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Best Dog Walkers in Milwaukee, WI

Our Recommended Top 9

We did the research for you!

  • Licensing
  • User Reviews
  • Mystery Shopping Calls

Our goal is to connect people with the best local professionals. We scored Milwaukee Dog Walkers on more than 25 variables across five categories, and analyzed the results to give you a hand-picked list of the best.



9Top Picks

Learn about our selection process.


featured provider = Featured Provider
Rover logo

Milwaukee, WI
$10 off first booking! Rating

Why choose this provider?

Rover offers doggy daycare services for pet owners throughout the local area. Its network includes thousands of pet sitters that are available to care for dogs while their owners work or travel. The service connects sitters with clients online or through its app. Customers can meet with sitters prior to booking, and services are available for a range of dogs, including high-energy puppies and dogs with special needs.

  • Pets Services
  • Dog Walking

Milwaukee, WI Rating

Why choose this provider?

Need help contacting a Dog Walker in Milwaukee? Call our Concierge team at 848-Book-Pro (848-266-5776 from 6 am - 4 pm PT | Mon - Fri). They are standing by to help you get the service you need.

1108 North Milwaukee Street, Milwaukee, WI 53202 Rating

Review Sources

5.0 (30)
5.0 (4)

Why choose this provider?

Milwaukee Paws Pet Care is a dog walking service that caters to clients in Milwaukee and the surrounding areas. This company provides dog walking, dog sitting, and hourly care for animals that require attention while owners are away. It offers urban adventure decompression walks and puppy pack playgroups, as well as dog transportation services and concierge services, including groomer, vet, and activity referrals. Daily care for cats and in-home and virtual dog training are also available.

4141 W Martin Dr #2, Milwaukee, WI 53208 Rating

Review Sources

5.0 (37)

Why choose this provider?

Off Leash MKE is a dog walking company that provides exercise and pet sitting options to residents in the Milwaukee area. The company's dog walking services include the provision of drinking water, feeding if requested, and decompression options where dogs are invited to sniff, dig, run, and explore in nature. Off Leash MKE provides daily and overnight pet sitting, has care options for cats, and arranges puppy pack play sessions for young dogs to socialize with trained puppies.

West Allis, WI 53214 Rating

Review Sources

5.0 (2)

Why choose this provider?

The owner of Four Paws Pet Sitting LLC has lived with animals for most of her life and has personal experience with special needs animals. She is certified in Pet First Aid and CPR. The business was a finalist in the A-List Best of Milwaukee Best Pet Sitting in 2014 and 2016. The company walks dogs for 30 to 60 minutes, and can walk dogs individually or in a small group. The staff also pet sit cats, give overnight care in the pet's home, and care for other small or exotic pets. Four Paws Pet Sitting supports foster animal families by performing foster animal care for no charge, and the business features local pets up for adoption on its website. Pet owners say the company has experienced, loving, and caring staff and trustworthy, reliable care.

Milwaukee, WI 53208 Rating

Review Sources

4.0 (5)

Why choose this provider?

The Dogwalker specializes in walking Milwaukee dogs in 30-minute sessions for dog owners who have busy lifestyles. The bonded and insured pet care company helps pets stay healthy and get important exercise on a regular schedule. Dog walkers walk up to three dogs at a time. The A-List has rated The Dogwalker among the Top 10 Best Dog Walkers in Milwaukee. Pet owners give positive feedback for the company's flexible, accommodating staff who take excellent care of pets.

Milwaukee, WI 53207 Rating

Review Sources

4.5 (50)

Why choose this provider?

While You Were Out Pet Sitting Services, LLC is a licensed dog walking business with flexible hours. The company is insured and bonded through Kennel Pro. The business provides daily dog walks and pet sitting services, including overnight stays in the pet's home, and pet sitters are available seven days a week. The company also offers scheduled overnight pet boarding at the owner's home, which is cleaned with organic, nontoxic cleaning products. The facility allows pets on its couches for cuddling time and each room contains water bowls and dog beds. Dogs can run around outside in the fenced yard. The pet boarding service includes natural food preparation and medication administration in the price. Pet owners have praised While You Were Out Pet Sitting Services for its affordable prices and dependable, loving staff.

Oak Creek, WI 53154 Rating

Review Sources

4.9 (57)
5.0 (18)

Why choose this provider?

Milwaukee Pet Services hires dog walkers and pet sitters who are passionate about pet care. The business, based in Oak Creek, won the Angie's List Super Service Award in 2013, 2014, and 2015, Thumbtack Best of 2015, and WISN A-List Best of Milwaukee 2014. Staff walk dogs for 15-minute potty breaks up to 60-minute walks for energetic dogs, and pet owners can choose to set up a group walk with another dog in the same building or block. The company's other services include transportation to the vet or groomer, fluid therapy, medication administration, nail trims, pet food and supply pick up and delivery, and key pick up or drop off. Milwaukee Pet Services pet sitters cares for pets in their own home while their owners are away, and can stay overnight for extra company. Pet owners give positive feedback for the company's professional and reliable staff, easy online scheduling system, and text pictures and updates.

Milwaukee, WI 53202 Rating

Review Sources

4.7 (28)
5.0 (9)

Why choose this provider?

Wisconsin Pet Care employs caregivers who have many years of experience in the pet industry, and each pet sitter passes a criminal background check, a personality assessment test, and a security interview by a former member of the NYPD. The dog walking business is available every day of the year and has flexible scheduling available. The company won the Angie's List Super Service Award from 2012 to 2016 and won A-List Best Pet Sitting by CityVoter from 2012 to 2016. Founded 10 years ago, Wisconsin Pet Care walks dogs individually or in a group for 30 to 60 minutes, and dog walkers bring their own poop bags. The business also provides in-home pet sitting overnight or as short visits, and can visit pets for quick poop-scooping appointments. Pet owners have praised the business for its easy communication and regular photo updates.

Compare our Top Dog Walkers

NameExpertise RatingAddressPromotionsLearn more
Milwaukee, WI$10 off first booking!
Milwaukee Paws Pet Care
1108 North Milwaukee Street, Milwaukee, WI 53202
Off Leash MKE
4141 W Martin Dr #2, Milwaukee, WI 53208
Four Paws Pet Sitting LLC
West Allis, WI 53214
The Dogwalker
Milwaukee, WI 53208
While You Were Out Pet Sitting Services, LLC
Milwaukee, WI 53207
Milwaukee Pet Services
Oak Creek, WI 53154
Wisconsin Pet Care
Milwaukee, WI 53202


  • Introduction

    Many people have turned to dog walking as a regular household service. Dog walking can give your pet some exercise while you’re away at work or just take this chore off your hands when you’re having a busy day. Additionally, some people simply need dog walking help if they’ve sustained an injury or have health-related issues.

    Regardless of why you’re hiring a dog walker, it’s a hugely positive act for your pet. They get exercise, company, and an extra set of eyes on them.

  • How often should you walk your dog?

    The general rule is to walk your dog at least three to four times a day, with each walk being at least 15 minutes long. However, this can significantly vary depending on the dog breed, the dog's age, and the dog's energy levels. For example, some breeds that require a lot of exercise are Labrador retrievers, German shepherds, and boxers.

  • How long should I walk my dog?

    In total, most vets recommend a dog receives between 30 minutes to two hours of exercise a day. The variation depends on your dog’s energy levels. So, if you're hiring a dog walker for a one-hour morning walk, you can choose to do the other 30 minutes to an hour yourself in the evening.

  • How do you walk a dog?

    Usually, it’s safest to walk your dog on a leash so you can prevent them from wandering away. Dog walkers can help your dog learn how to walk well, as they are experts in dog walking. In general, dogs should walk close to their owners (or dog walker) and stay on the left side.

  • How do you train a dog to walk on a leash?

    Many dogs don’t adapt to leash walking right away. They may lunge, pull, or even stop walking. You can ask your dog walker to help train your dog to walk on a leash better. For example, when dogs pull on a leash, the correct reaction is to stop walking. Eventually, this teaches them that pulling won’t be tolerated.

  • How do I stop my dog barking when out walking?

    It doesn't feel great when your dog barks at other dogs. Luckily, you can train this behavior out of them. The experts recommend you teach your dog to heel. This way, when other dogs pass by, you can get your dog to heel and reward them for their good behavior. You can ask your dog walker to practice this on their walks.

  • Why do dogs like walks?

    Walking your dog has two benefits: it's physical exercise for them and it's mentally stimulating. Dogs are genetically a very active species that likes to be outdoors, so they enjoy getting outside a couple of times a day. Additionally, the smells and sights on their walk stimulate their brain. The human equivalent of a dog’s walk is like reading a good book.