We Build More Than Just Pools
From your very first conversation with us, our focus is on you. We begin with a free, on-site consultation to get to know your property, your vision, and how you want to use your outdoor space. Whether your goal is relaxation, entertaining, family time, or all of the above, we work alongside you to bring that vision to life.


Family-Owned. Kentucky Proud.
Sleepy Hollow Pools is a family-owned and operated company based in Shelbyville, Kentucky, specializing in high-quality fiberglass in-ground pools, spas, and complete outdoor living spaces, delivering a finished product that reflects both durability and craftsmanship.
Founder Ryan Culp’s passion for hands-on work and the outdoors began early and ultimately shaped the foundation of the company. After earning an engineering degree from the University of Louisville’s Speed School, Ryan built extensive experience in project management, water resource systems, and problem-solving. But, after years of working on the road, he returned home to Kentucky to build something lasting.
What began as Sleepy Hollow Construction in 2015 has grown into a dedicated in-ground pool company known for craftsmanship, innovation, and customer care. Built from the ground up with hard work and integrity, Sleepy Hollow Pools continues to stand out in Kentucky’s pool construction industry.
Ryan, Lakin, & crew were wonderful in creating our backyard pool oasis and bringing our vision to life! Throughout the whole process, they were professional, thorough, knowledgeable, and excellent.Ashley C. from Shelbyville, KY
What We Believe
Our work is guided by a clear set of values that define everything we do.
- Quality: In craftsmanship, materials, and design
- Honesty: Transparent and upfront at every stage
- Integrity: Doing what we say, every time
- Dependability: Showing up and following through
- Communication: Keeping you informed from start to finish
- Customer Service: Treating your home and family with the same importance as our own
We know that a pool or spa is a significant investment, and you deserve a finished product that reflects that. We’re committed to delivering outdoor spaces that not only look exceptional but stand the test of time.
A Reputation Built on Trust

Sleepy Hollow Pools has earned a strong reputation across Kentucky by focusing on what matters most — listening to our clients and exceeding expectations. We measure our success not by how many pools we build, but by the satisfaction of every neighbor we serve.
From the skilled craftspeople on-site to the trusted contractors we partner with, every person involved in your project shares our standards for quality, professionalism, and respect. These are companies and people that we have developed working relationships with over years of service, so you can feel confident about who is working on your home.
Thoughtful Planning. Intentional Design.

Every successful project starts with listening.
We begin with an in-depth conversation to understand how you and your family will use your pool. Whether it’s a place for entertaining, relaxing, exercising, or spending time together, those details guide every design decision we make.
We consider:
- Your lifestyle and daily routines
- The layout and features of your property
- Safety needs for all ages and swimming abilities
- Your budget and investment goals
From there, we create a design that balances beauty, function, and long-term value, ensuring your pool fits seamlessly into your life.
Built With Precision and Care
Once your design is finalized, our team coordinates every phase of construction, from excavation to completion, with precision and attention to detail. With dedicated project coordination and experienced professionals at every step, your project stays organized, efficient, and aligned with your expectations.
Relationships That Last

We believe the relationship we build with you is just as important as the pool itself. From the first meeting to the first dip in the pool, and long after your pool is complete, you’ll be working with a team that values communication, respect, and accountability.
Because our reputation isn’t built on marketing. It’s built on the experiences of the families we’ve had the privilege to serve.
Let’s Build Your Backyard Daydream
If you’re ready to take the next step, we’d be honored to help.
Schedule your free consultation and let’s start designing a space that’s uniquely yours: built with care, backed by experience, and designed to be enjoyed for years to come.