26 Jan
Dream getaway apartment in the foot of Gunks Ridge

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

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is NZ$525
includes taxes & fees
25 Jan - 26 Jan
House on the Babbling Brook- Quiet 2BR + King Bed!

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (1 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is NZ$317
includes taxes & fees
4 Feb - 5 Feb
Cozy 1-bedroom retreat minutes from West Point!

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Gardiner
10.0 out of 10, Exceptional, (8 reviews)
"Great weekend getaway to reconnect with old friends!"
United States
Lisa D.
The price is NZ$348
includes taxes & fees
26 Jan - 27 Jan
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Hidden Lakefront Gem on a Gated Countryside Escape

Hidden Lakefront Gem on a Gated Countryside Escape
2.0 star property
Monroe
The price is NZ$381
includes taxes & fees
25 Jan - 26 Jan
Hidden Lakefront Gem on a Gated Countryside Escape

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (44 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
The price is NZ$327
includes taxes & fees
25 Jan - 26 Jan
Mid-Century DJ’s Dream

Studio Retreat | Near Woodbury Commons & Legoland

Studio Retreat | Near Woodbury Commons & Legoland
Monroe
The price is NZ$331
includes taxes & fees
25 Jan - 26 Jan
Studio Retreat | Near Woodbury Commons & Legoland

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (11 reviews)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is NZ$635
includes taxes & fees
27 Jan - 28 Jan
Local Artist Inspired | Walk to WestPoint + King Bed

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, (34 reviews)
"Just wasn't our cup of tea. Quiet location, close to attractions, and easy to find. "
United States
William K.
The price is NZ$451
includes taxes & fees
25 Jan - 26 Jan
The Studio at the Inn at High Falls

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.6 out of 10, Exceptional, (4 reviews)
"The cabin was perfect. Had everything we needed and clear directions. "
United States
Jocelyn L.
The price is NZ$323
includes taxes & fees
25 Jan - 26 Jan
Hoppy Hill Farm House

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
9.8 out of 10, Exceptional, (12 reviews)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is NZ$577
includes taxes & fees
25 Jan - 26 Jan
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Beacon
10.0 out of 10, Exceptional, (32 reviews)
"Great time and great place to stay "
United States
S S.
The price is NZ$408
includes taxes & fees
10 Feb - 11 Feb
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

King Bed Private Parking Fast Internet

King Bed Private Parking Fast Internet
Poughkeepsie
The price is NZ$457
includes taxes & fees
26 Jan - 27 Jan
King Bed Private Parking Fast Internet

Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in the heart of the Hudson Valley, Cabin 2
Newburgh
9.4 out of 10, Exceptional, (31 reviews)
"A very cute, convenient, and affordable stay with timely, friendly communication from the owner. Our dog loved it and we appreciated the ability to have a private place to stay."
United States
Sara B.
The price is NZ$336
includes taxes & fees
25 Jan - 26 Jan
Cabin in the heart of the Hudson Valley, Cabin 2

Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (6 reviews)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
The price is NZ$346
includes taxes & fees
1 Feb - 2 Feb
Hudson Valley Farm Getaway- West/Llama Lover Lane

Cozy Escape -Strong Wi-Fi -Prime Location

Cozy Escape -Strong Wi-Fi -Prime Location
Poughkeepsie
6.8 out of 10, (5 reviews)
"The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again."
United States
Andrea C.
The price is NZ$508
includes taxes & fees
26 Jan - 27 Jan
Cozy Escape -Strong Wi-Fi -Prime Location

"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 NZ$958
includes taxes & fees
26 Jan - 27 Jan
"Country outside the city " 3 bedrooms 2 full bathrooms

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is NZ$459
includes taxes & fees
2 Feb - 3 Feb
Charming 1-bedroom apartment in Carmel with WiFi, AC

Bright Studio Retreat w Deck Nature Views

Bright Studio Retreat w Deck Nature Views
2.0 star property
Monroe
The price is NZ$516
includes taxes & fees
26 Jan - 27 Jan
Bright Studio Retreat w Deck Nature Views
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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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$414 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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Wappingers Falls offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and an electric kettle, 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 6 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.