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.”

“Katelyn did a fantastic job. She did a great job with my dog, Morgan, and went the extra mile to make sure she had water in her bowl before leaving. Our dog has a hard time going to the bathroom with new people, but she went both with Katelyn. 5 stars and will book her again :)”


“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.”

“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!”

“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: 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 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.

About: I’ve grown up taking care of both cats and dogs, including small and large breeds. I currently have a chocolate lab who I walk, feed, and play with every day. I also have experience caring for senior dogs and cats, and I understand the extra patience, attention, and care they may need. I love cats and am comfortable feeding them, changing litter, playing with them, and giving them lots of attention. I’m reliable, caring, and truly enjoy being around animals! I’m home from college until August 10th. I’m available all day on Mondays, Wednesdays, and Fridays from 8 AM–6 PM for dog walking, pet sitting, and drop-in visits for both cats and dogs! I’m also available on weekends and am flexible with timing. I’m happy to work around your pet’s normal routine to make sure they feel comfortable, cared for, and safe. I’m always mindful, respectful, and responsible when caring for pets in someone else’s home. I make sure to keep a clean and safe environment, follow instructions carefully, and handle everything with care. I understand how important trust is when someone is caring for your pets and home, and I’ll always do my best to make both you and your pets feel comfortable and secure.
“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.”
“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!”

“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.”

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!
“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!”

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
Read verified reviews and choose a dog walker who’s a great match for you and your dog
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
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.








