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.

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Sitter Profile Image: Fred H.
Verified Enhanced Background Check
Fred H.
from
$20
per walk
5.0 out of 5 stars
3 reviews
3 repeat clients
30 years of experience
West dundee, IL, 60118

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.

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Monica M.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$17
per walk
5.0 out of 5 stars
16 reviews
4 repeat clients
8 years of experience
Elgin, IL, 60124

Very keen to work with client and scheduling . Excellent manner and understanding of dogs. Clear and enjoyable reports on visits. Great working with Amanda (and the dog loves her!)

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Lisa V.
Sitter Profile Image: Nikita R.
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Nikita R.
from
$20
per walk
5.0 out of 5 stars
55 reviews
4 repeat clients
10 years of experience
West Dundee, IL, 60118

Nikita is wonderful!

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Jamie B.
Sitter Profile Image: Catarina S.
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Catarina S.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
22 reviews
9 repeat clients
3 years of experience
CARPENTERSVILLE, IL, 60110

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

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Melissa F.
Sitter Profile Image: Hayley H.
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Hayley H.
from
$20
per walk
5.0 out of 5 stars
26 reviews
14 repeat clients
12 years of experience
West Dundee, IL, 60118

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.

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Grace F.
Sitter Profile Image: Audrey S.
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Audrey S.
from
$16
per walk
5.0 out of 5 stars
33 reviews
3 repeat clients
10 years of experience
West Dundee, IL, 60118

Thank you so very much for taking last minute booking. Your the best. I tried tl leave you 5.00 but app wouldn't let me leave more than 4.80 goofy

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Cindy H.
Sitter Profile Image: Katelyn M.
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Katelyn M.
from
$19
per walk
5.0 out of 5 stars
166 reviews
67 repeat clients
4 years of experience
Elgin, IL, 60123

Great walker! Would highly recommend! Very good communication and made sure my pup was safe throughout their walk despite him going bananas over a flying leaf…😂

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Yaya V.
Sitter Profile Image: Jaime B.
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Jaime B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
132 reviews
73 repeat clients
22 years of experience
algonquin, IL, 60102

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.

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John S.
Sitter Profile Image: Samantha V.
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Samantha V.
from
$15
per walk
5.0 out of 5 stars
14 reviews
2 repeat clients
4 years of experience
Lake in the Hills, IL, 60156

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!

Sitter Profile Image: Julia S.
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Julia S.
from
$14
per walk
5.0 out of 5 stars
3 reviews
18 years of experience
Lake in the Hills, IL, 60156

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

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Shannon S.
Sitter Profile Image: Grace G.
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Grace G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
53 reviews
10 repeat clients
10 years of experience
Gilberts, IL, 60136

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!

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Christine D.
Sitter Profile Image: Jennifer T.
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Jennifer T.
from
$25
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
30 years of experience
Lake in the Hills, IL, 60156

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.

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Jamie A.
Sitter Profile Image: Iryna A.
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Iryna A.
from
$25
per walk
5.0 out of 5 stars
26 reviews
11 repeat clients
18 years of experience
West Dundee, IL, 60118

Iryna was great and took amazing care of my golden retriever Maci! She communicated every day to tell me how Maci was doing and sent tons of photos of their walks together!

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Samantha S.
Sitter Profile Image: Zachary J.
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Zachary J.
from
$15
per walk
5.0 out of 5 stars
2 reviews
2 years of experience
Near North Side, Elgin, IL, 60123

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.

Sitter Profile Image: Caleigh G.
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Caleigh G.
from
$18
per walk
7 years of experience
Carpentersville, IL, 60110

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!!

Sitter Profile Image: Jessica T.
Verified Enhanced Background Check
Jessica T.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
57 reviews
19 repeat clients
8 years of experience
Carpentersville, IL, 60110

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!

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Ava N.
Sitter Profile Image: Jessica & Luis A.
Verified Enhanced Background Check
Jessica & Luis A.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
43 reviews
16 repeat clients
18 years of experience
Elgin, IL, 60120

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!

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Javier N.
Sitter Profile Image: Nikitha R.
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Nikitha R.
from
$20
per walk
1 repeat client
9 years of experience
West Park, Algonquin, IL, 60102

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!

Sitter Profile Image: nicole r.
Verified Background Check
nicole r.
from
$25
per walk
5.0 out of 5 stars
10 reviews
5 repeat clients
West Dundee, IL, 60118

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.

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Keera G.
Sitter Profile Image: Jenna F.
Verified Enhanced Background Check
Jenna F.
from
$20
per walk
5.0 out of 5 stars
6 reviews
10 years of experience
Algonquin, IL, 60102

Jenna was prompt, and friendly. Our mini Schnauzer liked her. I would recommend Jenna and would use her walking service again

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David K.
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Sleepy Hollow dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Jacqueline and Uriel are great, highly recommend. They always take good care of my dachshund Ladybug and are very communicative. Lots of pics and video updates. Ladybug loves them. 🐶💕

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Robin M.
Dog Walking
5.0 out of 5 stars

Catrina is great at controlling our high energy 19 mth bordoodle. We appreciate her more and more everytime.

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Melissa F.
Dog Walking
5.0 out of 5 stars

Karlie has been a wonderful sitter for us. She is responsive, shows so much love and patience to our Foxy girl, and is so accommodating!

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Katie K.
Dog Walking
5.0 out of 5 stars

Amanda is the best! She is always on time, super easy going and flexible, responsive, and kind! She has made having a puppy so easy while we are at work. She has not only been great for us, but our puppy absolutely adores her. Thank you as always Amanda!

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Sarah G.
Dog Walking
5.0 out of 5 stars

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.

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Monica M.
Dog Walking
5.0 out of 5 stars

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!

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Sarah G.
Dog Walking
5.0 out of 5 stars

Jessica has walked my dog numerous times and has done a great job! My dog likes her and she is easy to work with!

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Ava N.
Dog Walking
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 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.

If you’re searching for a Sleepy Hollow dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

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.