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1. Benjamin

Dog Loving Sitter in Shorewood!

Shorewood, WI, 53211

1 repeat client
4 reviews

"Ben did a great job with my dog. My dog felt right at home with Ben. I will definitely use him again! (more)"

2. Daniela & Michael

Paws Down, the Best in Town!

Lower East Side, Milwaukee, WI, 53202

26 repeat clients
56 reviews

"We love coming back to such a happy dog! It's a huge load off our shoulders knowing our Leia is in good hands while we are away and the photos Daniela sends ... (more)"

3. Kathleen

Big heart for all animals

Greenfield, WI, 53219

2 repeat clients
2 reviews

"My dog has a great time spending the weekend! She was well cared for and loved getting to play with Ellie! She fell asleep on the car ride home from all the ... (more)"

4. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

"Brian and Becky were incredible. We really appreciated the thorough meet and greet we had with them prior to our dogs stay. They made sure to really get to k... (more)"

Confirmed Memorial Day Availability
5. Heather

Work From Home Dog Lover

Story Hill, Milwaukee, WI, 53208

5 repeat clients
17 reviews

"Vinny's first week-long stay using Rover.com. Heather was the perfect sitter. Vinny enjoyed his stay and we appreciated the updates and pictures. So glad ... (more)"

Confirmed Memorial Day Availability
6. Vanessa

Great Home in BayView w/Fenced Yard

Bay View, Milwaukee, WI, 53207

6 repeat clients
24 reviews

"Vanessa was great! Whiskey had great time playing with her dog Luna. He was so tired that he ended up sleeping all day next day! Can't wait to take him there... (more)"

7. Staci

Calling all City Dogs

Kilbourn Town, Milwaukee, WI, 53203

4 repeat clients
10 reviews

"Olaf stayed with Staci for a long weekend and had a great time! She was so flexible with the scheduling arrangements, and sent lots of updates and pictures, ... (more)"

Confirmed Memorial Day Availability
8. Ali

Active Dog Lover

Bay View, Milwaukee, WI, 53207

"Ali was great, thanks! (more)"

9. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

3 repeat clients
14 reviews

"I have taken my three dogs to Sandy several times. I have a Golden named Molly and two Shih Tuz named Georgie and Gacie. Sandy gives them the run of the hous... (more)"

10. Brandon

Dog King!

Juneau Town, Milwaukee, WI, 53202

1 repeat client
1 review

"Brandon did an excellent job with Nelson. He was fantastic at introducing Nelson to his dog and Nelson got lots of play time, exercise, and a great couch to ... (more)"

11. Nick

I'm happy too watch your dog!

Bay View, milwaukee, WI, 53207

6 repeat clients
10 reviews

"Nick was a great help with watching Zoey for the weekend! He was very accomodating with our schedule/plans and I could tell Zoey felt right at home with all... (more)"

12. Amanda

Furry friends are my specialty

Tippecanoe, Milwaukee, WI, 53207

"I have known Amanda for a long time, and being an animal lover/caretaker myself, I can tell you that she really cares for animals of all kinds, and will trea... (more)"

13. Liz and David

Barks, Bones, & Beyond

Avenues West, Milwaukee, WI, 53233

7 repeat clients
14 reviews

"Liz was AMAZING! We were in Wisconsin for our wedding and needed a sitter for Monty for the busy wedding weekend. Liz quickly responded to my request and set... (more)"

Confirmed Memorial Day Availability
14. Nikki

Pro Dog Exerciser and Lover! :)

Northpoint, Milwaukee, WI, 53202

"Nikki was my first experience with a dog sitter, and I couldn't be happier with how everything went. She is super friendly and obviously loves animals. I w... (more)"

Confirmed Memorial Day Availability
15. Kira

Full of love and care to share!

Uptown, Milwaukee, WI, 53210

"Kira is wonderful with all of the dogs in the neighborhood. The first time we met her, I would have guessed she was a vet given how interactive she was with ... (more)"

16. Danielle

No day better than a day with a dog

Lower East Side, Milwaukee, WI, 53202

3 repeat clients
3 reviews

"I have the utmost confidence that my dog is in good hands when I leave him with Danielle. She treats him as if he was her own. Danielle provides compassion... (more)"

17. Jordyn

The more dogs the merrier!

Bay View, Milwaukee, WI, 53207

1 repeat client
4 reviews

"Thanks to Jordyn for taking care of Harley so well during 8 days of stay. She kept us posted with pictures and stuffs that harley loved to do with Akila... b... (more)"

18. Lauren

Your dog won't be "ruffing" it

Bay View, Milwaukee, WI, 53207

"I have a high energy pup that Lauren has watched on several occasions with excellent results. We received pictures/updates throughout the days when we were ... (more)"

19. Molly

Dogs > People

Lower East Side, Milwaukee, WI, 53202

1 repeat client
1 review

"Molly is awesome! I have booked her twice and both times my dog has come back exhausted! She takes him on a bunch of long walks and sends picture updates! Sh... (more)"

20. Nicole

Dog Lover

Kilbourn Town, Milwaukee, WI, 53233

About: I had three wonderful dogs growing up that I was primarily responsible to take care of and I also adopted my own little guy two years ago. I traine... (more)

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Dog Boarding In Milwaukee

The Dog Kennel Alternative

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.