Dog Walkers in Winthrop Harbor, IL
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Winthrop Harbor dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Hi! While your gone away you can be sure your dog will get the love and care of a full family, we are up at 7am for a health breakfast and by 9 we’re out to hike a 1.5 mile trail full of wild life and beautiful views for your pup to see and experience. By 11 we’re back home for a bit of rest before lunch. Then comes nap time! The long walk usually tires the doggies out. After a few hrs they are up again for more playtime, usually hands on with the family, games like tug and fetch. This leads us to dinner around 6 and a bit more attention before our 8:30 bed time. Every day your pup is with us is an adventure they will be sure to enjoy just as much as the vacation your taking! My wife works from home and I walk dogs and manage the boarding 24/7. It’s always been a dream job if mine to be able to spend all day taking care of dogs and now I’m finally living that dream! I have a huge fenced in yard but the dogs will only be out there to use the bathroom. Maybe later in the day for some fetch but mostly the dogs will be inside with us. Also our morning walk is about 1-2 hrs long and that take a lot out of the dogs leaving them easy to manage most of the rest of the day.
About: I've always had an animal in the house from fish to rabbits to dogs and more. Whenever a family member needs a pet sitter, I'm their first call and I'd love to be yours as well! I'm available between 10 am-2 pm Monday, Wednesday & Thursday, between 6:30 pm-9 pm Mon.-Fri. and between 8 am-10 pm, Saturday & Sunday. I'm a school bus driver therefore these hours are firm. ☺️ I am comfortable giving medications and bottles if needed, along with crating. I love going for walks with my furry friends and am always up for some extra training and cuddles!
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.
“Blakely did a fantastic job walking my pups! She is comfortable with dogs and asks questions to make sure she provides the best care. Will definitely book her again :) Thanks so much, Blakely!!”
“Isabella is the only person I would trust with my fur baby! You can tell she genuinely cares about animals and is so kind and helpful! My pup tends to be on wild side and has really poor leash manners. She is so patient with him and teaches him to walk nicely. I could not recommend her enough! Such an amazing person!”
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.
About: I have had dogs since I was a young kid. Always took part in their care growing up. Currently have 3 golden retrievers and a cat. Youngest dog is 2.5 and oldest is 14. A lot of experience with all ages I work from home so it’s easy to pop in for a walk or to let your pet out. Very active so walking your pet is no problem I watch pets in other folks house since mine is pretty full with my 3 dogs. Just leave any additional info that would help your pets be more comfortable in my presence
About: I have a deep love for dogs of all breeds and would be thrilled to care for your furry friend while you’re away. With a lifetime of experience as a dog owner, I currently have three Airedales. Over the years, I’ve completed numerous obedience classes with my dogs, and I’m skilled at applying that knowledge to provide quality care. I’m experienced in raising puppies, including training basic commands, potty training, and leash walking. My one-year-old is even competing in dock diving and barn hunting, which highlights my commitment to providing enriching experiences for dogs. I also have extensive experience caring for senior dogs, as my 11-year-old pup requires regular medical attention. In addition, I’m skilled in bathing and grooming, having always groomed my own dogs. I even have a grooming table, so your dog will receive top-notch care if required. As a stay-at-home mom with older adult kids and a flexible schedule, I have plenty of time to walk, play with, or house-sit for your pups with all the attention they deserve. For your peace of mind, I’ll always walk your dog on a leash. If you have a fenced yard, we can enjoy a fun game of fetch. And if your pup needs to be crated when I leave, rest assured they’ll be content and happily exhausted after all the playtime!
About: I have had a plethora of dog care and handling since I was 12 years old. At that time, I began to volunteer at an animal rescue and spent hundreds of hours caring for and assisting with rehabilitating dogs. In college, I was a trainer for a non-profit service dog organization. Now, I spend time competing in dog sports with my two companions, my Labrador Retriever and my German Shepherd. Both train and compete in agility and dock diving. With having two dogs of my own, I take opportunities to keep them fulfilled and enriched with activities. I work only 3 minutes from home and am able to spend lunch breaks completing tasks. Weekends are spent keeping my pals active and happy. Safety is my utmost priority when caring for any animal. I preach security to anyone who will listen. I do not keep harmful substances in my home; such as candles, cleaners, sprays with toxins. Potentially harmful objects and food are not left out.
“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!”
About: Willing to go above and beyond to ensure the safety of your beloved pets! Able to handle any breed and age that is needed of me. I am currently working full time, but I am free every weekend and certain holidays. I’m usually available after 5 pm Friday, all day Saturday, and Sunday. I will put your pets safety before my own. I will treat them as if they were my own. Will constantly maintain awareness of my surroundings.
About: I had a dog named Baxter he was my best friend and I truly loved him but unfortunately I had to give him up because of moving and struggles and it was hard to let him go and I would care a lot for yours . I am available Saturday Sunday and Monday I can do from 6-3 all three days I can do as many walk I can from those hours . I make sure to understand the owners rules and do exactly what they tell me to! And I am a good listener I won’t ever do anything to no animal ever
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.
About: Hi, I’m Ellie! & I’m known for making friends with all kinds of pets and farm animals. Over the years I’ve cared for various breeds of cats and dogs since I was in middle school and have mainly house sit and boarded for friends,family, and coworkers and recently expanded my services to Rover. I have one fur baby of my own named Archie. I’m in the Lake Bluff area and am able to do boarding, house sitting, walks, and drop ins. My schedule is flexible and am able to make accommodations as needed. Note: Please let me know your dogs temperament ahead of time. & If your dog has any allergies, medical conditions, medications, or have any triggers. Thank you 😊
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.
Loving dog walkers in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
Nicholaus G.
“Hiring Nick was one of the best decisions I’ve made for my dog—and for my peace of mind. From day one, Nick showed an incredible level of professionalism, kindness, and genuine care for my pup. He didn’t just walk my dog, he connected with him, learned his quirks, and made every outing an adventure. He is always on time, communicates clearly, and sends updates and photos that always put a smile on my face. He’s gone above and beyond more than once such as staying a little extra when my dog seemed anxious, or bringing in a package when I was out. If you’re looking for someone who treats your dog like family, who is dependable, trustworthy, and truly loves what he does, you don’t need to look any further. Nick is hands-down the best dog walker I’ve ever had.”
Caitlin C.
Star Sitter
“I appreciate Caitlin for her patience and understanding! I love that she not only walks my puppy, but gives her attention and plays with her too.”
Sierra B.
“Sierra has watched my pets for me on multiple occasions and I will forever trust her to do so! She treats my cats and dogs as her own. Not only that but my dog is big on on people/other animals respecting his space. She did so and showed him that she is trust worthy so she is one of my dogs favorite people. She has always been more than willing to do whatever the animal needs to gain their trust no matter how long it takes. My pets and I both love her!”
Kyleigh R.
“If I was to explain Kyleigh with pets, she’s so helpful and caring for them. She wants to make them happy always and love on all types. She’s even going into vet tech to work with dogs and cats cause she wants to help and love on them. Kyleigh is an amazing person with animals and would love to work with yours too!”
Blakely D.
“Blakely did a fantastic job walking my pups! She is comfortable with dogs and asks questions to make sure she provides the best care. Will definitely book her again :) Thanks so much, Blakely!!”
Jadyn P.
“Jadyn arrived a bit earlier than scheduled and was very attentive with my dog. She provided good and clear pictures during the walk. Would request again for future dog walks!”
Isabella T.
“Isabella is the only person I would trust with my fur baby! You can tell she genuinely cares about animals and is so kind and helpful! My pup tends to be on wild side and has really poor leash manners. She is so patient with him and teaches him to walk nicely. I could not recommend her enough! Such an amazing person!”
Angel L.
“I’ve have the privilege of being Angel’s mum, and she is one of the best people I know. She has a caring and loving heart and has always loved animals. She has shown great care and responsibility for all the animal companions we’ve had. She is a protective, fierce, and loyal friend. Whoever chooses to have her watch over or walk their furry friends will be rewarded with compassionate and dependable service.”
Ethany I.
“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!”
Tara S.Star Sitter
“Tara has been absolutely wonderful! She is super attentive and documents her walks so that the pet parents can stay informed. Our dogs just love her.”
Mackenzie G.
“Mackenzie is a very responsible pet owner. She got her first golden retriever at age of 17, took it to classes, and worked with her. Mackenzie is very outgoing and takes pride in her family, sports, and animals.”
Kim K.Star Sitter
“Ripley was quite happy for the exercise. Thanks.”
Karie M.
“Absolutely thrilled with the dog-sitting experience Karie provided! Lim, our 170 lb Russian Terrier, and Putin, our 90 lb Lab, were in the best hands possible. Lim can be a gentle giant and like a big puppy, while Putin is friendly but can be a handful with his energy and he likes to steal food off any countertop or pantry. However, Karie handled them both effortlessly, making sure they were well cared for, happy, and comfortable. The communication was great throughout, and we loved getting regular updates with pictures and videos. Both dogs were treated like family—Lim had his walks and playtime, while Putin enjoyed his exercise and snuggles. We really appreciated how the sitter paid attention to their individual personalities and needs, ensuring they were both well cared for, despite their size and differing temperaments. Returning home, it was clear our dogs were relaxed and had been treated with so much love. I highly recommend this sitter to anyone looking for someone who is attentive, responsible, and loving toward dogs of all sizes. We will absolutely be using her again!”
Linsey H.
About: I have had a plethora of dog care and handling since I was 12 years old. At that time, I began to volunteer at an animal rescue and spent hundreds of hours caring for and assisting with rehabilitating dogs. In college, I was a trainer for a non-profit service dog organization. Now, I spend time competing in dog sports with my two companions, my Labrador Retriever and my German Shepherd. Both train and compete in agility and dock diving. With having two dogs of my own, I take opportunities to keep them fulfilled and enriched with activities. I work only 3 minutes from home and am able to spend lunch breaks completing tasks. Weekends are spent keeping my pals active and happy. Safety is my utmost priority when caring for any animal. I preach security to anyone who will listen. I do not keep harmful substances in my home; such as candles, cleaners, sprays with toxins. Potentially harmful objects and food are not left out.
Keira W.
“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!”
William O.
“William is a very dependable and attentive sitter for pets. He's helped me on so many occasions with helping look after our furry ones while away. I've never felt like I was leaving any of the animals in bad care when William was able and willing to care for them. I would recommend him as he is reliable and trustworthy to get any petsitting related job done.”
Candy D.
About: I had a dog named Baxter he was my best friend and I truly loved him but unfortunately I had to give him up because of moving and struggles and it was hard to let him go and I would care a lot for yours . I am available Saturday Sunday and Monday I can do from 6-3 all three days I can do as many walk I can from those hours . I make sure to understand the owners rules and do exactly what they tell me to! And I am a good listener I won’t ever do anything to no animal ever
Ashley J.
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.
Ellie A.
“Ellie was great! She was very gentle and patient with my socially anxious pup. She was really communicative and accommodating. My pup loved her! Thanks Ellie! :)”
Mariadelaluz Z.
“I come from out of town often and use Maria often. She is extremely flexible. She allows us to pick up our dog in the middle of the night at times. I have family members in her area that I’ve referred her to. They as well, are happy and thankful to have found Maria.”
Over 5 pet parents in Winthrop Harbor have booked dog walking
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog
2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per walk for dog walking in Winthrop Harbor is $20
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Winthrop Harbor average 4 repeat dog walking clients
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winthrop Harbor on Rover as of Aug 2025 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Aug 2025, there are 1,366 dog walkers in Winthrop Harbor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 87% of Winthrop Harbor dog walkers respond in under an hour.
Dog walkers in Winthrop Harbor have an average of 18 years of experience. Dog walkers with repeat customers have an average of 4 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winthrop Harbor.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 1,366 dog walkers in Winthrop Harbor on Rover, so you’re sure to find the perfect match for your dog! In Winthrop Harbor, 95% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.
Connect anywhere with the Rover app
