Dog Walking in Highwood Estates, Milwaukee

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

1. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

39 repeat clients

"Lori is very attentive to the needs of my dogs and keeps me informed of how things are going. She sends me tons of pictures and keeps my furkids happy. (more)"

2. Haley

I'll ♥️ your dogs while you're away

New Berlin, WI, 53151

Dog Boarding, House Sitting, Dog Walking

About: The hardest part about going on a trip is having to leave your fur babies behind. While you're gone I promise to make sure you dog(s) stay nourishe... (more)

Available this weekend
3. Ann

Home full time, long walks a must!

Bluemound Heights, Milwaukee, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

"Ann is very thoughtful and so caring for dogs. She will make a trusty walker to care for your beloved pooch!!! You will be lucky to have her as she is timel... (more)"

4. Sandy

Home full-time. Love all dogs!

Greenfield, WI, 53220

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

About: I have always been a huge animal lover, especially dogs! Currently my daughter & I have a 2.5 year old Border Collie/Australian Shepherd mix. We ad... (more)

5. Nichole

Animal lover with time on her hands

Wauwatosa , WI, 53226

Drop-In Visits, Dog Walking

7 repeat clients

"We traveled away for a football game on thanksgiving and Nichole gave me the peace of mind I needed as she took care of my dog while I was gone for the day. ... (more)"

6. Brea

Fetch, walks, and snuggles :)

Greenfield, WI, 53221

Drop-In Visits, Dog Walking

3 repeat clients

"Brea arrived timely each day and took my dog for good walks that took the entire 30 minutes. Henny seems happy and likes her, and I am so thankful for the he... (more)"

7. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

34 repeat clients

"Kathleen has been amazing with my dog, Wednesday. She is super reliable, communicative, and always gives an update/picture. I know Wednesday is in good hands... (more)"

8. Maria

Total pet people!

New Berlin, WI, 53151

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

1 repeat client

About: My family has had a dog in our house for my whole life. We recently lost our dog of 13 years and miss canine companionship! We have a big house and... (more)

9. Natalie

Home full time in summer & active!

West Allis, WI, 53219

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

"Natalie is very responsible. She is a loving dog owner and will give your dog lots of love and attention. Our dog, Charlie, gets very excited when he sees ... (more)"

10. Christopher

Dog daddy of three pups (:

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

About: I love all animals, especially dogs, and have had dogs and cats all my life. Right now my fiance and I own three dogs (a 1.5 year old Corgi, a 9 ye... (more)

11. Melissa

Melissa's Comfort Zone

West allis, WI, 53227

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

15 repeat clients

About: Pets are more than just animals to me, they are just as equal as a human being. They deserve to be spoiled and pampered and I do just that for my f... (more)

12. Kristen

Your Milwaukee Dog Sitter

Muskego Way, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Hi my name is Kristen Mendoza. A little bit about myself, I have 2 dogs of my own. Zeus is a senior black lab, then Jax is the husky pup that ju... (more)

13. Janet

World Class Animal Entertainer

Cannon Park, Milwaukee, WI, 53226

Drop-In Visits, Dog Walking

1 repeat client

About: I love animals and I have cared for animals my entire life. I have had cats, dogs, rabbits, fish, even hermit crabs. Making sure your pets are comf... (more)

14. Katie

Fit and active animal lover

Morgandale, Milwaukee, WI, 53215

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

1 repeat client

"Katie was terrific. She stuck with trying to figure out how to get into my house (there are two addresses and I didn't make it clear. My bad). She sent me ... (more)"

15. Amy

Furry family members are the best!

West Allis, WI, 53214

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

1 repeat client

"I have known Amy for 30 years and she has always been an animal lover. I trust her with my pets 100%. She is very loving and caring and wants the best for ... (more)"

16. Heather

Transplanted British puppy lover!

West Allis, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

About: Hello there! My name is Heather and I'm originally from the UK, though have been living in Milwaukee for roughly six years now. I love advertur... (more)

17. Rachel

Long Walks and Lots of Play

Highwood Estates, Milwaukee, WI, 53219

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

"I have been friends with Rachel for a long time, and one of the things I admire the most about her is her love for animals and how passionate she is about th... (more)"

18. Rachel

I love dogs and cats

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

"Rachel is a very trustworthy person. She has been around animals her whole life and respects/loves them. She gets along great with all dogs and can be depe... (more)"

19. Warren

A pack leader you can trust!

Milwaukee , WI, 53214

House Sitting, Drop-In Visits, Dog Walking

About: My experience with man's best friend started at a very early age. That cliche story of a boy and his dog. That love and appreciation of dogs grew t... (more)

20. Tosha

I love doggos!

West Allis, WI, 53227

Drop-In Visits, Dog Walking

"Tosha is great with my dog Baxter. She ha baby sat him in the past and he loves spending time wit her. She has shown me that she is trust worthy and that she... (more)"

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Learn About Premier

Dog owners in Highwood Estates, 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 know you can't always be there, and it's our goal is to connect you with walkers in your neighborhood who can help take care of your pet. With Rover, it's easy to find and book Highwood Estates dog walkers who will give your dog the exercise they need. Book a 30-minute walk one day, once a week, or even every day. That way, you can take care of what you need to do and know your dog is getting the love they deserve. No matter how often you need a walker or dog walker, we're here for you. We're proud to offer complimentary premium insurance with dog walking services booked through Rover. The next time you're looking for a dog walker in Highwood Estates, Milwaukee, visit Rover to search for the perfect dog walker, set up a Meet & Greet, and book a walk anytime you need it. All you have to do after that is sit back and relax: your dog's in good hands.

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 Highwood Estates, 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: