Pet Setting & Drop Ins in Wilson Park, 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, Dog Walking

35 repeat clients

"I needed a pet sitter quickly. I just moved to the area and haven't had the time nor needed a sitter but something came up last minute and I was in need of o... (more)"

2. Lioska

Free all weekends!

South Milwaukee, WI, 53172

Dog Boarding, Drop-In Visits, Dog Walking

"Lioska has the enthusiasm and dedication for this. She is definitely active and loves loves loves Dogs! she is usually looking to bike ride or walk on her ow... (more)"

Available this weekend
3. Lauren

Substitute best friend for your pup

Kilbourn Town, Milwaukee, WI, 53203

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

About: Hi! My name is Lauren. I've grown up with dogs my whole life. While I am waiting to purchase a puppy myself, I'd love to help take care of your ... (more)

4. Kelly

I've braided my goldendoodle's hair

Bay View, Milwaukee, WI, 53207

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

About: I love dogs and they love me back. I love to run around with the dog to play, and I can also throw a ball pretty far to keep a game of fetch intere... (more)

5. Sarah

dog lover of all shapes and sizes

Bay View, Milwaukee , WI, 53207

Dog Boarding, Drop-In Visits, Dog Walking

"Sarah has been around dogs her whole life. She is gentle with them while also knowing when to guide their behavior in a positive way. I have found her very r... (more)"

Available this weekend
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

92 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)"

7. Cassie

Full time animal lover!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"The instant we met Cassie, I knew it was a great fit. Her review of her drop-in visit was great. I can tell she really paid attention to my goofy shy dog whi... (more)"

8. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

4 repeat clients

"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)"

9. April

Worry Free Pet Sitter

Polonia, Milwaukee, WI, 53215

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

About: I absolutely LOVE animals! And the fact that I can help pet parents have a worry free vacation is awesome! I typically hang out with the fur-ki... (more)

10. Svea

Dog mom w/extra time & love to give

Bay View, Milwaukee , WI, 53207

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Our pups love having Svea drop in to let them out! (more)"

11. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Terry is the best, we immediately saw her love for animals, and Badger was comfortable with her right away. She was here when she said she was going to be h... (more)"

12. Stacey

Your dog will be my family too!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"I've known Stacey to treat any and all animals like she does her children. She's very loving in the care she gives and goes above and beyond. My children... (more)"

13. Matt

Ready to hang with your dogs!

St. Francis, WI, 53235

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

1 repeat client

"Hi there! Matt and Jackie are wonderfully kind people. They have been involved in animal rescue groups and even adopted their former dog, Freddy, through a r... (more)"

14. Tiffany

Pet sitter in the southside area!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"We had a meet and greet with Tiffany before and we're so impressed by how attentive she was to our dog & her daily routine. We then booked her for 3 visits ... (more)"

15. Chrissy

Bay View area sitter.

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Chrissy was great! She helped me out last minute and gave me an update once she left! I will definitely consider Chrissy in the future! (more)"

16. Kirstie

I have had animals all my life!

New Coeln, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

13 repeat clients

About: My name is Kirstie, I grew up with pets(cats and dogs), I currently have a 11 month old dog of my own; I have experience with taking care of puppie... (more)

17. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

32 repeat clients

"This was our first time using this service with Katie, and we more than satisfied with her. Our dogs love her and she has great energy. We will definitely be... (more)"

18. Kristen

Your Milwaukee Dog Sitter

Muskego Way, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Hi my name is Kristen Mendoza. A little bit about myself, I have 2 dogs of my own. Zeus is a senior black lab, then Jax is the husky pup that ju... (more)

19. Amanda

Sitter with 10 yrs experience!

Alverno, Milwaukee, WI, 53221

House Sitting, Drop-In Visits

3 repeat clients

"Amanda is great. She was very patient with one of our dogs while she got to know her. (more)"

20. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

4 repeat clients

About: Robert and I have had dogs on and off all of our lives. Combined we've had large breeds and small ones so we are very comfortable loving and taking... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Dog owners in Wilson Park, Milwaukee, WI love booking pet sitting with sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Wilson Park.

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 Wilson Park 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 Wilson Park, 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 dog sitter. 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 Wilson Park, 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: