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.

Confirmed New Years Availability
1. Hannah

Working part time, love walks

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

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

2. Kelly

Dog Walker/Sitter near Lakefront

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

5 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)"

Confirmed Holiday Availability
3. 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)"

4. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

16 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)"

5. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

2 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)"

6. Daniela & Michael

Paws Down, the Best in Town!

Bay View, Milwaukee, WI, 53207

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

130 repeat clients

"A Big Shout Out to Daniela & Micheal for taking great care of Teddy this past weekend. Teddy was a little unsure initially but was able to adapt and found c... (more)"

Confirmed Holiday Availability
7. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

56 repeat clients

"This was our first time hiring Lori - she is wonderful! Very friendly and kind; dependable and conscientious; caring towards your furry ones. Will absolute... (more)"

8. Samantha

Sam's Dog Days

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"This was the first time leaving the little ones at the house by themselves and Sam was great! Our Morkie had already made fast friends on the meet and greet ... (more)"

9. Diana

Ready to go, rain or shine!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, 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)"

10. Sarah

Big heart and loves all dogs

Riverside Park, Milwaukee, WI, 53211

Drop-In Visits, Doggy Day Care, Dog Walking

3 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)"

11. Quinn

Home 90%, will take swim&hike

Avenues West, Milwaukee, WI, 53233

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

2 repeat clients

"I'm a manager at a dog daycare and I would trust Quinn with my own dog, and I don't trust too many people with my baby. I've seen her train dogs quickly and ... (more)"

12. Andrew

I love dogs and they love me!

Lower East Side, Milwaukee, WI, 53202

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

"Andrew has lived with and/or taken care of dogs his whole life. I actually get jealous that Andrew always has a better connection with the dog then me - rega... (more)"

13. 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)"

Confirmed New Years Availability
14. Ashley

No dog is too big or small!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: Growing up in a family that bred Labrador Retrievers, I am fully aware of the work that can go into having a dog from puppy to senior age. I myself... (more)

15. Julia

Dogs are my favorite people.

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

About: "What a beautiful world it would be if people had hearts like dogs." Hi! My name is Julia, I am 22-years-old and I am currently a student enroll... (more)

16. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

3 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)"

Confirmed Christmas Availability
17. Taylor

Full-time Pupper Lover

Juneau Town, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, 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 Holiday Availability
18. Abigail

Saving the world by snuggling dogs

Riverwest, Milwaukee, WI, 53212

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

"Abby is my go-to person for when I need a sitter for my special-needs senior fur baby! My dog cannot be left alone for long periods of time and requires medi... (more)"

19. Ian

Treat your dog like they're my own

Northpoint, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: I'm a 21-year old student and artist who possesses a deep love for animals and extensive experience caring for dogs. I have been around dogs of all... (more)

20. Nicole

Love dogs and dogs love me

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Nicole is one of the most loving, caring people I know. She has cared for my cat since she was a kitten and has always done a wonderful job. Her true passion... (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.