Skip to content

Pet Sitting & Drop Ins in North Division, Milwaukee

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

Calendar Recently Updated
1. Jenni Verified Enhanced Background Check

Professional Tummy Rubber & Cuddler

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Jenni was our first Rover, as we needed someone to watch our 10 year old pitbull mix while we got married. Jenni came over prior to watching Goon to introduce … (more)"

Calendar Recently Updated
2. Niamh Verified Background Check

Available to help through Covid!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"I’m so happy to have found Niamh! Now I don’t have to worry when go out if town. She is always prompt and so good with my unique, rambunctious cat. Cat sitter… (more)"

Calendar Recently Updated
3. Taylor Verified Background Check

Treating your fur baby like family

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Taylor was absolutely great with my puppy Rosie! She dropped in to take care of Rosie during the day a few times a week and was always punctual, professional a… (more)"

4. Shannon Verified Background Check

Kitty & Doggie Sitting

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"S (more)"

Calendar Recently Updated
5. Elaina Verified Background Check

College student missing dog time

Avenues West, Milwaukee, WI, 53233

Drop-In Visits, Dog Walking

"Kind, gentle, trustworthy and responsible— all wrapped into one animal-loving package: that’s Elaina! Elaina stayed in our house for 12 days with two dogs and … (more)"

Calendar Recently Updated
6. Alex Verified Background Check

Let me love your baby like my own!

Lower East Side, Milwaukee, WI, 53202

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

"Alex is an animal lover 100%! She is kind and loves to play with dogs and cats! She is polite and cheerful! Alex loves all animals as if they were her own. You… (more)"

Calendar Recently Updated
7. Max Verified Background Check

Long runs for high energy dogs!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Max has been my good friend for 5 years now. He always is dedicated and thoughtful to his friends around him. I remember when we was so excited to get Nala, hi… (more)"

Calendar Recently Updated
8. Anne Marie Verified Background Check

My friends call me "Dog-Obsessed"

Upper East Side, Milwaukee, WI, 53211

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

About: After voluntarily giving up my free period in high school to help train and walk the school therapy dog, I knew I had a dog addiction. Living and car… (more)

9. Lori Verified Background CheckRover 101

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"Lori was amazing!! She watched our dog and cat for us on our wedding day! It was really sweet to get the photo updated on our big day! We also had nothing to w… (more)"

Calendar Recently Updated
10. Rachel Verified Background Check

** Mission: meet ALL the dogs **

Lower East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Rachel was awesome! She sent all sort of cute photos of my puppy while she was there and even a video. She gave me some advice on puppy training which this new… (more)"

Calendar Recently Updated
11. Mikeila Verified Background Check

I'll treat your pets like family

Cold Spring Park, Milwaukee, WI, 53208

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

"Mikeila is really good with all animals. She has been a lover of nature since she was very young and has taken care of dogs, rats, cats and even insects. She i… (more)"

Calendar Recently Updated
12. Siri Verified Background Check

Very flexible dog lover!

Lower East Side, Milwaukee, WI, 53202

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

"Siri has been a great caregiver to my dog over the years. She's taken care of her many times and my dog always is thrilled to see her! (more)"

13. Lauren & Derek Verified Background Check

Must Love Dogs

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Dog Walking

"I won't just leave my dog with anybody. Lauren is by far my first choice. I know that when Lauren is dog sitting Rosie, she will be well cared for and happy… (more)"

14. Kayla Verified Background Check

Caring and Trustworthy Pet Services

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

"Super awesome as always!! My animals are always so happy and excited to see Kayla! (more)"

Calendar Recently Updated
15. Samantha Verified Background CheckRover 101

Dog Days of Sam

Riverwest, Milwaukee, WI, 53212

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

"Samantha was amazing! My fiancee and I took a nearly 2 week vacation and she kept an eye on our cat while we were gone with daily check-ins. We especially love… (more)"

16. Eileen Verified Enhanced Background Check

I already love your dog!

Lower East Side, Milwaukee, WI, 53202

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

"Eileen is super responsive, reliable and sent great pictures of her time with Yeti and Bowie. It was so great to have her stop in to spend time with them and t… (more)"

Calendar Recently Updated
17. Kelsey Verified Background Check

Looking for some new pet pals

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Kelsey is very attentive to our Tucker! She even surprised us by teaching him how to roll over! I am very comfortable leaving Tucker in her care while we are… (more)"

Calendar Recently Updated
18. Katie Verified Enhanced Background Check

Give pets a Riverwest staycation!

Harambee, Milwaukee, WI, 53212

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

"Katie is the best! Beyond a dog sitter, your furry friend will be begging for you to go out of town, just so Katie can take care of them. Katie goes above and … (more)"

Calendar Recently Updated
19. Siobhan Verified Background Check

your pet's new best friend :)

Riverwest, Milwaukee, WI, 53212

Drop-In Visits, Dog Walking

"Siobhan is incredibly reliable, trustworthy, and caring. I can always count on her to take very good care of my pets when I'm away, and she really puts my mind… (more)"

20. Gina Verified Background Check

Looking for some puppy love

Brewer's Hill, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

"Gina is amazing. I can tell she genuinely loves being around Mabel. She’s prompt with responses and makes me feel so comfortable leaving my pup at home knowing… (more)"

Dog lovers in North Division, Milwaukee, WI love pet sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

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 North Division 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 North Division, Milwaukee 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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in North Division, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: