Drop-In Visits in 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

"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)"

3. 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)"

4. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

26 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)"

5. 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)"

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)"

7. 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)"

8. 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)

9. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Taylor has been walking my adorable golden retriever, Clancy, for 2 years. I was very hesitant to let someone walk my dog for me, but it became a necessity d... (more)"

10. 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)"

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. 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)"

17. 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)"

18. 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)"

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)"


Rover.com is the simple, savvy way to find and book Gra-Ram, Milwaukee house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Gra-Ram on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Gra-Ram, Milwaukee, WI house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.