Dog Walking Winthrop Harbor

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Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Robert P.
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Robert P.
from
$15
per walk
14 years of experience
Winthrop Harbor, IL, 60096

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.

Sitter Profile Image: Edge C.
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Edge C.
from
$20
per walk
1 year of experience
Zion, IL, 60099

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.

Sitter Profile Image: Elizabeth P.
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Elizabeth P.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
13 reviews
2 repeat clients
1 year of experience
Zion, IL, 60099

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.

Sitter Profile Image: Ashley J.
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Ashley J.
from
$20
per walk
5.0 out of 5 stars
1 review
8 years of experience
Winthrop Harbor, IL, 60096

About: I have a love for animals, if you're thinking I'm sure everyone says that but for me it's so true. Not only do I love caring for pets. I've even helped my neighborhood with feral cats and getting them the help the deserve. Look up on Facebook Winthrop Harbor Wild Cats! What does that mean for you? I'm passionate about caring for animals means I will love on and treat your special friend just as you would! My work is flexible and mostly at home. I like to go on walks daily which would fit perfectly for any pup looking for exercise! We have a large yard for easy potty breaks. I have two young children that wear out anyone willing to play. We have a medium crate if needed and a full basement with playroom.

Sitter Profile Image: Keira W.
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Keira W.
from
$15
per walk
5.0 out of 5 stars
22 reviews
11 repeat clients
8 years of experience
Waukegan, IL, 60087

Keira was such a blessing for us! She walked our dog Bernard and was so easy to communicate with! She posted pictures of what he did on the walk and he loved her right away! I would definitely recommend Keira!

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Jordan B.
Sitter Profile Image: Ethany I.
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Ethany I.
from
$30
per walk
4.0 out of 5 stars
4 reviews
2 repeat clients
13 years of experience
Zion, IL, 60099

Always on time and provides great feedback on how my little one does during their walks. Appreciate the great care you provide for my pup!

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Anne D.
Sitter Profile Image: Ariella V.
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Ariella V.
from
$26
per walk
4.8 out of 5 stars
17 reviews
3 repeat clients
1 year of experience
Zion, IL, 60099

About: I’ve taken care of many dogs and cats over the years. I provide animal sitting for all sizes and ages in your home or mine. I've cared for animals all of my life. Can perform bath, light grooming, waste control, and medication dispensing. I’m currently part time but free for the morning and afternoons. Can do overnight boarding. I can do walk or go to the dog park if needed. I live in a house with plenty of room to run around!! I work from home so I am available all the time for you and your pet! Just text me and I’ll respond as quick as possible. I have a yard with room to run around. Room inside the house all to your animals space as they need. Can trust and feel safe with me.

Sitter Profile Image: Faith Q.
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Faith Q.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
37 reviews
29 repeat clients
20 years of experience
Gurnee, IL, 60031

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!!

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Carol G.
Sitter Profile Image: Celeste G.
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Celeste G.
from
$25
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
13 years of experience
Wadsworth, IL, 60083

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.

Sitter Profile Image: Isabella T.
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Isabella T.
from
$22
per walk
4.9 out of 5 stars
20 reviews
11 repeat clients
18 years of experience
Beach Park, IL, 60087

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.

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Stephanie A.
Sitter Profile Image: Mariadelaluz Z.
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Mariadelaluz Z.
from
$30
per walk
5.0 out of 5 stars
19 reviews
4 repeat clients
30 years of experience
Zion, IL, 60099

About: I am a big animal lover. I plan on treating and taking care of your sweet fur baby as if he or she or they are mine because that how I would want someone to take care of my fur babies. I understand the worries leaving them with a pet sitter because I am a pet owner and have had a lot of anxiety leaving my pet with a person even if it a person I know and trust. I can provide special care if needed I had blind fur babies before as well have had a lot of senior and puppies that needed a lot of attention , care and love. I have two shih-tzu one young (Gerber) and one senior( Toby). I require all pets be up to date with shots as well flea treated. I currently have a part time and only work about 2days a week. If that. Due to working short hours and day I am blessed being able to be home most of the time with my own dogs. As well be able to have this side hustle of taking care of people fur kids. I have a fenced back yard and currently saving for the fenced in front yard. I actually have a double fenced back yard section to help to get my own pets safe. I did it because I find my big back yard great for exercise and play time but I love having a decent side section double fence just for sense of security.

Sitter Profile Image: Taylor G.
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Taylor G.
from
$15
per walk
10 years of experience
Waukegan, IL, 60087

About: I have cared for dogs from shelters as well as senior dogs. Now I have a puppy who is 2 years old! I am pretty consistent with giving walks, play time, bathroom breaks, and meals. I also offer transportation services! I have quite a lot of free time as a full time nursing student! I’m outside everyday with my dog! I would love to find some doggy friends for my pup! I have a fenced back yard and a playful friendly dog to keep them company. The house is also dog proof! Dogs are absolutely welcomed indoors! I also have access to a number of outdoor fields for the dogs to play, a beach, dog play areas and more!

Sitter Profile Image: Kyleigh R.
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Kyleigh R.
from
$15
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
1 year of experience
Kenosha, WI, 53142

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.

Sitter Profile Image: Isaac N.
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Isaac N.
from
$16
per walk
10 years of experience
Kenosha, WI, 53140

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.

Sitter Profile Image: Angel L.
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Angel L.
from
$15
per walk
34 years of experience
Zion, IL, 60099

About: I am a firm believer that our pets are our family, and each individual pet deserves individual care, respect and love! I am meticulous with details and ensure that a beloved pet’s routine is kept as consistent as possible under my care. I’ve owned cats since I was 8yrs old, and also had hermit crabs, Leopard geckos, and tarantulas. My family never had space for a dog, so I walked and played with my neighbors dogs while growing up. Once I reached my 20s, I’ve volunteered for years at no-kill shelters back in TN, trained on how to clean, socialize and care for dogs. I have just moved to Northern Illinois and wasn’t able to transfer my job up here. So I want to make my job caring for your family! I am available Saturday - Wednesday. I am very detail oriented and respect every pet owner’s instructions and wishes to the letter. Pets deserve consistency with their established routines! In the absence of instructions or an emergency, I have years of hands-on pet care to fall back on and use reliable judgement so your pet will always receive the best care possible.

Sitter Profile Image: Stephanie A.
Verified Enhanced Background Check
Stephanie A.
from
$19
per walk
30 years of experience
Zion, IL, 60099

About: I grew up with friends referring to my home as a zoo because we had so many pets! Being responsible for family pets at a young age taught me responsibility and how rewarding it is to care for a furry friend. I grew up to work at the medical center of an animal shelter and learned the skills to work with young to senior pets, outgoing and shut down, in n good health and poor. I treat my dog like my kid and will do the same for your pet I'm currently a full time parent to facilitate taking my son to various therapy appointments which allows a lot of flexibility in my schedule. I remember the stress of being at work and worrying about how long my senior dog had been home alone. I would love to help remove that stress from your life. I'm very particular about a sitter following instructions on how to care for my pup to make sure he is as safe and happy as possible. On walks I always ask other person parents to give us space to avoid any unnecessary negative interactions. Any instructions or preferences you have for your pet will be followed to the letter!

Sitter Profile Image: Rachel W.
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Rachel W.
from
$20
per walk
5.0 out of 5 stars
7 reviews
8 years of experience
Kenosha, WI, 53142

About: I grew up with dogs and have spent the past eight years caring for and dog sitting pups of all sizes and personalities. I have looked after pets for friends and family and always treat every dog as if they were my own with patience, love, and plenty of attention. I am more than happy to host multiple pets at the same time when they come from the same household. I have a lot of time to spend with your pup, which means I can provide plenty of attention, playtime, and potty breaks throughout the day to make sure they feel comfortable and cared for Your pet’s safety and comfort are my top priorities. My home has a fully fenced-in yard where dogs can play securely, and I live in a very walkable neighborhood with a nearby park for safe, enjoyable walks. I keep a close eye on pets at all times and make sure they’re in a clean, secure, and loving environment. I treat every pet with the same care and attention I would give my own.

Sitter Profile Image: Marissa C.
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Marissa C.
from
$28
per walk
3 years of experience
Pleasant Prairie, WI, 53158

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.

Sitter Profile Image: Marcelina B.
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Marcelina B.
from
$20
per walk
5.0 out of 5 stars
26 reviews
10 repeat clients
10 years of experience
Kenosha, WI, 53142

Always does a great job, trustworthy!

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Paul M.
Sitter Profile Image: Stevetta S.
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Stevetta S.
from
$18
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
25 years of experience
Kenosha, WI, 53143

About: I have been taking care of animals since I was a little girl. As a kid I would scoop up tadpoles from a small pond and try to raise them. One day while play in the woods I found an abandoned kitten and brought her home. We named her Grace and took care of her until she was adopted. Our pet growing up was a pug named Kenya. She had a litter of 3 pups which I cared for until they were adopted. Currently I am a proud owner of a male goldendoodle named Crispy who I walk everyday rain or shine! He is a emotional support animal who is such an essential part of my mental health. My day job is a program coordinator. I connect veterans with community resources to help improve their quality of life. I guess you could say that I am a person who cares for all life. I am pretty flexible. I am currently available mornings and afternoons, and I am available for boarding as well. I am also available on weekends if needed. Pets safety is highly important. I do not have a fenced in yard however I walk my dog multiple times a day securely on a leash. I always make sure that the leash is secured before opening the door. I will do the same for your precious animal

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The median cost per walk for dog walking in Winthrop Harbor is $20

Dog parents share their Rover experiences - Winthrop Harbor

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5.0 out of 5 stars

Jamie is awesome! She went above and beyond our expectations while taking care of our boys!! She is very professional and took the time to meet the boys before our scheduled dates with her. We got great pictures from her!! We will definitely be using her again

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Megan R.
Dog Walking
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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 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 4,140 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
  • 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 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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