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Our top choices for Town of Wappinger holiday rentals

Apartment, 2 Bedrooms, Balcony, Garden View | Exterior
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
2.0 star property
Poughkeepsie
10.0 out of 10, Exceptional, (5)
"My friends and I rented this property for a long girls weekend to attend an event in the area. We liked the historical aspect of the property and Gary was an excellent host. His banana bread was amazing! We would definitely stay again. "
United States
Sara
The price is ฿7,295
฿8,544 total
includes taxes & fees
23 Dec - 24 Dec
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
House | 7 bedrooms
West Point Villa - Jacuzzi Pool BBQ Games Pets

West Point Villa - Jacuzzi Pool BBQ Games Pets

West Point Villa - Jacuzzi Pool BBQ Games Pets
2.0 star property
Cornwall
The price is ฿11,136
฿13,581 total
includes taxes & fees
5 Jan - 6 Jan 2026
West Point Villa - Jacuzzi Pool BBQ Games Pets
Apartment, 1 Bedroom, Balcony, Garden View | Living area
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
2.0 star property
Poughkeepsie
8.6 out of 10, Excellent, (10)
"Parking was easy, but the apartment was quite dirty. The location was in a reasonable driving distance from lots of activities, but the area itself did not feel safe enough to walk around with a small child. "
United States
Elena
The price is ฿6,079
฿7,120 total
includes taxes & fees
23 Dec - 24 Dec
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
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

The Thayer Hotel at West Point

The Thayer Hotel at West Point

10/10 Excellent
"I recently stayed at this hotel and was thoroughly impressed. The rooms were spotless, comfortable, and well-designed, making for a relaxing stay. The staff went above and beyond to ensure every guest felt welcome, offering friendly and attentive service at every turn. The amenities, from the modern fitness center to the inviting pool area, added a touch of luxury to the experience. Its convenient location made exploring the local attractions effortless. Overall, this hotel truly provides a perfect blend of comfort, hospitality, and quality – I can’t wait to return."
Ronell 1-night trip
Posted 3 days ago
The Thayer Hotel at West Point

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Vacation Apartments in Town of Wappinger

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