Apartment holiday rentals in Poughkeepsie

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Top-rated apartment rentals in Poughkeepsie

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Guest favourite
A bright living area features a comfortable brown couch and a light-colored armchair. A dark coffee table sits in front, complemented by a colorful area rug. The open layout connects to a kitchen, visible through the doorway, while overhead lights provide ample illumination.
Flat in Poughkeepsie
4.97 out of 5 average rating, 144 reviews

2BR|1 KING 1 Queen Bed|Balcony|Parking|Strong Wifi

Kick back and relax in this calm, stylish space. Enjoy this second floor oasis with two balconies, 125 cable tv channels and Roku tv, one king, one queen plush bed & full size couch bed. The kitchen comes fully equipped to cook any culinary meal. You're sure sto enjoy the ambiance as well as the location of this sun-filled retreat. Prime location will have you close to local eateries, breweries, and the Walkway Over the Hudson! Quiet dogs under 15 lbs are welcome but can’t be left unattended.

Top guest favourite
A well-maintained exterior view showcases a single-story house with a gray siding. A small patio area features a wooden picnic table surrounded by flower beds and a stone pathway. Lush greenery frames the space, while a clear blue sky fills the backdrop.
Flat in Verbank
4.96 out of 5 average rating, 168 reviews

Large, private apartment in scenic Hudson Valley

We are located right in the middle of the Dutchess County so access to all points is convenient. Many attractions are: historical Hyde Park, Walkway Over The Hudson, Culinary Institute, Vassar & Marist colleges, wineries, breweries, the quaint towns of Millbrook & Rhinebeck, Dutchess County Fairgrounds, and The Links At Unionvale golf course and banquet hall. Great for couples, adventurers and business travelers who love activity but appreciate a comfortable quiet place at the end of the day.

Top guest favourite
A comfortable living area features a fireplace and a mounted TV. Large windows are adorned with light curtains, allowing natural light to filter in. A cozy armchair, small side table, and a round coffee table enhance the inviting atmosphere. Decorative wall art adds a touch of character.
Flat in Poughkeepsie
4.98 out of 5 average rating, 105 reviews

Charming Getaway in Historic Poughkeepsie

Escape to the Hudson Valley for a getaway on a tree-lined street in Poughkeepsie's Union Street Historic District. Recently renovated apartment is clean and comfortable. Minutes to the downtown waterfront, Metro North train station, Walkway over the Hudson, the Convention Center, Bardavon theater, coffee, restaurants and breweries, and a short drive to Marist College, Vassar College, Locust Grove, Roosevelt Mansion, the Dutchess Rail Trail, and many more historic Hudson Valley trails and sites.

Superhost
A modern kitchen area is visible, featuring a large white countertop with a stainless steel sink and faucet. Open shelves display various decorative items against a neutral wall. A staircase leads to the upper level, while a comfortable seating area can be seen in the background.
Flat in Poughkeepsie
4.88 out of 5 average rating, 139 reviews

The Loft At Lincoln

Come and enjoy your stay at this beautifully updated two bedroom loft style apartment just one block from Vassar Hospital. This spacious apartment offers a fully loaded kitchen, dining space, and open living room. In addition, each bedroom offers a TV for private enjoyment. There is also an additional dedicated work space with desk. Located walking distance from the Metro-North Station, shopping, waterfront dining, and the Hudson River. Just a short 5 minute drive to Marist and Vassar College.

Top guest favourite
Flat in Wappingers Falls
5 out of 5 average rating, 236 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

Guest favourite
A modern living area features two navy blue sofas with yellow accent cushions, arranged around a square coffee table. A large flat-screen television is mounted on the wall, and an open kitchen with wooden cabinetry can be seen in the background.
Flat in Poughkeepsie
4.94 out of 5 average rating, 103 reviews

3rd Floor- Lovely, spacious, modern 1-bedroom apt.

Located downtown. Walking distance to: Post Office, Courts, County Office bldgs, Police Station, City Hall, Nesheiwat Convention Center (fka Civic Center), Double Tree by Hilton, Walkway Over The Hudson, Bardavon Opera House, train station, waterfront, bus depot, restaurants, wineries, churches 5 - 15 min. drive - to all hospitals, colleges, grocery stores, Malls, Vanderbilt Mansion, Roosevelt Mansion 2 train stops from City of Beacon 30 Min. Drive: Historic Rhinebeck, City of Beacon

Guest favourite
Flat in Poughkeepsie
4.92 out of 5 average rating, 191 reviews

Your Own Pied-a-Terre "WALKWAY OVER THE HUDSON" #1

NO LUGGAGE, NOR ANY TYPE OF SHIPMENT BEFORE GUEST'S ARRIVAL! The studio is apt. w/sleeping alcove, queen bed, full kitchenette, tiled bath & shower. Private 2nd fl. entrance; great light through two sets of French doors w/southern exposure and view of the back yard. Less than 10 minutes to DCC, Marist & Vassar Colleges, Vassar Bros. Medical Center, Walkway Over The Hudson, RR Station & Hudson River Park. FDR Home and CIA are 15 minutes away. We suggest that you have a car. You need a car.

Guest favourite
A spacious bed with a white striped blanket is centered in the room, accompanied by two patterned pillows. A yellow accent chair and a small side table with a lamp are visible in the background, contributing to a cozy, inviting atmosphere.
Flat in Poughkeepsie
4.94 out of 5 average rating, 134 reviews

Spacious Studio in Historic home, near Metro North

1st floor studio apartment in a private home. Located in the historic Mt Carmel/Little Italy section of Poughkeepsie. 5 minute walk to Metro North train station and entrance to the Walkway over the Hudson. Many restaurants, coffee/pastry shops within walking distance. There is off street parking and a lovely yard in back. Convenient to Marist College, Vassar College, the CIA, FDR home , Vanderbilt Mansion, Locust Grove, breweries, Rail trails and Wineries. NO third party booking allowed.

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.
Flat in Marlboro Township
4.97 out of 5 average rating, 429 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
Flat in Newburgh
4.89 out of 5 average rating, 242 reviews

Special Nest w Private Entrance River View Porches

Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

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.
Flat in Beacon
4.86 out of 5 average rating, 684 reviews

Newly Restored 2BR

Designer 2BR in historic 1870 brick building with shared backyard oasis (covered lounges, fire pit, creek views). Walk the scenic abandoned railway tracks alongside Fishkill Creek to Main Street and the Roundhouse waterfall in 10 min. Design by Hudson Valley fixture Simone Eisold and art by Guggenheim Fellowship winning photographer Amanda Means. Two dedicated parking spots. Ask about upgrading to the private patio with treetop hot tub & Mt. Beacon vistas! [Permit: 2024-0027-STR]

Guest favourite
Flat in Hyde Park
4.9 out of 5 average rating, 109 reviews

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1

Step into the serene rural charm of the Hudson Valley for a unique retreat at our llama and alpaca farm. Nestled along charming country roads, our farm offers an escape from city life and the noise of modern living. Stay in a cozy apartment overlooking a peaceful pasture, where the absence of noise pollution lets you fully embrace the sounds of nature. Whether seeking to reconnect with the outdoors or savor the tranquility, our farm promises an unforgettable countryside experience.

Popular amenities for Poughkeepsie apartment rentals

When is the best time to visit Poughkeepsie?

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Avg. price$155 SGD$156 SGD$165 SGD$155 SGD$174 SGD$177 SGD$177 SGD$174 SGD$186 SGD$182 SGD$194 SGD$176 SGD
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Quick stats about flat rentals in Poughkeepsie

  • Total holiday rentals

    Explore 30 holiday rentals in Poughkeepsie

  • Nightly prices starting at

    Poughkeepsie holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,620 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Poughkeepsie holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Poughkeepsie rentals

  • 4.6 Average rating

    Poughkeepsie stays receive an average rating of 4.6 out of 5 from guests

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