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.
About: I've taken care of dog and cats all my life. Animals are and have always been a big part of my life and, I enjoy spending time with them. I Owen a business in town and have some down time. I love animals and it's a perfect fit! I can do the mid day walks. I'm just interested in walking them . They will definitely be safe with me plus I'm in great shape I own a crossfit gym in town.
About: I started volunteering at my local animal shelter back in 2008 through around 2013. I always loved seeing all the animals find their forever homes! I became a cat mom of 2 in 2011. Scratch and Ziggy! They have both since passed over the rainbow bridge.. Two totally different personalities. But they both brought so much joy into my life and will forever miss them!! Skip to 2018 when we adopted a dog from the very animal shelter I used to volunteer at back in the day. His name is Puppy! :) I never thought I could connect with a dog so much in my life. He is now 7 years old and is the king of our household! And he sure knows it too!! I also worked at dog daycare for a short time in western NY before moving out of state in 2024. It truly was the best job! Seeing just how different every pup is from one another. Being able to play and cuddle for a job was the best experience! I have availability during the day between 8am-5pm Monday-Friday! If you need me for anytime after that just let me know and we can figure something out! Meet and greets with myself and your fur babe are ALWAYS necessary. Not all animals will get along with every human they meet. At the end of the day, your pet’s trust, security and happiness are what is most important.
“Iryna is awesome! She does such a great job and our puppies love her! She is trustworthy and quickly responsive. She is flexible and always on time. Totally recommend!”

“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.”
About: I’ve had pets all my life and have hands-on experience caring for dogs and cats of all ages and personalities, including puppies, senior pets, and anxious animals. While I’m new to professional pet sitting, I’m reliable, patient, and attentive, and I follow routines closely—feeding, walks, playtime, litter box care, and administering medications if needed. I treat every pet with love, respect, and care, making sure they feel safe and comfortable while their owners are away. I’m available for in-home overnight stays, drop-in visits, and dog walks. I can accommodate weekday and weekend bookings and am happy to work with your pet’s routine to ensure they stay comfortable, happy, and cared for while you’re away. Flexible scheduling and last-minute requests are welcome! Your pet’s safety and comfort are my top priorities. I treat every home with respect and follow all instructions carefully, including feeding schedules, medications, and walking routines. I maintain a clean, calm, and secure environment, and I’m attentive to your pet’s behavior and needs at all times. You can trust that I’ll provide loving, responsible care while keeping your furry friend happy and safe.
About: I am an IL Army Soldier who just got back from active duties. I love pets & love spending time with them! Fluent in Spanish & English . Experienced with senior dogs & puppies. I enjoy spending time with dogs&cats❤️🐾. I wanted to take this moment to remember my 3 best friends pauly, chuco, and delilah who passed away June 21st, 2025🕊️🐾 and January 2nd 2025.🐾 Once I come home from my active leave, i will be available and make time for ur pet as needed! I will make sure he/she is happy!❤️🐾 I provide a safe and comfortable environment for my pets! I make sure they have access to food, water and clean place to sleep. I also do provide a playtime for them. For clients I listen carefully to their rules and needs while also making sure their home is nice and clean

“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.”

“Absolutely love Katelyn. I am very protective of who I allow to walk my Zoey since she is known to be quite a puller and loves to bark. After the meet and greet I felt completely comfortable with Katelyn walking Zoey.”

“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!”

About: I have always been a dog person. I only have one dog, but I love him with my whole heart. I have been taking care of my neighbors golden retriever on and off for around 5 years now, whenever the owner is away for work. I can work with any size dog, and any breed. I only work part time right now, and for these next two weeks, I am not working at all! I work at a school, so I also get Christmas break off. I start school again in January, but I still will have a decently open schedule. Whatever the client needs, I will do! I am more looking to do drop ins, and walks, but I am more than willing to stay with the pup for a bit and play with them to take some of their energy out.
“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: Hey! I'm Jayda, an animal lover providing responsible and loving care. I specialize in puppy training and gentle senior care, ensuring every pet feels safe and cherished. Your furry friend's well-being is my top priority! Pet care fits seamlessly into my flexible daily and weekly routine. As a part-time worker and college student, my schedule allows me to dedicate ample time to your pet's needs. I can easily adjust my availability to accommodate walks, playtime, feeding, and any necessary care, ensuring your furry friend receives consistent attention and love, no matter what! I have a big yard with no fences but willing to walk animals in my neighborhood and my house is animal friendly. No one smokes or drinks as well it’s a clean house.
“Anna is a great dog walker! She always letting me know if there any issue with our dog. I also, love that she send pictures of our dog on his walk. I hope we continue working with her.”

“Arly was great! Prompt, communicative, thoughtful questions, and overall handled my ridiculous dog wonderfully. I’ll absolutely be reaching out again the next time I need a dog walker.”

About: I’ve cared for all kinds of pets—dogs, cats, and even a gecko—and have experience working at a petting zoo. I’m a proud pet parent to two dogs and two cats, so I know how important great care is. I’m comfortable giving medication, caring for senior pets, and supporting reactive pets, all while making sure every animal feels safe, happy, and loved. I’m currently in my last semester at ECC and I’m only taking a few classes, so I have plenty of free time during the week to help out! I have a fenced yard and two friendly dogs to keep your fur baby company. I can easily crate your dog if needed, but I’m willing to do whatever I can to keep you and your pet comfortable.
“I've booked Jacqueline and Uriel a few times now and they are always great. Super flexible, communicative, reliable, and my dachshund Ladybug LOVES them. Thank you! 💗”

About: Hello! If you are looking for someone who is honest, caring, energetic, and willing to spend as much time with your animal I would be happy to help out! I have grown up with dogs and cats since I was little. I rescued a German Shepherd last winter and he brings me nothing but joy and laughter! I had rescued a large German Shepherd a few years prior but he recently passed away. I take my dog on daily walks and would love to do that for your pet too! If you would just like me to stop by to play with your pet or let them out I would be happy to do that as well! If you have any questions please feel free to ask me! I currently work full time but I am always willing to spend my free time with your animal! I am available during the week before 11 am and free at anytime most weekends! I am willing to walk your dog a few times a day for at least 20 minutes or more! If you have a fenced yard, I will play with them in the backyard. I am knowledgeable of crate training, prong collars, etc.
Sleepy Hollow dog parents share their Rover experiences
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1. Search
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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?
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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 Jan 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 Jan 2026, there are 2,880 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, 85% of Sleepy Hollow dog walkers respond in under an hour.
Dog walkers in Sleepy Hollow have an average of 17 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 2,880 dog walkers in Sleepy Hollow on Rover, so you’re sure to find the perfect match for your dog! In Sleepy Hollow, 92% 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.




