To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
1. Daniela

Paws down, the best in town!

Lower East Side, Milwaukee, WI, 53202

"I had Daniela sit my dog just for the day to see how she and my dog got along. I thought dropping my dog off with Daniela at 6:30 am on a Saturday was a litt... (more)"

2. Sarah

Bay View Sitter

Bay View, Milwaukee, WI, 53207

"Sarah was absolutely fabulous from the initial contact to the pick up of our dog. Excellent communication, terrific dog care and very obviously a animal lov... (more)"

3. Crystal

Your dogs new friend!

West Allis, WI, 53214

"Incredible!!!! We found her last minute - my dog was crazy sad from a nightmare dog sitter while we're on vacation. When I arrived he was perfect. Highly rec... (more)"

4. 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)

Confirmed Labor Day Availability
5. Staci

Calling all City Dogs

Kilbourn Town, Milwaukee, WI, 53203

"My dog, Bubba Bear, LOVED and LOVES Staci and her gorgeous Siberian Husky! Staci kept Bubba for me for 5 nights, and he was so pampered and played with and s... (more)"

6. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

"Sandy was a lifesaver! She took great care of our pups. They loved their stay and actually seemed bummed to leave when we got them in the car. I highly recom... (more)"

7. Summer

Give A Dog A Bone!

St. Francis, WI, 53235

"Summer was awesome. We received updates on Nike all the time, including video and pictures. Nike had a great time with Edwin, Summer's dog, and received lo... (more)"

8. Sydney

Animal lover with great experience

Upper East Side, Milwaukee, WI, 53211

About: I am a college student at UWM starting my 3rd year. I have been around animals my whole life. Throughout my life I have had a turtle, many fish, 4 ... (more)

9. Skylar

Energetic animal lover!

Upper East Side, Milwaukee, WI, 53211

"Skylar did a great job. She was able to accommodate my last minute reservation and provided ongoing updates with pictures. (more)"

10. 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)"

Confirmed Labor Day Availability
11. 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)"

12. Corrie

PT Student who loves dogs!

Avenues West, Milwaukee, WI, 53233

About: I would love to have a dog of my own, but while being in Physical Therapy school I am unable to care for a dog full time. Taking in dogs for the w... (more)

Confirmed Labor Day Availability
13. Heidi

An Exercised Dog is a Happy Dog!

Lenox Heights, Milwaukee, WI, 53210

"Our dog, Bruno, stayed with Heidi twice in the same month. Both times we were VERY pleased with her. Heidi is very professional and caring to our dog, as we... (more)"

14. Nicole

Vacation home for your furry love!

St. Francis, WI, 53235

"AMAZING!!! Nicole and her family was Amazing... I will never board our little girl Lucy again. It was such a weight lifted, from start to finish. Nicole sent... (more)"

15. 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)"

Confirmed Labor Day Availability
16. Chrissy

Bay View area sitter.

Bay View, Milwaukee, WI, 53207

"Chrissy truly loves dogs and it shows in her interactions with them. She is calm and dogs respond to her well. We have a German Shepherd and Chrissy is not a... (more)"

17. Anjelica

Benji's Loft- right in Downtown!

Kilbourn Town, Milwaukee, WI, 53203

"i have known anjie all of her life and she is an enormous animal lover - as am i. When i go away it is a great relief to me if i am fortunate enough to get a... (more)"

18. LEAH

Happy Pup, Happy You

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)"

19. Stanley

Let your Pup be Pampered

Lower East Side, Milwaukee, WI, 53202

About: Hello. My name is Stanley, my girlfriends name is Jessica, and our fur babies name is Jade. We are a happy little family of three. We would love to... (more)

20. Jeanne

Flexible care for your bestie!

Castle Manor, milwaukee, WI, 53221

About: I would be happy to help with your puppies (I call all "dawgs" puppies because it's cuter that way) during the day for potty breaks and walks, or o... (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.