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
Flat in Beacon
4.97 out of 5 average rating, 577 reviews

Luxe Loft 4 on Main St- Views! Steam Shower! W/D

Welcome to Luxe Studio #4 right on Main Street in Beacon. This is your home base for exploring the beautiful Hudson Valley! Walk to Dia Museum, train, restaurants, shops, galleries, hiking-all at your doorstep! Relaxing, meticulously clean space designed for comfort and indulgence with everything you could need- unforgettable steam shower, full kitchen, washer & dryer. Queen bed with luxe hotel-quality linens. 50” Toshiba 4K Fire TV, hardwood flooring, spacious bathroom with window &toiletries

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, 106 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.

Top guest favourite
Flat in Holmes
5 out of 5 average rating, 100 reviews

Top Side

Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

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 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

Top guest favourite
Flat in New Paltz
4.96 out of 5 average rating, 412 reviews

Modena Mad House

Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in

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, 136 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, 430 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, 243 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
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.

Top guest favourite
The spacious studio features exposed brick walls and modern finishes. A large, comfortable bed is positioned on a wooden frame. Natural light enters through two windows, illuminating a cozy seating area with a yellow chair. A stylish kitchen area is visible in the background.
Flat in Hyde Park
4.94 out of 5 average rating, 150 reviews

Historic Hyde Park Studio | Minutes from FDR & CIA

This spacious and recently renovated studio was once a room inside Hyde Park's very first hotel. Built in 1780, the 'Park Hotel' became a popular destination for politicians, socialites, and travelers from around the world visiting the beautiful Hudson Valley. Within walking distance to the Hudson River, the Vanderbilt Estate, and other local attractions, you'll find yourself conveniently located near everything that makes this historical town such a wonderful place to visit.

Popular amenities for Poughkeepsie apartment rentals

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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 £30 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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