Pet Setting & Drop Ins in Haymarket, Milwaukee

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

1. 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)"

2. Sarah

Big heart and loves all dogs

Riverside Park, Milwaukee, WI, 53211

Drop-In Visits, Doggy Day Care, Dog Walking

4 repeat clients

"Sarah is reliable and friendly. (more)"

3. Alyssa

Dog lover

Wauwatosa, WI, 53213

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

"Alyssa has taken care of my dog for 4 years, since he was a puppy. She is very responsible and caring. I’ve trusted her to not only stop by and let my dog po... (more)"

4. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

56 repeat clients

"We have booked Lori multiple times now, and we couldn't ask for a better cat sitter. Extremely reliable, caring and helpful!! It's the best feeling, when y... (more)"

5. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

26 repeat clients

"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)"

6. Hannah

Working part time, love walks

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Hannah did a great job!!! (more)"

7. 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)"

8. Katryn

Ready to Meet the Dogs of MKE

Historic Third Ward, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Dog Walking

"I have to agree with Devin! Katryn is a natural with dogs! My Boston tends to get overexcited very quickly when meeting new people and Katryn handled him lik... (more)"

9. 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)"

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. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Taylor is such and wonderful, caring person! She is also one of the most hard working people I know. You will never have to worry if your pet is in great han... (more)"

12. 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)"

13. 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)"

14. 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)"

15. 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)"

16. 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)"

17. Brooke

Caring & Experienced Dog Sitter

Riverside Park, Milwaukee, WI, 53211

Drop-In Visits, Dog Walking

5 repeat clients

"Brooke did a wonderful job! When we got home our dogs were happy and tired. While we were gone Brooke took pictures of our dogs and let us know what they did... (more)"

18. Johanna

I'll walk and play with your dog!

Riverwest, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Johanna is so sweet and was a great watching our dog Finny! She would take him on such long walks were he could play and run around! Would highly recommend t... (more)"

19. Sarah

Available all weekend 2/16-2/18!

Walker's Point, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

"Sarah is a true friend of the k9 community, and a lifelong dog owner. Unfortunately her spouse has a terrible pet allergy so instead of forcing him to overd... (more)"

20. Hannah

I’ll run with your dog!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Hannah is a very reliable and caring person who would be an exceptional choice as a dog caregiver. Hannah currently nannies for various families in the area,... (more)"

Dog owners in Haymarket, Milwaukee, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Milwaukee with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 Haymarket 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 Haymarket, 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 Haymarket 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 Haymarket, 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: