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

Home in Fishkill
5 out of 5 average rating, 10 reviewsIce Pond Cottage
TylerRating, 5 stars2 weeks ago
Loved our stay in Fishkill! Linda's place was spacious and clean. The location was great and we were close to everything we needed including stores, restaurants, and entertainment. Having a basketball court on site at the end of the drive was a plus. You do have to get used to the drive up to the house since there's a drop off on the left side with no fence, but after a couple times it was easy. Definitely recommend Linda's place if you're staying in Fishkill!
Guest favourite

Apartment in Marlboro Township
4.82 out of 5 average rating, 73 reviewsSpectacular Log Home Estate North Wing Apt
NatashaRating, 5 stars2 weeks ago
Quick to respond to any questions. Beautiful, safe property.
Top Guest favourite

Apartment in Fishkill
4.98 out of 5 average rating, 50 reviews1 Bedroom Apartment on Main St.
ChrisRating, 5 stars2 weeks ago
A charming place that had everything I needed! The bed was comfortable, the place was clean, and the host was hospitable. And I always appreciate coffee and tea options, with half and half in the refrigerator! I would stay here again.
Guest favourite

Cabin in Fishkill
4.96 out of 5 average rating, 106 reviewsSecluded Hilltop Cabin near Beacon & Cold Spring
AvrahamRating, 5 stars1 week 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!
Top Guest favourite

Private room in Beacon
4.88 out of 5 average rating, 368 reviewsCalli's Room in Beacon 1794 Home Walk 2 Train
SebastianRating, 5 stars3 days ago
Awesome! Patricia and Steve are lovely hosts and made me feel home from the first moment. They gave me fantastic advices for exploring the surrounding and the house is wonderful and better than in the ad. The former rooms of their children are beautiful and have a lot of options as AC. The bathrooms are very clean. You can walk to many restaurants in the near or cook something in the kitchen of the host, the nature around is awesome and I had the most beautiful sunsets of my roadtrip across the northeast of the US. And one evening I sat on the porch, two deers were in the garden. Everything was perfect and I hope to come back one day. Thank you so much!
Quick stats about holiday rentals in Wappinger
Total rentals
80 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool
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- Rentals with a fireplace Wappinger
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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