Dog Walking Hillside

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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.

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Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 161 reviews
60 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Nothing but great things to say about Jackie! She was able to walk Jenko on a last minute request. Have used her on multiple occasions since. Great communication and follow up. Definitely recommended her for any dog walking needs”

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Steven C.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 19 reviews
9 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

“On time all the time! Very kind and professional!”

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Rishi S.
Sitter Profile Image: Mikalanne T.
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Mikalanne T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 66 reviews
25 repeat clients
4 years of experience
Riverwest, Milwaukee, WI, 53212

“Mika was amazing. They took the time to connect with my boy. My boy is hesitant about letting people getting him out of the crate and Mika was so sweet with Salvador. We will definitely be booking with them again!”

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Paula O.
Sitter Profile Image: Mackenzie C.
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Mackenzie C.
from
$13
per walk
10 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I know that your pet is your family member, and I will be sure to give them the love and care that I would to my own! I'm currently in between jobs here in Milwaukee, so I will be able to make your pet's wellbeing my priority while I care for them! I will be sure to listen to your dogs needs, always follow your requests for your dog, and be sure to keep in touch with you if problems or something unexpected arises.

Sitter Profile Image: Benjamin R.
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Benjamin R.
from
$20
per walk
5.0 out of 5 stars
• 1 review
4 repeat clients
2 years of experience
Milwaukee, WI, 53202

About: Experienced in long term pet care, taking care of dogs for extended time periods when owners are on vacation and everyday experience taking care of pets while families are working, including drop ins and dog walks I work remotely and have a lot of free time open during the day for drop ins and dog walks. I’m available in the mornings, afternoons, and nights! Will respect any rules of the house and am very open to watch / play with the dogs in any way they’re comfortable with and used to

Sitter Profile Image: Camryn U.
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Camryn U.
from
$18
per walk
5.0 out of 5 stars
• 3 reviews
3 years of experience
Juneau Town, Milwaukee, WI, 53202

About: I have worked at a dog and cat boarding center for 3+ years now, and have exceptional experience in animal care. I also recently adopted a dog of my own this past year, which has taught me a lot about day to day life with dogs! I am currently a college student who has mostly online courses. I have a lot of free time and a passionate love for animals, so why not combine it into one! I have my own dog that I care for deeply, and would treat your pet as if it were my own. Making sure your pet is well cared for and happy is always my goal!

Sitter Profile Image: Emily Z.
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Emily Z.
from
$25
per walk
5.0 out of 5 stars
• 69 reviews
28 repeat clients
20 years of experience
Milwaukee, WI, 53211

“Our girl, Ruth, had a great time with Emily! Emily was on time, communicative, respectful of our home, and loved on our pup! We will definitely use her again!”

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Katy L.
Sitter Profile Image: Ashley G.
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Ashley G.
from
$10
per walk
6 years of experience
Brewer's Hill, Milwaukee, WI, 53212

About: Ive always grown up having all sorts of pets, Yet because of the limited space in my apartment I can’t have as many pets as I wish right now- but i’d love to hang out, play and walks with nice doggos 🥰 I currently work a part time job in which my hours got cut back so now I have more free time and I know dog walking will be a good way to get my steps in while meeting and hanging out with fur babies🫶🏻 I have a cat and I love her to death- they are my babies and I look after them as if they were actual human babies and I’ve just felt this caring way to all animals ! 🤍🤍🐱🐶

Sitter Profile Image: David K.
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David K.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
45 years of experience
Milwaukee, WI, 53212

About: I don't actually call myself that, that's what my friends say I am. I've literally never met a dog I didn't get on famously with. I respect the fact that they are individuals with their own needs. I don't mean to sound too self assured with the title, but I earned it from friends. Whether it's running on the Lake Michigan shore or just finding a nice sunny spot to sit for a while, your pup is going to have a fulfilling day. I have huge flexibility so no worries! A last minute trip or planned weeks in advance, we can work something out. I'm here for you! Even same day! I strive for communication as much as possible between animal and human. If they're not feeling like socializing, I don't force anything. Everyone has different needs. My experience in a dog daycare really helped me read and understand dog body language to head off any issues that may arise when you're watching 12 dogs.

