Town of Wappinger Holiday Rentals

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Our top choices for Town of Wappinger holiday rentals

TV

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$729
HK$1,469 total
includes taxes & fees
18 Feb - 19 Feb
Cozy 1-bedroom retreat minutes from West Point!
Terrace/patio

Holiday Home in Highland Falls

House on the Babbling Brook- Quiet 2BR + King Bed!
10.0 out of 10, Exceptional, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is HK$608
HK$2,565 total
includes taxes & fees
27 Jan - 28 Jan
House on the Babbling Brook- Quiet 2BR + King Bed!
Fridge, oven, stovetop, coffee/tea maker

Apartment in Highland Falls

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
9.8 out of 10, Exceptional, (16 reviews)
"Great Unit."
United States
Rudy R.
The price is HK$585
HK$2,010 total
includes taxes & fees
25 Jan - 26 Jan
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Terrace/patio

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$750
HK$1,588 total
includes taxes & fees
29 Jan - 30 Jan
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Property grounds

Apartment in Staatsburg

Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (44 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
The price is HK$871
HK$1,533 total
includes taxes & fees
25 Jan - 26 Jan
Mid-Century DJ’s Dream
1 bedroom

Apartment in Monroe

Studio Lakeside Retreat Fast Wifi Great WFH
2.0 star property
The price is HK$719
HK$1,808 total
includes taxes & fees
25 Jan - 26 Jan
Studio Lakeside Retreat Fast Wifi Great WFH
3 bedrooms, desk, iron/ironing board, free WiFi

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$1,021
HK$3,451 total
includes taxes & fees
4 Feb - 5 Feb
Sleek Escape: Modern 3 BR- 4 Min from West Point !
3 bedrooms, desk, iron/ironing board, travel cot

Apartment in Highland Falls

Local Artist Inspired | Walk to WestPoint + King Bed
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 HK$717
HK$2,905 total
includes taxes & fees
25 Jan - 26 Jan
Local Artist Inspired | Walk to WestPoint + King Bed
Dining

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$904
HK$1,939 total
includes taxes & fees
10 Feb - 11 Feb
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Property grounds

Apartment in Hyde Park

Hudson Valley Farm Getaway- West/Llama Lover Lane
2.0 star property
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 HK$1,244
HK$1,623 total
includes taxes & fees
25 Jan - 26 Jan
Hudson Valley Farm Getaway- West/Llama Lover Lane
Private kitchen

Apartment in Carmel Hamlet

Charming 1-bedroom apartment in Carmel with WiFi, AC
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 HK$1,053
HK$2,172 total
includes taxes & fees
31 Jan - 1 Feb
Charming 1-bedroom apartment in Carmel with WiFi, AC
Exterior detail

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$1,460
HK$3,880 total
includes taxes & fees
23 Jan - 24 Jan
Walk-to-Lake Cottage With Office for Quiet Days and Easy Work
Smart TV, fireplace, books

Apartment in Kent

Mid Century Modern Studio w/ Full Kitchen - Newly Built
9.8 out of 10, Exceptional, (10 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is HK$1,520
HK$1,959 total
includes taxes & fees
26 Jan - 27 Jan
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Exterior detail

Holiday Home in Highland Falls

Fabulous 3bdrm Home w/parking!
9.0 out of 10, Wonderful, (4 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is HK$1,351
HK$2,552 total
includes taxes & fees
4 Feb - 5 Feb
Fabulous 3bdrm Home w/parking!
Interior

Apartment in Wallkill

Dream getaway apartment in the foot of Gunks Ridge
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 HK$424
HK$1,262 total
includes taxes & fees
25 Jan - 26 Jan
Dream getaway apartment in the foot of Gunks Ridge
1 bedroom

Apartment in Monroe

Bright Studio Retreat w Deck Nature Views
2.0 star property
The price is HK$1,044
HK$2,438 total
includes taxes & fees
26 Jan - 27 Jan
Bright Studio Retreat w Deck Nature Views
Interior

Holiday Home in Highland Falls

Lovely 3BR Home with parking-Walk to WP Gate!
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is HK$1,425
HK$2,716 total
includes taxes & fees
4 Feb - 5 Feb
Lovely 3BR Home with parking-Walk to WP Gate!
Fridge, microwave, oven, stovetop

Apartment in Highland Falls

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
10.0 out of 10, Exceptional, (5 reviews)
"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "
United States
Mark V.
The price is HK$1,220
HK$2,218 total
includes taxes & fees
3 Feb - 4 Feb
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
TV, fireplace

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$2,759 total
includes taxes & fees
25 Jan - 26 Jan
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Exterior detail

Apartment in Beacon

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
9.8 out of 10, Exceptional, (43 reviews)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is HK$858
HK$1,822 total
includes taxes & fees
25 Jan - 26 Jan
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
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 Town of Wappinger Hotel Reviews

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

10/10 Excellent
"All the staff we spoke to were kind and courteous. The food was also good. The breakfast buffet wasn't great. The bread/muffins did not smell or taste fresh but the food off the menu was delicious! Thank you!"
Lin 2-night trip
Posted 2 days ago
Hilton Garden Inn Fishkill