Dog Walking in Hillside, Milwaukee

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
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Search Results

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Berenice B.
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Sitter Profile Image: Berenice B.
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1.

Berenice B.

Rover 101
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
16 reviews
10 repeat clients
from
$19
per walk

Berenice filled a walk for our Penny Lane lady minute with exceptional care. She took our pup for a mile walk and wrote us a really sweet note in addition to the Rover card. She even left a bag of her own treats which Penny loved. Will definitely rebook.

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Sitter Profile Image: Amanda & Cody T.
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Sitter Profile Image: Amanda & Cody T.
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2.

Amanda & Cody T.

We love dogs! Come meet us!
Historic Third Ward, Milwaukee, WI, 53202
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
11 reviews
4 repeat clients
from
$19
per walk

Amanda and Cody took some great pictures and helped us bridge the gap to when our dog sitter could pick up our girl. We will definitely be back to use them again!

Sitter Profile Image: Amanda F.
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Sitter Profile Image: Amanda F.
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3.

Amanda F.

Intuitive, Caring, and Dependable!
Milwaukee, WI, 53212
Dog Walking
5.0
5 reviews
4 repeat clients
from
$16
per walk

Amanda was available and prompt to stop by and give my pup a walk while I was recovering from a recent surgery. Much appreciated. Sent a cute pic and went for a nice stroll along the pond with him which he loved.

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Sitter Profile Image: tanya h.
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Sitter Profile Image: tanya h.
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4.

tanya h.

Lifelong animal caretaker and lover
Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
10 reviews
4 repeat clients
from
$15
per walk

It’s very easy to fall in love with dogs- but to uphold the responsibility of what it means to love them, take care of them and nurture them takes a great deal of dedication and devotion. Tanya is that special person who goes above and beyond for our four legged friends. She is an animal lover at heart and treats them with the care and respect they deserve. I work 10-12hr days and it’s never easy leaving my fur babies, but knowing they are with Tanya gives me the greatest piece of mind that they are safe and happy! She treats them as if they were her own which leads to great care. I am happy to recommend Tanya as a responsible and loving dog/animal caregiver!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Isabel R.
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Sitter Profile Image: Isabel R.
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5.

Isabel R.

Long walks, cuddles, and playtime!
Milwaukee, WI, 53211
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
15 reviews
7 repeat clients
from
$16
per walk

Izzy is a reliable and thorough dog walker. She makes sure our Lincoln is taken care of well and has a fun mid-day break. We notice he is wiped out when we get home from work. We are so grateful for her prompt photos and updates each day - leaves us with zero worries that he’s in good hands!

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Sitter Profile Image: Liz B.
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Sitter Profile Image: Liz B.
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6.

Liz B.

Senior pet lover and expert!
Avenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
3 repeat clients
from
$15
per walk

I have known Liz for several years and cannot say enough good things about them, but I will keep it to pets for this :) Liz is a pet owner, and an exceptional one at that. In the time I have known them, Liz has fostered several cats and has a passion for caring for animals. As a pet owner myself, I would trust Liz to care for my cat, and I am a super protective pet owner. In addition to their love for cats, Liz has a love for all animals. They have cared for dogs (large and small), fish, and even goats (how many people can say that??). Big, small, young, senior, Liz will care for any dog as if it is their own pet. Additionally, Liz is one of the most reliable and organized people that I know. They will never miss a scheduled walk or meeting time and will always make sure to give you a wonderful experience.

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Sitter Profile Image: Kathryn D.
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Sitter Profile Image: Kathryn D.
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7.

Kathryn D.

Excited to meet your furry friend!
Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
2 repeat clients
from
$15
per walk

Kathryn is a very attentive and responsible person. As a pet owner herself, she has all the knowledge and experience to take the best care of every animal she encounters! She has a calm demeanor that puts everyone at ease and is very affectionate and caring for the people and pets around her :)

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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8.

Travis H.

Rover 101
Love & Exercise for your dog or cat
Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking
5.0
179 reviews
72 repeat clients
from
$30
per walk

Rover asks me how well Sylvia enjoyed her time with Travis. Though I’ve asked her a couple of times, she just won’t elaborate. What I can tell you is that Travis is a good communicator and is prompt. 🙂

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kevin C.
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Sitter Profile Image: Kevin C.
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9.

Kevin C.

I'll treat your pets like family!
Avenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
3 repeat clients
from
$20
per walk

Great experience, very communicative

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Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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10.

Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
13 reviews
8 repeat clients
from
$20
per walk

Kennedy is amazing! She is incredibly detailed with all the information she gives you about your pup and so it just gives you such a safe feeling! She is so kind and really great with pets, I would absolutely recommend her to anyone without a doubt! Book with her, she’s the best!

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Sitter Profile Image: John & Amanda T.
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Sitter Profile Image: John & Amanda T.
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11.

John & Amanda T.

We’d love to help with your doggos!
Murray Hill, Milwaukee, WI, 53211
Boarding, Doggy Day Care, Dog Walking
5.0
8 reviews
2 repeat clients
from
$16
per walk

I have known John for many years. He is an incredibly responsible and caring person, able to watch any pets with safety and fun in mind! He has calm personality that animals love (like my cat) and is super dependable!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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12.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
78 reviews
26 repeat clients
from
$20
per walk

We are so lucky to have Jessica to help with our pets! She is always willing to help, is pleasant and reliable and takes great care of our fur babies. She goes above and beyond! Can’t recommend her enough!

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Sitter Profile Image: Jessica O.
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Sitter Profile Image: Jessica O.
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13.

Jessica O.

Not a tail that’s not wagging
Riverwest, Milwaukee, WI, 53212
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
13 reviews
8 repeat clients
from
$16
per walk

To many people; pets are part of your family and you don't trust them with just anyone. Jessica is a very loving and responsible person, and would be an awesome choice as a dog sitter for many reasons. I know this first hand because has watched my dogs numerous times. She enjoys playing fetch, going for walks, grooms them, offers snuggles and loves them as if they were her own. I promise your dog would be in safe hands with Jessica.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Quinesha F.
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Sitter Profile Image: Quinesha F.
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14.

Quinesha F.

Dogs are the best friends, EVER! 🐾
Riverwest, Milwaukee, WI, 53212
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
26 reviews
3 repeat clients
from
$20
per walk

Quinesha is wonderful with dogs and has been so welcoming and kind with our sweet (but skeptical) Koda. Koda needs at least two focused walks each day and Quin was able to walk her separately from the resident dog and another dog she was caring for that weekend -- something we appreciated very much! In addition, Koda needed medications administered and Quin didn't skip a beat with that. We are glad to have found Quin and thankful for her love of dogs and attention to detail! Highly recommend!

Sitter Profile Image: Allison S.
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Sitter Profile Image: Allison S.
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15.

Allison S.

Guaranteed tail wags!
Avenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
5.0
17 reviews
6 repeat clients
from
$14
per walk

Allison was right on time and took great care of our Yellow Lab Tucker! We will definitely ask her to watch Tucker again! Really appreciate her good work! Mike

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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16.

Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
44 reviews
14 repeat clients
from
$30
per walk

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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Sitter Profile Image: Hailey Q.
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Sitter Profile Image: Hailey Q.
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17.

Hailey Q.

another 20-something dog lover!!
Kilbourn Town, Milwaukee, WI, 53205
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
3 repeat clients
from
$15
per walk

Hailey is a pleasure to work with. She responds quickly to communication and adeptly rolls with the unique dynamic between my 6 year old and 6 month old dogs. She follows instructions to a tee and gives the dogs awesome belly rubs. Thank you, Hailey!

Sitter Profile Image: Olivia G.
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Sitter Profile Image: Olivia G.
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18.

Olivia G.

I will love your pet like my own :)
Lower East Side, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking
5.0
29 reviews
10 repeat clients
from
$20
per walk

Olivia was wonderful, very helpful and responsive. She did a great job taking care of my recently adopted 2 year old hound/pointer mix.

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Sitter Profile Image: Hari J.
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Sitter Profile Image: Hari J.
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19.

Hari J.

Just an excuse to meet cute dogs
Kilbourn Town, Milwaukee, WI, 53203
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
from
$15
per walk

Hari does a great job taking care of our kitties whenever we go out of town! We can always rely on Hari to give our cats lots of playtime/attention, make sure their food and water bowls stay full, and keep their environment in good shape. He is a great communicator and very reliable.

Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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20.

Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
House Sitting, Drop-In Visits, Dog Walking
5.0
275 reviews
158 repeat clients
from
$30
per walk

Daniela is clearly devoted to all furry friends. She instantly made me feel at ease. She was extremely thorough about learning and meeting the dogs and us in order to give our pups the safest most enjoyable care possible. She did walks for us, but I wouldn't think twice about boarding with Daniela. She'll be my first call.

Search Map

Dog lovers in Hillside, Milwaukee, WI love dog walkers on Rover.com. Over 1,089 pet owners have reviewed dog walkers on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog walking in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog walking? Check out our average dog walking rates to get an idea before contacting a dog walker near you.

We've been there: rushing home during every lunch break to take the dog for a quick walk around the block. Good news: You can easily find and book Hillside dog walking services on Rover. Whether you need a one-time dog walker or someone to take your dog for a stroll every day, we've got you covered. Exercise for your dog and peace of mind for you are just a few clicks away. Every walk is covered by premium pet insurance, at no extra cost to you. You can even ask your dog walker to send you a photo update. Whether you already have a favorite dog walker on Rover or you're new to the site, we'd love to connect you with a dog walker in Hillside, Milwaukee the next time you're unavailable. We're confident you and your dog will love it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover walkers in Hillside, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a walker who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including:

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