Holiday houses in Wappingers Falls

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Top-rated holiday rentals in Wappingers Falls

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Guest favourite
The living and dining area features a cozy leather couch, a circular dining table with four chairs, and large windows allowing natural light. Decorative leaf prints adorn the walls. A coffee table sits in the center of the space, creating a welcoming atmosphere.
Apartment in Beacon
4.86 out of 5 average rating, 673 reviews

Newly Restored 2BR

This 2BR is an entire floor of an 1870 brick house, gut renovated in 2022 with Hudson Valley designer Simone Eisold. Property backs up to Beacon's famous Fishkill Creek and abandoned railway tracks (future rail trail). Take a nature walk on the tracks to Main St, the Roundhouse and the waterfall in ~10 min. The property has a separate patio & treetop hot tub with view of the creek and Mt Beacon for private additional rental (pending availability). Inquire for details. [Permit: 2024-0027-STR]

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
4.85 out of 5 average rating, 195 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 living area features a comfortable sectional sofa adorned with cushions and a low wooden coffee table. Natural light fills the space through two windows, while a floor lamp provides additional illumination. The interior is accented by warm, earthy tones and wooden flooring.
Apartment in Stone Ridge
4.91 out of 5 average rating, 569 reviews

Romantic Apartment in Historic Stone Ridge

Relax in this cozy apartment in our beautiful colonial house in the middle of historical Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original art. Full kitchen is equipped with everything you need to prepare a great meal. It is perfect for all seasons and located within walking distance to restaurants, coffee shops, yoga studios, groceries. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

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.

Guest favourite
Guest suite in Beacon
4.86 out of 5 average rating, 268 reviews

Urban Rustic Eco-Homestead

This rustic wood-filled place feels like a forest cottage—yet it’s located a short walking distance from hot spots on Main Street as well as local trailheads. Excellent for a weekend getaway, romantic interlude, or writing retreat. Go ahead and stay out late; then, stroll back to your cozy, private haven. Enjoy crickets & birdsong in season from your own porch. Fastidiously eco-focused & non-toxic, the apartment is situated on the lower floor of a bermed house. Steps from the Roundhouse, too!

Top Guest favourite
Home in Wappingers Falls
4.94 out of 5 average rating, 267 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, 338 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.

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, 510 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
A rustic bench is positioned along a wooden fence, offering a vantage point of rolling hills adorned with autumn foliage. The scene captures a bright, open sky dotted with fluffy clouds, enhancing the natural beauty of the surrounding landscape.
Apartment in Marlboro Township
4.98 out of 5 average rating, 425 reviews

Cliff Top at Turtle Rock

Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

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

Popular amenities for Wappingers Falls holiday rentals

Quick stats about holiday rentals in Wappingers Falls

  • Nightly prices starting at

    Wappingers Falls holiday rentals start at $142 AUD per night before taxes and fees

  • Verified guest reviews

    Over 250 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Wappingers Falls rentals

  • 4.8 Average rating

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