Wappingers Falls Holiday Rentals

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Wappingers Falls holiday rentals

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

Chalet in Gardiner

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
2.0 star property
10.0 out of 10, Exceptional, (7 reviews)
"Great weekend getaway to reconnect with old friends!"
United States
Lisa D.
The price is HK$1,293
HK$2,252 total
includes taxes & fees
22 Jan - 23 Jan
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Terrace/patio
House on the Babbling Brook- Quiet 2BR + King Bed!

Holiday Home in Highland Falls

House on the Babbling Brook- Quiet 2BR + King Bed!
10.0 out of 10, Exceptional, (5 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is HK$585
HK$2,423 total
includes taxes & fees
12 Jan - 13 Jan
House on the Babbling Brook- Quiet 2BR + King Bed!
TV
Cozy 1-bedroom retreat minutes from West Point!

Apartment in Highland Falls

Cozy 1-bedroom retreat minutes from West Point!
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 HK$728
HK$1,469 total
includes taxes & fees
2 Feb - 3 Feb
Cozy 1-bedroom retreat minutes from West Point!
Fridge, oven, stovetop, coffee/tea maker
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Apartment in Highland Falls

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
9.8 out of 10, Exceptional, (15 reviews)
"Great Unit."
United States
Rudy R.
The price is HK$585
HK$2,010 total
includes taxes & fees
12 Jan - 13 Jan
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
3 bedrooms, desk, iron/ironing board, free WiFi
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Holiday Home in Highland Falls

Sleek Escape: Modern 3 BR- 4 Min from West Point !
10.0 out of 10, Exceptional, (3 reviews)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is HK$702
HK$3,077 total
includes taxes & fees
13 Jan - 14 Jan
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Interior
Dream getaway apartment in the foot of Gunks Ridge

Apartment in Wallkill

Dream getaway apartment in the foot of Gunks Ridge
9.6 out of 10, Exceptional, (24 reviews)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
United States
Harriet
The price is HK$526
HK$1,363 total
includes taxes & fees
10 Feb - 11 Feb
Dream getaway apartment in the foot of Gunks Ridge
3 bedrooms, desk, iron/ironing board, travel cot
Local Artist Inspired | Walk to WestPoint + King Bed

Apartment in Highland Falls

Local Artist Inspired | Walk to WestPoint + King Bed
9.2 out of 10, Wonderful, (10 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 HK$663
HK$2,990 total
includes taxes & fees
12 Jan - 13 Jan
Local Artist Inspired | Walk to WestPoint + King Bed
Exterior detail
Walk-to-Lake Cottage With Office for Quiet Days and Easy Work

Cottage in Putnam Valley

Walk-to-Lake Cottage With Office for Quiet Days and Easy Work
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is HK$1,351
HK$3,729 total
includes taxes & fees
12 Jan - 13 Jan
Walk-to-Lake Cottage With Office for Quiet Days and Easy Work
1 bedroom
Natural Getaway at Orchard Farm Lakeside Retreat

Apartment in Monroe

Natural Getaway at Orchard Farm Lakeside Retreat
2.0 star property
The price is HK$757
HK$1,851 total
includes taxes & fees
12 Jan - 13 Jan
Natural Getaway at Orchard Farm Lakeside Retreat
Property grounds
Mid-Century DJ’s Dream

Apartment in Staatsburg

Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (44 reviews)
"We had a great overnight stay at DJ’s Dream. Kevin was welcoming and we had the perfect quiet spot to refresh and regroup. Don’t miss the Roosevelt and Vanderbilt attractions in Hyde Park!"
United States
Jean B.
The price is HK$871
HK$1,532 total
includes taxes & fees
14 Jan - 15 Jan
Mid-Century DJ’s Dream
TV, fireplace
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Holiday Home in Carmel Hamlet

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
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 HK$1,298
HK$2,766 total
includes taxes & fees
12 Jan - 13 Jan
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Exterior
Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in Newburgh

Cabin in the heart of the Hudson Valley, Cabin 2
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 HK$1,006
HK$1,556 total
includes taxes & fees
12 Jan - 13 Jan
Cabin in the heart of the Hudson Valley, Cabin 2
Dining
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Apartment in Beacon

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
10.0 out of 10, Exceptional, (32 reviews)
"Great time and great place to stay "
United States
S S.
The price is HK$857
HK$1,867 total
includes taxes & fees
27 Jan - 28 Jan
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Property grounds
Hoppy Hill Farm House

Apartment in Dover Plains

Hoppy Hill Farm House
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 HK$779
HK$1,517 total
includes taxes & fees
12 Jan - 13 Jan
Hoppy Hill Farm House
Dining
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Holiday Home in New Fairfield

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
10.0 out of 10, Exceptional, (17 reviews)
"Great location and condition. Roome enough for everyone."
United States
Christopher H.
The price is HK$1,397
HK$3,719 total
includes taxes & fees
14 Jan - 15 Jan
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
1 bedroom, free WiFi, bed sheets
The Studio at the Inn at High Falls

Holiday Home in High Falls

The Studio at the Inn at 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 HK$877
HK$2,108 total
includes taxes & fees
12 Jan - 13 Jan
The Studio at the Inn at High Falls
Fridge, microwave, oven, stovetop
"Country outside the city " 3 bedrooms 2 full bathrooms

Holiday Home in Holmes

"Country outside the city " 3 bedrooms 2 full bathrooms
2.0 star property
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 HK$1,515
HK$4,421 total
includes taxes & fees
12 Jan - 13 Jan
"Country outside the city " 3 bedrooms 2 full bathrooms
Living area
The Hideaway

Apartment in Brewster

The Hideaway
10.0 out of 10, Exceptional, (6 reviews)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
United States
Rick C.
The price is HK$1,208
HK$2,467 total
includes taxes & fees
12 Jan - 13 Jan
The Hideaway
1 bedroom
Bright Studio Retreat w Deck Nature Views

Apartment in Monroe

Bright Studio Retreat w Deck Nature Views
2.0 star property
The price is HK$1,015
HK$2,405 total
includes taxes & fees
12 Jan - 13 Jan
Bright Studio Retreat w Deck Nature Views
Smart TV
Cozy Escape -Strong Wi-Fi -Prime Location

Holiday Home in Poughkeepsie

Cozy Escape -Strong Wi-Fi -Prime Location
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 HK$626
HK$2,367 total
includes taxes & fees
12 Jan - 13 Jan
Cozy Escape -Strong Wi-Fi -Prime Location
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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent
"Our stay was wonderful, and its always our go-to hotel when we are in the area and need a place to stay. The only comment was that the tub was super slippery without some type of bathmat in the bottom, as we almost had serious falls because of it. But that was the only thing, everything else was great. "
David 1-night trip
Posted 2 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Find out more about Wappingers Falls

Search for holiday rentals in Wappingers Falls on Expedia! You can easily find your home rentals, villas, holiday apartments in Wappingers Falls using one of the methods below:

  • View our selection of featured holiday rentals in Wappingers Falls
  • Use the map to find apartments and other holiday homes in the Wappingers Falls neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wappingers Falls while they last

Look no further and take a look at our great range of rental properties in Wappingers Falls!

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.