Poughkeepsie Vacation Rentals

Check prices for these upcoming dates

Poughkeepsie, New York Travel Guide

Are you searching for an exciting vacation location with a serene, beautiful environment, great history to learn from, and fun activities for the whole family? Search no more and visit Poughkeepsie, New York. This little city offers tourist and residents alike great spots to have fun and spend time with family like museums, landmarks, parks, sports centers, and so much more.

Things to Do in Poughkeepsie, New York

Nothing beats holding the hands of your loved ones and walking through the longest (and extremely narrow) pedestrian walkway in the world. The Walkway over the Hudson State Historic Park in Poughkeepsie is definitely an attraction that will blow your mind away. The attractive path was formerly a railroad bridge constructed over the wide Hudson River in the 1990s, however, it was later transformed and given a whole new purpose. Take awesome photos with friends and family on the bridge and enjoy the wonderful view.

Aside from great places and scintillating attractions, Poughkeepsie is also known to have invested well in the education sector with amazing colleges and schools. Take a trip to Vassar College which is just located along Raymond Avenue in Poughkeepsie. The beautiful college offers bachelor’s degrees in over 50 majors and it’s flexible in its curriculum. Created in 1861 by Matthew Vassar, the college boasts of great architectural and eye appealing design which will blow your mind away.

While still at Vassar College, take a detour to the popular Frances Lehman Loeb Art Center which is located inside the college. The colorful art gallery boasts of wonderful art paintings which are the selected works of Poughkeepsie’s homegrown artists. The staff are great at what they do. Funny enough, the art center also doubles up as a museum, and its exhibition always leaves visitors impressed.

Best Places to Stay in Poughkeepsie, New York

Looking for somewhere quiet, friendly, and not too plush? Then we recommend you visit AllTheRooms.com for lots of options. You will find great vacation rentals and homes that will definitely meet your taste.

Best Time to Visit Poughkeepsie, New York

Spring and early fall in Poughkeepsie are stunning seasons in Poughkeepsie. The trees are all green and the flowers are blooming with different colors. The weather conditions are also perfect for any kind of tourist activities. Notwithstanding, winter and summer come with their flaws. We would recommend you visit the city around mid-May to early November for an awesome experience.

Price and Availability in Poughkeepsie

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
The cheapest day to stay at a vacation rental in Poughkeepsie tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Poughkeepsie tend to be busiest on Saturdays, while it tends to be much quieter on Mondays.
The most expensive month to stay in a vacation rental in Poughkeepsie is in October, while the cheapest month is in March. The most popular time to book a vacation rental in Poughkeepsie is in the high season in July. Poughkeepsie has its low season in April, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Poughkeepsie

Rainy days
54° -3°
1
68°
3
73° 12°
3
85° 27°
5
93° 33°
3
90° 45°
2
97° 52°
1
99° 51°
1
90° 37°
5
75° 26°
3
77° 18°
3
61°
4
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Poughkeepsie. The warmest months in Poughkeepsie are May and June, when temperatures reach 99 ˚F. The coolest month is December, when temperatures drop to -3 ˚F. The wettest month in Poughkeepsie is September with 5.12 inches of rain, while the driest month is May with 1.08 inches of rain.

What Expert Travelers Think

  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide
  • — When I first opened up the AllTheRooms.com site, I was impressed right away... When I’m traveling, I don’t like to waste time searching multiple engines for accommodations, it gets overwhelming and frustrating fast. I want a unique, comfortable stay for the best deal

    Kaelin
    KaelinKindly Kae

Vacation Rentals in Poughkeepsie

Find the perfect rental for your vacation at AllTheRooms.com. We compare Airbnb, Priceline, Agoda and more. AllTheRooms has 211 rentals, hotels and other great places to stay during your time in Poughkeepsie, with everything from cheap hostels and homestays to luxury Airbnbs and hotels. When traveling on a budget, the cheapest place to stay in Poughkeepsie is available at $24 per night. The average price of a vacation rental is around $116 per night.

If you would like to stay connected during your trip, then you can choose from over 108 accommodations in Poughkeepsie that have WiFi. 33 of our accommodations include a breakfast in the price. Choose from 6 places to stay that provide gym facilities, so you won't miss a single workout. If you are driving to Poughkeepsie, you'll want to pick from 107 places to stay that provide parking. We track 10 hotels and vacation rentals that have a pool or jacuzzi.

AllTheRooms has 17 pet-friendly places to stay in Poughkeepsie, so if you're traveling with your cat or dog you won't have any trouble.

138 accommodations in Poughkeepsie have been reviewed; 74% are rated highly. 53 accommodations allow instant booking.

Destinations near Poughkeepsie

  • New York14,756 Properties
  • Brooklyn9,498 Properties
  • Niagara Falls4,147 Properties
  • Queens2,688 Properties
  • Montauk1,493 Properties
  • Lake Placid1,461 Properties
  • Ithaca1,445 Properties
  • Sag Harbor842 Properties
  • Rochester811 Properties
  • Amagansett793 Properties
  • Lake George Village769 Properties
  • Hampton Bays712 Properties
  • Springs700 Properties
  • Southampton699 Properties
  • Ellicottville682 Properties
  • Albany592 Properties
  • Hunter585 Properties
  • Hudson561 Properties
  • Village of East Hampton543 Properties
  • Saugerties542 Properties
  • Woodstock520 Properties
  • Cooperstown510 Properties
  • Windham504 Properties
  • Chautauqua476 Properties
  • Lake George462 Properties
  • Ocean Beach450 Properties
  • Canandaigua443 Properties
  • Geneva433 Properties
  • Bridgehampton419 Properties
  • Saranac Lake403 Properties
  • Penn Yan382 Properties
  • Beacon380 Properties
  • Kingston370 Properties
  • Hammondsport357 Properties
  • Wilmington352 Properties
  • Noyack349 Properties
  • Cherry Grove338 Properties
  • Watkins Glen337 Properties
  • Yonkers332 Properties
  • Staten Island331 Properties
  • Syracuse329 Properties
  • Watermill318 Properties
  • Buffalo306 Properties
  • Chestertown296 Properties
  • New Paltz294 Properties
  • East Quogue291 Properties
  • Alexandria Bay287 Properties
  • Greenport285 Properties
  • Southold274 Properties
  • Long Beach265 Properties
  • Queensbury265 Properties
  • Bolton Landing265 Properties
  • Warrensburg255 Properties
  • Wainscott246 Properties
  • Old Forge243 Properties
  • North Creek242 Properties
  • Cortland233 Properties
  • Shelter Island228 Properties
  • Binghamton227 Properties
  • Plattsburgh224 Properties
  • Auburn222 Properties
  • White Plains222 Properties
  • Catskill222 Properties
  • Rhinebeck220 Properties
  • Westhampton218 Properties
  • Westhampton Beach215 Properties
  • Skaneateles206 Properties
  • Trumansburg205 Properties
  • Pulaski198 Properties
  • Saratoga Springs195 Properties
  • Amherst183 Properties
  • Dundee171 Properties
  • Clayton165 Properties
  • Schroon Lake164 Properties
  • Quogue157 Properties
  • Newburgh141 Properties
  • Mount Vernon124 Properties
  • Fire Island119 Properties
  • Tupper Lake107 Properties
  • Diamond Point98 Properties
  • Fleischmanns91 Properties
  • Fishkill90 Properties
  • Millbrook67 Properties
  • Riverhead60 Properties
  • Ellenville59 Properties
  • Chatham56 Properties
  • City of Gloversville53 Properties
  • Port Jefferson40 Properties
  • Findley Lake38 Properties
  • Croton-on-Hudson38 Properties
  • Adirondack33 Properties
  • Sodus Point31 Properties
  • Washingtonville20 Properties
  • Star Lake11 Properties