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1. Daniela & Michael

Paws Down, the Best in Town!

Lower East Side, Milwaukee, WI, 53202

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

45 repeat clients

"Daniela is friendly and knowledgable about dogs. My dog had a nice time. Daniela sent several pics of our dog during his stay at their house. Would recomm... (more)"

Confirmed Labor Day Availability
2. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Drop-In Visits

65 repeat clients

"Tia was absolutely phenomenal with our two little pups--they came home so happy, although a little sleepy from playing so much with the other dogs, and reall... (more)"

3. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"We had a wonderful experience leaving our dog with Brian. Brian and his wife are very loving and caring. You can certainly see and hear they have experience... (more)"

4. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

12 repeat clients

"This was our first time putting our dog in a kennel for a whole weekend. We rescued our dog from an abuse owner and was very leery on leaving her with stange... (more)"

Confirmed Labor Day Availability
5. 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

11 repeat clients

"I've left Olaf with Nick probably a dozen times now, and he is always happy and exhausted when I pick him. Nick is always available and flexible with drop o... (more)"

6. Stephanie

Friendly, Experienced Dog Foster!

Milwaukee, WI, 53211

Dog Boarding, Dog Walking

"Stephanie's passion and dedication towards dogs knows no bounds. As a volunteer and foster caregiver for JR's Pups-N-Stuff Dog Rescue, Stephanie has welcomed... (more)"

7. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

5 repeat clients

"Sandy is amazing! She really went above and beyond, and this was the first time she took care of Jackson. He has separation anxiety and needed someone to... (more)"

8. 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's dog and my own got along very well. My dog was happy and TIRED after leaving. Staci was also flexible with my pick up time. If I travel to Milwauk... (more)"

9. Heather

Work From Home Dog Lover

Story Hill, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

9 repeat clients

"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)"

10. Georgianna

Nothing is better than a dog!

Uptown, Milwaukee, WI, 53210

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Georgianna was excellent! She was very kind and accommodating to our semi-last minute request for a sitter. Our dog had a wonderful time with her and she sen... (more)"

11. Rebecca

Can I pet your dog?

Juneau Town, Milwaukee, WI, 53202

Dog Boarding, Dog Walking

About: Hello! I've lived with dogs the majority of my life growing up and I can't get enough of them. If you are walking your dog downtown I will most lik... (more)

Confirmed Labor Day Availability
12. Micha

Garden District Bed & Biscuit

Town Of Lake, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"Micha is a true animal lover at heart. She treats her own pets as members of her family. She is extremely responsible, caring, and genuine. I have trusted Mi... (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

3 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. Nikki

Pro Dog Exerciser and Lover! :)

Northpoint, Milwaukee, WI, 53202

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

2 repeat clients

"We are so grateful to Nikki for taking our puppy in last minute on Memorial Day weekend! We appreciated all of the updates she sent and the great care that s... (more)"

Confirmed Labor Day Availability
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. 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)

17. Brandon

Dog King!

Juneau Town, Milwaukee, WI, 53202

Dog Boarding, Doggy Day Care

1 repeat client

"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)"

18. 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)"

19. Sarah

The Great Kind Of Dog House.

West Milwaukee, WI, 53215

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

"Sarah was great w our dog Marty! Kept us up to date all weekend with photos. Marty had a great time hanging out with his new girlfriend Lucy. We would defini... (more)"

20. Molly

Dogs > People

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, Dog Walking

2 repeat clients

"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)"

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Dog Boarding in Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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.