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

Story Hill, Milwaukee, WI, 53208

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

24 repeat clients

"Lori was amazing. I felt very comfortable that my cat was well taken care of and she was extremely reliable, and sent many pictures! I will definitely use he... (more)"

2. Mathew

Look at this eye-catching headline

Juneau Town, Milwaukee , WI, 53202

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

"Great dog walker and dog sitter. Very reliable, respectful, and responsible. I would would use him again in a heart beat. I have 4 dogs 2 cats and a 2 mice a... (more)"

Available this weekend
3. Daniela & Michael

Paws Down, the Best in Town!

Lower East Side, Milwaukee, WI, 53202

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

66 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)"

4. Meghan

Responsible & Caring Dog-Lover

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: I've been a dog lover all of my life. I grew up with Golden Retrievers and dream of someday having a Great Dane, but I'm comfortable with dogs of a... (more)

5. Marianna

Reliable, active, loving sitter

Lower East Side, Milwaukee, WI, 53202

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

6 repeat clients

About: I'm 24 and just graduated from UWM in Marketing. I work extremely part-time as a Certified Nursing Assistant, as well as an Event Assistant at a cu... (more)

6. Lizzi

Dog's Best Friend

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Lizzi is hands down the most sincere dog lover I know. In our many, many conversations about dogs and visits to dog parks and dog walks together, I have neve... (more)"

7. Jennifer

Love and Play while You're Away

Bay View, Milwaukee, WI, 53207

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

"Jenn is great with animals and very reliable. I will definitely call her again to take care of our dog Sam. Great to have someone right here in Bay View. (more)"

8. Helen

Caring Cat Sitter and Dog Walker

Yankee Hill, Milwaukee , WI, 53202

Drop-In Visits, Dog Walking

1 repeat client

"Helen is awesome!! She is a great communicator and very responsive. I left my cat in her care for almost two weeks and Helen provided me with daily updates w... (more)"

9. Chelsie

Your dog's comfort is my concern :)

Riverwest, Milwaukee, WI, 53212

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

3 repeat clients

"Chelsie was great with Toby!! Thank you! (more)"

10. Isaiah

A Good Time Training and Playing

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Isaiah understood my unique instructions and provided detailed feedback during time spent with my puppy. He took great pictures and set my mind at ease. I wo... (more)"

11. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

"Katherine kept an eye on both of our pets while we were away. She was prompt with scheduling a meet and greet and remained in good contact with us (texts and... (more)"

12. Mattie

Easy-going, Reliable, Lover of dogs

Riverwest, Milwaukee, WI, 53212

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

1 repeat client

"Mattie is a wonderful person and a fantastic caregiver. Mattie watched my dog while I was on a week long vacation and did a great job keeping her happy and f... (more)"

13. Nikki

Pro Dog Exerciser and Lover! :)

Northpoint, Milwaukee, WI, 53202

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

4 repeat clients

"Awesome! My babies love you and I love getting the picture updates!! Thanks so much Nikki ??? (more)"

14. Loretta

Lover of all breeds!

Shorewood, WI, 53211

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

"Loretta has done great with dogs, she has been a huge help and continues to be reliable and dependable at the most important times. A huge help! (more)"

15. Bianca

I say woof, you say....

Walker's Point, Milwaukee, WI, 53204

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

1 repeat client

About: As a student, I adopted a puppy at 3 months old and have successfully trained her. Nearly four years later, most would say " she is the best dog ev... (more)

16. Danielle

Upbeat, openminded, respect for all

Northpoint, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Danielle is an animal loving human! She cares for all creatures and is especially great with dogs! I will always trust her completely with my dogs! (more)"

17. Clair

All breeds and all ages!

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

About: I am an animal lover of all types, and I have walked, cared for, house sat, and loved on many dogs over the course of my short 24 years. I current... (more)

18. Steven

Top notch, experienced dog care

Lower East Side, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Steve is a great, caring, sweet guy and is fantastic with animals. He is responsible and reliable and will make sure your pup is comfortable, safe, and taken... (more)"

19. Jo A

I want to connect with your pet!

Riverwest, Milwaukee , WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"I have known Jo for 20 years, she is a kind person with a huge heart for all animals. She took care of my cat on many occasions. When I was out of town, I ne... (more)"

20. Kira

Who Let the Dogs Out?? -me, me, me!

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

"Kira is amazing! She has been working with my dog for two years now. My dog loves her and is always super tired out after Kira walks her, w hich is great b... (more)"

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Pet owners love Milwaukee pet sitters on Rover. 1,286 owners have reviewed sitters in the Milwaukee, WI metro area, giving them an average rating of 5.0/5.

Want to be added to this list of sitters in Milwaukee? Become a pet sitter or dog walker on Rover.

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 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 near you, 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 pet sitters and avoid the kennel.