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Dog Walking in Washington Heights, 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

"Kelly was wonderful! She was very communicative, and friendly. She asked questions to make sure she understood and knew everything she needed to know. (more)"

Confirmed availability
4th of July
2. Tim

Retired Police Lieutenant

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Tim went above and beyond in making sure that all of Milton's needs were cared for. Our puppy is high energy and can be quite a handful, but Tim was patient ... (more)"

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3. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Dog Walking

"Lola seems to be enjoying her walks and Brian gives me a lot of information in the Rover cards. Brian is also flexible in scheduling and very accomodating. T... (more)"

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4. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Sarah has always been fantastic with Hazel. I was talking my sister a few minutes ago about planning a trip, and how we need to plan around Sarah’s schedule... (more)"

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5. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"Lori was great in meeting my needs for a dog walker. My dog enjoys getting out during the day and I love getting the Rover Card! Will be booking with Lori ag... (more)"

Confirmed availability
4th of July
6. Lucinda

Play Time

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Doggy Day Care, Dog Walking

"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)"

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7. Clare

An active, caring, happy dog lover!

Wauwatosa, WI, 53226

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

"My Labrador (Tio) is young and very much needs his daily exercise. I was looking for a dog walker to get Tio out of the house during the mid-work week when I... (more)"

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8. Dawn

Big or small- I love them all!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"It was the first time that I used Rover. Dawn was very flexible and help me to get through the platform. She was sweet with my dog and kept me updated on the... (more)"

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9. Julia

LOVING care when you're not there!

Lower East Side, Milwaukee, WI, 53202

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

"Julia was punctual, responsive and took very good care of our puppy, Max. She sent pics and gave a great report of how he did. I will use Julia again! (more)"

10. Taylor

Full-time Pupper Lover

Juneau Town, Milwaukee, WI, 53202

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

"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 availability
4th of July
11. Savannah

Dog lover for hire!

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Conscientious and caring! We highly recommend Savannah. (more)"

Confirmed availability
4th of July
12. Lou

The best care for your best friend!

Avenues West, Milwaukee, WI, 53233

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

About: I have been dog sitting for 6 years of my life in Nebraska. I am now a college student who currently has one other job so I am very flexible to tak... (more)

13. Yvette

Your stay at home dog mom

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"I've known Yvette for about 7 years and we used to walk our dogs together daily at the dog park for a few of those years. I've witnessed her interaction wit... (more)"

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14. Megan

I love all, no matter how many paws

Story Hill, Milwaukee, WI, 53208

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

"Megan has been great for me and my dog! She has been incredibly compassionate and patient with my dog, who was nervous with an unknown person coming in to w... (more)"

Confirmed availability
4th of July
15. Marlena

Flexible Experienced Pupper Lover

West Allis, WI, 53214

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

About: Active, stay-at-home dog lover! I have experience with small breeds to large breeds (hounds, shepherds, pit bulls) in daily care but also training.... (more)

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16. Sara

Long walks and a fenced in yard

Wauwatosa, WI, 53213

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

"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)"

Confirmed availability
4th of July
17. Hannah

Rescue dog whisperer

Valley Forge, Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Hannah has a knack for dogs, whether its working with rescues or sitting them and taking them on adventures. My malamute mix has a mind of her own but Hannah... (more)"

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18. Cynthia

Willow's Way Dog Haven!

Wauwatosa, WI, 53213

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

"Cindy was an exceptionally conscientious and loving caregiver to her dog Willow. She has a very gentle way of interacting with all creatures and clearly love... (more)"

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19. Tori

Home full time & active. Love dogs!

Enderis Park, Milwaukee, WI, 53210

Drop-In Visits, Doggy Day Care, Dog Walking

"Tori was amazing to work with! She was so kind and loving to my Dodge and took great care of him. I immediately trusted her and knew she would love and look... (more)"

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20. Andrew

Your dog's temporary best friend!

WAUWATOSA, WI, 53213

Drop-In Visits, Dog Walking

"Andrew is a phenomenal dog sitter. He has watched my dog for me many times and I always can tell she is well cared for. He sends my updates daily, photos, an... (more)"

Dog owners in Washington Heights, 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.

Rover is the simple, savvy way to find and book a dog walker in Washington Heights, 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, Washington Heights 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 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 Washington Heights, 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.