View
Available this weekend
1. Daniela

Paws down, the best in town!

Bay View, Milwaukee, WI, 53207

"This was our thirst time using Rover.com. Daniela was great. She was very friendly and loved our wheaten. Drop off was smooth and she went the extra mile ... (more)"

2. Crystal

Your dogs new friend!

West Allis, WI, 53214

"Crystal was a fantastic sitter for Kingsley. This was our first time using Rover and Crystal definitely overdelivered on our expectations. There were no issu... (more)"

3. Liz

Barks Bones & Beyond

Avenues West, Milwaukee, WI, 53233

"MJ had a great time!! She came home and was exhausted and happy!! Liz was so great with sending pictures and updating us on how MJ was doing! We will happily... (more)"

4. Joanna

PA student who loves puppies

Avenues West, Milwaukee, WI, 53233

"Joanna did a great job! She was incredibly accommodating, kind and my dog Madelyn loved her immediately. I'd absolutely have Madelyn stay with her again. (more)"

5. Kyle

Dog's Best Friend

Upper East Side, Milwaukee, WI, 53211

"What a great sitter!! I was very nervous leaving Bubba with someone we didn't know, but almost immediately after meeting Kyle the worry went away. I receiv... (more)"

Available this weekend
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. Shaundrea

Best sitter

Old North Milwaukee, Milwaukee, WI, 53209

"Shaundrea was great! She clearly loves dogs - she is easy going and Dobby came home happy and bouncy as usual. I recommend Shaundrea. (more)"

8. Summer

Give A Dog A Bone!

St. Francis, WI, 53235

About: My name is Summer and my 2 yr old dog's name is Edwin! Edwin out grew his expected weight a little, he weighs 95-105 lbs depending on what day it ... (more)

9. Corrie

PT Student who loves dogs!

Avenues West, Milwaukee, WI, 53233

"Corrie did a great job with my pup! He came home tired and happy! (more)"

10. Matt

Friendly and Experienced Pet Sitter

Shorewood, WI, 53211

About: I have always loved dogs and miss having one around the house living at college. I am a senior at UWM, living in shorewood, and dont believe I can... (more)

11. Nicole

Vacation home for your furry love!

St. Francis, WI, 53235

"Our golden retriever recently spent four days with Nicole and her family. She sent us pictures of our dog out for walks and playing with her daughter daily.... (more)"

12. Dan

Downtown MKE Dog Sitting

Lower East Side, Milwaukee, WI, 53202

About: Want a tired pup after you get back from a night out? With two friendly, loving dogs already in our place your pup will never be lonely while y... (more)

13. Heidi

An Exercised Dog is a Happy Dog!

Lenox Heights, Milwaukee, WI, 53210

"Heidi and Race have become great friends of Bailey's. Being a rescue dog, our Bailey takes some time to warm up to new people. After her first stay, she has ... (more)"

14. Joe

Dogs are my life!

Bluemound Heights, Milwaukee, WI, 53213

"5 Stars for Joe and his dog Eva - Sammie loved her vacation with them. We ran into them at the dog park the day after we picked her up and she ran right over... (more)"

15. Victoria

Victoria N.'s Home

Tippecanoe, Bay View, WI, 53207

"Vicky is amazing with her animals. Ive known her for almost 8 years and have seen the work she has put in to train dogs. She is very kind and caring and ha... (more)"

16. Sonia

Dogs are the best company

Avenues West, Milwaukee, WI, 53233

"I've known Sonia for about 8 years now and she has always been an extremely responsible person. She is dedicated to the care of others, which can be proven b... (more)"

Available this weekend
17. Chrissy

Bay View area sitter.

Bay View, Milwaukee, WI, 53207

"Chrissy loves animals. She has grown up with dogs around her. I have a Springer Spaniel who she takes care of often. She interacts with my dog by talking... (more)"

18. Zoe

Dog lover and doggy friend

Lower East Side, Milwaukee, WI, 53211

"Zoe is very mature for a 22 year old. She loves animals and cares for their welfare regardless of what they are or who's they are. I know this because I'm ... (more)"

19. LEAH

Dog loving girl with a warm home

Wauwatosa, WI, 53213

"Leah did a great job taking care of our little Vida! My husband and I know how much energy she has, and Leah did so well and had nothing but good things to s... (more)"

20. Robin

Love Your Pet!

Kilbourn Town, Milwaukee, WI, 53203

"Robin is absolutely amazing with dogs. She treats every one as though they are a part of the family and knows exactly what they need. She is loving and carin... (more)"

Experience exceptional service and a personalized match

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

Learn About Premier

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.

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.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.