Pound Ridge rentals with pool

We found 106 rentals with pool — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

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

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday rentals with a pool in Pound Ridge?
Pick one of our 106 holiday rentals with a pool in Pound Ridge and get ready for a splashing good time. North Stamford, Town of North Castle and Cranbury are among this city's most popular areas.
How much does it cost to stay in a holiday rental with a pool in Pound Ridge?
It doesn't get better than a holiday rental with a pool, and it doesn't have to break the bank with Stayz. While a range of things will impact how much you'll pay for your escape in Pound Ridge, our filters will help you find the best deal, every time. Set your budget and use our "Discounts" filter to search for properties that offer savings for longer stays. With an enticing pool ready for you to dive into, you'll be tempted to stick around longer anyway!
When is the best time to book a holiday rental with a pool in Pound Ridge?
If you'd love to visit Pound Ridge at one of its busiest times, go in July. That's when average temperatures range from 20ºC to 28ºC, and when most guests secure their holiday rental with a pool in this destination. Of course, there are other great times to get away to this part of Westchester County, so do some research into which month or season best suits your plans.
What holiday rentals with a pool in Pound Ridge have nice views?
When searching for your holiday rental with a pool in Pound Ridge, take advantage of our "Location" filter. This lets you narrow down the types of areas you'd like to stay in, whether that's near nature or somewhere central. Lock in your favourite and remember to bring your swimwear.
Are there holiday rentals with a private pool in Pound Ridge?
Although there aren't any holiday rentals with a private pool in Pound Ridge, you will find options that have what you need to be comfortable. Choosing a Stayz property means you'll have more space, privacy and home comforts compared to a hotel. And with our clever filters, you can narrow your search by the amenities or features you're after, whether that's a barbecue or patio.
What are the top things to do in Pound Ridge?
There's always something fun to do with the crew when you stay at a holiday home rental with a pool in Pound Ridge. Head out and visit popular sights like Norwalk Maritime Aquarium, Chelsea Piers and Stamford Town Centre, then come back to kick back and relax by the water.
Why should I book my holiday rental with a pool with Stayz?
We promise excellent customer support from the minute you book until your adventure is done, so every aspect of your holiday is enjoyable and worry-free. It's all part of our Book with Confidence Guarantee, which also includes deposit and payment protection and flexible cancellation policies. Another great thing about us? You can use our filters to narrow your search by amenities, price, location and more. Whether you want a pet-friendly pad or a countryside getaway for the family, we've got holiday rentals with a pool that fit your exact needs and style.