Bounce House Rentals In Pawling NY

Bounce House Rentals in Pawling, NY — Stevie D Entertainment

Pawling is a scenic town of about 8,500 residents in southeastern Dutchess County, New York, nestled in the foothills of the Appalachian Trail where it crosses through the Hudson Valley. Known for its charming village center along Charles Colman Boulevard, the historic Pawling train station on the Metro-North Harlem Line, and stunning natural areas including the Pawling Nature Reserve and Great Swamp, this community has a distinctly rural, small-town feel. From our Danbury, CT base, Pawling is just 25 minutes northeast via Route 22 — practically next door.

Stevie D Entertainment delivers bounce house rentals to Pawling for birthday celebrations, school events at Pawling Elementary and Pawling High School, community gatherings at Lakeside Park and Murrow Memorial Park, church picnics, and the many backyard parties hosted on Pawling’s spacious properties along Quaker Hill Road, Route 22, and throughout the village. Our proximity means Pawling families get fast, reliable service with maximum flexibility.

Our Pawling rental selection includes classic bounce houses, combo units with slides and basketball hoops, large obstacle courses that shine on Pawling’s bigger rural lots, themed character bouncers, water slides for warm-weather events, and giant inflatable slides. We also offer toddler inflatables, interactive games, and concession rentals. Pawling’s generous yard sizes often mean families can go big with multiple units or our largest obstacle courses.

Pawling’s community events — including the Pawling Triathlon, seasonal festivals on the village green, and school carnivals — keep party season humming from spring through fall. Because we’re so close, Pawling often gets our best availability and we can frequently handle shorter-notice bookings. That said, booking two weeks ahead is always recommended for peak summer Saturdays. Delivery, setup, and pickup included on every rental.

Posted on Google Google
Kaylene Blackhat profile picture
Kaylene Blackhat
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
Had a great experience renting a Halloween bounce house. They delivered all the way to North NJ from Connecticut and were super easy to work with. Everyone I spoke with through phone or text was fantastic. Will definitely use them again!
Posted on Google Google
Michelle Riccio profile picture
Michelle Riccio
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
I got a bounce house for a small gathering the night before Halloween. Stevie D was amazing with last minute planning and delivery. My kids and I had a lot of fun.
Posted on Google Google
Nick P profile picture
Nick P
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
They were amazing. The service was fantastic. Great communication. Easy to book and the product was exactly like the description. I had ordered a Halloween blow up for a Halloween party and it was perfect. All the kids and adults enjoyed it. Will definitely be a returning customer.
Posted on Google Google
James Sciortino profile picture
James Sciortino
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
Great experience. Saw a Halloween bounce house on their website that I really wanted for the following week. Called them late on a Friday - someone at Stevie D picked up the phone and patiently walked me through the booking process. Their team communicated via text for both delivery and pickup so there were no surprises. The delivery / install tech was very accommodating, friendly, and punctual. They provide clear instructions for operating the inflatable on the day of event.
Posted on Google Google
Nikki Lucibello profile picture
Nikki Lucibello
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
Great experience! Communication was great! Delivery was on time! My child had an amazing 3rd birthday due to Stevie D Entertainment. Will absolutely use again and recommend to neighbors, family and friends.
Posted on Google Google
Damien M profile picture
Damien M
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
Quality tables and chairs!
Posted on Google Google
Alexandra Reymundo profile picture
Alexandra Reymundo
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
I HIGHLY recommend Stevie D Entertainment for your next event. We needed tables and chairs after a certain company decided to be unprofessional and not answer my requests. But Stevie D Entertainment saved our civil ceremony day. The chairs and table arrived the day before our event which allowed us to set up the decor in time for the following day. They are highly professional and communicative. Book with them if you’d like to host a wonderful event. Thank you to everyone on the Stevie D Entertainment team!
Posted on Google Google
Lesley Fratto profile picture
Lesley Fratto
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
Stevie D was an amazing addition to our event. The bounce house was amazing and full of kids the entire day. There were so many props for the Photo Booth and I loved the photos coming straight to my phone!

Party Rentals & Event Entertainment in pawling, ny

Frequently Asked Questions — Pawling, NY Bounce House Rentals

Do you deliver to Pawling?
Pawling is one of our closest towns — just 25 minutes from Danbury via Route 22. We serve all of Pawling including the village center, Quaker Hill, and the surrounding rural areas. Delivery, setup, and pickup are standard.

Can we rent for events at Lakeside Park?
Yes! We love setting up at Lakeside Park — it’s a beautiful spot for parties. Check with the Pawling Recreation Department about any permit needs for public park events, and we’ll handle the rest.

Do Pawling’s rural properties work well for big inflatables?
They’re ideal! Many Pawling properties have large, flat yard areas perfect for our biggest obstacle courses and multi-unit setups. More space means more fun — share your property layout when booking and we’ll recommend the best options.

Can you do same-week bookings for Pawling?
Because Pawling is so close to our base, we can often accommodate short-notice requests when our schedule allows. Give us a call and we’ll check availability — we love helping Pawling neighbors with last-minute party plans.