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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Top Guest favourite
A spacious living area features a black leather sofa and an orange ottoman, complemented by a large potted palm. Bright light enters through the open door, enhancing the warm wood flooring and inviting atmosphere.
Apartment in Newburgh
4.84 out of 5 average rating, 193 reviews

Historic Stunner w/WasherDryer, Balcony, 2 bedroom

Our cozy historical 2 bedroom apartment with river views, two porches, and modern upgrades is just what you need for a delightful getaway or focused work-cation. We've preserved historical charms (hardwood floors, historical trim, retro fixtures) while adding in modern amenities (washer/dryer, dishwasher, stylish bathroom, new kitchen, electric car charger, etc!). Less than a mile from the Newburgh-Beacon Ferry launch, which connects you to Metro North Train. Note: Located on the second floor!

Top Guest favourite
The living area features a comfortable black leather couch positioned near a wooden coffee table. A large television is mounted on the wall opposite the seating. Light-colored walls and wood flooring create a spacious ambiance, with a door leading outside visible in the background.
Guest suite in Wappingers Falls
4.83 out of 5 average rating, 128 reviews

Private ground floor guest suite in Hudson Valley

Guest favorite/newly renovated/private, ground floor guest suite. Br/full bath/large LR w/big TV/frig/mw/coffee in centrally located area in the heart of Hudson Valley. Walk to Dutchess Rail Trail/Uber accessible/self ck in. Close to Poughkeepsie, Beacon, Vassar/Marist/DCC colleges, Walkway over Hudson, Culinary Institute, Vassar Hospital, Hyde Park, New Paltz, Rhinebeck. Couch only in LR would be ok for a child. Pets considered for $15/night fee w/inquiry prior. No full kitchen. Car suggested.

Guest favourite
A sliding glass door provides access to a private deck, where outdoor furniture is positioned on a patterned blue and white rug. A wall-mounted TV is visible on the opposite side, with a wooden console sitting below it. Natural light enhances the open space.
Guest suite in Newburgh
4.92 out of 5 average rating, 212 reviews

Hudson River Views-idyllic getaway 75 min. to NYC

*Newly reopened after 6 month lease!* Cozy suite with fireplace and private deck views of the majestic Hudson River nestled in a quiet safe residential well-maintained neighborhood away from the city of Newburgh close to the Newburgh-Beacon bridge and the prestigious Powelton Country Club. This suite has a full kitchenette and a separate living space with couch, smart TV, queen bed and table. Private deck accessible by sliding glass door where you can enjoy sunrises and soak in peaceful views.

Top Guest favourite
Apartment in Wappingers Falls
5 out of 5 average rating, 233 reviews

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

PLEASE READ ALL HOUSE RULES PRIOR TO INQUIRIES AND BOOKINGS! 1 night/longer stays can be accommodated upon request and calendar availability. “Home Is Where The Heart Is”. If you love tranquility and coziness combined with sophistication and traditional rural charm, this is the place for your stay (only 4 miles from Beacon). The ground floor apartment with a private entrance (located around the back in a private house) includes a living room, full kitchen, full bathroom and Queen bedroom

Top Guest favourite
A modern living area features a gray sofa adorned with patterned cushions. Two sleek black tables are positioned on a striped rug, with a small plant on one of the tables. Tall, dark curtains frame the window, allowing natural light to enter the space.
Condo in Poughkeepsie
4.97 out of 5 average rating, 352 reviews

Spacious and stylish entire one bedroom apartment.

Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Victorian townhouse on the 3rd floor. Entire rental unit, Parking is included for one vehicle. Located downtown. Walking distance to: Post Office, Courts, County Bldgs, Police Station, City Hall, Nesheiwat Convention Center (fka Civic Center), Poughkeepsie Grand Hotel, Walkway Over The Hudson, Bardavon Opera House, The Academy, train station, waterfront, bus depot, and more.

Top Guest favourite
Home in Wappingers Falls
4.94 out of 5 average rating, 266 reviews

Tranquil Tree-House on the beautiful Hudson River

Take it easy at this unique and tranquil getaway. I look forward to hosting you. Enjoy a private room with a queen size bed and a large screen smart tv. The full bathroom is located across the hallway. Enjoy a warm fire in the sitting area. There is a work area and a high table to enjoy some tea/coffee or wine with dinner while enjoying the view of the Hudson through the large windows and sliding door. We have added a separate kitchenette additional crockpot and induction cooktop.

Top Guest favourite
A cozy room with a small kitchenette and a dining area featuring a round table and two chairs. Natural light fills the space through a glass door, which leads to the side yard. A minimalist wall art piece adds a touch of character to the room.
Guest suite in Beacon
4.97 out of 5 average rating, 337 reviews

Hiker's nest

This is a cozy room with private forest views and all the basic amenities (small kitchenette). We are located next to the entrance of Mount Beacon park (the free Loop Bus from the station drops you on our corner), a three-minute walk to the trail entrance, and a 25 minute walk to the train station and Main Street. The room is attached to the main house, but you have your own entrance with code access. We live in the main house, so we are here to answer questions or help with your stay.

