Poughkeepsie Vacation Rentals

See all 215 deals in Poughkeepsie

Our Favorite Vacation Rentals in Poughkeepsie

  • Secluded Country Getaway
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $156
  • 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
    $417
  • Private King Bed w/Bath in SHARED Charming House, good for business travelers
    ExcellentHome/Apartment
    HolidayLettings
    From
    $103
  • The Yellow Dutch Cottage
     3br Home/Apartment
    HolidayLettings
    From
    $515

Check prices for these upcoming dates

Poughkeepsie Vacation Rentals with a Pool

  • Nice quite clean good community safe
     Home/Apartment
    Airbnb
    From
    $102
  • Pentimento
     5br Home/Apartment
    Airbnb
    From
    $1,088
  • Bella Woods
    ExcellentHome/Apartment
    Airbnb
    From
    $191
  • Highland on Moose Hill /Walk to Dubois Farm
     Home/Apartment
    Airbnb
    From
    $141

Poughkeepsie Vacation Rentals with Wi-Fi

  • The Poet: Guest House Apartment
    ExcellentHome/Apartment
    Airbnb
    From
    $178
  • 26 cooper rd # 909 Poughkeepsie ny 12603
     Home/Apartment
    Airbnb
    From
    $82
  • Historic Victorian Home - Queen Suite/Private Bath
    ExcellentHome/Apartment
    Airbnb
    From
    $116
  • College Hill House: Hudson Valley Haven
    Excellent2br Home/Apartment
    Airbnb
    From
    $209

Poughkeepsie Pet-Friendly Vacation Rentals

  • Family Fun in the Hudson Valley near colleges 5/5
    ExcellentHome/Apartment
    Airbnb
    From
    $173
  • Tranquil Poughkeepsie Studio
     Home/Apartment
    Airbnb
    From
    $124
  • 3 Bedroom Home in Peaceful Serene Neighborhood
    Excellent3br Home/Apartment
    Airbnb
    From
    $297
  • Cozy Private Space In the Hudson Valley
    ExcellentHome/Apartment
    Airbnb
    From
    $99

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

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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
93 º44
6
81 º28
3
69 º6
8
63 º13
4
62 º-14
3
76 º7
4
60 º16
2
74 º22
4
90 º38
3
94 º46
4
94 º51
7
93 º55
9
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
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

  • — 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
  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker
  • — 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

Vacation Rentals in Poughkeepsie

At AllTheRooms.com we have accommodations from all of your favorite providers - Airbnb, Priceline, Agoda and others. Poughkeepsie has 215 hotels, vacation rentals and other special places to stay, with prices to suit budget travelers, extravagant travelers and everything in between. For those trying to save money, the lowest priced place to stay in Poughkeepsie comes in at $17 per night. On average, an accommodation in Poughkeepsie will cost you $104 per night.

Those looking to get some work finished during their trip to Poughkeepsie can pick from 105 places to stay that include WiFi. 32 places to stay include a morning meal. Fitness fanatics can get a workout in during their stay by choosing from 4 accommodations that have gym facilities. If you're planning on arriving in Poughkeepsie by car, be sure to choose from 100 accommodations that provide parking. We track 9 places to stay that have a pool or jacuzzi.

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

140 accommodations in Poughkeepsie have been reviewed; 75% are rated excellent or good. 56 accommodations allow instant booking.

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