Dog Walking Hillside

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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
• 162 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

“Rebecca was very good at communicating. Quickly got back to me when I was looking for a person to walk Knox. Very polite and nice.”

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Jeffrey K.
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: Jessica Z.
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Jessica Z.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 228 reviews
67 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

“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! ☺️”

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Markie J.
Sitter Profile Image: Melissa A.
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Melissa A.
from
$18
per walk
5.0 out of 5 stars
• 22 reviews
11 repeat clients
12 years of experience
Northpoint, Milwaukee, WI, 53202

“If you’re looking for a dog walker I highly recommend Melissa. She was prompt, professional, and took excellent care of my small dog. She asked relevant questions about my dog before leaving for the walk, and afterwards gave me a thorough update of the walk. I feel comfortable with her in charge of my beloved sweet furry friend!!”

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Julie B.
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: Kayla A.
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Kayla A.
from
$25
per walk
5.0 out of 5 stars
• 71 reviews
28 repeat clients
23 years of experience
Lower East Side, Milwaukee, WI, 53202

“Kayla has done a great job caring for and walking my dog. She is very responsive, adaptable, friendly, and professional. I highly recommend her.”

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Tom O.
Sitter Profile Image: Hannah L.
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Hannah L.
from
$16
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Harambee, Milwaukee, WI, 53212

About: Hi! I’m Hannah and I’m an animal lover who understands that pets are family. While I don’t have pets of my own, one of the reasons I love pet sitting is that I get to enjoy spoiling them and spending quality time with them! I’m happy to provide walks, playtime, feeding, cuddles, and plenty of love while you’re away. My goal is to make your pets feel safe, comfortable, and cared for while keeping them on their normal routine and in an environment where they feel at ease. I’ve been pet sitting for family members for the past 10 years and also spent some time dog walking during college. I’m now looking to take on some additional opportunities to spend time with and care for other pet families in my community. I’m dependable, attentive, and will treat your furry family members with the same care and attention I’d want for my own! I currently work a hybrid full time job, I am home 3 days a week and in office 2. Those days are flexible from week to week which allows me to be flexible with the schedule of your pets! I understand how important it is to feel comfortable and confident when inviting someone into your home to care for your pets. I treat every home with the same care and respect I would my own, and I take the responsibility of caring for your pets very seriously. I’ll follow your instructions and your pet’s normal routine as closely as possible, including feeding schedules, walks, medications (if needed), and any household guidelines you provide. Your pet’s safety and comfort are always my top priorities. I’m attentive to their behavior and surroundings and will make sure doors, gates, and other areas are secure to help prevent any escapes or accidents. I’ll also keep you updated while you’re away so you can have peace of mind knowing your pets are happy, safe, and being well cared for. My goal is to leave your home just as I found it while giving your pets plenty of love and attention!

Sitter Profile Image: Hailey K.
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Hailey K.
from
$20
per walk
4.8 out of 5 stars
• 19 reviews
3 repeat clients
14 years of experience
Milwaukee, WI, 53202

About: My sister and I grew up playing and helping our older neighbors in the area walk and take care of their dogs. My family has had cats my whole life that I’ve had experience taking care of. In high school I’d house/pet sit friends & family friends’ dogs & cats while they were on vacation, & started rover sitting during college! An actor, bartender, & graduate of UWMilwaukee with an open schedule! Looking to fill that time taking care of, spending time with, and getting to know your pets! I love the outdoors and I can take your dogs on lots of walks based on their needs! I always check if doors are locked before I leave/sleep & make sure to put away anything that pets can get into if they are left to roam. I stay clean so I make sure to clean any mess I or the pets create. I can also crate your pets if needed.

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 is a great dog walker. Our dog George was shy at first, but he soon began waiting at the gate for her appearances. We look forward to hiring her again. As does George.”

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Alex V.
Sitter Profile Image: Katarina N.
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Katarina N.
from
$16
per walk
4.8 out of 5 stars
• 18 reviews
15 repeat clients
10 years of experience
Historic Third Ward, Milwaukee, WI, 53202

“did everything i asked. i had one happy pup”

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Roman P.
Sitter Profile Image: Mara H.
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Mara H.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Juneau Town, Milwaukee, WI, 53202

About: After my childhood dog died a few years ago, I’ve been looking for ways to get some time with dogs! I love going for walks on the river walk and would love to be able to get exercise with your pet. I work 9-5 on the week days but am available on the weekends for dog walking during the day! I could potentially do some walks in the evenings on week days. I do not offer pet care in my home as I only do dog walking services. Dogs are allowed in my apartment but I don’t have the items required for boarding a dog.

Sitter Profile Image: Robert E.
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Robert E.
from
$16
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
Northpoint, Milwaukee, WI, 53211

“Robert was great! He was easy to work with, communicative, and understood directions clearly. He even helped clean up after my pup! I would definitely recommend him and will book with him again!”

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Andi G.
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: Aubrey A.
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Aubrey A.
from
$23
per walk
5.0 out of 5 stars
• 65 reviews
19 repeat clients
27 years of experience
Lower East Side, Milwaukee, WI, 53202

“Aubrey did so great with Philly! Communication is great and I appreciate all the pictures she left us! Looks like our dog warmed up to her right away!”

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Kinga P.
Sitter Profile Image: Sara D.
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Sara D.
from
$10
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
7 years of experience
Milwaukee, WI, 53211

“Sara is terrific. She came to my rescue when I got locked out of the house. Way above and beyond. My dogs love her too!! Thanks Sara.”

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Beth A.
Sitter Profile Image: Allison P.
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Allison P.
Star Sitter
from
$12
per walk
5.0 out of 5 stars
• 30 reviews
11 repeat clients
10 years of experience
Historic Third Ward, Milwaukee, WI, 53202

“Allison took my 4-year-old standard poodle, Kika, for midday walks this week and she did a great job of communicating throughout the week. We amended Kika’s care toward the end and she was very flexible. Thanks!”

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Anatolia E.
Sitter Profile Image: Megan D.
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Megan D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 69 reviews
18 repeat clients
11 years of experience
Milwaukee, WI, 53204

“Amazing as always. So accommodating and the pets LOVE her”

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Katie C.
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: Steven S.
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Steven S.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Walker's Point, Milwaukee, WI, 53204

“Steven was fantastic! As a first-time dog owner, I’ve never left my puppy alone or with anyone else until now, so this was a big step for me. I’m so grateful to have found someone I (and Moose!) trust and feel comfortable with. He took great care of Moose, and it definitely showed - Moose is happy and completely worn out after the day. Thank you for taking such good care of him!”

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

Dog parents share their Rover experiences - Hillside

1 / 1
5.0 out of 5 stars

I really like Lea! I had been messaging her on and off for a few months bc before our original meet and greet, my dog got injured so we had to delay starting walks together. She said she would follow up with me, and actually did! I’ve had many experiences here where walkers just ghost me or don’t show up to meet and greets. It was refreshing to connect with someone reliable! Normally my dogs get very anxious and pace and pant when meeting new people- not with Lea. They both laid down right away and weren’t anxious at all. I caught the end of one of their walks and Lea was so responsive to my senior dog who had started to slow down— she immediately adjusted her pace to match my dog. It was a small but important detail. She is consistent, reliable, and trustworthy. You can really tell Lea enjoys what she does. She takes the added step of putting time and effort into the relationship with dog parents which is a crucial step, often missed by walkers. I highly recommend booking her for your animal needs. She’s now my primary dog walker! 10/10 ⭐️⭐️⭐️⭐️⭐️

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Jasmine S.
Dog Walking
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

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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