Dog Walking Sleepy Hollow

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

End
Search

Over 34
pet parents in Sleepy Hollow have booked dog walking

Sleepy Hollow, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Katelyn M.
Verified Enhanced Background Check
Katelyn M.
Star Sitter
from
$19
per walk
4.9 out of 5 stars
• 189 reviews
78 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…😂”

Profile image
Yaya V.
Sitter Profile Image: Jennifer C.
Verified Background Check
Jennifer C.
from
$25
per walk
5.0 out of 5 stars
• 45 reviews
18 repeat clients
6 years of experience
Sleepy Hollow, IL, 60118

“Jennifer was outstanding with my dog Penny! She gave her lots of love and care. I always looked forward to her updates with pictures after each walk! Five stars!”

Profile image
Loren N.
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.”

Profile image
Monica M.
Sitter Profile Image: Esabella L.
Verified Enhanced Background Check
Esabella L.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
18 years of experience
West Dundee, IL, 60118

About: I’ve had dogs in my life since I was born. My first dog was a 100 pound German Shepard mix, then we got a miniature border collie mix, then a hound, and now we have a one year old german shepard belgian malinois. I have helped train and take care of all of our family dogs and we take our dogs on at least 2 walks a day! I can take care of any type of dog and I will of course love every animal I take care of. I have no problem picking up poop on walks! I would love to help you take care of your Dogs! I am currently a college student at Judson University studying Architecture. I would be able to take care of your pet before 7:45am and I am available during lunch time. I am also volleyball player and practices are normally from 4-6 so I would be able to go over after that. MWF I have class from 1-5 so I wouldn’t be able to go in that time frame and my volleyball games are normally Tuesday and Thursday nights which I could go over after those. I have a fenced in yard at my house but I also have energetic dogs so I take them on walks every day twice a day. They both love to play fetch and obviously they love to go on their daily walks. I can do anything from just letting them out and throwing the ball for them to walking around the block or even a mile. I am flexible with what kind of service your pet may need!

Sitter Profile Image: Catarina S.
Verified Enhanced Background Check
Catarina S.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
• 31 reviews
11 repeat clients
3 years of experience
CARPENTERSVILLE, IL, 60110

“Very quick reply and perfect communication. My first time using this service and made me feel at ease. Will use her again in future. I highly recommend.”

Profile image
Edgar C.
Sitter Profile Image: Jessica T.
Verified Enhanced Background Check
Jessica T.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 66 reviews
22 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!”

Profile image
Ava N.
Sitter Profile Image: Litzy A.
Verified Enhanced Background Check
Litzy A.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Elgin, IL, 60120

“Litzy is the best! My pups absolutely love her!”

Profile image
Katelynn R.
Sitter Profile Image: Jacqueline & Uriel C.
Verified Enhanced Background Check
Jacqueline & Uriel C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 193 reviews
61 repeat clients
6 years of experience
Algonquin, IL, 60156

“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! 💗”

Profile image
Robin M.
Sitter Profile Image: Samantha C.
Verified Enhanced Background Check
Samantha C.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 17 reviews
5 repeat clients
4 years of experience
Algonquin, IL, 60156

“Amazing! She helped me feel very comfortable for my first time!”

Profile image
Emma O.
Sitter Profile Image: Marcus G.
Verified Enhanced Background Check
Marcus G.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
13 years of experience
Elgin, IL, 60120

About: As a firefighter, my entire career is built on safety, reliability, and handling high-stress situations with a calm, focused mind. I bring that exact same dedication to pet care. Whether your dog needs a high-energy workout, your cat prefers a quiet companion, or your pet requires strict medication schedules, you can rest easy knowing they are in highly capable hands. I have experience with our furry friends ranging from puppies with enough energy to power our houses to our senior dogs that need very specific special care instructions throughout the day. Whatever is needed to be provided throughout the day to your family, it will be delivered as if they were my own. Due to my firefighter shift schedule I typically have entire, unbroken days where I am 100% available to dedicate my time and energy to your furry family members. When not on shift there is nothing more I look forward to then spending time with animals. My profession requires a clean background, absolute integrity, and a high level of public trust. You can feel completely secure letting me into your home to care for your furry family members. I treat every member as if they were my own family, ensuring they get plenty of affection, exercise, and routine care no matter how meticulous. Being a professionally trained emergency responder any unexpected situation that arises you can have confidence will be handled in a calm and efficient manner.

Sitter Profile Image: Carla O.
Verified Enhanced Background Check
Carla O.
from
$25
per walk
10 years of experience
Dundee, IL, 60118

About: Owned a dog for 13 years and enjoyed every second of it to his final days. All ages deserve love and special care. Would love to provide this to all pets! Recently left a career to go back to school and finish my degree. I am very close and want to focus on this without the stress of a retail fast paced environment. I enjoy loving animals and find it to be stress relieving and rewarding! I have a 2 acre yard that I take my cats out to everyday and all dogs are welcome to! I also live down the street from a dog park with a nice walking trail.

Sitter Profile Image: Dorothy S.
Verified Enhanced Background Check
Dorothy S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 22 reviews
9 repeat clients
20 years of experience
Algonquin, IL, 60102

“Very responsive, and was super helpful on a short notice. Dorothy did a great job with my high energy staffy.”

