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.
“Sharon was so amazing with Billie. A true dog whisperer. Billie has never had a dog walker come into the house before and turns out she is quite the guard dog. Sharon had met her at a meet & greet but Billie was scared when she came back alone. But Sharon charmed her with some treats and skritches and her sweet demeanor with animals, and now, after a couple of walks, they are besties. We appreciate Sharon’s extraordinary talent with animals. Her persistence and kindness won over our nervous furbaby and allowed us to be with family during a difficult time. We have already rebooked Sharon and Billie hopes this will be a long-term friendship!”

About: I’m a lifelong dog lover and caregiver. 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 volunteer with animal shelters and rescues 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.
“Super helpful and engaging!! I love how kind and communicative she is! And my dog loves her. Oreo is a bit crazy sometimes and Megan has the patience and knowledge to redirect her.”

“Sabrina is very responsive and takes great care of my pup. She understands my dogs needs as well as willing and able to care for his reactivity. My pup always has a smile on his face in the many pictures she provides :)”

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.
“Erin took the time to meet our puppies and connect with them. She’s kind and respectful. One of the puppies made a mess and she check on him, cleaned up after him and messaged me with photos.”

About: I have always enjoyed spending my time with animals. I got my first dog when I was in elementary school - sadly he recently passed away - but since coming to college I have been missing my sweet fur baby. Being able to play with and care for someone else's pet while also earning extra cash would be an ideal job experience for me. Getting a new pet really isn’t an option for me right now. With all the free time on my hands, and I would love to get the chance to spend it walking and playing with your fur babies! In the past, I have dog sat for other friends and family and I really enjoyed it and having the extra company is always a plus!

About: I am in the military and am unable to have a pet of my own that lives with me full time, unfortunately. But I would love to be able to care for yours while you are away! I am currently on medical leave from the military (nothing physically prohibiting), so my schedule is almost completely open to accommodate your fur babies. I have had animals my whole life, and have a deep affection for all types. I also volunteer at an animal shelter weekly and love getting to know every animal’s unique personality. I currently have a very flexible schedule, which allows me to dedicate plenty of time and attention to the pets in my care. I’m available for walks, drop-in visits, house sitting, and spending quality time with pets throughout the day. I’m happy to work with each pet’s individual routine and make sure they receive the care, attention, and companionship they’re used to. My priority is always making sure pets feel safe, comfortable, and cared for. I follow each pet’s routine and the owner’s instructions closely, while giving them plenty of attention, affection, and supervision. I keep a clean, calm environment and am attentive to their behavior and individual needs. I also believe communication is important, so I’m happy to provide updates and photos so you can feel confident that your pet is happy and well cared for while you’re away.

About: Hello, I'm a big animal lover. Life is always better with furry friends! I have pretty much always had a dog most of my life & always consider them family. I was lucky & got to be there when my former fur baby was born. Her mom let me massage her hips & tummy while in labor. It was her 1st litter & she was awesome!! She let me handle all 9 of the babies after she was done delivering so we could transfer all them to a clean bed & to help rotate at feeding time to ensure they all ate. All 9 survived & were healthy!! I was also a "doula" for my mom's cats pregnancy & she let me massage her tummy & handle her babies right away also. It's a blessing to see & be a part of. I would love to provide a safe and comfortable care for your pet while you are away. I used to have birds, cats, fish, been around reptiles & snakes, turtles, I worked at an eagle rapture center in Alaska which is where I'm from. I have a strong belief to only work in something you love so here I am. :-) Your pet will receive the same love & attention as if they were my own & provide plenty of pictures. Before I became a provider for Rover I used the service a few times myself & was very appreciative when I was given daily updates & pictures & want to provide the same for others. It truly meant a lot to me to get that so I know the importance. -Reliable, Safe, Comfortable w/ all animals -Wellness checks -Doggie daycare in your home-Rover doesn't allow me to add this feature/pricing-please ask for free quote -Pet Sitting -Pet Grooming -Walking/Running/Playtime -Pickup/Drop Off for Appointments -Training -Overnight care -Reiki/Massage for pets -I'm more than happy to help w/ some extra house cleaning (additional) so don't be afraid to ask. Have a lot of flexibility currently so grab your spot I usually book fast between pet care services, house cleaning, care giving job, & wtvr else I decide to dabble in. Customized services to your fur babies needs. Each pet is unique & each visit is different & I'll work with you the best I can.
About: I have had a lot of experience since my teens and I continue to have a constant bond with animals. My newest edition is a Bern doodle. I have a wonderful home for your fur babies and sometimes watch my fur grandbabies also . So they can have interaction with them and me . I can basically offer services of your needs just let me know what your baby loves and I can agree to almost agree with anything to make them happy and comfortable.

About: I have had all kinds of pets growing up. I currently have three dogs of my own. Two girls and one boy. I also have worked at a pet store for the past 2 years providing pet care to 40+ puppies on a daily basis. Each of them are loved and cared for as if they were my own and I’ll be sure to do the same for yours! ❤️🐾 Although I work full time I am able to provided services without conflicting schedules. The daily care for your pet will be the same I provide for my own ❤️ My pets free roam the house but I have a doggy gate blocking the steps or any “unsafe” areas. I also have pet cameras placed in the main parts of my home. And bedroom doors are always closed for their safety 💖
About: Experienced with small and large dogs, from Maltese to Malinois and Golden Retrievers. Reliable teacher who loves walks, playtime, belly rubs, and caring for pets. I am a teacher on summer break. I am available mostly weekdays, but open to weekends when free. I would only have to leave for an hour to go to the gym. I enjoy getting outside for walks during the day and love taking dogs to parks and open trails for fresh air, exercise, fun, and adventure.
About: I am a licensed veterinary assistant and have three years of experience working in a animal clinic. I am able to quickly identify if there may be a problem with your animal while in my care and can take necessary action to ensure they remain safe. I have a open schedule since i am able to start focusing on my love for animals and helping others they may need help caring for their animals The care my own animals get is they are feed once a day and get treats throughout the day and go on walks or play with there toys or unwind and watch tv and I would treat the animals in my care with the same love or however it is their own cares for them
About: Your family is my family I have a genuine love for all animals. Some call them pets I call them family! I enjoy spending time with these adorable fur babies, and this app allows me to do it for most of my day! I am pretty unorthodox as I don't have a 9-5 I believe in following my passions and this just so happens to be top of my list. My schedule is super flexible to cater to your families needs I have a fenced yard with plenty of room for running around, tossing a frisbee, or for just laying out and catching a breeze © I have cages if that's what you prefer, music, television, or even a good book if that's what your family enjoys I’m a stay at home mom so I enjoy the company! Pets are thee most loving and kindest to be around. It is my absolute pleasure to take care of them I have a fenced backyard, plenty of toys, dog treats and love to give! My style of caring for your fur babies is making them feel at home by keeping them close by my side until you return lots of rubs and walks so they can check out the neighborhood and get some fresh air!
“One of the best I’ve experienced on this app so far. Bola was very effective, communicative and a joy to work with! Django loves her so much! I highly recommend her for your pet!”

About: I provide dependable, attentive care and treat every dog like family. I’m patient, observant, and make sure each pet feels safe, comfortable, and cared for while their owner is away. I’m experienced with maintaining feeding schedules, walks, playtime, and giving dogs the attention they need to stay relaxed and happy. Pet care fits naturally into my daily routine because I already structure my schedule around being responsible, active, and consistent. I have the flexibility to dedicate time throughout the day for walks, feeding, playtime, bathroom breaks, and giving pets attention and companionship. I enjoy staying active and spending time with animals, so caring for pets feels rewarding rather than stressful. Throughout the week, I make sure pets have a stable routine, plenty of supervision, and a comfortable environment where they can feel safe and relaxed while their owners are away. When caring for pets in my home, I focus on creating a safe, clean, and comfortable environment where they can feel relaxed and cared for. I follow each pet’s normal routine as closely as possible, including feeding schedules, walks, playtime, bathroom breaks, and any special instructions from the owner. I also make sure pets get plenty of attention, supervision, and exercise throughout the day. When caring for pets in a client’s home, I respect their space and maintain the pet’s usual routine to help them feel comfortable while their owner is away. I make sure they are fed on time, walked, given fresh water, and receive companionship and care. I also provide regular updates and photos so owners can feel confident their pets are in good hands.
About: Hi my name is Asia. I’m really excited to have extra income but I’m more in it for the loving animals. Animals are my life! I have always had pets growing up as a child and my love for them has grown into my adulthood even more. I have a passion for learning and understanding all different types of animals. My experience in Pet Care is from having my own pets to care for. I have two bearded dragons, two cats, one dog, and one fish. In the mornings I go to the gym and after I’m pretty much open throughout the day until school starts, which is in the beginning of January. Feeding and watering animals,Playing with them and keeping them company, Walking the dogs, Grooming and brushing the animals' coats, Changing the cat's litter box, Providing health care if necessary. Giving them affection, so they don't feel abandoned after their owner leaves.
“Erin is easy to work with and is very enthusiastic about our pets. She is especially understanding and willing to put in extra effort to help our shy dog feel comfortable when we’re away.”

About: I help young pets build confidence and good habits through calm, structured training — from creating predictable routines and gentle boundaries to crate comfort, potty consistency, and supervised socialization with all reinforced with positive, steady guidance that makes learning feel safe and fun for every puppy. I work fully remote, so my days are wonderfully flexible and full of time to give your pup attention, play, and comfort. I love having dogs around while I work — it makes the day brighter — and I’m able to adjust my routine to fit whatever your pet needs. Whether it’s weekday walks, daytime care, or weekend boarding, I’m available and happy to help. Your dog becomes part of my daily rhythm, and I make sure they feel seen, loved, and never rushed. I create a warm, safe, and happy environment where pets can relax and feel at home. Because I’m always around during the day, I can give your dog consistent supervision, gentle structure, and plenty of affection. I follow your instructions closely, keep routines steady, and make sure every pup feels secure. My home is calm, clean, and full of kindness — a place where your dog can settle in, enjoy their time, and be treated like family
About: I’m really a dog lover and have always been around them. They’re kids honestly. Imagine a different one per day that’s amazing to me ! Recently moved to Illinois where I now work for Alter Domus, an investment firm in Downtown Chicago and it’s work from home. I have all the time in the world to watch them !! Love them and it’s definitely therapy to me also. Continuing what I started in Ohio with Rover here ! My neighborhood is full of dogs and grass for them to walk. It’s away from danger and quiet, there might be a friend outside too.
The median cost per walk for dog walking in Chesterton is $20
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?
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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 to book dog walking

1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
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 of Dog Walking in Chesterton is $22 per walk as of November 2026. Most bookings cost between $12 and $28 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 945 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 Chesterton. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route, the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Chesterton after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the 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:
- 87% of walkers can help with special care needs
- 93% can help with giving oral medications or injections
- 97% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
walkers on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.
