Poughkeepsie cottages

We found 105 cottages — enter your dates for availability

Find spaces that suit your style

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to stay in a cottage rental in Poughkeepsie?
A number of factors will determine how much you pay for a cottage rental in Poughkeepsie, such as the size of the property and when and how long you're staying. All you need to do is enter your travel dates and preferences to find a cottage that fits your budget and style.
When is the best time to rent a cottage in Poughkeepsie?
Consider visiting Poughkeepsie in August, when average daily temperatures range between 15ºC (59ºF) and 28ºC (82ºF). This is the most popular time of year for guests to get a homey cottage rental in this destination, which is located in Dutchess County.
Where can I rent a Poughkeepsie holiday cottage with great views?
Make your Poughkeepsie getaway even more magical by booking a cottage rental with scenic vistas. Consider our incredible options that feature views of historic areas.
Does Poughkeepsie have any lakeside cottages?
Lovely views of shimmering water, the tranquility of nature and outdoor activities are just a few of the things you can look forward to in one of Vrbo's lakeside cottage rentals. Try our handy "Location" filter and click on "Lake" to see if there are any cosy stays in Poughkeepsie by the water.
What are the top things to do in Poughkeepsie?
Plan a few excursions from your cottage rental, making sure you stop by SplashDown Beach, Vanderbilt Mansion National Historic Site and Walkway Over the Hudson State Historic Park. These well-known Poughkeepsie sights are family friendly, so the whole crew can have a great time together.
Why should I book my holiday cottage with Vrbo?
Vrbo provides customer support from the moment you book until the end of your trip, so every aspect of your holiday is hassle-free. Plus we think our cottage rentals are something pretty special — think amenity-packed stays ideal for families and delightfully rustic options that are perfect for a romantic interlude. You can also take advantage of flexible cancellation policies and other benefits like deposit and payment protection. And when you join our One Key™ rewards programme, you'll be able to collect OneKeyCash™* on eligible bookings on Vrbo. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.