Dog Walking Sleepy Hollow

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

End
Search

Over 30
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: 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: Nikita R.
Verified Background Check
Nikita R.
from
$20
per walk
5.0 out of 5 stars
56 reviews
4 repeat clients
10 years of experience
West Dundee, IL, 60118

Nikita was amazing and Lily loved her walks!

Profile image
Tracy S.
Sitter Profile Image: Catarina S.
Verified Enhanced Background Check
Catarina S.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
24 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

Profile image
Melissa F.
Sitter Profile Image: Audrey S.
Verified Enhanced Background Check
Audrey S.
from
$16
per walk
5.0 out of 5 stars
35 reviews
4 repeat clients
10 years of experience
West Dundee, IL, 60118

Thank you giving an amazing summer. She enjoys her walks with you so much. Hit us up with dates of your breaks you will be missed greatly. Have a great semster/year at school

Profile image
Cindy H.
Sitter Profile Image: Hayley H.
Verified Background Check
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.

Profile image
Grace F.
Sitter Profile Image: Caleigh G.
Verified Enhanced Background Check
Caleigh G.
from
$18
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
7 years of experience
Carpentersville, IL, 60110

Caleigh has gone above and beyond for Leche and I. Couldn’t recommend her enough!

Profile image
Alyssa H.
Sitter Profile Image: Katelyn M.
Verified Enhanced Background Check
Katelyn M.
from
$19
per walk
5.0 out of 5 stars
170 reviews
69 repeat clients
4 years of experience
Elgin, IL, 60123

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.

Profile image
Christy B.
Sitter Profile Image: Deja T.
Verified Enhanced Background Check
Deja T.
from
$20
per walk
5.0 out of 5 stars
6 reviews
5 years of experience
Carpentersville, IL, 60110

About: As a Mommy and animal enthusiast - I take immense pride and joy in my care for ALL babies! We tend to forget that It takes a village to raise ‘em right and I’d be honored to be the chosen addition to helping you raise yours. I currently work “on-call” meaning I have ample amount of free time to invest in to my relationship with your fur babies. Whilst I am a devoted stickler when it comes to scheduling, I also understand that life happens and flexibility is a necessity. I can't allow pets in my apartment because they have a no pet policy allowed but I'm more than able to house sit in the client's home.

Sitter Profile Image: Esther W.
Verified Enhanced Background Check
Esther W.
from
$20
per walk
1 year of experience
Carpentersville, IL, 60110

About: I have about one year of hands-on pet ownership experience and have been around animals my entire life. I’ve helped train and care for dogs, including Collies and Hounds, with experience in basic obedience, leash walking, crate training, and puppy training. I enjoy walking dogs and providing enrichment to support their physical and mental well-being. I also love bathing dogs too! I have experience with a range of dog personalities, including puppies, senior dogs, and those with special needs, such as medication schedules or mobility considerations. I’m adaptable, patient, and willing to adjust my care style to fit each dog’s individual needs. I try and build my routine that balances and fits my dog and me! This includes daily walks, 10 minute sessions of training, playtime, and decompression time. I also give snuggle and cuddle time, but only if the dog I work with initiates. I also love giving my dog a well balanced diet and hydration especially in this hot weather. I also believe that a dogs world is as big as we allow, and so I love bringing dogs to new adventures, like hiking or a day at the beach. I try to include these at least weekly or bi-weekly. I also love having doggie play dates, and have some minor experience with dogs meeting for the first time! I currently live in an apartment, so I only service for home visits and walking right now. I’m familiar with fenced or semi fenced yards and crating. I have my own dog that I love taking out for walks and training, so if you don’t have a yard that isn’t an issue! I work great when I’m giving instructions in writing or verbal that best helps your doggie!

Sitter Profile Image: Jaime B.
Verified Background Check
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.

Profile image
John S.
Sitter Profile Image: Grace G.
Verified Enhanced Background Check
Grace G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
55 reviews
11 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!

