Vacation rentals in Wappinger

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Popular amenities for Wappinger vacation rentals

Other great vacation rentals in Wappinger

Top guest favorite
A view from a window showcases a winter landscape featuring a frozen pond and surrounding trees. Snow blankets the ground, and a blue sky peeks through the branches, offering a serene natural setting.
Home in Fishkill
5 out of 5 average rating, 11 reviews

Ice Pond Cottage

ChelseaRating, 5 stars1 week ago
Linda’s place was quiet and in a beautiful location. Plenty of space for one couple and two single ladies (having a futon was awesome). Everything was clean and Linda was super helpful. Would highly recommend. Great for a bethel trip.
Guest favorite
A contemporary log home is set against a backdrop of lush greenery, featuring multiple levels and a distinct roofline. The manicured lawn is accentuated by well-maintained shrubs and a flowering tree, creating a serene atmosphere. Ample outdoor space surrounds the home, enhancing its private appeal.
Apartment in Marlboro Township
4.82 out of 5 average rating, 73 reviews

Spectacular Log Home Estate North Wing Apt

NatashaRating, 5 stars2 weeks ago
Quick to respond to any questions. Beautiful, safe property.
Top guest favorite
A row of historic buildings is visible along a bustling street, featuring colorful façades and outdoor seating under awnings. Cars are parked along the curb, while a few umbrellas provide shade for patrons at outdoor tables. The sky is partly cloudy, enhancing the vibrant scene.
Apartment in Fishkill
4.98 out of 5 average rating, 50 reviews

1 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.
A bright and spacious kitchen features white cabinetry and a large island with a double sink. Stainless steel appliances are present, including a gas range and refrigerator. Natural light fills the area through multiple windows, enhancing the inviting atmosphere of the cooking space.
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
A gray heron stands gracefully on a rocky outcrop near the pond's edge, surrounded by lush greenery and autumn foliage. The still water reflects the heron and the surrounding landscape, contributing to the natural tranquility of the setting.
Farm stay in Marlboro Township
5 out of 5 average rating, 3 reviews

Gallery 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 favorite
An outdoor seating area is presented under a covered patio, featuring a patterned area rug. Comfortable wicker chairs surround a coffee table, and additional dining chairs are arranged by a table. The surrounding greenery adds a natural touch to the space.
Apartment in Fishkill
4.77 out of 5 average rating, 13 reviews

Private, 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 favorite
A historic two-story house with a light yellow façade is set on a spacious property. The porch features seating areas, and a pathway leads to the entrance. Nearby trees and shrubs add greenery to the surroundings, creating an inviting outdoor space.
Private room in Beacon
4.88 out of 5 average rating, 371 reviews

Calli's Room in Beacon 1794 Home Walk 2 Train

DawnRating, 5 stars3 days ago
This was my second time staying with Patricia and I love it! The house itself is beautiful. The walkability to restaurants, the waterfront and the train station is excellent. Patricia and Steve are so welcoming -- and it was really nice to have tea provided in the evening and a fresh brewed pot of coffee in the morning! I look forward to staying with them again!
Guest favorite
A stunning sunset paints the sky in vibrant shades of orange and pink, reflecting on a calm body of water. Dark silhouettes of trees and boats can be seen along the shore, creating a serene and picturesque view of the landscape.
Private room in Beacon
4.93 out of 5 average rating, 122 reviews

Private Room With Private Entrance

AndriaRating, 5 stars4 months ago
Lots of thoughtful touches, like slippers, earplugs (definitely use them as it can get a little noisy with the sounds of the water heater), snacks, and Brita. The place has everything we needed for a weekend visiting Beacon/Cold Springs. Dan was very attentive and accommodating. Also had amazing pics and passages from his travels around the world! thanks for accommodating us, Dan!

Quick stats about vacation rentals in Wappinger

  • Total rentals

    80 properties

  • Nightly prices starting at

    R540 ZAR 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

Frequently Asked Questions

  • Are there Wappinger vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Wappinger, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in house rentals in Wappinger?

    Experience the best of Wappinger with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Wappinger have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Wappinger. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Wappinger?

    Yes! Work meets play with ease at over 40 vacation rentals in Wappinger featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Wappinger?

    Make yourself at home in Wappinger by choosing from our most frequently booked neighborhoods. We have over 340 vacation rentals in New Hamburg, over 40 vacation rentals in Fishkill Plains, and over 280 vacation rentals in Chelsea.

  • Do house rentals in Wappinger have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Wappinger. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Wappinger have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Wappinger. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Wappinger?

    Wappinger has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly vacation rentals in Wappinger?

    Four-legged friends are welcome in Wappinger. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Do house rentals in Wappinger have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Wappinger. Enjoy a tailored experience with all the comforts you desire.

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