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

Over 15 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: My lifelong love for dogs means I've been caring for them since I was a kid. I'm experienced with dogs of all breeds and temperaments, handling everything from energetic puppies to senior dogs needing extra attention. Your dog's comfort and safety are my top priorities. Caring for pets involves daily walks for dogs, consistent feeding schedules, regular litter box cleaning, dedicated playtime, routine grooming, and vigilant health checks to ensure they remain happy and healthy. Whether in my home or a client's, I ensure pets have safe spaces, consistent routines, and plenty of attention, while closely following the owner's instructions. In a client's home, I follow their instructions for feeding, medication, exercise, and cleaning, while providing updates and ensuring their pet's comfort and safety.

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.

About: Worked at a few veterinary hospitals when I was younger. Pet sitting fits my busy mom life and I adore it. Super comfortable with any kind of animal and able to administer medication (even i.v) properly. Also able to recognize any signs of illness or injury in pets while you are out. This is all I do. Giving these pets all of my attention and professionalism is part of my everyday routine. Knowing they are with someone like me will make your day easy. I’ll care for your pets in your own home. This way they are very comfortable in their own environment. Safety and affection are my priorities while they are in my care. Whether it’s a potty break or a walk or even just a check in, they’ll know they are cared for.
About: Whether your pup enjoys long walks, playtime, belly rubs, or simply relaxing with someone nearby, I’ll make sure they feel comfortable, safe, and loved while you’re away. My goal is to provide a calm, loving environment where your pet receives plenty of attention, affection, and exercise. I am retired so have plenty of time to play with and walk your fur babies as much as needed. I can play with your dog in our fenced in yard or walk them on the Bike Trail, which is just a block away from our home. I’ll tailor my care to each dog’s individual personality and routine. I know how important consistency is, so I’ll follow your feeding schedule, medication instructions, exercise needs, and any special requests. I like to text or email regular photo updates and messages so you can relax knowing they’re having a great time, communication is just as important as great pet care.
“Faith did an awesome job and our fur buddy loved her too!! She is clearly very knowledgeable about dealing with bigger dogs and what questions to ask. Very happy with her services and will definitely use her again!!”

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! I’ve cared for pets for years through feeding, walking, playtime, and providing companionship. I understand that every pet has unique needs, and I strive to make them feel safe, loved, and comfortable while their owners are away. I currently work part-time, which allows me to maintain a flexible schedule and dedicate quality time to the pets in my care. I strive to provide reliable, attentive care through walks, playtime, feeding, and plenty of companionship. Your pet’s safety and comfort are my top priorities. I have a secure, fenced yard where dogs can play and exercise safely. I also have young children in the home who have been taught to be gentle and respectful around animals, helping create a loving, family-friendly environment for pets in my care.
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 have cared for dogs and cats of all sizes and temperaments throughout my whole life. I have some experience assisting pets recovering from surgery, that require specific/scheduled care, and those who are physically healthy, but perhaps are just very slow to trust. I am more than happy to meet your pet where they are, and to assist with their needs as much as you are comfortable. Due to seasonal lay-offs at my workplace, I am currently available all throughout the day. I am happy to make trips throughout the day if needed, and/or multiple days throughout the week. I take my dog for regular walks, and am happy to do the same for yours. I also do my best to present a calm and controlled energy with animals, in an attempt to let them grow more comfortable with me at their own pace. I am prepared to be patient if your pets are more shy, and playful if they are more energetic and friendly. Every dog and cat is different, and I do my best to match their energy and respect their boundaries, while ensuring I am also meeting their needs.

About: I've been dog-sitting my friends' & neighbors' dogs for years now. Everything from Shih Tzus to Labs to Collies and Pit Bulls, I do well with all types of dogs! I love taking dogs for walks and playing fetch! I'm currently available anytime Monday through Thursday. I work on the weekends as of right now, but am available after 7:30pm on Fridays, after 4:30pm on Saturdays & after 2:30pm on Sundays. - Monday: Anytime - Tuesday: Anytime _ Wednesday: Anytime - Thursday: Anytime - Friday: After 7:30pm - Saturday: After 4:30pm - Sunday: After 2:30pm I am always respectful of my clients' homes & make sure I take the dogs out frequently to use the bathroom & for walks/play, that litter boxes are cleaned, & that there is always fresh water/food given.
About: Helped out family since I was little taking care of their furry family members. Also have volunteered numerous times over the years at local shelters and animal control. I currently work full time, so my hours may be a little odd. Switching to part time soon, so I will have more hours other than weekends opening up My dog is the center of my universe. Treat her like a member of my family. Make sure she gets plenty of exercise and attention everyday so that no day is boring for her if I can help it.
“Liliana was a lifesaver and my dog’s new best friend! I could tell from the moment I met her she has a place in her heart for animals. She is very responsible and trustworthy, and would respond quickly both while on the walk and before or after. We hope she’ll come back to see our Ragnar again!”

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.
“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.”

“Shelby arrived on time, was ready to go with a smile on her face! She took pictures along the way and when Darling got tired, she brought her home and offered to walk my senior to make up the time slot for us! Excellent dog walker!”

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!!!
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.

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.
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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
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
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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 for Dog Walking in Winthrop Harbor on Rover is $19.98 per walk (as of August 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 August 2026, there are 3,959 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 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 Winthrop Harbor.
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 Winthrop Harbor. On Rover:
- 92% of walkers can help with special care needs
- 97% 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.





