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Best Dog Walkers
in Milwaukee

Why These Dog Walkers?

Our goal is to connect people with the best local experts. 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.

Reviewed Curated Top Picks 143 88 7

Our Selection Criteria:

  • 1. Reputation

    A history of delighted customers and outstanding service.

  • 2. Credibility

    Building customer confidence with licensing, accreditations, and awards.

  • 3. Experience

    Masters of their craft, based on years of practical experience and education.

  • 4. Availability

    Consistently approachable and responsive, so customers never feel ignored.

  • 5. Professionalism

    Providing service with honesty, reliability, and respect.

Astrith's Pet Sitting Services

The founder and owner of Astrith's Pet Sitting Services has worked in the pet care industry for more than 15 years. The staff have experience in medical animal care such as administering Sub-Q fluids, insulin shots, post-surgery care, basic pilling, and CPR. The company provides short potty breaks or daily dog walking in 30 to 60-minute sessions. The business also transports pets to vet or grooming appointments, provides overnight, in-home pet sitting services, or checks in on pets during the day while their owners are away.

Brookfield, WI 53005


Four Paws Pet Sitting LLC

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.

West Allis, WI 53214


Milwaukee Pet Services

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.

Oak Creek, WI 53154


Professional Pet Sitting by Pamela, LLC

The owner of Professional Pet Sitting by Pamela, LLC has worked in the pet care industry for more than 15 years. Pamela is Pet CPR Certified and veterinarian-approved. The business walks dogs in 30-minute sessions seven days a week by appointment, including on holidays. The company also pet sits in 15-minute visits or overnight, which includes home security checks, bringing in mail, watering plants, refilling food and water, walks or playtime, brushing, and bringing out garbage and recycling. Professional Pet Sitting by Pamela has won the Angie's List Super Service Award three years in a row. The business gives military discounts to current or past military members. Pet owners give positive feedback for the company's reliable and dedicated caretaker who pets always look forward to seeing.

Germantown, WI 53022


The Dogwalker

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 53208


While You Were Out Pet Sitting Services, LLC

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.

Milwaukee, WI 53207


Wisconsin Pet Care

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.

Milwaukee, WI 53202


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