Dog Walking in Roosevelt Grove, Milwaukee

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

1. Kelly

Dog Walker/Sitter near Lakefront

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"She was amazing. I get very nervous when new people walk Stinky but she made me feel at ease. She was prompt and communicated with me the whole time. She t... (more)"

2. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

33 repeat clients

"Sarah was fantastic! She was on time, very communicative and took great care of our fur babies during a quick feeding visit! Absolutely wonderful :) (more)"

Confirmed Memorial day Availability
3. Tasha

Your dog’s next bff!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Tasha is wonderful with dogs! It was so hard for me to find someone I could trust with my dog Charlie, but I am so glad I found Tasha! She goes above and bey... (more)"

4. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

64 repeat clients

"Lori is wonderful. I know my dog is in good hands when I am working. Lori always gives me a update and sends pics of her visit with Hank and he always looks... (more)"

Confirmed Memorial day Availability
5. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Dog Walking

26 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)"

Confirmed Memorial day Availability
6. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

7 repeat clients

"Lucinda is a Dear and loving friend of mine! I have known her for 14 years and as long as I have known her, her love of animals have been obvious as she car... (more)"

7. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Laurie is awesome! She is responsible and reliable as well as flexible with booking walks. I've used a few dog walkers in the past and she really does a gre... (more)"

Available this weekend
8. 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)"

9. Nancy

Free belly rubs!

Glendale, WI, 53217

Dog Boarding, Drop-In Visits, Dog Walking

"Nancy is a true dog-lover and anyone would be lucky to have her as a dog walker or sitter. She is calm, reassuring, playful when appropriate and totally resp... (more)"

10. Margaux

Walk/run outside&chill inside? Deal

Murray Hill, Milwaukee, WI, 53211

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

About: I have experience working at the Safe Harbor Humane Society shelter in Kenosha for about 2 years. I have dog-sat several dogs from that shelter inc... (more)

11. Sasha

I'll cuddle, play, and run with pup

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

About: I've had pets (cats and dogs) my entire life and have always been responsible for taking care of them while living at home. My best friend has a ca... (more)

12. Caitlin

Run, walk, play with dogs!

Northpoint, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"When I adopted my dog Oliver, he fell in love with Caitlin immediately. I went to go pick him up and she went with me as this is both an exciting and nerve w... (more)"

13. Taylor

Full-time Pupper Lover

Juneau Town, Milwaukee, WI, 53202

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

1 repeat client

"Taylor has had a dog her whole life. She is a responsible young adult who’s love of all animals makes her one of the best caregivers. She has been responsibl... (more)"

Confirmed Memorial day Availability
14. Jenna


Cambridge Heights, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Jen LOVES dogs, small or big, young or old, Jen LOOOOOVES dogs! Every time I am with her and we see a dog she shouts out "Dogger! He/she is sooo cute!" She a... (more)"

15. Isabella

They call me the Pet Whisperer.

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: In a time when I needed it most, my dog was there for me. Let me be there for your sweetie pup and give all the hugs and walks and games of fetch y... (more)

16. Cindy


Wauwatosa, WI, 53222

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

60 repeat clients

"Cindy did a great job stepping in for us in a pinch when our other dog walker became ill. Thank you, CIndy! (more)"

17. Mo

Let Me Be Your Dog’s Substitute BFF

Glendale, WI, 53209

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

"BEST SITTER EVER!!! You literally can't find a better dog sitter than Mo. My pets are basically my kids, and I can think of no one I would prefer to be wi... (more)"

18. Matthew J

Large fenced in yard- Home fulltime

Riverwest, Milwaukee, WI, 53212

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

2 repeat clients

"Matthew J is an awesome dog sitter. I adopted my dog 6 months ago and Matt has made himself available to dog sit for me, answer questions and share his exten... (more)"

Confirmed Memorial day Availability
19. Leigh ann

lifelong dog caregiver

wauwatosa, WI, 53213

Drop-In Visits, Dog Walking

"Leigh Ann has always loved dogs. She has a heart for shelter dogs and has had up to 3 of them at a time. Two of them recently passed away from old age and ... (more)"

20. Sara

Long walks and a fenced in yard

Wauwatosa, WI, 53213

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

5 repeat clients

"Sara is fantastic! She is prompt, always quick to respond to Rover requests, and so sweet with our young dog (2 years old). She came to walk our pup yesterda... (more)"

In Roosevelt Grove, Milwaukee, WI, dog lovers trust 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 stars. Booking dog walking in Roosevelt Grove can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book dog walking in Milwaukee on Rover? Check out our average dog walking rates to get an idea before reaching out and beginning a conversation with a walker.

Rover is the simple, savvy way to find and book a dog walker in Roosevelt Grove, Milwaukee, WI. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for dog owners throughout the U.S. to reach walkers who offer dog walking. Just like you, Roosevelt Grove dog walkers on Rover are dog lovers too. Many of our walkers offer dog walking services and would love to take care of your dog when you can't be there. Book a 30-minute walk anytime you need it, and discover just how many of your neighbors are dog lovers too. You'll be glad to know dog walking booked on Rover is covered by the same great benefits as overnight sitting, including premium pet insurance, photo updates, and 24/7 support.

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 Roosevelt Grove, 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: