Poughkeepsie cottage rentals
We found 107 cottage rentals — enter your dates for availability
Explore Poughkeepsie cottage rentals

Wappinger Cottage - Scandinavian retreat on a creek
Sleeps 6 · 3 bedrooms · 2 bathrooms

Scenic Hudson Valley Getaway • Farms & Vineyards
Sleeps 4 · 2 bedrooms · 1 bathroom

The Secret Cottage-A Stylish Retreat in Prime Location!
Sleeps 2 · 1 bedroom · 1 bathroom

Mountain View escape
Sleeps 3 · 1 bedroom · 1 bathroom

Reset and Relax in Luxury Cottage
Sleeps 4 · 1 bedroom · 1 bathroom

Relaxing Catskill Mountain Cottage.
Sleeps 4 · 2 bedrooms · 1 bathroom
Find spaces that suit your style
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- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore 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 and 28ºC. 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 Stayz'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 Stayz?
When you opt for a Stayz cottage rental, the only people you have to share your living space with are whoever you bring with you. It will only be you, your nearest and dearest and the whole place to yourselves. Our flexible cancellation policies also mean you can book your cottage with peace of mind if you have to change your plans.