Sitter Profile Image: Brooke M.
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Brooke M.
from
$13
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Yankee Hill, Milwaukee, WI, 53202

About: I’ve had dogs my entire life and was deeply involved in the training and care of my last dog, taking on the role of primary caregiver. I’m comfortable working with dogs of all ages, from puppies to seniors, and I understand the unique needs each stage of life brings. Since moving away from home for school, I’ve missed having dogs around and am eager to bring them back into my life. I am currently in PA school! My schedule is flexible and allows for unique free times in the day. With school, I am always in the area and available! I live in a complex with a grassy play area for all the pets. I also love to be outside and go on walks. I also am aware and conscious of what a pet needs in a home from my years of experience and my apartment appeals to that.

Sitter Profile Image: Kayla S.
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Kayla S.
from
$20
per walk
5.0 out of 5 stars
• 37 reviews
18 repeat clients
20 years of experience
Riverwest, Milwaukee, WI, 53212

About: I’m Back! 🐾 Experienced 5-Star Sitter, Nurse & Lifelong Animal Lover! After a three-year break from Rover, I’m excited to be back! I’ve truly missed the joy that comes from caring for your fur babies, building relationships with them, and giving pet parents peace of mind knowing their pets are in loving hands. I’ve had dogs my entire life and have always believed they’re more than just pets—they’re family! I’m a proud dog mom to two pups of my own, Opal and Nash, and understand just how important it is to find someone you can trust with your four-legged family members. A little about me: I’m a registered nurse with a background in critical care and care coordination. I recently earned my Master’s degree in Nursing Leadership and Administration and am currently pursuing my MBA in Healthcare Administration. Nursing has taught me to be compassionate, dependable, attentive to detail, and calm under pressure—all qualities I bring to caring for animals, too! With 37 five-star Rover reviews, I’m grateful for the trust so many families have placed in me over the years. Whether it’s a long walk, some playtime, a potty break, or simply extra love and attention while you’re away, I treat every pet as if they were my own. While my schedule is a little more limited these days between nursing, graduate school, and life with my own pups, I’d love to continue doing something that brings me so much happiness! I’m currently offering dog walking and drop-in visits only, rather than overnight stays or boarding. I know how much your pets mean to you, and my goal is to make sure they’re happy, comfortable, safe, and well cared for while you’re away. You can count on plenty of TLC, reliable communication, and photo updates along the way! I can’t wait to reconnect with familiar furry faces and meet some new ones! 🐶💕 I currently work full-time Monday through Friday usually until 3:30p or 4p I’d love to help with walks/cares in the evenings or a play date with my dogs; we have a big fenced in yard and love walks. I’d also love to board or do cares over the weekends that I’m free! I have a fenced in yard and love to walk around my safe neighborhood near Mount Mary University; I can also come to your home and care for your pets there. I am happy to meet you/your pet(s) ahead of time to ensure it’s a good fit. Very flexible and prefer detailed instructions to ensure I give them the best care!

Sitter Profile Image: Abby F.
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Abby F.
from
$20
per walk
4.9 out of 5 stars
• 19 reviews
3 repeat clients
1 year of experience
Shorewood, WI, 53211

“Abby did great with Lilly. Really loved all the pics and could tell she put extra love and care into time with her. Was nice to have while away. Thanks again!”

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Gabrielle T.
Sitter Profile Image: Samantha W.
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Samantha W.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
20 years of experience
Concordia, Milwaukee, WI, 53208

About: Over 20 years of experience, including elderly dogs and puppies. I love dogs and enjoy walks, park visits, games and couch snuggles. I know how important it is that your fluffy family members are taken care with as much love and stability as possible when you are away. I currently have a 10 month old standard poodle and she is my whole world. I understand how important this job is! I am an artist and work part time at my home studio. My flexible work schedule allows plenty of time for dog walks, park visits, play, attention and engagement throughout the day. I have a fully fenced in yard and a very friendly (well socialized) 10 month old standard poodle who loves having friends to play with. Our home is 4,200 square feet with plenty of space for dogs to play and settle in. We also have the first floor entirely puppy proofed, making it safe for even the youngest of curious explorers.

Sitter Profile Image: Ray L.
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Ray L.
from
$19
per walk
5.0 out of 5 stars
• 13 reviews
2 repeat clients
25 years of experience
Milwaukee, WI, 53208

“Ray is a conscientious, kind, caring animal charmer. Anyone who can tame my daughter’s little ball of anxiety Maltese is a miracle worker. We will be booking her again.”

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Mary V.
Sitter Profile Image: Ashley U.
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Ashley U.
from
$17
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
8 years of experience
Riverside Park, Milwaukee, WI, 53211

“Ashley is amazing!! She walked my dog for longer than what I booked for, sent pictures to update me, and was very responsive! She also was very helpful as I booked her less than 24 hours in advance. I would highly recommend her!”

