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Dog Walking in Jackson Park, Milwaukee

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

Tip: Contact sitters now to confirm availability.
Confirmed availability
4th of July
1. Brandie

Experienced Animal Care Giver

Morgan Heights, milwaukee, WI, 53228

Drop-In Visits, Dog Walking

"Brandie was absolutely wonderful, and just what we (my pups AND I!) needed today! She was available on short notice to walk my two dogs, didn’t mind a last-... (more)"

Confirmed availability
4th of July
2. Tim

Retired Police Lieutenant

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"I had a wonderful experience with Tim!! He was fantastic with my little dog. The first time I met him and introduced him to Sailor, I knew they’d be great to... (more)"

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3. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"As always, Sarah is amazing! Our schedule changed a bit for the evening and she was more than willing to accommodate. We are very thankful to have found so... (more)"

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4. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Lori is FANTASTIC! She is always friendly, professional, and wonderful with all the pups in our building. This time, she was a huge help to us in a crunch ... (more)"

Confirmed availability
4th of July
5. Kara

Walker-runner-snugger-ball thrower

Bay View, Milwaukee, WI, 53207

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Kara is gentle and kind. She loves all animals and is very trustworthy! Kara is committed to making sure all animals have a forever home! She has personal... (more)"

Confirmed availability
4th of July
6. Stefani

Specializes in paws and purrs!

Saveland Park, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

About: Hello! My name is Stefani and I am a 28 year old fur-mom of two large dogs and three cats that I adore! Animals are my passion and I tend to get al... (more)

Confirmed availability
4th of July
7. Emily

Can match the energy of any dog.

Alverno, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

About: I am a recent college grad, who has moved back to Milwaukee. I am a huge dog lover and have owned dogs my whole life. I'm looking to make new conne... (more)

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8. Erin

My dog loves new friends!

River Bend, Milwaukee, WI, 53219

Drop-In Visits, Doggy Day Care, Dog Walking

"Erin has spent her entire life with dogs! She has owned dogs of all sizes ..from 10 pounds to a 100 pounds. She is responsible, trustworthy and dependable! M... (more)"

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9. Lou

The best care for your best friend!

Avenues West, Milwaukee, WI, 53233

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have been dog sitting for 6 years of my life in Nebraska. I am now a college student who currently has one other job so I am very flexible to tak... (more)

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10. Kathleen

Big heart for all animals

Greenfield, WI, 53219

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Katie is awesome. Great with Toby and flexible and always tells me good things Toby does. I'm happy to find someone I can trust with my fur baby. (more)"

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11. Katherine

Loving, caring & responsible.

Greenfield, WI, 53220

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Katherine was incredibley awesome. She came to my home to meet my pug Ally and to form a plan to walk her while I was gone. Katherine was very professional a... (more)"

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12. Megan

I love all, no matter how many paws

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Megan has been great for me and my dog! She has been incredibly compassionate and patient with my dog, who was nervous with an unknown person coming in to w... (more)"

Confirmed availability
4th of July
13. Marlena

Flexible Experienced Pupper Lover

West Allis, WI, 53214

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: Active, stay-at-home dog lover! I have experience with small breeds to large breeds (hounds, shepherds, pit bulls) in daily care but also training.... (more)

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14. Miranda & Michael

Home most of day-doggie bachelorpad

Castle Manor, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

"Great Walker. Would recommend. (more)"

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15. Rachel

Only work 4 days per week

Harbor View, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

About: I have never owned a dog myself but I have had a lot of experience with dog-sitting multiple different breeds. I have also been a volunteer at the ... (more)

Confirmed availability
4th of July
16. Emilyssa

I’ll cherish your precious animal

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I absolutely love dogs! My dream is to own a farm one day; turn it into a sanctuary for rescue dogs and retirees. My goal is to help your dog have ... (more)

Confirmed availability
4th of July
17. Myah

Will walk your pup rain or shine!

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Awesome person to interact with and knows how to take care of a dog! She has two of her own and has fostered a couple of dogs as well so she comes experienc... (more)"

Confirmed availability
4th of July
18. Julie

Home full-time; can walk all day

Greenfield, WI, 53220

Drop-In Visits, Dog Walking

About: Hi! My name is Julie and I love animals of all sorts , especially dogs. I own four dogs currently. I have two German Shepherds and two smaller dogs... (more)

19. Samantha

Run, walk or play, any time of day!

Layton Park, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

"Sammi is great! I’ve been a coworker and now manager of her for the past two years. She is reliable and caring. We often fawn over all the cute dogs that wal... (more)"

20. Samantha

I will tire out your dog

White Manor, Milwaukee, WI, 53219

Drop-In Visits, Dog Walking

About: At one time or another growing up I have loved and lived with a Chihuahua, a golden retriever, and Samoyed dog. I love taking them out for long wal... (more)

Dog owners in Jackson Park, Milwaukee, WI turn to dog walkers on Rover.com for their dog walking needs. Over 1,089 pet owners have reviewed dog walkers in Milwaukee, giving them an average rating of 5.0/5. Dog walking can be affordable, no matter where you live or what your price range may be. Curious about how much dog walking costs in Milwaukee with Rover.com? Check out our average dog walking rates near you to get an idea before getting a conversation started with a dog walker on Rover. When you leave your dog with a walker you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 Jackson Park 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 Jackson Park, 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 Jackson Park, 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.