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

Over 36 pet parents in Winthrop Harbor have booked dog walking
Winthrop Harbor, 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.

About: I’ve worked hands-on with animals for over 12 years through shelters, rescue organizations, fostering, and TNR work. I’ve cared for everything from neonatal kittens to senior and special-needs animals, including medication administration and post-op recovery care. I’m calm, reliable, and experienced with animals that may be nervous, shy, energetic, or need extra patience. My goal is always to make pets feel safe, comfortable, and cared for while their owners are away. With my current work schedule, I’m available early mornings (5–6 AM) before work, again around noon, and throughout the evening. I make pets a top priority and can also provide late-evening check-ins to help pets settle in comfortably for the night. Based on your pet’s normal routine and comfort level, I can accommodate leash walks, supervised backyard time, or longer walks and exercise as needed.
“Isabella was great. We had just adopted a deaf dog from a shelter,. we didn’t know how he would react to her but she did so well with him and made sure he was comfortable before approaching him . She helped us with our pup not having any accidents which was a big relief.”
About: I’ve cared for a variety of pets of all ages, from energetic puppies to independent cats. I am comfortable caring for senior pets, ensuring they get the proper attention and care they need- as long as instructions can be provided to maintain routines and medical needs. I treat every pet as if they were my own, providing gentle care, companionship, and a safe environment. Wether it’s keeping up with a puppy, a shy cat, or providing extra comfort for an aging pet, I would be honored to be trusted with your furry family members. I currently am a full time Software Engineering student at Loyola University! Currently, most of my coursework is online other than Tuesdays and Thursdays. This limits my availability on those days for additional pet care. My flexible online schedule allows me to dedicate plenty of time to care for pets throughout the week, ensuring they receive attention and care they deserve. I can easily accommodate feeding schedules, playtimes, and check-ins, making pet care a natural and enjoyable part of my routine. I provide a safe, comfortable, and pet-friendly environment for all animals in my care. My home has a large yard with fencing where I can comfortably walk one’s pet outdoors while remaining safe. I have two cats and one dog in the home, so I do carefully manage introductions and limit interactions if needed to ensure all pets are comfortable. For dogs, I can crate or pen if needed, providing them with personal space, or allow them to roam safely on a leash outside while ensuring they are well cared for inside. For cats, I prioritize an stress-free environment, providing personal space and ensuring quiet areas to retreat to. I understand feline body languages and can understand shy, playful, or independent cats to ensure their comfort.

About: Hi Kelsea here, I have some experience, about 2 1/2 year training dogs. Having a fur babe/babies is the best thing anyone could have, they can be sometimes better than humans. Love being outside and playing with my puppy and yours too, just see there happy faces makes my day great. My apartment where am stating currently dosent allows any aggressive breeds you should be able to see the picture of what am not allowed to have. But, am hoping to have a house to where i be able to have any breed. Currently I am working at Rally’s. But,I am very flexible to you and your dog needs. Also hoping to go back to college so I can get my degree in medical office, while there am hoping to learn more about training animals too. In conclusion, I hope that you and your fur babe/babies will choose to come and have a awesome experience. Have a great day!!!
About: I work as dog bather at a grooming salon. I have been working there since November 1st of 2022. I am going to school to become a vet tech so I just want to work with yours dogs till I finish my schooling. I have a 1 year old dog and a 5 year old cat. I take care of them both daily and I love them both to death. I wash my dog once a week and feed and let him outside everyday. My cat kind of does her own thing but I clean the litter box every other day.
About: I’ve always loved animals and have had 4 of my own. For the past two years I worked in a dog grooming salon so I’ve worked professionally with dogs and know how to take care of them pretty well. I’m working a part time job right now so my schedule usually depends one the day. I’m usually free after 4 on the weekdays and free on the weekends it just depends on the day. I have a fenced backyard so they won’t be able to get out and if i’m at a clients home i’ll watch them extra closely.
About: Owned animals my entire life. My dachshund recently passed but not ready to own again yet as we plan to move in the next year. Have owned beagles, dachshunds and cats in the past. I work remotely so I have plenty of time for your fur babies. Walks, play time and lots of love available in our home. No kids, just my wife and myself. If you’d like pictures and videos of your pets throughout their stay and I’m your guy. Large back yard in closed subdivision away from major roads. Plenty of room to roam in the house as well. Crating is not required in our home but available.
About: I’ve taken care of dogs, pigs, chickens, and cats. My whole entire life I have had to take care of special needs animals as well. During the week, I am available anytime during the week I’m available all day long! I am available on the weekends as well! Let me be your safe space for animal sitting! I will be able to provide to your animals all day long on the weekends, afternoons on the weekdays, ensuring that they are fed watered taken out walked and cleaned if need be

About: As a lifelong dog lover, I’ve had the joy of raising two dogs from puppies, giving me firsthand experience with everything from potty training and basic training to the high energy and patience that young dogs require. I have been dog sitting for friends & family in Michigan & Illinois for 3 years now. In my professional life, I’m an Occupational Therapist who works with older adults. I regularly help residents safely care for and enjoy time with their beloved pets, so I’m experienced in recognizing changes in behavior, adapting to individual needs, and providing calm, attentive care. I’m also comfortable with senior dogs who may need a slower pace. Because I’m young and active, I love getting outside for walks, playtime, and adventures that help energetic dogs stay happy and engaged. Whether your pup wants a long walk, a game of fetch, or just lots of cuddles and companionship, I’ll tailor my care to their personality and routine. My goal is to treat every dog as if they were my own, so you can feel confident they’re safe, loved, and having a great time while you’re away! I work a normal 9-5 Monday-Friday. Therefore I prefer to do Friday afternoon-Sunday evening stays! This way I am available 24/7 for the pet. I have a fenced in yard (that is also dig proof). I currently have one very friendly dog who would be eager to any pups companion. My dog is allowed on furniture/in beds. We have a lot of sidewalks & trails within our neighborhood for walks. I have multiple security cameras.
About: I've been around and taken care of dogs my whole life & have 2 small children who love & adore animals a much as me. I'm working part-time but am home every evening & weekends. I'm flexible! I like routines & we'll have a lot of fun with your pet! I have 1 friendly cat & 2 crazy kids. I have a back mudroom leading to my basement where I can separate animals if need be. Baby gates are accessible as well as a nice sized yard.
About: I am a dog lover, I’ve had many pets throughout my life. I had a dog named Bella for 12 years so I have a lot of experience with dogs. I’ve also had other family members ask me to watch their dogs. I potty trained her and thought her tricks and I can do the same for your dog. I love dogs and I will make sure your dog is well fed, walked and given enough affection while you are away. The neighborhood I live in has great places for walks and dog parks as well. I look forward to meeting you and your dogs in the future have a great day.

About: I have been caring for dogs almost as long as I have been alive! I am available in the afternoons during the week, and anytime on the weekends. I can care for your dog as little as a short home visit, or a nice outing at the park. Your dog’s safety is a MUST in my book and always my first priority. Anything that could possibly put your dog in harms-way will not be tolerated. When it comes to long stays away from your dog, I highly encourage communication in any shape or form. My phone will always be in arms reach when it comes to taking care of one’s dog. Overall, I can guarantee your dog will always feel safe and loved while in my care.
About: As a person I'm very friendly and responsible and capable . I've got a great demeanor which lends itself well to patiently interacting with all kinds of pets. I am experienced with pups and cats (and many other animals) of all breeds, ages, and sizes. In particular, I have a huge soft spot for young puppies and kittens they are just they cutest thing in the world. I understand that each pet is unique, special, and loved. So I will value providing individualized experiences for every animal. Whether you're looking for a one-time, long-term, as-needed, or on-demand sitter, please don't hesitate to send me a message. . I offer Rover's standard drop ins walks and house sits. Upon request I can also provide extended daytime visits.
About: Hello, my name is Ayla. I have been taking care of a variety of pets my entire life. Whether that be my own, my families, or my neighbors. I started working in the pet industry when I was 17. I have worked at stores like Petco and Petsmart. I have also worked in a shelter taking care of the dogs. I take a great interest in POSITIVE dog training and clicker training. I believe our loved ones deserve the best we can offer. My pets are my family and I will always treat other animals the way I treat my own. With love, compassion and patience. I have never been a groomer but I love giving pets a good brushing to keep their coat clean and tangle free. Currently my family consists of two older large dogs and a puppy. I currently am a stay at home dog mom so I can easily adjust plans and care for your pets. I would love for you to consider hiring me. Available every day and any time, I typically have appointments in the afternoon. I take care of my 3 animals while my husband works and study herbalism in my free time. Whenever I take care of another pet I treat them as my own. With tons of pets and love! I will respect your home and leave it as I found it or better. I like to give dogs walk and play with them while I am visiting.
About: I’ve grown up with pets my whole life and have done sitting on the side for family and friends. I have raised my dogs from puppies to now they are 15 and 10 I also got a kitten about a year ago and she’s been enjoying the ride ever since! I am currently in college. I am planning on getting another part time job so I will be sure to communicate with my clients the schedule for that. I take care of my own pets everyday and would love to add yours too. I have grown up with animals my whole life so their routine is my routine. I believe that we owe it to our pets to make sure their needs are met and that they are happy.

About: Hi my name is Dorota. I have been a dog mom for almost my entire life until recently when my dog, Patches, passed away. Although my husband and I decided not to get another dog, caring for dogs is still a passion of mine. My husband and I are very active and go on long walks almost every day, which means exercise will be a regular part of your dogs day! I am a very flexible person so your dog will be able to keep the same exact schedule that they have at home, so that they can be as comfortable as possible while living with me. I also have a lot of experience taking care of older dogs, giving them medicine, and whatever else they may need. Dogs are part of the family and when they stay at my home they'll feel like family! Please contact me if you think I would be the right fit for you!
About: I took care of my senior dog until he passed and I also have cared for many happy cats. I can do care from simple companionship and exercise to medication, special needs. I have a flexible schedule for this summer.I work part time at another job but that’s a very flexible schedule as well. I’m open to opportunities. I always try to maintain a safe and fun vibe during my time with pets. My priority at all times is making sure their needs are met.
The median cost per walk for dog walking in Winthrop Harbor is $20
Dog parents share their Rover experiences - Winthrop Harbor
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.

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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 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 - Winthrop Harbor
Select a filter and find qualifying sitters offering dog walking.Sitters in Winthrop Harbor average 4 repeat dog walking clients
FAQs for Dog Walking - Winthrop Harbor
Frequently asked questions about Rover
The average cost of Dog Walking in Winthrop Harbor is $24 per walk as of October 2026. Most bookings cost between $17 and $33 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 October 2026, there are 3,843 sitters on Rover offering Dog Walking across Winthrop Harbor. 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 Winthrop Harbor. 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 , 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 Winthrop Harbor 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 , 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 .
Yes, you can find walkers who have experience with handling special pet needs in Winthrop Harbor. On Rover:
- 88% of walkers can help with special care needs
- 92% can help with giving oral medications or injections
- 95% 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 .
walkers on Rover set their own , 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.