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Cameron R.
Sitter Profile Image: Jake R.
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Jake R.
from
$30
per walk
5.0 out of 5 stars
• 16 reviews
4 repeat clients
10 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Jake has been fabulous with my dog— he clearly has a great energy with animals and his dog Atlas has been a major bonus as Hanu loves playing chase with him. Additionally, he’s prompt and professional with his replies and shares some adorable photos. Would definitely recommend for anyone looking for a walker!”

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Alison L.
Sitter Profile Image: Reese K.
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Reese K.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

About: I have always had a dog ever since I was a little girl. As I got older, I started walking my neighbors' dogs and dog-sitting, and I even considered being a vet for a while because of my passion for animals. I’m a graduate student at Marquette University. I have flexibility this semester to spend ample time with dogs and take them on walks. I can come in the mornings and at nights, depending on the day. I have always had dogs and can handle a wide range of sizes. My childhood dog was 125 pounds, so I can handle big dogs and little ones too. I know how to properly walk them and care for them.

Sitter Profile Image: River R.
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River R.
from
$15
per walk
4.9 out of 5 stars
• 42 reviews
9 repeat clients
10 years of experience
Murray Hill, Milwaukee, WI, 53211

“Haley has a way with animals. My dog needed coaxing to welcome new people in her life. Haley was confident, kind and caring. Even my skittish cat is now her friend. I am very pleased with Haley's professional care and am most grateful to have her skill set.”

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Norah A.
Sitter Profile Image: Janiela H.
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Janiela H.
from
$15
per walk
4 years of experience
Milwaukee, WI, 53233

About: I adapt my energy to your pet’s needs, whether it’s a high-energy playtime session or providing a calm, comforting presence for a relaxing day I’m currently working part time on weekends and my hours do get cut short. Im available on boarding for weekends and weekdays at 10am and mostly anytime that works for you on weekdays will work for me. I have a dog park next door across from the apartment and a lot of walking and grate spots to walk around out through my neighborhood. And you dog can be crated if needed.

Sitter Profile Image: Rachel P.
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Rachel P.
from
$20
per walk
4.8 out of 5 stars
• 26 reviews
11 repeat clients
24 years of experience
Milwaukee, WI, 53211

About: Pet Care Experience: I’ve had dogs my whole life and have extensive hands-on experience caring for dogs of all sizes, breeds, and ages. In addition to caring for my own pets, I have provided pet care for friends and family for several years and have experience through Rover providing walks, drop-ins, and house sitting. I also have professional veterinary experience as a certified ER veterinary technician, where I’ve gained hands-on experience caring for animals in a medical setting. I’m comfortable with feeding, walking, bathing, ear cleaning, administering medications as directed, and providing attentive general care. I have experience caring for senior dogs and dogs with mobility challenges, including providing support when walking or going to the bathroom. I’m also comfortable following individualized care instructions for pets with additional needs. When an owner provides appropriate instructions for their particular pet, I’m comfortable assisting with tasks such as bandage changes or injections. While dogs are my primary area of experience, I’ve also cared for numerous cats through drop-ins and house sitting. I’m comfortable with feeding, playtime, litter box care, and cleaning up whatever messes they may leave behind. Above all, I treat every pet with patience, compassion, and the same care I would want for my own pets. Schedule: I’m currently attending school full-time, and pet sitting through Rover is my only job. During the school week, I spend my days near UW–Milwaukee and offer dog walking in the UWM/Shorewood area during the day and into the early evening. I’m also available for house sitting in the UWM/Shorewood area, including longer stays, and can continue attending classes while caring for your pets. On weekends, I’m based in Hartford and offer drop-in visits there. I keep my Rover calendar up to date so my availability is always accurate. Hartford-area clients: Drop-in visits can also include a walk! If your dog needs a walk rather than feeding or playtime, just let me know how you’d like the 30- or 60-minute visit used. Safety and Trust: My experience caring for dogs and cats, along with my professional veterinary experience, has taught me how important it is to understand each pet as an individual. During the meet and greet, I take the time to learn your pet’s routine, personality, needs, and any special instructions so I can provide care that is safe, comfortable, and consistent with what they’re used to. My veterinary experience also gives me a valuable ability to recognize subtle changes in a pet’s behavior, appetite, energy level, mobility, or bathroom habits that could signal that something isn’t quite right. I know that pets, especially cats, can sometimes hide signs that they aren’t feeling well, so I pay close attention to changes from their normal behavior and will communicate promptly with you if I notice anything concerning. I believe meet and greets are extremely important, so I’m always happy to find a time to meet with pet parents before a booking. This gives you the opportunity to meet me, see how I interact with your pet(s), ask any questions or address concerns, and go over important details in person. During both house sittings and drop-ins, I provide plenty of updates, pictures, and information so you can feel confident that your pets are safe, happy, and well cared for while you’re away.

