Dog Walking in Hillside, Milwaukee

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

1. Nika

Dogs make me smile more than babies

Lower East Side, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"My pup is a rescue and can take a little while to warm up to new people. Nika has been very sweet and patient with her. Nika has been on time, communicated w... (more)"

2. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

14 repeat clients

"Brian was very friendly and great with Clio. He was on time and stayed the whole time. If I need another walker I will definitely use him again! (more)"

3. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

34 repeat clients

"Lori is just the best! She is very comfortable handling dogs with high energy which is perfect for us since our dog is just that! I love receiving her walk s... (more)"

4. Sarah

Big heart and loves all dogs

Riverside Park, Milwaukee, WI, 53211

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Sarah is great with Bandit! She walks him a mile every time and brings her dog along as well. It's great for Bandit to have a puppy pal to socialize with! (more)"

5. Emily

Shorewood Dog Walker!!!!

Shorewood, WI, 53211

Drop-In Visits, Dog Walking

"Emily grew up with dogs and has always had a love for them. Since moving to Shorewood about a year ago, she has loved and cuddled every dog she had a chance ... (more)"

6. Chloe

Energetic and Kind Dog Lover

Whitefish Bay, WI, 53217

Drop-In Visits, Dog Walking

2 repeat clients

"We were very happy to have Chloe walk our puppy a few times while we were away at work. Our sitter had canceled last minute so we were in a bit of a bind bu... (more)"

7. Nick

I'm happy too watch your dog!

Bay View, milwaukee, WI, 53207

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

23 repeat clients

About: I love dogs! Always have, always will. I had a dog growing up. He was a chow collie mix who was my best friend and he lived to the ripe old age of ... (more)

8. Nikki

Pro Dog Exerciser and Lover! :)

Murray Hill, Milwaukee, WI, 53211

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"Our pup Poppy loves her walks with Nikki! Nikki does a great job taking care of all of our dog's needs. She is very professional and pays attention to all th... (more)"

9. Jo A

I want to connect with your pet!

Riverwest, Milwaukee , WI, 53212

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

About: I'm presently walking 2 dogs part time and feel this is my 'calling' I love being around dogs and believe they love being around me! I'm a very act... (more)

10. Ryan

Energetic, Loving, and Friendly!

Shorewood, WI, 53211

Drop-In Visits, Dog Walking

"I have known Ryan for a long time now and through that time I have gotten to see his loving relationship with his dog Sophie. You can see he shows affection ... (more)"

11. Margrethe

Experienced Animal Handler

Enderis Park, Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Margrethe is an Animal Behavior College Dog Trainer. Her training philosophy is grounded in the scientifically backed positive based training, pion... (more)

12. Jorden

Gentle and enthusiastic dog lover

Avenues West, Milwaukee, WI, 53233

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

"Jorden was great and I chose her because she was able to walk my dog later in the evening. (more)"

13. Melainie

Your pups home away from home!

Lower East Side, Milwaukee, WI, 53202

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

"Melainie took wonderful care of Wolfgang! When we came back he was all tuckered out and happy to see us. I would recommend her to anyone looking to leave the... (more)"

14. Zoe

Pet Fun and Care with Zoe

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Zoe is an amazing sitter. I needed a sitter promptly and she was able to start in 2 days. I have an active puppy who sometimes eats things she shouldn't. ... (more)"

15. Cassie

Full time animal lover!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: I love all animals and would be honored to meet yours! I love staying active with walking my own dog and would love the opportunity to walk and tak... (more)

16. Steven

Top notch, experienced dog care

Lower East Side, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

About: Hey everyone i'm Steven! I'm a long time musician and producer with an extensive background in marketing and communications. I've grown up around a... (more)

17. Alison

Fun & Adventurous Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Alison is so sweet with my pit/lab mix. She is kind and caring when walking him. I love that she is very accountable and always dependable. She hasn't missed... (more)"

18. Kristen

Milwaukee Dog Sitter

Muskego Way, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Hi my name is Kristen Mendoza. A little bit about myself, I have 2 dogs of my own. One is a 10 year old black lab, then one husky pup that will b... (more)

19. Clair

All breeds and all ages!

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

1 repeat client

"Clair is always on time and always sends me a text when she arrives and leaves so i don't worry. She does a great job taking care of Stinky! (more)"

20. Marianna

Reliable, active, loving sitter

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Marianna has been walking our Olive this week (and hopefully for many weeks to come!) and has been wonderful. Even though her first day she could barely get ... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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: