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

Over 8 pet parents in Chesterton have booked dog walking
Chesterton, 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.
““Megan was fantastic! She was very polite, knowledgeable about dogs, and really listened to all my needs and concerns. We truly appreciated her punctuality—it made my surgery week a bit easier and less stressful.””

“My dog and I were very happy with the care Julie provided. She walked my dog in the rain while I was at work, and I really appreciated her reliability. I was worried the weather might cause her to cancel, but she still showed up and took great care of my dog. Julie is professional, communicative, and clearly loves animals. We look forward to booking with her again. 😊”

About: I have had extensive experience within the environment of animal care. I have been involved in places that include animal shelters and even animal hospitals, and strive to put forth my best care that involves your fur babies! Afternoons/evenings work best for my schedule, but I can always work around yours to fit your needs the best! Right now, my schedule is very flexible! Even though I do not offer the option of boarding, I will strive to make your pet's safety my number one priority when I am walking them!
About: I’m new to Rover, but a lifelong dog lover. My first best friend was a yellow Lab named Candy, who slept at the foot of my bed every night. Today, I share my life with two Chesapeake Bay Retrievers who are truly my fur babies. I’m a mom to two teenage daughters and a small business owner in Chesterton. I’m very active and regularly take my own dogs on long walks and runs at Coffee Creek, so I’m happy to walk, jog, or play with your pup—or stop by for cuddles and treats while you’re at work. I’ve volunteered with animal shelters over the years and am pet CPR certified, so your dog will always be in caring, capable hands! Im a small business owner that is primarily weekend based, this leaves me a flexible weekday schedule that allows me to give your pets reliable exercise and attentive care and on a regular basis if needed. I am happy to check in with your dogs or cats, feed, cuddle and give them anything needed during a visit. I’m responsible and mature.
About: I've taken care of family pets (cats and dogs) for 15+ years now, and on my own I a have two cats. My schedule is flexible, though my apartment does not allow for dogs and I prefer to pets sit at the pet's home, where they are most comfortable and familiar. I do not have experience caring for pets with serious medical conditions, but I have given dogs their medication on previous jobs. I am currently only available on weekends, though as I transition out of teaching my schedule will open up. I am available for any emergencies over the holidays. My apartment does not allow for dogs, and would prefer not to test how my cats would respond to other animals as it has been just them in my apartment for a few years now. I also believe that it's best to sit for apet in their own home where I am the only thing they have to adjust to. I am fastidious about following owner directions. My cats are fairly low-maintenance, but I also have experience with high-energy dogs like boxers, and pet size does not matter.
“Sharon and Mark are amazing! When I did my meet and greet with Sharon she was so nice and sweet and made me feel at ease in my decision to use Rover. I needed help walking my 2 golden retrievers due to my work schedule and Rover, Sharon and Mark have been a godsend. I was able to go to work and not have to worry about them. You are notified when they arrive, and after they are finished. They let you know where they walked, what they did and also sent a picture of them. For anyone that is looking to use Rover and is in the area of Sharon and Mark, I HIGHLY recommend them! I am truly grateful for this service and will use them again.”
About: I’m currently employed at a local animal hospital, working specifically in the boarding department! Meaning my whole job is to be responsible of 20+ animals at a minimum. I have 3 years of experience, I’ve worked with all kinds of dogs throughout my experience, including sweet, energetic pups, reactive or fearful dogs, strong pullers, and senior dogs who need extra patience and care. I’m comfortable handling dogs with different temperaments and understand how important it is to stay calm, confident, and attentive in every situation. Whether your dog loves long walks and playtime or needs a slower pace, medication, or gentle handling, I always focus on making them feel safe, comfortable, and cared for while keeping owners updated and reassured. I’m pretty flexible! With school i’m mostly not available during the day but weekends and breaks i am happy to stop by and care for pets! I prioritize animal care above all! I am very aware of all animals needs and how i can meet them! I’d be honered to take care!
About: I have had 3 dogs in my whole life and I’ve loved them all. I love taking care of animals. I have experience watching both my friends and families pets while they were on different vacations. I am currently in college and am currently in online classes so I have a pretty free schedule and am looking to occupy myself with making money and loving on some cute puppies! I feed my dog and groom him. I give him bathes and take him on walks daily. I take my puppy to have play dates with his friends too.
“Melanie was great! She was on-time and have our pups a great, long walk each booking. Ralphie was a little hesitant with her the first walk, but once she picked up his leash he was excited. After that I think they were besties. We got pictures each walk also which was fantastic!”

About: I have run my own business Holliewood Doo Doo Adventures for 10 years (here in Facebook..check me out). Started out as waste pick up and branched out from there as I got older and it provided flexibility with schedules Also myself and my family have worked with ABRA, Inc Rescue to help foster 3 Dogs to help give them love and Discipline and skills to be able to be adopted out. I enjoy providing the Love, Patience, Time needed for each animal as every personality and needs are different. Also, knowing that they are a part of our families and to help soothe them in the transition as well as fur parents when they need to leave Currently I am a College student and this fits into my schedule well and I have flexibility and that's why I love it. I am now off for the Summer and even though I go back in the fall I work around my online classes. I have 2 dogs of our own and a cat. Realizing they have individual needs and they love the safe space of their own home it is important to me to provide that care that you specifically may need for them. You know this and I have so many that suffer from Anxiety or Seniors that do better in their own homes. That is what I am here for...whether they require so many walks per day or snuggles or play time
About: Grew up having a dog (or 2 at times…as well as bunnies…and some other reptiles!). I currently live in an accommodation where I am not able to have a pet and I have become to miss animals more and more! There is no such thing as a bad animal, only a poorly trained one, and I treat them all with love and care. I’m available every Sunday, Monday, and Tuesday all day (and night)! My schedule can be as free as needed on those days and I am open to spending lots of time with your pets to make sure they get the best care possible! I am very careful and thoughtful around pets and other people’s property. I will treat your belongings and animals with the utmost respect and care.
“Alexis was absolutely fantastic taking care of my baby Luna! Luna is only 6 months old, has a lot of energy, is not fully trained and I'm sure was a handful for someone to walk in day-one and manage, But she did above and beyond. She brought toys and puzzles, made sure Luna was fed and properly walked. She updated me on how the walks went, when she arrived and left, told me about the other dogs Luna got to meet along the walks and seemed totally joyful and sincere about spending time with my sweet girl. I will be hiring Alexis over and over in the future!”

“Madyson was amazing!! Not only did my dog absolutely love her she was available the same day within hours of needing someone to watch my pup. I can’t say enough good things about her. I received cute pictures and she even tidied up the dog toys and bedding etc. I would HIGHLY recommend using Madyson for your furry friends.”

About: Hi there! I worked as kennel staff at an animal hospital for over a year before I moved to Nevada, and then I worked at both and animal hospital and a grooming salon during the two years I lived there! (I have since returned to Northwest Indiana!) I took care of both cats and dogs(of all breeds and disabilities) and helped medicate and treat them! I have owned pets all my life, both cats and dogs, and have been their primary caretakers. I am heavily passionate about animals! I currently have two dogs and four cats. I am 23 and have a driver's license. I love animals more than anything, and would do whatever it takes to make your pets feel happy and safe in my company! I am currently unemployed, so I have plenty of time to take care of other people's pets! I live in a household with other people, so I'm more than able to housesit, as well! I love to keep animals company, and I will do whatever I'm asked to do to take care of someone's pet. If said pet is undergoing training of any sort, I'm willing to make sure that training is implemented throughout the visit, walk, or stay. I absolutely love giving furbabies my attention and love, but will go at the pets pace. I won't force my affections on an anxious animal.

About: I have been around all sorts of animals since I was a baby. I had a German shepherd growing up. Now I own a hound mix who is very energetic and keeps me busy which I like. While I was in college I worked at my teams stable and took care of my coaches horses, chickens, and her donkey. Since I own a dog of my own, pet care is in my every day life. I am a server at Dante’s house of pizza. Even with my busy work schedule I still have plenty of time to take my own dog to the park, walk him, and play with him. I want to share my love by taking care of other peoples animals. I can ensure them that their furry friends will be safe in my care. My dog’s name is Gino and he loves being outdoors whenever we can be. He loves going on walks with other dogs. He is really happy when I take him to my friend’s house to play with their dogs. My dog is very spoiled and gets to snuggle up with me in bed. I am responsible to take him to the vet when he needs his yearly check up. I make sure he is well groomed and well fed.
About: Hi, I’m Sabrina! I have over 7 years of experience with animals, including time in vet clinics, zoos, and dog daycares. I also did vet assisting for 7 years. I now focus on training, pet sitting, and spending time with animals full-time. I train my Cane Corso in various dog sports using a fair and positive balanced training approach that builds trust, structure, and confidence. I also have chickens, a cat, and a snake — so I’m comfortable with all kinds of pets! Your animals will be safe, loved, and well-cared for with me. I treat every pet like my own and believe play and connection are just as important as routine care. Let me know how I can help! I care for my animals daily—feeding my chickens, handling my snake, and cuddling my cat. I train and do dog sports with my two dogs every day, keeping them active and happy outdoors. I bring the same love, routine, and attention to every pet I care for. I prioritize safety, trust, and comfort when caring for pets, whether in my home or yours. I have a laid-back Cane Corso and a young, energetic hunting prospect GSP, so I’m experienced balancing calm time with fun, engaging activities like scent work. I tailor care to each pet’s needs, providing gentle attention, plenty of exercise, and a secure environment where they feel safe and loved.
The median cost per walk for dog walking in Chesterton is $20
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- 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?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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. Search
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Popular requests for dog walking - Chesterton
Select a filter and find qualifying sitters offering dog walking.Sitters in Chesterton average 3 repeat dog walking clients
FAQs for Dog Walking - Chesterton
Frequently asked questions about Rover
The average cost for Dog Walking in Chesterton on Rover is $22.2 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 969 sitters on Rover offering Dog Walking across Chesterton. 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 Chesterton. 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 Chesterton.
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 Chesterton. On Rover:
- 93% of walkers can help with special care needs
- 93% can help with giving oral medications or injections
- 99% 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.





