The #1 network of pet sitters & walkers
200,000+ Sitters
1M+ Reviews
95% Perfect 5-star ratings
18M+ Photo Updates

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. 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)"

2. Paige

I want to meet your dog!

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Doggy Day Care, 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
3. Jazmin

Providing exercise, care and love

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Dog Walking

"Jazmin has taken care of my dog and treated her like she was her own. She’s a wonderful young lady. Very energetic, kind and responsible. You couldn’t choose... (more)"

Confirmed 4th of July Availability
4. 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)"

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. 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)"

8. Rachel

Dogs are woman's best friend!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Rachel did a great job! I would recommend her. (more)"

9. Natalie

Friendly & active dog walker/sitter

Northpoint, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Natalie is awesome. My dog, Callahan, just loves her. She has dog sat for us many many times. It has always been a great experience. Natalie shows great conc... (more)"

10. 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)"

11. Helen

Caring Cat Sitter and Dog Walker

Yankee Hill, Milwaukee , WI, 53202

Drop-In Visits, Dog Walking

"I used Rover for the first time this year and Helen was my first sitter. It was a very smooth experience and she did a great job communicating. I loved the p... (more)"

Confirmed 4th of July Availability
12. Julie

Summers off; love to run with pups!

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

"Julie has done a wonderful job taking care of my sweet, older cat when I'm out of town. She's dependable and easy to communicate with, but most important to ... (more)"

Confirmed 4th of July Availability
13. 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)"

14. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

"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)"

15. 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)"

16. Steph

Law student who loves dogs

Avenues West, Milwaukee, WI, 53233

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

About: I love dogs and for time restraint reasons I am unable to have my dog (1 year old German Shepherd) live with me full time in the city. I am current... (more)

Confirmed 4th of July Availability
17. Davena

I am great with ALL KINDS OF DOGS!

Lower East Side, Milwaukee, WI, 53202

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

About: I'm a college student that works part-time, I live with roommates were also in college and for wonderful little girls. Everyone in my home has dog ... (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)"

Confirmed 4th of July Availability
19. 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)

20. 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)"


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.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

Card image cap

1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

Card image cap

2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

Card image cap

3) Book & pay

Our platform makes it easy and secure. No cash necessary.

Card image cap

4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.