Dog Walking in 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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Search Results

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
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 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.

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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
0.6 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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3. Becca S.

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

Becca was Fantastic with Maisie, couldn't be happier! I believe she is Maisie's favorite Human! She was happy to walk, feed, and cuddle with little precious, there should be a 6 out of 5 stars option!

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

Your best friend’s next friend
Brewer's Hill, Milwaukee, WI, 53212
1.0 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!!

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

Star Sitter
Excited to meet your furry friend!
Milwaukee, WI, 53211
2.7 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: Emily V.
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Sitter Profile Image: Emily V.
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6. Emily V.

Star Sitter
Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
1.1 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 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!!!

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Sitter Profile Image: Mikayla A.
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Sitter Profile Image: Mikayla A.
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7. Mikayla A.

Experienced Animal Care Taker
Lower East Side, Milwaukee, WI, 53202
0.9 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 is absolutely amazing! She has worked with my dog Lily during walks and has made tremendous improvements. Mikayla is also extremely reliable and wonderful with dogs in general. Lily gets so excited to see her everyday! I would recommend Mikayla to anyone looking for a dog walker, sitter, etc. 🙂

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Sitter Profile Image: Brendan B.
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Sitter Profile Image: Brendan B.
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8. Brendan B.

Doggy Paradise
Lower East Side, Milwaukee, WI, 53202
1.2 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.

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Sitter Profile Image: Natalie W.
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Sitter Profile Image: Natalie W.
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9. Natalie W.

Friendly Petsitter in Milwaukee!
Walker's Point, Milwaukee, WI, 53204
1.3 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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10. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
0.8 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 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! ☺️

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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11. Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
1.3 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: Elaine P.
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Sitter Profile Image: Elaine P.
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12. Elaine P.

☀️Experienced & loving pet owner
Milwaukee, WI, 53204
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$16
per walk

Elaine is absolutely amazing with my puppy, Stella. Elaine is always sure to ask any questions she might have or come across and is attentive when I tell her of Stella’s needs for the day. Stella is always happy, even when I’m gone at work all day. Couldn’t ask for anyone better!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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13. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
106 reviews
37 repeat clients
from
$20
per walk

Leandrea always provides stellar service and communication no matter what she does. We had Leandrea stay in our house and used her walking services. Each time she was awesome in both caring for my scared dog and with communication!

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

Love to walk!
Northpoint, Milwaukee, WI, 53202
1.6 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!!

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Sitter Profile Image: Beckett C.
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Sitter Profile Image: Beckett C.
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15. Beckett C.

Animals are the best!
Walker's Point, Milwaukee, WI, 53204
1.3 mi. away
Dog Walking
2 reviews
from
$16
per walk

Beckett is an awesome dog walker! He is punctual, has great communication, and puts the care and safety of my dog first. He is a really nice guy who I can always trust with my dog!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brynn R.
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Sitter Profile Image: Brynn R.
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16. Brynn R.

Your pet's new bestfriend!
Lower East Side, Milwaukee, WI, 53202
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$20
per walk

Brynn definitely has an above average knowledge of animal behaviors and has worked directly with a large variety of dog breeds. Brynn has a high level of empathy for both people and animals, which makes her perfect for dog sitting/walking. Brynn has watched my dogs on many occasions (large and small breed dogs), and has always been extremely reliable and professional. When Brynn would care for our dogs when we were out of town, she would provide regular updates on how they were doing (i.e. eating, drinking, any behavioral concerns) and would send pictures to help us feel more comfortable being away from them. Highly recommend!

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

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
1.5 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mindy W.
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Sitter Profile Image: Mindy W.
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18. Mindy W.

Lunch Hour Dog Walking Friends!
Milwaukee, WI, 53202
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$18
per walk

Mindy might be a dog whisperer! She’s a communicative, friendly, and timely walker who always goes above + beyond.

Sitter Profile Image: Olivia G.
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Sitter Profile Image: Olivia G.
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19. Olivia G.

Star Sitter
I will love your pet like my own :)
Lower East Side, Milwaukee, WI, 53202
0.7 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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Sitter Profile Image: Anna L.
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Sitter Profile Image: Anna L.
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20. Anna L.

Seeking furry friends!
Historic Third Ward, Milwaukee, WI, 53202
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$28
per walk

Anna is amazing with pets. She grew up with a dog and always loved walking her and playing with her daily. She has puppy sat for me multiple times and is so patient and kind with my dog. Anna is so trustworthy, loyal, and will treat your pets with the upmost respect. I could not recommend her more!

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