Bounce House Rentals In Middlebury

Middlebury is home to Lake Quassapaug and plenty of roomy backyards. We bring the bounce right to your party.

Bounce House Rentals in Middlebury

Middlebury is a quiet, family-friendly town best known for Quassy and Lake Quassapaug. Most homes here sit on generous lots, so combos with slides and obstacle courses are popular choices.

We also set up for Middlebury schools, churches, camps and community fundraisers.

Middlebury Party Tips

Lake homes: Near Lake Quassapaug, set up on level ground away from the shoreline wind.
Trees: Pick a spot with open sky above it.
Long driveways: Let us know if the truck can’t get close to the yard.
Power: Tell us the distance to an outlet or ask about a generator.

Serving Middlebury and Nearby Towns

Along with Middlebury, our crews regularly deliver to Southbury, Waterbury, Naugatuck, Oxford and Woodbury. You can find every town we cover on our Service Areas page.

Book Your Middlebury Bounce House

Call or text 860-750-9317 or book online with your date and address.

Kaylene Blackhat

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!

Michelle Riccio

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.

Nick P

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.

James Sciortino

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.

Nikki Lucibello

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.

Damien M

Quality tables and chairs!

Alexandra Reymundo

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!

Lesley Fratto

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!