
Holiday houses in Wappingers Falls
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Top-rated holiday rentals in Wappingers Falls
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Wappingers Falls
Top Guest favourite

Private room in Beacon
4.87 out of 5 average rating, 239 reviewsBrett's Room In Beacon 1794 Home Walk 2 Train
FeliciaRating, 5 stars2 weeks ago
Things that do NOT come across in the pictures is how wonderfully comfortable the beds are, how charming the house is and how lovely everyone I've met there has been, on this and other stays.

Home in Wappingers Falls
Robin's Nest Lookout: Airy Retreat w/ Scenic Pool
DeannaRating, 5 stars2 weeks ago
My family & I stayed here for 5 nights in May/June 2025. We came for a funeral, to visit with family & friends & to spend one day in NY City. Our bunch of eight consisted of ages 16-77. There was plenty of room to spread out between the fully finished basement, main floor and upstairs bedrooms. There were two full bathrooms upstairs & one ½ bath on the main floor. The beds were comfortable; the oversized sectionals were super cozy. The kitchen was fully stocked & had extra things available like Ziploc bags of different sizes. I always forget to buy those for leftovers when we buy groceries. The house sits high up on a hill, has a nice view & is in a quiet neighborhood. We enjoyed our morning walks in the hood. It was a bit chilly during our stay, so we could not make use of the deck and pool, but it looked inviting. The main living room was a great place for us to come together and play games or watch TV. I don’t have any complaints. I highly recommend Robins Nest! Thank you
Guest favourite

Cabin in Fishkill
4.96 out of 5 average rating, 106 reviewsSecluded Hilltop Cabin near Beacon & Cold Spring
AvrahamRating, 5 stars2 weeks ago
The cabin was exactly as listed and MORE! The nature and privacy you have will make you feel as though you've been transported to a different universe. Paul was an excellent host, providing clear instructions and recommendations, as well as proactively checking in to make sure the stay was going well! 10/10 recommend!!

Farm stay in Marlboro Township
5 out of 5 average rating, 3 reviewsGallery On The Pond
DanaRating, 5 stars1 month ago
Shula's home on the pond is a gem of a sanctuary. Peaceful and quaint outside the city life. She hosted a lovely place to stay and I would definitely return and recommend to others. This place is the perfect homestead to unwind and enjoy nature as I sat outside watching birds , rabbits, geese and beavers each morning over coffee. Thanks so much for my relaxing weekend.
Guest favourite

Guesthouse in Wappingers Falls
5 out of 5 average rating, 5 reviewsSpacious Studio Apartment
VeronicaRating, 5 stars2 months ago
It was a nice place very cozy. I felt just at home definitely recommend this place. Thank you again I loved it!!
Guest favourite

Apartment in Fishkill
4.77 out of 5 average rating, 13 reviewsPrivate, spacious apartment
TahnyaRating, 5 stars1 week ago
⭐️⭐️⭐️⭐️⭐️ 5/5 – A Perfect Stay! I had an absolutely fantastic experience!! From the moment I arrived, everything was exactly as described. The place was spotless, beautifully decorated, and had all the amenities I needed. The location was ideal — close to great restaurants, local attractions, and in a safe, quiet neighborhood. It made getting around very convenient. Susan was incredibly responsive, helpful, and genuinely welcoming. She provided excellent local recommendations and made sure I had everything I needed for a comfortable stay. I would 100% stay here again and recommend it to anyone looking for a clean, cozy, and relaxing place to getaway. Thank you for a wonderful stay!
Guest favourite

Private room in Poughkeepsie
4.95 out of 5 average rating, 362 reviewsRestored 1889 Victorian, Queen Suite/Private Bath
CarolRating, 5 stars2 weeks ago
Kim greeted me for an early evening check in and walked me through the door key, lights, etc. Gave me a little history of her home and met 3 of her cats during my stay, very friendly and sweet. Kim made me feel right at home and was nice to chat with her when arrived and left. Very friendly and personable. She left me a nice tray with the makings for tea the next morning which was nice!
Top Guest favourite

Private room in Poughkeepsie
4.96 out of 5 average rating, 112 reviewsHudson Pond · Hideaway King Suite
FaniaRating, 5 starstoday
Loved every second of it! My cat and I went here for a time away from the city and was one of the best stays I’ve ever had. Breakfast was scrumptious, the room was even more beautiful in person, and the backyard was the highlight of the trip. Easy trip using the Metro-North, big thanks to Nicole for being flexible and lovely. Definitely will come back!
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- Hunter Mountain
- Fairfield Beach
- Rye Beach
- Mountain Creek Resort
- Rye Playland Beach
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- Rye Town Beach
- Ringwood State Park
- Jennings Beach
- Seaside Beach
- Taconic State Park
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Calf Pasture Beach
- Kent Falls State Park
- Rockland Lake State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Sherwood Island State Park
- Van Cortlandt Park Golf Course
- Glen Island Beach