Dog Walking Chesterton
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 7 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.
“She is awesome!! Very punctual, professional and kind. My puppy warmed up to her really quick. So much that she will definitely be missed. I do recommend her, and Yes we will be using her services again if she's available. 🙂”
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!
“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!”
“Julie was awesome and my pup looked forward to seeing Julie when it was time for her walk. I knew she was in good hands when she was so very excited to meet Julie. Thank you so very much!!!”
“This is the first time we’ve used a pet babysitter! Melanie was the perfect fit for our family. Receiving daily pics of Chelsie comforting! Id recommend and use Melanie’s services again!”
About: Hi there, my name is Madelyn. If we're being honest, I love pets more than most people. I am incredibly passionate about animal care and will absolutely do my very best to make sure your pet stays as happy and healthy as possible. I would be honored to care for your furry companion. I grew up with dogs, and have had cats all of my adult life. I’ve yet to meet a pet that I have not loved with my whole heart. I strongly believe that every dog is special and deserves to be showered with love. If you're interested in booking me, please send me a message and we will work something out! Talk soon! I'm currently working part-time, so I have plenty of time to take care of your pets. I'm available weekdays & weekends, anytime after 11 am. As a dog sitter, I like to keep the environment as close to normal for your dog as possible.. this means I will be happy to go on any dog walking routes around your neighborhood you usually take, and stick to typical feeding times as well.
About: Growing up with many different pets has made me very passionate about their care. I have worked in daycare, boarding, and am a certified dog grooming academy graduate. I opened and own Snout N’ About in Porter, IN. Ask me about adding a grooming during their stay! I am working as a dog groomer with a flexible schedule. Between myself and my partner working from home, we can work together to provide care as needed. I have availability every day. Treating others as you would like to be treated is my lifetime motto. Your fur babies will be given caring treatment as if they were my own.
About: I'll be your pups number one vacation spot! Giving you peace of mind is my number one priority. I love and treat each and every dog like they're my own :) I work from home and have plenty of time for walks and cuddles. I can board dogs on both weekdays and weekends. My schedule is very flexible for walks and/or drop ins. I only board one dog (or two from the same family) at a time so that your dog can have my full attention and have a stress free experience!
About: I have had a total of 3 dogs and 2 cats in my household at the same time! I have had several other pets such as hamsters, rabbits, turtles, and a few bunches of chickens. I have a great passion for caring for pets and making them feel loved. This is a passion on top of a job, so I will be as available as I can; however, I cannot guarantee my week to week schedule will be the same. I will treat your pet just like my own. Every pet will be treated with love and respect in and out of closed doors. As far as your personal belongings go, I hope that you will trust me to keep all your possessions secured.
“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.”
About: I love staying active and spending time outdoors. Your dog and I will have a great time on walks or runs together! And if you have a feline friend, I’m just as happy to relax and keep them company at home. I’m kind of a early morning person so I can take your pet out in the morning for their bathroom breaks walks on a nice afternoon I wake up at 5am to feed my cats breakfast Make sure they have their puzzles filled in the morning and night to keep them Occupied/busy. Clean their litter boxes every morning and before bed .
About: I have a long history of dog walking and care experience. I love big dogs that are able to run and be active, however I appriciate small dogs as well! I am a runner so enjoy taking dogs on runs if they are big enough or you are comfortable with that. I like playing with dogs however they feel comfortable, and generally can become a dog’s friend quickly and gain their trust. I know the importance of a dog trusting it’s caregiver/walker in order to create a positive experience for them. I have a job where I can create my own schedule, so have flexibility in when I can walk and dog sit. Dogs truly are great companions and friends and I am excited to be a part of your dog’s well being. I have my own 1 year old golden retriever, and absolutely love spending time with him! I will treat your pets as I do my own, as family! I have my own dog so know the importance of safety and trust. I will make sure your pet is kept safe and comfortable at all times.
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: I’m an experienced pet sitter and have been around animals my whole life—they’re truly my passion. I’ve worked in a pet boarding facility and cared for dogs of all breeds, ages, and temperaments. I also have experience with reactive, nervous, and high-energy dogs, and I focus on patience, reading body language, and helping each pet feel safe and comfortable. I’m trained in Dog CPR, First Aid, and basic training techniques, and I’m currently continuing to grow my experience in dog training. I’m also comfortable with feeding, walks, basic care, and pet transportation (vet, groomer, daycare, etc.). While you’re away, my goal is to keep your pet safe, comfortable, and loved. I provide regular updates, photos, and communication so you always know how your pet is doing. I’m currently accepting dog sitting stays up to 3 nights so I can give each pet focused, quality care. I’m very flexible and happy to work with your schedule! At this time, I’m currently only accepting dog sitting stays of up to 3 nights. But I am completely available for walks and drop-in visits. I will always require a meet and greet before a first time service to make sure the pet is comfortable with me. I understand that I will be in the dogs territory and will act accordingly! I offer walks and drop-in services which can include feeding, playing, potty breaks, and anything else that may be necessary for the dogs care and comfort!
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'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.
About: Hi, my name is Lindsey! I have been around dogs ever since I was a little girl, but have been caring for animals on my own since I was 16. Dogs are surely my passion as I hope to open up a dog daycare or boarding facility some day. I posses skills I’ve learned working at an animal shelter with lost or abandoned animals, as a doggie daycare manager, and also a boarding center handler. My past experiences allow me to be able to provide each animal I come across with the care they deserve. I believe animals make us better people and I would love to meet you and your fur children! I have experience caring for dogs with special needs, and of all different sizes and breeds. I’m not currently working, so my full time job would be caring for your pet! When it comes to looking after other pet parents’ animals, my skills are heavily reliant on my keen sense of observation. I will always notice behaviors before they are about to happen (ex: potty accidents, gagging, getting into something they shouldn’t) because of my experience reading dogs and their body language.
About: Hi! I’m a dogaholic. I have experience taking care of labs, great danes, staffordshire terriers, and my personal favorite: GOLDEN RETRIEVERS! My walks give dogs the structure and clarity they need to live better lives and lead to a better relationship between dog and owner. Let’s talk! I work at Chipotle in Portage but typically that doesn’t interfere with dog walking and visits. Contact me today for specifics and we can get you booked asap! Safety is my #1 priority. I am pet CPR certified, which I think all pet owners should consider getting (it’s a $25 course y’all!). Especially those with larger breeds, which are more susceptible to heart attacks. Know the signs of heart attacks, dehydration, and heat exhaustion. Finally, I ask all my new dog-owners if there is any medical history, allergies, disabilities, or medication I need to be aware of before caring for that animal.
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog walking
2. Meet & Greet
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 near you
Select a filter and find qualifying Chesterton sitters!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 $21.4 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 1,084 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:
- 95% of walkers can help with special care needs
- 94% can help with giving oral medications or injections
- 100% 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.
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