Dog Walking in Hillside, Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emily Z.
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Sitter Profile Image: Emily Z.
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1. Emily Z.

Star Sitter
Help me help you help your pet
Milwaukee, WI, 53211
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
19 repeat clients
from
$20
per walk

I feel so lucky to have found Emily on Rover. Finding someone that I could trust and rely on was really important and that is what I have found. She walks my dog, Tito, multiple times every week. It makes my day when I get the notification that she has completed a walk with Tito because I can see how happy he is in the pictures that she takes. I have nothing but good things to say about Emily and am so grateful for the quality time that she has spent with my best friend. Thank you Emily! Highly recommend using her services on Rover.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kathryn D.
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Sitter Profile Image: Kathryn D.
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2. Kathryn D.

Star Sitter
Excited to meet your furry friend!
Milwaukee, WI, 53211
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$18
per walk

Kathryn was outstanding. She was great with my pup and was extremely personable. I can’t wait to utilize her for any future dog sitting/walking needs!

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

We love dogs! Come meet us!
Historic Third Ward, Milwaukee, WI, 53202
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
45 reviews
13 repeat clients
from
$20
per walk

Highly recommend! Very accommodating and timely in communication. My dog is calm and happy when I get home from work because they take such great care of her while I’m away.

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Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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4. Becca S.

Rover 101
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
6 repeat clients
from
$19
per walk

Becca is wonderful! She is very caring with our pup, Dobby. She's attentive, warm, sweet, and responsible. She has great communication skills, and we love working with her. It's a big relief to leave our fur baby with someone we trust will really take care of him on his walks. She is excellent!

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Sitter Profile Image: Mikayla A.
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Sitter Profile Image: Mikayla A.
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5. Mikayla A.

Experienced Animal Care Taker
Lower East Side, Milwaukee, WI, 53202
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
11 repeat clients
from
$25
per walk

Mikayla did a fine job with walking our collie Bonnie. She was efficient, took a nice picture and was vigilant in watching our for our Bonnie. Would recommend Mikayla as a caring dog walker.

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Sitter Profile Image: Brendan B.
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Sitter Profile Image: Brendan B.
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6. Brendan B.

Doggy Paradise
Lower East Side, Milwaukee, WI, 53202
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$16
per walk

Brendan was a lifesaver! I was unable to walk my dog for several weeks due to my surgery, & Brendan took my dog for walks every day while I couldn’t.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Paula O.
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Sitter Profile Image: Paula O.
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7. Paula O.

Your best friend’s next friend
Brewer's Hill, Milwaukee, WI, 53212
0.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$18
per walk

Paula is Super! She sends me pictures and checks in with me regularly - so I get to see my little guy. I will absolutely use her services again when I am in town!!

Sitter Profile Image: Natalie W.
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Sitter Profile Image: Natalie W.
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8. Natalie W.

Friendly Petsitter in Milwaukee!
Walker's Point, Milwaukee, WI, 53204
2.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
5 repeat clients
from
$18
per walk

Natalie is awesome! Great with my pup and has great flexibility with my schedule. Would recommend over and over.

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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9. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$20
per walk

Jessica, took great care of our pups during a drop-in dog walking visit. She was prompt with communication before, during, and after the visit. Would recommend her and we will use her again.

Confirmed availability: Memorial Day Weekend
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
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
12 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: Emily V.
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Sitter Profile Image: Emily V.
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11. Emily V.

Star Sitter
Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
0.5 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
3 repeat clients
from
$16
per walk

Emily is awesome!!!! Definitely would be happy to have her again if she’s willing. She is prompt, communicative and from the pictures I’ve received Ralphie seems to have loved her! Thank you, Emily!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melissa A.
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Sitter Profile Image: Melissa A.
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12. Melissa A.

Love to walk!
Northpoint, Milwaukee, WI, 53202
1.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$16
per walk

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!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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13. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
20 repeat clients
from
$18
per walk

Carole is so attentive to the dogs & responsive to requests! Book her y’all!!

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Sitter Profile Image: Valene S.
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Sitter Profile Image: Valene S.
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14. Valene S.

Let me walk your doggos ❤️
Milwaukee, WI, 53202
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$15
per walk

Very accommodating an

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maliah G.
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Sitter Profile Image: Maliah G.
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15. Maliah G.

Rover 101
Where every paw matters. 🐾
Riverwest, Milwaukee, WI, 53212
1.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$12
per walk

After seeing Maliah's ease with an unknown house and our unknown pets, we felt very confident! Maliah's picture updates were comforting, their timeliness and communication was also very professional. Will be reaching out again in the future!

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Sitter Profile Image: Allison S.
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Sitter Profile Image: Allison S.
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16. Allison S.

Star Sitter
Guaranteed tail wags!
Avenues West, Milwaukee, WI, 53233
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$14
per walk

Allison has been so helpful and consistent with the dogs. I feel lucky to have found her! She’s reliable and very responsive and extremely caring with the pups!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Gabby E.
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Sitter Profile Image: Gabby E.
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17. Gabby E.

Full-time Animal Lover
Riverwest, Milwaukee, WI, 53212
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
42 reviews
12 repeat clients
from
$18
per walk

I think Gabby is a great dog sitter. She has a love for animals that led to her becoming a vegan since she has been 15 years old. If that's not dedication I don't know what is. She has watched our dogs and cat, as well as our neighbor's dog. She is responsible, smart, and extremely attentive to details. I highly recommend her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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18. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$25
per walk

About: I grew up in a household that fostered many animals! Starting at age 12, I started training bloodhounds with my mother for Search & Rescue. Over the years, I've served as the default dog sitter and trainer in my social circle. With tons of patience and research I also rehabilitated our two rescue dogs, who were human/dog aggressive when my husband adopted them. I have nursed our dog Molly back to health after numerous surgeries and I have extensive experience with geriatric dogs and cats. I'm pursuing my college degree late in life, and fully online. Other than a few random appointments here and there, I have full-time flexibility in my schedule. As long as you have wifi, I can do my work! We can't currently host animals at our house, but I'm happy to follow all guidelines you may have, strictly and with zero judgement. I'm happy to crate, keep dogs off furniture, or let them be laps dogs. The important thing is consistency, so I will follow your lead 100% unless you ask for my advice!

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Sitter Profile Image: Jahaira C.
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Sitter Profile Image: Jahaira C.
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19. Jahaira C.

Cat, Dog, and Small pet lover!!
Avenues West, Milwaukee, WI, 53233
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$15
per walk

Jahaira has been great and superrrr flexible with last minute requests. I’m glad she’s expanding her pet sitting because she’s awesome! She really knows how to care for my little one and always sends updates!

Sitter Profile Image: Olivia G.
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Sitter Profile Image: Olivia G.
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20. Olivia G.

Star Sitter
I will love your pet like my own :)
Lower East Side, Milwaukee, WI, 53202
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
11 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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