Dutchess County rentals with pool

We found 269 rentals with pool — enter your dates for availability

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Frequently asked questions

Are there any holiday rentals with a pool in Dutchess County?
Pick from 269 holiday rentals with a pool around Dutchess County. Take your loved ones on a getaway to Beacon or check out other well-known cities like Rhinebeck and Red Hook. Whatever your destination and whether you want to swim or just lounge poolside, Stayz has your perfect stay.
How much does it cost to stay in a holiday rental with a pool in Dutchess County?
Lap pool or plunge pool, one bedroom or six, busy or quiet season — what you'll pay for your stay in Dutchess County is influenced by all sorts of factors. But the one thing that stays the same? Our holiday rentals with a pool are something special. To find a getaway that matches your budget, narrow your search results by price. You can also use our "Discounts" filter to find properties with discounts for longer stays.
When is the best time to book a holiday rental with a pool in Dutchess County?
July is when most of our guests stay in a holiday rental with a pool in Dutchess County. Spend your getaway enjoying the buzz of this destination and chilling by the water at your holiday rental. Demand is greater during this month, so plan in advance to get the best availability.
What holiday rentals with a pool in Dutchess County have nice views?
If you want to make your trip to Dutchess County even more memorable, stay in one of Stayz's holiday rentals with a pool — and a wonderful view to boot. Once you've completed your initial search, use our filter tools to tailor your results by area and the vistas you want to gaze at.
Are there holiday rentals with a private pool in Dutchess County?
Select a holiday rental with a private pool in Dutchess County and go for a morning swim or late-night dip under the stars — or whenever the mood strikes! You'll be able to keep your kids entertained, and you won't have to worry about sharing with other guests. Use our "Private pool" filter to discover your perfect stay.
What are the top things to do in Dutchess County?
With so much to see and do in Dutchess County, you're guaranteed to have a great holiday. Not sure where to begin? Look up tourism websites or consider hiring a knowledgeable guide. After a day of exploring the sights, enjoy a swim or just kick back poolside with your family in one of our holiday home rentals.
Why should I book my holiday rental with a pool with Stayz?
We provide first-rate customer support from the minute you book until your trip is over, so every step of your holiday is enjoyable and hassle-free. It's all part of our Book with Confidence Guarantee, which also includes deposit and payment protection and flexible cancellation policies. Another terrific thing about us? You can use our filters to narrow your search by budget, location, amenities and more. Whether you want a pet-friendly space or a beachside getaway for the family, we've got holiday rentals with a pool that meet your exact needs and style.