Dog Walkers in Sleepy Hollow, IL
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Sleepy Hollow dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Fred has been an absolute blessing to our family. Moochy like him immediately and trusted him. She’s usually pretty skittish. Fred was always on time, willing to be flexible if needed, and was just really good with Moochy. I needed someone who was strong to walk mooch because she’s big and strong. Fred had no trouble with it. I had absolute faith in Fred’s ability to handle her. And when Mooch saw his car pull up, she was so happy. I have no trouble recommending Fred to be your dog walker.”

“Thank you for walking amber again. She is always so excited to walk with someone other than me and she loves it when you take her to the park. Hope you continue to enjoy Amber”

“Hayley was patient with Jillian as she’s gotten older and a bit stubborn on her walks. There was also medication this time and Hayley was great with making sure Jilly was taken care of. Loved all the photos.”

“Had the opportunity to have Jaime watch my dog overnight after using Jaime as a walker. I can tell you we couldn't be more pleased after having Ernie spend 3 nights at Jaime's house.”

About: I’ve worked at my local animal shelter for the past three summers as well as interning at a couple of vet clinics. I’m confident in reading animal cues and providing based on pets’ needs. I have a great passion for taking care of animals, especially those that you hold near and dear. I’m currently home for the summer and fitting in Rover during my free weekdays. I am flexible and will do everything I can to adjust to your preferred schedule! I prioritize your individual pets’ needs. Care will be completed in a timely manner, respectfully, and with utmost care towards your pet. Feel free to send instructions or details about your pet so I can best provide for them!

“Julia was wonderful with our dogs, and her communication was excellent throughout the entire process. She was incredibly patient, quickly bonded with them, and made us feel completely at ease while we were away. It was clear that she genuinely cared about our pets. We highly recommend Julia and would gladly have her care for our dogs again! Shannon”
“Grace was wonderful for our pet. I needed her for an out of town get away! Ariel loved her. Grace was very nice, attentive, and communicative relative to our dogs needs. Thank you Grace! I would highly recommend Grace for your pets needs!”

“We couldn’t be happier with Jennifer! She walks our 90 pound dog, Willow, who can be very skittish and isn’t always comfortable around other dogs. From the very beginning, she has been incredibly patient, calm, and understanding with Willow, taking the time to build trust at Willow’s pace. She always provides detailed updates after each walk, which gives us so much peace of mind. We love hearing how Willow did and any little wins along the way. It’s clear she genuinely cares and pays close attention to Willow’s needs and behavior. She’s also been very reliable, communicative, and flexible when needed. Knowing our large, sometimes nervous dog is in such capable and caring hands means everything to us. We highly recommend Jennifer to anyone looking for a trustworthy, compassionate, and professional dog walker, especially if your dog needs a little extra understanding like ours does.”
About: Had dogs when I was young, now my wife and I have two cats. I've also lived with birds, rabbits, and rats, via roommates over the years. I'm an independent developer looking to supplement my savings while working on a personal project. I can make my schedule work around yours and provide the care you need. I know how nerve-wracking it can be to leave your pets, and I know what a breath of relief a good sitter is. I'm attentive and careful.

About: I’ve been taking care of dogs for the last 7-8 years for my family, friends, and neighbors. They have trusted me with walking, feeding, and overall loving their furry friends! When my family first got our dog in 2020, I assisted in training him and learning how to take care of a puppy. I have also helped to take care of my roommates pet dog and cat in these last few months as well! During the summer of 2024, my dog suddenly went paralyzed and lost function of his back legs. We had to learn how to take care of him and walk him using unconventional ways, while teaching him how to learn to walk again, so I have experience with a dog who has been partially disabled (but he has regained his ability to walk and is doing great!!) I recently graduated from Miami University, Ohio with my masters degree in speech-language pathology. I just moved back to Illinois and am looking to do some dog walking and pet care/love this summer before starting a new job in the schools this upcoming August as a speech-language pathologist. I will adhere to any requests that the client has. I am willing to put them in their crates, give them treats, play with them in the yard, or go for a nice long walk with them. It really comes down to the clients preference and I will stick to their normal routine!!
“Jessica is professional and kind. My dog liked her upon meeting her. She is good with messaging promptly. She has followed my requests for how to go about interacting with my dog and locking up the house. 5 stars!”

“Jessica did an amazing job walking my pitbull! She was punctual, professional, and clearly experienced with handling dogs. My pup came back happy and well-exercised. She was also very communicative, giving me updates during the walk, which I really appreciated. I highly recommend Jessica to anyone looking for a reliable and caring dog walker. Will definitely be booking with her again!”

About: Hi there! I am so excited to finally be making my pet-sitting official with Rover. I am still new-ish to the area after having moved back in with my parents a little less than a year ago (originally from New Jersey, then moved to California for college and work). I have had the pleasure of taking care of my family dog (Winnie the Cavapoo) since we got her 9 years ago. Hanging out with her is one of my favorite things to do, and she truly makes each day better with every walk we go on and every cuddle we share. I've also gotten to dog-sit for some of my best friends and locals while I was in college, and it really helped me whenever I was missing my Winnie girl! My only hope is to provide you with peace of mind that your pup is in good hands with me! My schedule is pretty wide open and flexible! If there is a time/day on my schedule that looks unavailable, message me and I'll see if I can move things around to make it work (as I share a car with a family member). If you need me to come over and pet-sit at your home, I will respect all the rules you provide me with so you are comfortable with having me in your home while I watch your fur baby. Please let me know in advance to your booking if your pet is allowed on furniture, or in certain areas of your home, and what/where are absolute no-go's, so I can remember to keep them away from those areas. If you use a crate with them, please let me know how you use it with them - if they must be crated the entirety of time while indoors aside from meal and potty times, or if for certain periods of time. If you have a backyard that is fenced and secure, I am comfortable with letting them of their leash (if you permit it) so they have free reign to run around, but if it is not an enclosed space, I am not comfortable letting them off their leash, even if they are trained perfectly - just want to be safe and take all the precautions I can to make sure they are safe while with me!
“Nicole is awesome! She is very good with dogs. She bonded with our dog Milo for a week. Milo loves walking with her. I'm so glad we found her last minute. She was a great help. We would definitely recommend her.”

Sleepy Hollow dog parents share their Rover experiences
Fred has been an absolute blessing to our family. Moochy like him immediately and trusted him. She’s usually pretty skittish. Fred was always on time, willing to be flexible if needed, and was just really good with Moochy. I needed someone who was strong to walk mooch because she’s big and strong. Fred had no trouble with it. I had absolute faith in Fred’s ability to handle her. And when Mooch saw his car pull up, she was so happy. I have no trouble recommending Fred to be your dog walker.

How Rover works

1. Search
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2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
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The median cost per walk for dog walking in Sleepy Hollow is $20
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Sleepy Hollow average 4 repeat dog walking clients
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Sleepy Hollow on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 2,994 dog walkers in Sleepy Hollow. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 84% of Sleepy Hollow dog walkers respond in under an hour.
Dog walkers in Sleepy Hollow have an average of 16 years of experience. Dog walkers with repeat customers have an average of 4 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Sleepy Hollow.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 2,994 dog walkers in Sleepy Hollow on Rover, so you’re sure to find the perfect match for your dog! In Sleepy Hollow, 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.








