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Pet Setting & Drop Ins in Harbor View, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Tip: Contact sitters now to confirm availability.
1. Lindsey

Fur mama and dedicated dog lover

Cudahy, WI, 53110

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

"Lindsey was very professional and wonderful with Bella! She provided updates on visits and plenty of pictures. I felt very comfortable leaving Bella in her h... (more)"

2. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"This visit was very important because we had picked up our brand new puppy that morning and had a prior engagement to attend in the evening. So it was impor... (more)"

Confirmed 4th of July Availability
3. Savannah

Dog lover for hire!

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Savannah is an animal lover she have a dog and two cats. And she treats them like if they were her kids. If there is anyone I would like to take care of my t... (more)"

4. Paige

I want to meet your dog!

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

"I had Paige drop in on my dog a few times while I was out of town for a day. She took great care of him and even took care of a couple last minute things I h... (more)"

Confirmed 4th of July Availability
5. Matthew J

Large fenced in yard- Home fulltime

Riverwest, Milwaukee, WI, 53212

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

"Matthew has cared for my two large-breed dogs numerous times during week long vacations. He has always been accommodating to their needs and gives them direc... (more)"

6. Abbey

Flexible, responsible, animal lover

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Abbey was so sweet and easy to work with! She gave updates and pics while taking care of my dogs which I really appreciated! It’s obvious she loves animals a... (more)"

7. Tori

Dog lover, owner, and runner!

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"Tori was just great. She sent pictures and played so well with him. She gave a ton of information on her stay. I would recommend to anyone. (more)"

8. Helen

Caring Cat Sitter and Dog Walker

Yankee Hill, Milwaukee , WI, 53202

Drop-In Visits, Dog Walking

"Helen is awesome!! She is a great communicator and very responsive. I left my cat in her care for almost two weeks and Helen provided me with daily updates w... (more)"

9. Rachel

Dogs are woman's best friend!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"We had Rachel for a drop in visit, she was TERRIFIC! I would recommend her and will use her again. Rachel was very easy to work with and was very good with o... (more)"

10. Olivia

Animal Behavior Master's Student

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Olivia was amazing with Zeus. He can be shy and timid and she worked with him until he got comfortable with her. She knew exactly what to do to gain his trus... (more)"

11. Erendira

Outdoorsy dog loving student!

Bay View, Milwaukee, WI, 53207

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

"Eren was amazing. I literally had my original sitter cancel last second due to a family emergency, then Eren stepped up into an unknown situation and knocked... (more)"

12. Kristina

Dogs are my happiness :)

Bay View, Milwaukee, WI, 53207

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

About: I have always had a passion and sincere love for a dog since I was a little girl! Growing up with dogs all my life and looking after friend's is wh... (more)

Confirmed 4th of July Availability
13. Julie

Summers off; love to run with pups!

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

"Julie is fantastic with animals. She loves long walks and genuinely cares about people and animals. She also takes tremendous pride in her work. She is exact... (more)"

14. Mollie

Adventurous Golden Retriever Mom

Bay View, Milwaukee, WI, 53207

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

"It's my pleasure to help Mollie, my dear friend, become a dog sitter. Mollie has a strong character and compassion not only for people, but dogs as well. As ... (more)"

Confirmed 4th of July Availability
15. Samantha

Sam's Dog Days

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Great communication and reliable and reasonable service. Will definitely use again for cat visit. (more)"

16. Josh

Raised with dogs and missing them

Juneau Town, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Dog Walking

"Josh is so caring with my puppy! Josh may have more energy than my puppy as he runs around with him and keeps him busy! Tucker truly loves seeing Josh and al... (more)"

17. Svea

Dog mom w/extra time & love to give

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"The dogs love when Svea stops by. She takes great pics and sends them to us every day! Thanks for all that you do! (more)"

18. Colleen

Walks, Runs, and Belly Rubs.

Avenues West, Milwaukee, WI, 53233

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

"Colleen did a great job taking care of my sweet but shy cat! I would definitely recommend her to anyone looking for a cat sitter. (more)"

19. Polina

Your Dog Makes My Day Paw-fect!

Historic Third Ward, MILWAUKEE, WI, 53202

Drop-In Visits, Dog Walking

"Polina has always been in love with dogs. She took care of my dogs better than anyone else. She loved the dogs and the dogs loved her :) :) :). Polina is re... (more)"

20. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Sarah is amazing! Our dog is 8 weeks old and she helped us a ton while my wife and I were at work. Thank you so much Sarah!! Best part of my morning was gett... (more)"

When it comes to pet sitting, dog owners in Harbor View, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of pet sitting in Harbor View may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Harbor View pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Harbor View, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Harbor View pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet 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 sitters in Harbor View, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter 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.