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.
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: 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'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! (Also, I love cats! (I'm a Cat Mom of 4)). I'm currently pet-sitting full-time, so I have plenty of time to take care of your pet(s)! I keep my calendar up-to-date and respond promptly to requests, so feel free to reach out and ask! 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: Hey there!! I’m a passionate animal lover with a deep dedication to providing the best care for all pets. I believe in making each pet feel cared for and comfortable, adapting to their unique needs. I previously cared for an Australian Shepherd (little guy in the costume) for over two years, so I understand the bond and love that is necessary to each fur baby. Your pet’s happiness and well-being are my top priorities, and I’d be honored to give them all the love and attention they deserve! I am currently working from home and am working on my nursing degree. I am able to accept all time slots of early mornings and afternoons during the week and weekends! I currently do not have any pets here in my apartment but if needed, I have lots of living room space for running and stretching. As well as lots of time to hang out outside in our nearby parks and small trails around the apartment complex. :)

About: I’ve had pets (dogs, cats, fishes, a turtle) my whole life and genuinely love caring for animals. I currently attend training classes with my own dog, so I’m always learning more about positive training and animal care. I’m also a vegetarian and have a strong love and respect for animals. As a nighttime caregiver and daytime special educator, I’m patient, responsible, attentive, and comfortable caring for others with different needs. I’d love the opportunity to give your pets the same care, attention, and love I give my own! I currently work part time and have a very flexible schedule! I’m available weekdays and weekends within a wide variety of times throughout the day and I’m always willing to work around your schedule. I’ve had dogs and cats my entire life and understand how important it is to make pets feel safe and comfortable. I’ll follow your instructions carefully, provide plenty of attention and supervision, and make sure your pet gets the care, exercise, and affection they need.
About: I've taken care of dogs my whole life. I know every dog is unique and needs unique care. I want to make sure your dog is treated with care and understanding while you're away! I have experience giving oral medications (both pills and liquids). I currently have an open schedule for summer! Whether you need a dog walk or multiple visits for feedings while you're away, I've got you covered! I want to build a trusting relationship with you and you're pets. For home visits, I will take time to ensure your pet is eating and drinking well, make sure litter boxes and crates are clean, and each pet knows I'm there to make them feel safe and loved. Is you're pet a little shy? No worries! I'll give their privacy after making sure everything is taken care of.
About: Hi, I’m Charity and I would love to care for your pet. I love animals, always have, and I treat them as if they were my own. Safety is always my number one concern, so I make sure your dog is safe from harm and feeling healthy. If not, I take the proper measures to make sure they are better! I will take your pet outside to enjoy some sensory outdoor time. I have been known to know when something is off with dogs, and I will utilize my knowledge and expertise to thoroughly care for your pup. I’m open to suggestions from you as to how to spend my time I have with your pet. I will send photos to you throughout the stay. Thank you for checking me out and have a great day! I make sure the dog under my care is having a good time. I make sure I spend time playing with them, offer them their favorite toys, take them for extra walks, or more time outside together. I play fetch if that's what they enjoy. I make sure to take them for walks daily unless owner requests I do not. I keep them on their schedule including, feedings/drinks, medications, sleep time, and walk/play schedule. I treat dogs with kindness and respect. I want to make them feel at home. I’m open to do whatever activities would mimic their home environment.
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: I love all animals-any shape or size and have been caring for dogs and cats professionally for the past 6 years. I can handle any stage, terrible twos, the awkward teens and of course our golden girls(and boys). I work Fridays-Sundays only, pretty long days, sometimes I do get off early. During those days, I will leave the house in the early morning and not be able to return until that evening. Mondays-Thursdays I am completely available and home all day, to give your fur babies the time and attention that they deserve. Please contact me for any further questions regarding this schedule. I strive to leave a lasting impression on you and your pet as someone that they can trust and look forward to seeing. I always follow any instructions clearly as for care and procedures regarding your pets. My first priority is for everyone to have a safe and happy interaction!
About: Hiya! I'm Rebecca and I was in school to become a vet tech, but now I'm going to school to be a mortician and I'm a tattoo apprentice. I live in Kenosha, which is 15 minutes from the beach and I live around the boarder of Illinois too!! I'm an animal lover I have two dogs at home, an 8-year old westie and a corgi/heeler mix puppy. I have experience with both puppies and senior dogs! My friends have cats that I care for when needed. I have also taken care of horses, reptiles, rodents, and birds as well! My availability is pretty open right now, but I do have dungeons and dragons on Sundays, Friday and Monday nights. So I wouldn't mind if you needed me to do pop-in visit or walks! I can hold a small conversation in ASL! :) I cannot wait to meet you and your fur babies in the future!! :) I have dungeons and dragons on Sundays from 12pm - 5pm, Mondays from 6-9:30pm (online), and Fridays from 6-9:30pm so taking care of your fur baby will not be a problem if they can be left alone for a few hours. Otherwise, I'm available at anytime! I'm very flexible, so if you need an someone to do an emergency sitting for awhile, I'd be more than happy to look after your fur babies during that time! I treat your companions like my own pups, spoiled and treated like queens or kings. I will go to your house and stay there for the sitting including overnights. However, if you do not let your fur baby on furniture, I will respect and follow the house rules. I can take your fur baby for a walk, or we can go to the dog park if you're okay with that! If your furbaby needs medication or fluids, I would prefer to show me how you do it at home, so they can be the most comfortable when I have to give them their medication when you're away. I may a have a friend come by, but I will always ask first. I promise you that there will be no wild parties in your home!

About: I’ve been around and caring for dogs for over 15 years and genuinely love being around them. I also went to dog grooming school and am certified in dog CPR, so I have experience safely handling all different breeds, sizes, ages, and personalities. I’m comfortable with everything from big energetic dogs to little ones and seniors who need some extra patience. I’ll always treat your dog like I would my own and make sure they’re safe, happy, and getting plenty of attention! I currently have a flexible schedule and plenty of availability throughout the week. I love being active and spending time with animals, so pet care fits naturally into my routine. I’m happy to work around your pets normal schedule whenever possible. Making sure your pet feels safe and comfortable is always my first priority. My training at Midwest School of Dog Grooming taught me proper handling and safety techniques for dogs of all sizes and personalities. I’ve also attended dog safety seminars and am dog CPR certified. I’ll respect your pets routine, your home, and any specific instructions you leave for me

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: I’ve spent a majority of my life around animals. Growing up, we had a variety in the house (dogs, cats, fish, squirrels). I’ve learned that being calm, loving, and patient is the key to dealing with any pet. Like people, pets have their own quirks and personalities that is an absolute joy to learn about! I currently assist my sister with her two boys. Now that they are both in school, my schedule is much more open. I help get them to school early in the morning, and help pick them up in the afternoon. I have no problem helping with specialty pet needs and care, whether that be crating, medications, or assisted devices. Your pets are in great hands :)

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: My entire life has been surrounded by my family of pets; dogs, cats, fish, etc. I used to have 3 Cocker Spaniels and a cat while I raised my daughter, had a full-time career, took care of my house and everything else. I even created a pet grooming brand of products that I sold on Home Shopping Network. I would love to help you with your dog or cat. I know how important it is to know they’re in good hands while you’re gone. I work in a sales role. I work from home and visit customers locally. I have a lot of flexibility managing my schedule. Your pet is my priority when I make that commitment. I’m flexible in making sure your pet is as comfortable as possible and they follow their routine. I am accommodating and will do my best to keep them happy. I have a lot of experience administering complicated medication regimens as well as providing injections like insulin, if needed. I also groom my own dogs.
“Declan was fantastic with Maverick. He has helped his transition in a new home and spent time with him helping obtain good manners! Will continue to use Declan in the future for Maverick’s needs!!”

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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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.