Guest favourite
A charming two-story house is featured with a light yellow facade and white trim. A welcoming front porch with a bench overlooks the neatly landscaped yard, filled with greenery and flower beds. The inviting entrance is flanked by large windows and decorative shutters.
Home in Newburgh
4.86 out of 5 average rating, 123 reviews

Lady Montgomery

Enjoy our trendy and comfortable home overlooking the Hudson river. Lady Montgomery is set in the perfect family-friendly neighborhood, walking distance to the bridge trail to Beacon and Newburgh waterfront. Perfect for friends and couples who want to explore all that the Hudson Valley has to offer. Enjoy shopping, farms,hiking or dining. Equipped with an outdoor patio, fireplace, fire pit and 2 bikes to help you explore. Everyone will enjoy their time in this comfortable artistic home!

Top Guest favourite
A spacious bedroom features a large queen bed with a contrasting striped blanket. Nightstands are positioned on either side, and a lamp provides soft lighting. Two windows with light-filtering curtains allow natural light to fill the room, complemented by a beige carpet.
Guest suite in Marlboro Township
4.96 out of 5 average rating, 509 reviews

Spacious & Private Hudson Valley Getaway

Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

Top Guest favourite
The studio features large windows with yellow curtains, allowing natural light to fill the space. A cozy seating area with a blue sofa and yellow cushions is displayed, alongside a sleek dining table. A spacious bed is framed against the wall, with modern artwork adding character.
Apartment in Beacon
4.96 out of 5 average rating, 683 reviews

Luxe Loft 2 on Main St. Views! Steam Shower! W/D

Luxe Studio # 2: Modern, clean & bright studio in the best location on Main Street Beacon! Everything at your doorstep: Restaurants, breweries,shopping, galleries, hiking. Walking distance to Metro North train & DIA Museum. Indulge in the unforgettable steam shower perfect after a day of hiking & sightseeing! Designed for your comfort and convenience. Coffee, tea & bottled water provided, full kitchen, luxurious bed & linens. Excellent location for exploring the Hudson Valley

Guest favourite
A cozy living space is illuminated by a warm table lamp on a simple wooden table, complemented by a small speaker. Natural light filters through two large windows dressed with airy curtains. A piece of art decorates the wall, adding character to the room.
Apartment in Stone Ridge
4.89 out of 5 average rating, 623 reviews

Cozy Apartment with Sauna in Historic Stone Ridge

First floor apartment in historic colonial house in the middle of Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original pieces of art. It has a fireplace stove and a wood fired sauna in the backyard. Full kitchen is equipped with everything guests need to prepare a great meal. It is perfect for all seasons. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

Top Guest favourite
A peaceful outdoor view showcases a well-maintained yard with lush green grass and various trees. A pathway made of stones leads to the entrance of the building, which features a covered porch under a metal roof. Sunlight filters through the surrounding foliage.
Guesthouse in Fishkill
4.91 out of 5 average rating, 118 reviews

Hudson Valley Studio in the Village of Fishkill NY

This spacious studio is in a quiet cul-de-sac and under a half mile walk from the Village of historic Fishkill, NY. Also, only a 10 minute drive to Beacon, NY! It is a private dwelling that includes a full kitchen, 1 new Queen bed, 1 new pull out bed, and a separate room for laundry. Plenty of drawers and closet place caters to up to 4 guests for whichever Hudson Valley activity you're in town for. Come enjoy the atmosphere of this Hudson Valley studio!

Popular amenities for Wappinger holiday rentals

When is the best time to visit Wappinger?

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Avg. price$293 NZD$251 NZD$248 NZD$250 NZD$251 NZD$260 NZD$296 NZD$284 NZD$260 NZD$328 NZD$318 NZD$269 NZD
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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 apartment rentals in Wappinger have air conditioning?

    Absolutely! We offer over 10 apartment 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 50 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 40 vacation rentals in Fishkill Plains, over 350 vacation rentals in New Hamburg, and over 30 vacation rentals in Wappingers Falls.

  • Do bed and breakfast rentals in Wappinger have wifi?

    Absolutely! We offer over 10 bed and breakfast rentals with wifi in Wappinger. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wappinger have a kitchen?

    Absolutely! We offer over 30 house 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 apartment rentals in Wappinger have free parking?

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

Quick stats about holiday rentals in Wappinger

  • Total holiday rentals

    Explore 90 holiday rentals in Wappinger

  • Nightly prices starting at

    Wappinger holiday rentals start at $67 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Wappinger holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Wappinger rentals

  • 4.8 Average rating

    Wappinger stays are highly rated by guests—averaging 4.8 out of 5!

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