
Apartment holiday rentals in Poughkeepsie
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Top-rated apartment rentals in Poughkeepsie
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Amenia Main St Cozy Studio
Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

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.

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.

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.

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.

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.

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

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.

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!

3 Bdrm. Near Hudson Valley Colleges & Attractions
Built in 1910, this 3 bedroom apartment is located close to many Hudson Valley attractions - only 0.5 miles from the Poughkeepsie train station. Located within 2 miles of both Marist and Vassar Colleges, as well as a short drive from The Culinary Institute of America. Historic villages of Hyde Park and Rhinebeck are just a short drive along the river. As well as fast access to hiking and biking trails in local Shawangunk mountains, Mohonk Preserve, and Minnewaska State Park.
Popular amenities for Poughkeepsie apartment rentals
Weekly apartment rentals

Stylish Private Studio 1 block from Main St Beacon

Historic Strand House - Unit 2 Woolsey Suite

Arcady - Modern, 1br cottage

Dog Friendly Uptown Apt Near Stockade + Backyard

The RED Door Suite

Modern Copake Falls Getaway - 8 Mins to Catamount

Colonel Hasbrouck’s 1735 Stone House, Garden Level

Cozy Private Apartment In Beacon/Fishkill
Private apartment rentals

*The Ridge House*

Private Apt 2 Blocks to MainSt/Roundhouse/MtBeacon

Cozy private apartment in Rhinebeck Village

Catskill Village House - Mountain View Studio

Riverview Rowhouse, a vintage modern home

Beautiful loft space

Peaceful and Private Boutique Apartment *Pool*

1 Bedroom with Backyard & Front Porch, Central Air
Apartment rentals with a hot tub

Esopus Creekfront Getaway | Sauna & Kayak I HotTub

Foxglove Farm

Top Floor Appalachian

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Mt. Slope Great View 1 Bed Condo

The Hideaway

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

Dragonfly Den at The Fern Haven
When is the best time to visit Poughkeepsie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹10,775 | ₹10,865 | ₹11,493 | ₹10,775 | ₹12,122 | ₹12,302 | ₹12,302 | ₹12,122 | ₹12,930 | ₹12,751 | ₹10,326 | ₹10,326 |
| 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 40 holiday rentals in Poughkeepsie

Nightly prices starting at
Poughkeepsie holiday rentals start at ₹3,592 per night before taxes and fees

Verified guest reviews
Over 2,500 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

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
- Windham Mountain
- Hudson Highlands State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Brotherhood, America's Oldest Winery
- Ringwood State Park
- Campgaw Mountain Ski Area
- Zoom Flume
- Mount Peter Ski Area
- Wawayanda State Park
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- Hunter Mountain Resort
- Taconic State Park
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- Butternut Ski Area and Tubing Center
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