Profile image
Christine D.
Sitter Profile Image: Jenna F.
Verified Enhanced Background Check
Jenna F.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
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

Profile image
David K.
Sitter Profile Image: Jennifer T.
Verified Enhanced Background Check
Jennifer T.
from
$25
per walk
5.0 out of 5 stars
5 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: Priya M.
Verified Enhanced Background Check
Priya M.
from
$10
per walk
4 years of experience
Elgin, IL, 60123

About: I’ve always loved animals and pets and have been taking care of them my entire life. I’ve had a few jobs where I was a doggy day care specialist and have worked as one for 3 years. I have a good sense of how dogs act when anxious nervous or even excited. My job included staying over night with dogs along with walking them and feeding them. I do work at restaurants in the afternoons during the week and weekends till 8. I have three days off a week in which I can daycare dogs and watch over them. Normally Tuesday and Wednesday. Walking is no big deal my availability is always open for walking I provide attentive, personalized care for pets both in my home and in clients’ homes. I make sure each pet stays on their normal routine as closely as possible, including feeding schedules, fresh water, walks, playtime, and any specific care instructions. In a client’s home, I also focus on keeping pets comfortable in their familiar environment while maintaining a clean and respectful space. In my home, I create a safe, calm environment where pets get plenty of supervision, attention, and exercise. My goal is always to make pets feel comfortable, cared for, and stress-free while their owners are away.

Sitter Profile Image: Jessica T.
Verified Enhanced Background Check
Jessica T.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
59 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!

Profile image
Ava N.
Sitter Profile Image: Litzy A.
Verified Enhanced Background Check
Litzy A.
from
$20
per walk
5 years of experience
Elgin, IL, 60120

About: I’ve spent the past 5 years caring for my two dogs and truly treat them like family. I’m experienced with daily routines, walks, playtime, and lots of love and attention. I’m patient, gentle, and always focused on keeping pets happy, safe, and comfortable. 🐾💛 I currently have a full-time job and looking for a part-time during the weekends. As of right now I’m available afternoon and nights and fully available on the weekends. care for pets as if they were my own by following their routines and giving them plenty of love, attention, and supervision. I make sure they feel safe, comfortable, and happy in both my home and my client’s home.

Sitter Profile Image: Julia S.
Verified Enhanced Background Check
Julia S.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
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

Profile image
Shannon S.
Sitter Profile Image: Thomas H.
Verified Enhanced Background Check
Thomas H.
from
$10
per walk
25 years of experience
Elgin, IL, 60120

About: I've cared for pets my whole life. I've kept aquariums, grew up with dogs, even raised two puppies in my time. Unfortunately I am allergic to cats and do not want to track dandruff home, so I will not be offering services for cats aside from drop ins. I'm a dad trying to be more active, make friends, and provide a service to the community. I love pets and I think they are an absolute blessing. For my fee I will actively exercise and play with your pets, teach them tricks or commands (if desired), and ensure they are pampered, engaged with, and given attention, rather than simply supervision. I'm currently working part time and have a very flexible schedule, so I can accommodate most requests. I would be happy to look after your family pet, no matter the occasion! How I care for your pet is entirely up to you, I will accommodate whichever preferences you may have. Every pet deserves to be played with, get exercise, and be well pampered. Rubs downs, brushing, bathing, I'm comfortable caring for your pet how you know best.

Sitter Profile Image: Camila M.
Verified Enhanced Background Check
Camila M.
from
$16
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
17 years of experience
Elgin, IL, 60120

About: My family got a dog when I was one. I grew up taking care of him and loved him more than anything. He died last year due to cancer. He had a great life. Now i just wanna take care of dogs and although im still new on this app, ive been around all types of dogs all my life!! Hello! I am currently a part time student so I can work evenings! Or wednesdays in the mornings! Or Friday afternoons and evenings! My calendar has all the details I assure that dogs that are safe no matter the location. Whatever works best for your pet is what I will provide. I live in an apartment but it has a pet area in the back where they can play in a fenced area.

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
17 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!

Profile image
Javier N.
1 / 1
View more sitters

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

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

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

Profile image
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!

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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog walking
  2. 2. Meet & Greet

    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

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 July 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 July 2026, there are 7,131 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