Photo by shawn boyle

Westerly rentals with pool

We found 97 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 Westerly?
Check out our 97 holiday rentals with a pool and start planning your trip to Westerly. Whether you're going to stay in Weekapaug, Watch Hill Historic District, Haversham or another in-demand area, you'll discover the ideal poolside property on Stayz.
How much does it cost to stay in a holiday rental with a pool in Westerly?
It doesn't get much better than a holiday rental with a pool, and it doesn't have to cost a bundle with Stayz. While a range of factors will impact how much you'll pay for your getaway in Westerly, our filters will help you find the best deal. Choose your budget and take advantage of our "Discounts" filter to search for properties that offer savings if you stay longer. With an enticing pool waiting 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 Westerly?
Our holiday rentals with a pool in Westerly experience the highest number of bookings in July. Expect average temperatures of between 20ºC and 26ºC if you're visiting this part of Rhode Island Coastal then. If availability is limited in July, consider your options in the months before and after.
What holiday rentals with a pool in Westerly have nice views?
If your ideal getaway involves poolside fun and picturesque vistas, you'll discover Westerly holiday rentals with a pool that deliver exactly that. Stay in one with beach views and dive into a blissful holiday experience.
Are there holiday rentals with a private pool in Westerly?
Pick a holiday rental with a private pool in Westerly and go for a morning swim or midnight dip — or whenever you please! You'll be able to keep the little ones easily amused, and you'll never have to worry about sharing with other guests. Use our "Private pool" filter to discover your perfect holiday rental.
What are the top things to do in Westerly?
It's no surprise why many families love Westerly, with top attractions like Mystic Seaport - The Museum of America and the Sea, Mystic Seaport and Mystic Aquarium and Institute for Exploration to explore. Uncover this destination's wonders together and then return to the cosy comforts of your holiday home rental.
Why should I book my holiday rental with a pool with Stayz?
Stayz promises excellent customer support from the minute you book until you're back home, 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 terrific thing about us? You can use our filters to fine-tune your search by budget, location, amenities and more. Whether you're looking for a pet-friendly pad or a beachside getaway for the family, we've got holiday rentals with a pool that fit your exact needs and style.