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For every dog watched over the holidays, Rover and the Sit a Dog, Save a Life program will donate $1 to Pet Partners. Learn More

1. Daniela & Michael

Paws Down, the Best in Town!

Lower East Side, Milwaukee, WI, 53202

"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)"

Confirmed Holiday Availability
2. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

" thank you so much for taking such good care of our pups. I absolutely loved the photo section of each of our dogs. Will be back! (more)"

Confirmed Holiday Availability
3. Heather

Work From Home Dog Lover

Story Hill, Milwaukee, WI, 53208

"Heather was absolutely great to work with. She will give your kids (dogs) the same or if not more love then you do! Scooter and George had a blast and are l... (more)"

4. Liz

Barks Bones & Beyond

Avenues West, Milwaukee, WI, 53233

"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 Christmas Availability
5. Vanessa

Great Home in BayView w/Fenced Yard

Bay View, Milwaukee, WI, 53207

"Vanessa was great! She helped us out at the last minute and kept us in the loop with regular texts and pictures. It was our first time using Rover and it was... (more)"

6. Staci

Calling all City Dogs

Kilbourn Town, Milwaukee, WI, 53203

"Staci was a great sitter for Smoky, and I would definitely book with her next time I need someone. She was very accommodating for dropoff and pickup, respond... (more)"

7. Melody

Temporary Dog Parents Available

Bay View, MILWAUKEE, WI, 53207

"Melody did a great job in taking care of harley. She made sure that he was very comfortable with her dog, during the meet and greet. She kept us posted with ... (more)"

Confirmed Holiday Availability
8. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

"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)"

9. Matt

Friendly and Experienced Pet Sitter

Shorewood, WI, 53211

"Matt was great with Monty and Maddie. He kept me up to date on how they were while I was away, and was easy to schedule drop off and pick up. Will definite... (more)"

Confirmed Holiday Availability
10. Norka

Dog trainer and sitter

Clock Tower Acres, Milwaukee, WI, 53204

"My dog did really well with Norka. She kept me up to date with pictures and updates. The overall experience was very pleasant. (more)"

11. Nick

I'm happy too watch your dog!

Bay View, milwaukee, WI, 53207

"We needed a last minute sitter for our pups-Nick was very accommodating. We brought the pups over to meet his dog before dropping them off the following day.... (more)"

12. Allison

Animal Lovers near Parks and Fields

Murray Hill, Milwaukee, WI, 53211

"She and her roommates did an incredible job. Thank you!!!! (more)"

13. Guetzie

Best animal sitter on this planet!

Riverside Park, Milwaukee, WI, 53211

"180lbs of ridgeback isn't something everyone can handle. Guetzie is one of the first humans to successfully tire my dogs out after a week away from me. (more)"

14. Amelia

Home away from home for your dog!

Morgandale, Milwaukee, WI, 53221

"Amelia took great care of Smoky and I'd definitely book her again the next time I travel. She was very communicative, made sure to talk through his specific ... (more)"

15. Chelsey

Love is a four legged word!

West Milwaukee, WI, 53214

"Chelsey cared for our lab Cooper while the wife and I were out of town for a long weekend a few months ago. Coop has a few specific needs but Chelsey followe... (more)"

16. Victoria

A Four Legged Word Is Love

Tippecanoe, Bay View, WI, 53207

"Minnie was very well taken care of, she sent me updates every time she let her out as well as some photos, and even brought in a package that was delivered w... (more)"

17. Sonia

Dogs are the best company

Avenues West, Milwaukee, WI, 53233

"Sonia was amazing! She took such good care of Tessa. And was so accommodating to us ! I would recommend her anytime!! (more)"

18. Jordyn

The more dogs the merrier!

Bay View, Milwaukee, WI, 53207

"Jordyn has been a dog lover her entire life. Due to my severe allergies, she was never able to have a dog while growing up. She always 'adopted' friends and ... (more)"

19. Angie

Dogless Dog Lover!

Bay View, Milwaukee, WI, 53207

About: I'm a 20-something, apartment dwelling animal lover whose life style doesn't allow me to own my own pet. However, I've always loved dogs and have l... (more)

20. Celia

Energetic dog enthusiast!

Avenues West, Milwaukee, WI, 53233

About: I am a young puppy lover. I moved to Milwaukee last August from the beautiful Keweenaw Peninsula in Upper Michigan. I come from a house with 2 Bost... (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 Check out our average dog sitting rates to get an idea before you start a conversation with a sitter.

Sit a Dog, Save a Life

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.

Wisconsin Humane Society

The Wisconsin Humane Society is a private nonprofit organization whose mission is to build a community where people value animals and treat them with respect and kindness. WHS has been saving the lives of animals in need for more than 130 years. We receive no government funding and we are not part of any national umbrella organization.

Brew City Bully Club

The Brew City Bully Club is a leader in southeast WI in advocacy and support of pit bull type dogs and their owners. They fulfill thier mission by providing high-quality programs aimed at alleviating suffering of Milwaukee-area pit bull type dogs, encouraging and facilitating responsible, loving dog ownership and raising awareness for the positive potential of pit bulls as cherished pets in our communities.

Wisconsin German Shorthaired Pointer Rescue

The mission of WGSPR is to provide the general public with knowledge of our breed, offer fully vetted, rescued, purebred GSPs for adoption, with a life-time follow-up and return policy for all of our adopted GSPs.

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 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.