Chatham rentals with pool

We found 774 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 Chatham?
Take your pick of 774 holiday rentals with a pool in Chatham that offer all the privacy, space and amenities you need for a splashing great time. Look into houses in well-known neighbourhoods such as North Chatham, South Chatham and South Harwich.
How much does it cost to stay in a holiday rental with a pool in Chatham?
If you're hoping to save on your holiday rental with a pool, our filters are here to help. Once you've done your initial search, fine-tune your results based on your preferences, including location, total price and features and amenities. We've got accommodation in Chatham for all types of budgets and needs, so make the most of our filters to discover the perfect stay.
When is the best time to book a holiday rental with a pool in Chatham?
With temperatures ranging from around 10ºC to 12ºC, May is when most Stayz guests book their stay. Be sure to check out our holiday rentals with a pool in this corner of Cape Cod at other times too. You may find more options if you search outside of Chatham's peak months.
What holiday rentals with a pool in Chatham have nice views?
Wrap up your day of exploring and retreat to your holiday rental with a pool for a revitalising dip. The icing on the cake? Some of these stays in Chatham also boast superb views of historic areas.
Are there holiday rentals with a private pool in Chatham?
From belly-flop competitions with the kids to late-night swims under the stars, a holiday rental with a private pool offers ample possibilities for relaxation and fun. If you're headed to Chatham, use our "Private pool" filter to find stays that come with this exclusive amenity.
What are the top things to do in Chatham?
Get your Chatham getaway off to a terrific start by heading to popular sights like Nauset Lighthouse, Cape Cod Museum of Natural History and Nauset Beach. Stay in a Stayz holiday home rental with the family and then uncover the best of this destination together.
Why should I book my holiday rental with a pool with Stayz?
Stayz promises attentive customer support from the moment you book until your adventure is done, so every aspect of your holiday is enjoyable and stress-free. It's all part of our Book with Confidence Guarantee, which also includes deposit and payment protection and flexible cancellation policies. Another good thing about us? You can use our filters to fine-tune your search by amenities, price, location and more. Whether you want a pet-friendly space or a lakefront getaway for the family, we've got holiday rentals with a pool that match your exact needs and style.