1. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

14 repeat clients

"Kate was so wonderful with Valentino!! She was flexible and loving to our dog while we were gone, and sent frequent pics and updates. Highly recommend!!!!... (more)"

2. Daniela & Michael

Paws Down, the Best in Town!

Lower East Side, Milwaukee, WI, 53202

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

51 repeat clients

"Daniela was wonderful to work with! She was very flexible with our last minute schedule and did a very thorough meet and greet with her dog Watson (who by th... (more)"

3. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"Brian and Becky are outstanding caregivers! Communication throughout the booking process was extremely prompt, and we received lots of updates and pictures o... (more)"

4. Stephanie

Friendly, Experienced Dog Foster!

Milwaukee, WI, 53211

Dog Boarding, Dog Walking

"Stephanie did a great job taking care of Gordon while I was away for five nights. He can be shy with strangers but he warmed right up to her! She took him to... (more)"

5. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

6 repeat clients

"Sandy was excellent! She took great care of Charlie when she stayed at our home. She sent us pictures and stayed in communication the whole time we were away... (more)"

6. Nick

I'm happy too watch your dog!

Bay View, milwaukee, WI, 53207

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

14 repeat clients

"Nick did a great job watching Penny! He was really flexible about setting up times for meeting, drop off and pick up. I felt Penny was in safe hands and I re... (more)"

7. Matt

Ready to hang with your dogs!

St. Francis, WI, 53235

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

"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)"

8. Dante

Happiness is a warm puppy.

Walker's Point, Milwaukee, WI, 53204

Dog Boarding, Doggy Day Care, Dog Walking

"Dante was great we would happily have her watch our dog again. Thanks! (more)"

9. Staci

Calling all East Side Pets!

Lower East Side, Milwaukee, WI, 53202

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

5 repeat clients

"Staci was an amazing dog sitter. I dropped off Nika for the weekend and was running late picking her up. Staci was flexible with the pickup time and I could ... (more)"

10. Rebecca

Can I pet your dog?

Juneau Town, Milwaukee, WI, 53202

Dog Boarding, Dog Walking

1 repeat client

"Our sweet pea felt perfectly at home. Rebecca was very acomodating and such a (more)"

11. Amy

A fun, caring & loving dog sitter!

Walker's Point, Milwaukee, WI, 53204

Dog Boarding, Drop-In Visits

About: I have a dog of my own, a Lab Retriever mix. I got her from the Humane Society when she was 5 months old. She is now 2 years old. In the past year,... (more)

12. Nikki

Pro Dog Exerciser and Lover! :)

Northpoint, Milwaukee, WI, 53202

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

3 repeat clients

"Nikki was great! My dog Benji got an amazing amount of care from Nikki and Bryan. My Pup wasn't alone for more than a couple hours at any time and was taken ... (more)"

13. Lauren

Your dog won't be "ruffing" it

Bay View, Milwaukee, WI, 53207

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

6 repeat clients

"Lauren was great with Athena, very understanding and friendly, with an obvious knowledge of dogs! I would definitely have her watch Athena again! (more)"

14. Geo

I'm very energetic and adventurous

Lincoln Village, Milwaukee, WI, 53215

Dog Boarding, House Sitting, Doggy Day Care

"He's a great guy and I don't know a better person to count on. We've been working together for awhile and I feel like he's more responsible than most people ... (more)"

Available this weekend
15. Lexy

Aspiring dog trainer/local artist

Riverwest, Milwaukee, WI, 53212

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

1 repeat client

"I left my 17 year-old cat with Lexy for 16 days, and Lexy took great care of her! The moment that I dropped my cat off, I could tell that Lexy had a true pas... (more)"

16. Brandon

Dog King!

Juneau Town, Milwaukee, WI, 53202

Dog Boarding, Doggy Day Care

1 repeat client

"Wow Brandon and Kim were amazing wt my dog Kay who can be very high maintenance. Their dog roxy is also super cool. Unfortunately I had to move out of the ar... (more)"

17. Scott

Not your Grandpa's Dog sitter

Lower East Side, Milwaukee, WI, 53202

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

"Flexible. Good job with my dog (more)"

18. Tegan

Animals! They bring so much joy.

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, House Sitting, Dog Walking

"Teagan was very accommodating with our requests. She came and picked up our dog. He came home very happy. Will definitely use her again! (more)"

19. Felicia

College student that loves animals!

Walker's Point, Milwaukee, WI, 53204

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

About: I'm 27 years old, a college student at UWM. I have 1 dog and 1 cat and they are wonderful with other animals. I've had pets all my life but I also... (more)

20. Jaime

Leo and I love to meet new friends!

Lower East Side, Milwaukee , WI, 53202

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

2 repeat clients

About: I grew up with dogs and have a dog of my own right now. I couldn't imagine life without one! I am a teacher during the school year and during the s... (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 love Rover's Milwaukee dog sitters. 284 owners have reviewed sitters in Milwaukee, giving them an average rating of 5/5.


Wondering how much you can expect to pay for a night on Rover.com? Check out our average dog sitting rates to get an idea before you start a conversation with a sitter.

Book with Rover and Donate to a Local Nonprofit

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already... asking your friends, family and neighbors to watch your dog while you travel, instead of leaving him in a kennel! Look for sitters in Milwaukee with the Rover Donation Badge for one of these nonprofits, and a portion of your fee will be donated.

We're proud to be partnered with over 200 organizations across the country, including:

More on Milwaukee

Milwaukee, Wisconsin's largest city, is located on the shore of Lake Michigan and offers plenty of outdoor activities for you and your pup! After getting dirtied up at the local parks, it's time to head out to the Community Bark Dog Wash and Coffee. You can wash your dog yourself or have someone else wash them while you enjoy a cup of coffee.

Once your dog has been freshly-shampooed, let her exercise her Fido-fashionista sensibilities and help you sniff out some new duds at ReThreads, a vintage clothing store and thrift shop that welcomes dogs. After some quality time thrift shopping with your four-legged friend, hit the town - or at least the dog park - at McKinley Marina Park for a stroll along the lake.

If you're out of town for business or pleasure and your canine companion can't come along, find a loving home for your pup while you are away on Rover.com. Rover offers a community of pet sitters offering dog boarding in Milwaukee. Because we believe your dog always deserves a loving home, no matter where life takes you.