
Apartment holiday rentals in Poughkeepsie
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Top-rated apartment rentals in Poughkeepsie
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Hoppy Hill Farm House
Enjoy the simple country life in this historic farmhouse. Watch the sun rise over the breathtaking mountain views from the front porch while sipping a cup of coffee/tea. For the more adventurous, there are lots of Appalachian Trail hiking opportunities, and nature preserves to enjoy. Plenty of quaint towns near-by: Kent, Millbrook, Amenia, Wassaic for great food, coffee shops, antiques, parks, breweries and vineries. Inside, you will feel right at home in this comfortable one bedroom apartment.

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.

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

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 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.

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

Cozy Hudson Valley Retreat | 1800s Farmhouse
Come relax at our lovingly restored historic 1873 Marlboro Farmhouse centrally located between Beacon, New Paltz, Kingston, and West Point; and close to many local farms, orchards, wineries, and fantastic hiking trails. The farmhouse is split into three separate and private units. This listing is for the spacious 1400sq. ft 2 BR/2.5 bath unit that occupies the private second floor. This is NOT a party house. The only guests allowed on the property are the ones listed on the reservation.

Garden apt with river views in downtown Kingston
Lovingly restored garden level apt in 1870's Victorian. Sweeping Hudson River views (with private patio) and just steps away from the entrance for the Kingston Point Rail Trail. Quick 1/2 mile walk to restaurants, shops and boats in Kingston's downtown historic West Strand. One mile walk to events at Hutton Brickyards. California king bed, Central A/C, washer-dryer. and full kitchen in unit! Designed by dog lovers (dogs 45 lbs and under are typically most comfortable due to size of space).

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.

Under the walkway near the train in Little Italy
Beautiful downtown apartment under the walkway over the Hudson. It sits on one of the nicest streets in a safe neighborhood within walking distance to the metro north train station (3 blocks), restaurants (across street from Farmers and Chefs), bars and bakeries. The walkway is also near by. Outdoor back patio and fire pit are exclusive for this listing. There is also a studio below that can be rented which will give you the entire building. Be mindful of the guests staying down stairs.a

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.

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!
Popular amenities for Poughkeepsie apartment rentals
Weekly apartment rentals

Expansive Views; Miles of River & Mountains

Stylish Hudson Getaway

Arcady - Modern, 1br cottage

Art Room at Old Stone Farmhouse

The Ivy on the Stone

Historic Strand House - Unit 3 Forst Suite

Above SpringRise

Hudson River Beach House
Private apartment rentals

Lovely 1 bedroom apt. with free parking in Rondout

Robin's Farm Air BB

Homey Haven:Inviting Airbnb Suite with kitchen

Cozy private apartment in Rhinebeck Village

Rhinebeck Village Apartment

Enthusiastic Spirits. Close to Parks W/Cliff Views

Riverview B&B 2 Miles to West Point

Newly renovated cutie
Apartment rentals with a hot tub

Foxglove Farm

Top Floor Mtn. Creek Waterpark, Hike, Pool HotTub

Swiss Spot

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Burnt Knob Mountain Escape

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

Dragonfly Den at The Fern Haven

Near Legoland | Woodbury Commons | Hot Tub & Pool
When is the best time to visit Poughkeepsie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $172 SGD | $156 SGD | $157 SGD | $153 SGD | $172 SGD | $175 SGD | $175 SGD | $172 SGD | $184 SGD | $180 SGD | $191 SGD | $174 SGD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
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 $51 SGD per night before taxes and fees

Verified guest reviews
Over 2,550 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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- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Windham Mountain
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Hunter Mountain Resort
- Mount Peter Ski Area
- Kent Falls State Park
- Taconic State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Bear Mountain State Park
- Campgaw Mountain Ski Area
- Wawayanda State Park
- Storm King Art Center
- Opus 40
- Walkway Over the Hudson State Historic Park





