Pet Sitting & Drop In Visits in Whitefish Bay, WI

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

1. Rachel

I'll run with your dog/

Glendale, WI, 53209

Drop-In Visits, Dog Walking

6 repeat clients

"Rachel has been extremely reliable and trustworthy. She is right on time and takes great care of my pup. I really appreciate all her help, will definitely us... (more)"

2. 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)

3. 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)"

Confirmed President's Day Availability
4. 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)

Available this weekend
5. Jenna

Will walk dogs IN WINTER!

Cambridge Heights, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Jen LOVES dogs, small or big, young or old, Jen LOOOOOVES dogs! Every time I am with her and we see a dog she shouts out "Dogger! He/she is sooo cute!" She a... (more)"

6. Kailyn

Puppy kisses are the best kisses!

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Kailyn is great! She is very trustworthy and truly enjoys the company of animals. She may be my friend, but she is also my pup Jordy's favorite auntie. She... (more)"

7. Kylie

Run, walk, eat, snuggle, repeat!

Fox Point, WI, 53217

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

"My friends and I call Kylie the Dog Whisperer. She is one of the kindest and caring people I know. She also is very knowledgeable when it comes to caring for... (more)"

Confirmed President's Day Availability
8. Brian

I'll exercise and take care of dog

Upper East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Brian has had dogs in his life since he’s been born and it doesn’t surprise me he’s wanting to work with dogs! He trained both of our labs and took them to ... (more)"

Confirmed President's Day Availability
9. Jake

Love to play with all dogs!

Upper East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jake is a dog lover and has experience taking care of them over the years. Jake has experience with dog training and is open to individual preferences. Pet... (more)"

10. Michaela

Home full-time!

Riverwest, milwaukee, WI, 53212

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

1 repeat client

"Michaela was caring and loving with our four legged kid. She genuinely loves dogs. Michaela played with our pup and took him for walks. I'd highly recommend ... (more)"

11. Chris

Pooch-lovin' people person 4 ur pet

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Chris has a big heart and every animal in the world knows it. All kinds but especially dogs are attracted by his calm, laid-back demeanor and expert ear-scra... (more)"

12. Eric

Fenced in back yard!

Glendale, WI, 53217

Dog Boarding, Drop-In Visits, Dog Walking

About: I am free nights and weekends. Smaller house but great fenced in backyard. You dog will stay with myself and my lovely wife Alissa. We also have ... (more)

13. Becky

Need some dog time in my life

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

About: I have never met a dog I don't like. In addition to growing up with a springer spaniel/beagle mix, I have dog sat on numerous occasions for an ador... (more)

14. Cassandra

Active teacher- I'll run your dog!

Shorewood, WI, 53211

Drop-In Visits, Dog Walking

"Cassandra is a true dog lover who has always had multiple dogs in her life. You can count on Cassie to be on time, to be respectful of your home and property... (more)"

15. Molly

Local teacher with reliable hours

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"As a dog owner herself, Molly knows everything there is to know about them! She's flexible and professional, and I've never had any issues arise. (more)"

Available this weekend
16. Mei

College student ready to help

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Mei is an amazing dog lover and I always ask her to watch my dogs when I’m gone. She’s one of the sweetest and most responsible people I know! (more)"

17. Allison

Love dogs, need one to love!

Shorewood, WI, 53211

Drop-In Visits, Dog Walking

"Allison has always been a dog lover and has cared for our golden retriever and our border collie mix. She would give lots of attention to your pup because sh... (more)"

Confirmed President's Day Availability
18. Joanna

Snow White & Animals = Me & Dogs!

Riverwest, MILWAUKEE, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Joanna, or Aunt Joey, as we like to call her, is the most amazing dog sitter. I don't even think our 90 lb Native American Indian Dog, Captain, missed us whi... (more)"

Confirmed President's Day Availability
19. Juliann

Love spending time with dogs

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"I have known Julie for almost 3 years now. She would make a great dog sitter or dog walker as she has had dogs in her family her whole life. Julie is kind, p... (more)"

20. Stella

Active, caring animal lover!

Fox Point, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Stella takes great care of our dogs and cats. She has a lot of experience with her family’s animals as well as taking care of others. She is compassionate an... (more)"


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Whitefish Bay pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Whitefish Bay, WI who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.