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

Dog parents share their Rover experiences - Hillside

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5.0 out of 5 stars

Jessica is great. She’s so helpful with last minute requests. Walks, feeds and plays with my pup. Highly reliable and recommended.

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Sarah S.
Dog Walking
5.0 out of 5 stars

Carrianne is AHHHHHMAZING!!! So loving and kind and thorough with her work with our pets! We couldn’t have been more grateful!

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Lauren O.
Dog Walking
5.0 out of 5 stars

Robert is so great! He’s very easy to work with and always communicates clearly. I’ve worked with him a few times now and will definitely continue to book with him!

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Andi G.
Dog Walking
5.0 out of 5 stars

We’ve used Jess multiple times and she’s great. Our dog loves her. I appreciate how flexible and communicative she is. Thanks Jess!

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Devin T.
Dog Walking
5.0 out of 5 stars

Abby did great with Lilly. Really loved all the pics and could tell she put extra love and care into time with her. Was nice to have while away. Thanks again!

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Gabrielle T.
Dog Walking
5.0 out of 5 stars

Mika was incredibly responsive. I booked a last min / late night request and they immediately responded and my dog is forever grateful! Thank you!

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Jazmin L.
Dog Walking
5.0 out of 5 stars

Christopher did a great job watching my dog while I was on vacation!! He was very communicative and I got photos and updates after each walk.

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Sarah H.
Dog Walking
5.0 out of 5 stars

Maggie is great; she's been walking Bella, a Pittie who is often in the seek-and-destroy zone. She is hyper-focused on everything around her, but never on her handler. Bella Francis is my daughter's dog, who has been staying with me for the past three weeks. We hired Maggie to get Bella out on 4 30-minute walks per week, and she was a lifesaver. Thanks for everything, Maggie. If you need a walker who can handle anything and everything with a smile, I would highly recommend Maggie. She is 10 stars!

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Kris L.
Dog Walking
5.0 out of 5 stars

Ashley is amazing!! She walked my dog for longer than what I booked for, sent pictures to update me, and was very responsive! She also was very helpful as I booked her less than 24 hours in advance. I would highly recommend her!

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Cameron R.
Dog Walking
5.0 out of 5 stars

Ilene was wonderful to work with. She was very attentive and kind to Buddy. Would absolutely recommend to others.

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Karol A.
Dog Walking
5.0 out of 5 stars

Jasmine was wonderful with Olive! Followed all the instructions perfectly and Olive absolutely loves her. Best buds for life. Will be booking Jasmine again!

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Ty F.
Dog Walking
5.0 out of 5 stars

Leandrea was great! Very thorough and kind. Communicated clearly and transparently. Highly recommended.

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Robert S.
Dog Walking
5.0 out of 5 stars

Liz and her kiddo were great! My dog loved getting to spend some time exploring with a kid during the middle of the day, and Liz was wonderfully communicative and reliable.

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Sarah S.
Dog Walking
5.0 out of 5 stars

I love how communicative Catie is with me and about my pet! She really seems to understand his needs.

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Marcy D.
Dog Walking
5.0 out of 5 stars

Travis is reliable and great with the dogs. He jumped in for me when someone else canceled at the last minute. 10/10!

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Amy N.
Dog Walking
5.0 out of 5 stars

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!

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Lilly M.
Dog Walking
5.0 out of 5 stars

Jacob is the best I will ALWAYS reach out to him first. He went the extra mile and my babies loved him! He took great cate of them.❤️

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Cathy K.
Dog Walking
5.0 out of 5 stars

Emily came through for me last minute to walk my two dogs this week! She was responsive and provided nice updates. Would highly recommend her. Thank you Emily!

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Savannah T.
Dog Walking
5.0 out of 5 stars

Jodi is so great! She is very flexible with my last minute booking and has been great with our dog! She presents with great communication as well! Would recommend!

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Kinga P.
Dog Walking
5.0 out of 5 stars

Emma was great with our dogs! She gave them the care they needed and lots of extra love, too. She sent updates and photos and was very reliable. We would highly recommend her for pet care.

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Pamela C.
Dog Walking
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