Profile image
Dominique K.
Sitter Profile Image: Isabella S.
Verified Enhanced Background Check
Isabella S.
from
$18
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
19 years of experience
Elgin, IL, 60124

About: I am 19 years old and I like to go by Leslie. Growing up on a farm along with multiple giant dogs, I've learned my fair share of pet care. Learning to handle and bathe dogs from the smallest Toy Poodle all the way to the largest Great Dane from volunteering. Speaking of Danes; I share my home with two rescue Great Danes and a Sun Conure. I specialize in dogs and am a former volunteer at Anderson Animal Shelter and Anderson's Wildlife Rehabilitation Center. I can sit for your pets almost any day! I'm free most of the time, other than when I'm out meeting other pets. I provide a large yard for my dogs, a seperate room for my bird, frequent vet checkups, healthy diets, all day access to water and outdoors, moderated chewys and toys, and a personal dog cage for sleeping in at night. In a client's home, instructions and routines are taken very seriously, no matter how specific, to ensure that a pet is well taken care of at all times.

Sitter Profile Image: Magdalena G.
Verified Enhanced Background Check
Magdalena G.
from
$20
per walk
5.0 out of 5 stars
• 1 review
15 years of experience
Carpentersville, IL, 60110

About: My husband and I have had dogs our entire lives. We have fostered dogs in the past and our children and current dog both love friendly furry pets! I have very open availability- I am a stay at home mom and 2 of my kids are in school. So outside of drop off and pick ups I have open availability! I have a fenced yard and a friendly small dog to keep your pet company! We enjoy going on walks around the neighborhood and playing fetch in the backyard.

Sitter Profile Image: Nikitha R.
Verified Enhanced Background Check
Nikitha R.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
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: Jennifer T.
Verified Enhanced Background Check
Jennifer T.
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
2 repeat clients
30 years of experience
Lake in the Hills, IL, 60156

“Jennifer is absolutely wonderful, so attentive and thoughtful with our pup. She’s the perfect peace of mind to know our pup is happy, safe and having a great time. Her communication is superb and her kindness is unmatched. So grateful for her!”

Profile image
Kortney Geegan
Sitter Profile Image: Samantha V.
Verified Enhanced Background Check
Samantha V.
from
$16
per walk
5.0 out of 5 stars
• 15 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. Im currently working at a clinic in Carpentersville! 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 a gap year and fitting in Rover during my free weekends. 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: Jacqueline G.
Verified Enhanced Background Check
Jacqueline G.
from
$20
per walk
10 years of experience
Elgin, IL, 60123

About: I've taken care of both kitten and puppies to a senior dog. It's been a very rewarding opportunity to gain trust from my pets and the pets in my family. I'm patient, caring, and responsible. I work a full time job 9-6pm Monday through Friday. I'm available on weekends, I'll be able to care and walk for most of the day. Keep routine as much as possible, I know it will depend on the pet but my goal is to keep them calm and happy just like any other day.

Sitter Profile Image: Javier R.
Verified Enhanced Background Check
Javier R.
from
$20
per walk
20 years of experience
Elgin, IL, 60120

About: What sets me apart is my 20 years of hands-on experience caring for my own childhood dog who is now a senior dog, giving me a strong understanding of patience, compassion, and specialized care for aging pets. I have an open and flexible schedule, so I’m happy to work around your routine and what’s best for you and your pet. Will adjust accordingly. I’ll stick to your pet’s usual routine and follow your instructions carefully, so they feel comfortable and at ease while you’re away. My priority is always your pet.

Sitter Profile Image: Khurum A.
Verified Enhanced Background Check
Khurum A.
from
$20
per walk
4.9 out of 5 stars
• 57 reviews
24 repeat clients
3 years of experience
Hoffman Estates, IL, 60192

About: - Volunteered in various pet shelters for cat care such as PetSmart for litter, re-feeding, and playing - Have 3+ years personal experience with caring for cats as I'm currently a proud owner of 2 cats. - Currently working from home and with my pets the vast majority of the day. I'm available throughout the weekday and weekends anytime to take care of your cats as I have the capacity to care for your pets while handling my daily responsibilities. I live in a gated condo building where it's safe and comfortable for your pets. The Alexandria area is an excellent dog-walking city to ensure your pet has adequate amounts of exercise and bathroom breaks. *NOTE* I do have two cats within my household; I prefer to have pets that are comfortable with other pets in the house.

1 / 1
View more

The median cost per walk for dog walking in Sleepy Hollow is $20

Dog parents share their Rover experiences - Sleepy Hollow

1 / 1
5.0 out of 5 stars

Cat is our go to sitter my boys are very happy to see her and she loves seeing them. Genuinely caring,helpful and great communication with us during her care.

Profile image
Nidia T.
Dog Walking
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. 🐶💕

Profile image
Robin M.
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!

Profile image
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!

Profile image
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.

Profile image
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!

Profile image
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!

Profile image
Ava N.
Dog Walking
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for dog walking - Sleepy Hollow

Select a filter and find qualifying sitters offering dog walking.

Sitters in Sleepy Hollow average 4
repeat dog walking clients

FAQs for Dog Walking - Sleepy Hollow

Frequently asked questions about Rover

The average cost for Dog Walking in Sleepy Hollow on Rover is $18.87 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of September 2026, there are 6,716 sitters on Rover offering Dog Walking across Sleepy Hollow. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Sleepy Hollow. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Sleepy Hollow.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in Sleepy Hollow. On Rover:

  • 92% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge