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

Hillside, 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.
“Jackie was extremely attentive and great with our Daisy! Our dog warmed up to Jackie right away, and thoroughly enjoyed the walk with her. We are looking forward to many more!”

“Jessica is amazing! Our dog Gabby stayed with her during the day and they got to enjoy nice walks, go to the park and get lots of play time. Jessica kept us updated during the day and sent us lots of cute pictures. Gabby is excited to see her again!”

About: I have experience working with a wide range of different breed and sizes of dogs. I worked at a doggie daycare and it was an absolute joy. I have taken care of dogs since I was young. Been surrounded by pets my whole life! From dogs, cats, snakes, fish, hamsters, rabbits ect. People trusted me from a young age with their pets because they naturally floated towards me. From small dogs to big ones. I have taken care of family dogs and friends of family pets. I always volunteered to do anything that involved animals. Not only do I currently handle dogs as my job but I also do baths! I took care of horses and other farm animals down in SC when I would visit family. My family are know to have ranches so animals have been a keen part of my life I'm taking a break from my part-time at a doggy daycare so I got plenty of hours for you dogs needs! I'm available all week for majority of day. I'm able to follow regular routines if informed by my clients in order to minimize confusion and be more comforting for the pets. When it comes to my client's medications for their dogs, I am punctual with how it's administered to their dog. If given permission, I'd bring treats and have them do fun little tricks to build trust between the pets so I'm not just a stranger
“Jessica took the best care of Max! Her communication was impeccable and you could see the quality in her care she provided for our dog. We could tell Max looked forward to his walks with her. We would highly recommend her care with anyone’s pet!”

“Jessica went above and beyond all expectations! She was great with Sullivan and even brought in a package off of our porch when she dropped sully off. Amazing walker and will definitely book again! ☺️”

“Met with Maggie for a meet and greet and a walk. Maggie was very responsive and prompt. She was communicative in the app, providing pictures and updates on their potty breaks as well. I’m looking forward to working with her again.”

“Alex is an excellent dog walker/caretaker. My dogs love her and she is 100% reliable. She goes out of her way to help her clients. Her communication is excellent and timely. Highly recommend.”

“Chelsea did an amazing job walking my pup Leo. She was so responsive and sent updates which always makes me feel at ease. My pup is a nervous Nellie around other dogs and she did a wonderful job managing his behavior. Couldn’t recommend enough!!”
About: What sets me apart is both my personal and professional experience caring for animals of all ages, sizes, and personalities. I’ve grown up around dogs my entire life and currently work at Dogtopia, where I care for and supervise dogs daily. This has helped me become patient, attentive, and comfortable working with different temperaments and energy levels. I also have experience with both senior dogs and puppies. My senior dog, Otis, had arthritis, so I learned how important patience, comfort, and attentive care are for older pets. I also helped raise and train our pug puppy with basic training, routines, and socialization. Because of these experiences, I understand that every pet has different needs depending on their age and personality, and I always try to make pets feel safe, active, and cared for like they’re my own.⭐️😊 Pet care is already a big part of my daily routine. I work at Dogtopia, where I help maintain a safe, clean, and fun environment for dogs of all sizes and personalities. 🐾 My job has taught me the importance of paying close attention to dogs’ behavior, safety, and overall well-being throughout the day. When I’m home, I also spend a lot of time caring for my own dog. I enjoy taking him on long walks by the lake, staying active with him through runs and playtime, and making sure he gets plenty of attention, exercise, and care every day.🦮🏃♀️❤️ When caring for pets in my home or a client’s home, I always prioritize safety, comfort, and keeping pets on their normal routine as much as possible. I make sure the environment is clean and secure by checking doors, gates, food, and anything that could be unsafe or easily gotten into by curious pets.🤗 I also pay close attention to each pet’s behavior, energy level, and individual needs to help them feel comfortable and stress-free while their owner is away. Whether it’s feeding, walks, playtime, medication reminders, or simply giving them attention and companionship, I always try to make pets feel safe, cared for, and at home.
“Riley was wonderful with Rocky! It was great to receive pictures from their walks each day. I’d definitely recommend her to anyone looking for a reliable walker :)”

About: Hello! My name is Shannon and I’m available for dog walking, dog sitting and house sitting in the Yankee Hill neighborhood. I work during the day, but my schedule is flexible. I’m a 39 year-old female new to the neighborhood. Please feel free to connect with me through Rover! I'm self-employed and am flexible to dogsit or dogwalk on a daily basis. I'm located in Elm Grove and can make myself available as needed. Thank you! Shannon I occasionally dogsit, dogwalk and sometimes catsit for friends, family and clients. I'm located in Elm Grove and can make myself available as you need. Thank you! Shannon
“Mika is great! They are incredibly caring and good with my dog. They have helped tremendously with his loose leash walking while making sure he gets lots of energy out. My dog loves them!”

About: I own two cats of my own with my partner, so I’m very experienced in caring for cats. Additionally, growing up I have cared for dogs of all sizes. Right now, my schedule is very open as I work on developing my own company. This leaves lots of time for quick check-ins with your pets and extended overnight stays. I am very clean in my own home, and I will ensure that I am the same in yours. I will always clean up after myself and after your pets (which goes without mentioning)
“My puppy girl is always so excited to see Kayla for her walks! Kayla is great! She is an excellent communicator and has been reliable. I can tell she is good with my puppy based on how long they are able to walk for and the sweet pictures Kayla sends of her. Seriously the best dog photographer out there which is an added perk ;)”
The median cost per walk for dog walking in Hillside is $20
Dog parents share their Rover experiences - Hillside
Dana has been fantastic to work with and has taken great care of my dog, Vincent! She is thorough, attentive to details, and always sends reliable updates during/after her visits. She is also very responsive and flexible whenever last-minute schedule changes come up, which I really appreciate. Vincent and I would highly recommend Dana to anyone in the Milwaukee and Third Ward area looking for a reliable, trustworthy person to care for their pet!

I needed a walker yesterday because I couldn’t be physically away from my home, so I was there when Andrew arrived. He texted when he was on his way, arrived promptly, and spent a couple of extra minutes greeting Rosie, on her level, letting her check him out and get comfortable with him - I was pleased. When they were out walking, a friend happened to see them and called me to tell me that she was impressed with how patient and gentle he was with her. He obviously made a positive impression on Rosie because she was very excited when he returned in the afternoon for her 2nd walk. I will definitely use Andrew for my future needs.
I’ve booked Max a few times to walk my sweet dog blue while I have long days at work. He is SO happy to see him each time. Brings me such peace of mind knowing my boy blue is taken care of, loved and gets to go potty and throw ball while I’m working long days. We will continue to choose Max anytime I need mid day support. Bonus pictures of blue throughout his walk are so sweet. Thank you, max!!! 🫶🏼

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