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.

1. Simone

Let's Walk, Let's Run, Let's Hike!

Saint Francis, WI, 53235

Drop-In Visits

6 repeat clients

"Simone is great! Very accommodating and pleasant to work with. We received updates and pictures throughout the week. Our fur babies seem very happy and we... (more)"

2. Helen

Caring Cat Sitter and Dog Walker

Yankee Hill, Milwaukee , WI, 53202

Drop-In Visits, Dog Walking

3 repeat clients

"This is my first time ever using Rover and Helen was great! She was communicative, took both my dogs on a great, long walk and sent me pictures of them! I'll... (more)"

3. Sarah

Big heart and loves all dogs

Riverside Park, Milwaukee, WI, 53211

Drop-In Visits, Doggy Day Care, Dog Walking

4 repeat clients

"We went on a 2 week vacation and I asked Sarah to walk our dog and also to make some drop-in visits during that time. I could tell from my first get acquaint... (more)"

Available this weekend
4. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

56 repeat clients

"We have used Lori several times now for catsitting and she is superb! Our cats are always content upon out return, and Lori takes the time to care for and pl... (more)"

5. Katryn

Ready to Meet the Dogs of MKE

Historic Third Ward, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Dog Walking

"Katryn is a natural when it comes to dogs. She was with my 3 bulldogs for a whole weekend and was wonderful! They loved her so much they were always in the s... (more)"

6. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"At first I was hesitant with using Rover.com. When I met Carolina she was very attentive to Blossom’s needs. After meeting Carolina, I was definitely comfort... (more)"

Available this weekend
7. Troy

Flexible schedule when yours isn't

Lower East Side, Milwaukee, WI, 53202

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

"Troy has watched my dog, Moto, overnight on different occasions. Moto doesn’t generally get along well with other animals, but Troy and Laura’s cat and dog a... (more)"

8. Julia

Dogs are my favorite people.

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Julia was great. She was very pleasant and easy to work with. I am new to Rover and dog ownership..she provided helpful recommendations for caring for a pupp... (more)"

9. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Taylor has dog sat for us and walked our dog for the past 5 years. Our dog loves seeing her! She has been reliable and dependable and I would definitely re... (more)"

10. Aly

Home full-time to care for your pet

Brewer's Hill, Milwaukee, WI, 53212

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

2 repeat clients

About: Hi there! I've grown up with dogs all my life, and am the proud dog mom of a 4-year-old mutt rescued from Kentucky. He is great with dogs of all a... (more)

11. Gwenn

I love all dogs equally.

Walker's Point, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

"Gwenn is an incredibly reliable caretaker for dogs. g When I needed a last minute dog walker for my dog, Gwenn volunteered and took Bailey on a nice, long wa... (more)"

12. Olivia

Animal Behavior Master's Student

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Olivia is my daughter and I can assure you that she is kind, intelligent, and not at all fearful around pets. She grew up on a hobby farm where we had a dog,... (more)"

13. Diana

Ready to go, rain, shine, or snow!

Historic Third Ward, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

1 repeat client

"Diana is great! She is extremely responsive to any inquiries or questions you send along her way, and was fantastic with Mae. She checked in when she began h... (more)"

14. Kelly

Dog Walker/Sitter near Lakefront

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Kelly watched my cat while I was gone for the weekend and did an excellent job! She was extremely flexible (and even came to pick up my key beforehand). She ... (more)"

15. Lydia

Loving college girl

Kilbourn Town, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Lydia is truly a dog lover! She has a dog of her own and is very compassionate and intuitive to his needs. She is also a very dependable individual so there... (more)"

16. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

25 repeat clients

"Sarah was spectacular! She completed the Rover card for Sadie's walk so we could see the route they took and also made sure we knew that Sadie had "done her... (more)"

17. Erendira

Outdoorsy dog loving student!

Bay View, Milwaukee, WI, 53207

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

1 repeat client

"Erendira is beyond awesome. She has watched my husky Tesla about 5 times now. She is a very friendly, caring, affectionate, and attentive dog sitter. I'll de... (more)"

18. Hannah

I’ll run with your dog!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Hannah has been a wonderful addition into my animal's lives, which are a corgi and a kitten. She is caring and loving to them and they are both so excited wh... (more)"

19. Sarah

Available all weekend 2/16-2/18!

Walker's Point, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

"I can't say enough about how much Yakeley and I love Sarah! She was a great find for me! I often have to work late & don't have time to get out with Yakeley ... (more)"

20. Jessica

I will treat your pet as my own

Walker's Point, Milwaukee, WI, 53089

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

1 repeat client

About: I am an animal lover and will take great care of your pup! I have experience with my own pets, although I don't have any of my own right now. I am ... (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: