Poughkeepsie Vacation Rentals

Our Favorite Vacation Rentals in Poughkeepsie

  • New Listing! Historic Home In Downtown Charleston Home
     Country House
    Booking.com
    From
    $491
  • Secluded Country Getaway
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $156
  • Longsky House
     Home/Apartment
    Booking.com
    From
    $375
  • Charming Brick House -Hudson Valley
     3br Home/Apartment
    HolidayLettings
    From
    $401
  • Black Creek Bed and Breakfast
     4br Home/Apartment
    HolidayLettings
    From
    $1,225
  • Hudson Valley 40 Acres With Lake And Hiking
    Excellent4br Home/Apartment
    Flipkey
    From
    $727
  • Charming Country Log Home Retreat
     2br Home/Apartment
    HolidayLettings
    From
    $171
  • Dutchess County Guest House on Working Horse Farm!
     3br Home/Apartment
    HolidayLettings
    From
    $435

Check prices for these upcoming dates

Poughkeepsie Vacation Rentals with a Pool

  • Pentimento
    Excellent5br Home/Apartment
    Airbnb
    From
    $918
  • Bella Woods
    ExcellentHome/Apartment
    Airbnb
    From
    $202
  • Highland on Moose Hill /Walk to Dubois Farm
    ExcellentHome/Apartment
    Airbnb
    From
    $212
  • Nice house in Dutchess
     2br Home/Apartment
    Airbnb
    From
    $133

Poughkeepsie Vacation Rentals with Wi-Fi

  • The Poet: Guest House Apartment
    ExcellentHome/Apartment
    Airbnb
    From
    $178
  • College Hill House: Hudson Valley Haven
    Excellent2br Home/Apartment
    Airbnb
    From
    $209
  • Stylish, Mid-Century Designer Home
    Excellent2br Home/Apartment
    Airbnb
    From
    $390
  • Your home away from home
    ExcellentHome/Apartment
    Airbnb
    From
    $86

Poughkeepsie Pet-Friendly Vacation Rentals

  • Be in Nature at this Gorgeous Riverfront Cabin
    Excellent3br Home/Apartment
    Airbnb
    From
    $334
  • 3 Bedroom Home in Peaceful Serene Neighborhood
    Excellent3br Home/Apartment
    Airbnb
    From
    $154
  • Cozy Private Space In the Hudson Valley
    ExcellentHome/Apartment
    Airbnb
    From
    $99
  • Daisy Farm campsite
     Home/Apartment
    Airbnb
    From
    $51

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
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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
69°
8
63° 13°
4
62° -14°
3
76°
4
60° 16°
2
74° 22°
4
90° 38°
3
94° 46°
4
94° 51°
7
93° 55°
9
93° 44°
6
81° 28°
3
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in Poughkeepsie. The warmest months in Poughkeepsie are July and June, when temperatures reach 94 ˚F. The coolest month is December, when temperatures drop to -14 ˚F. The wettest month in Poughkeepsie is May with 8.52 inches of rain, while the driest month is October with 2.23 inches of rain.

What Expert Travelers Think

  • — Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options

    Sarah Pool
    Sarah PoolTammymum
  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
  • — I use and I recommend AllTheRooms because it is a complete platform. It helps to save a lot of time, it gives all the main information about price, location, and features. In a few steps, I can easily find the best place to stay according to my criteria.

    My Anasa
    My AnasaMy Anasa

Vacation Rentals in Poughkeepsie

Pick the perfect accommodation for your trip at AllTheRooms.com. We aggregate Airbnb, Priceline, Agoda and others. Poughkeepsie has 228 hotels, vacation rentals and other special places to stay, with prices to suit budget travelers, luxury travelers and everything in between. If you are trying to keep costs down, the cheapest place to stay in Poughkeepsie comes in at $17 per night. On average, an accommodation in Poughkeepsie will cost you $104 per night.

If you need an internet connection during your time in Poughkeepsie, then you can choose from over 113 accommodations that have WiFi internet. 34 of our accommodations include a breakfast in the price. Fitness addicts can get a workout in during their stay by choosing from 5 accommodations that have gyms. Driving to Poughkeepsie? Then choose one of the 107 places to stay that comes with a parking spot included. 9 hotels and vacation rentals have a a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in any of 17 accommodations that are designated as pet-friendly.

142 of the accommodations in Poughkeepsie have been reviewed and rated. 76% are rated great. You can instantly book any of 59 places to stay right now.

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