Confirmed Memorial Day Availability
1. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

28 repeat clients
55 reviews

"Tia was awesome!! This was Jacksons first time staying and he said for 4 nights. Tia is very experience and she also sent videos/pictures of Jackson. I'm hap... (more)"

2. Benjamin

Dog Loving Sitter in Shorewood!

Shorewood, WI, 53211

1 repeat client
1 review

"Ben was great with Bub! We will definitely be back :) (more)"

Confirmed Memorial Day Availability
3. Daniela & Michael

Paws Down, the Best in Town!

Lower East Side, Milwaukee, WI, 53202

23 repeat clients
51 reviews

"Our dog loved staying with Daniela & Michael! Plus, they kept us updated with photos and comments the whole time we were gone. We will definitely have thes... (more)"

Confirmed Memorial Day Availability
4. Heather

Work From Home Dog Lover

Story Hill, Milwaukee, WI, 53208

5 repeat clients
14 reviews

"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)"

5. Ali

Active Dog Lover

Bay View, Milwaukee, WI, 53207

About: I've been a dog lover my entire life and my dream of having my own pup happened two years ago when I rescued my dog, Sydney. I have 12+ years of ex... (more)

6. Vanessa

Great Home in BayView w/Fenced Yard

Bay View, Milwaukee, WI, 53207

5 repeat clients
22 reviews

"Vanessa was great!!! We have usually taken Boss, our 65 lb English Bulldog, to a day care, but decided to try Rover this time and Vanessa was in our area and... (more)"

7. 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)"

8. Staci

Calling all City Dogs

Kilbourn Town, Milwaukee, WI, 53203

4 repeat clients
9 reviews

"Staci was great with our little guy, Watson. From the meet and greet to drop off and pick up, we felt super comfortable with her friendliness and level of pr... (more)"

9. Jaronsa

Loving, Caring and Patient Person

Lower East Side, milwaukee, WI, 53202

2 repeat clients
5 reviews

"I am very careful whom I leave my lil guy with but she welcomed the little guy and he was very happy with her. They bonded quickly and I had no worried leavi... (more)"

10. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

2 repeat clients
11 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)"

11. Matt

Friendly and Experienced Pet Sitter

Shorewood, WI, 53211

1 repeat client
8 reviews

"We felt at ease leaving Willie with Matt. Communication was easy and timely. Matt sent pictures and updated us during Willie's stay. We will definitely have... (more)"

12. Liz and David

Barks, Bones, & Beyond

Avenues West, Milwaukee, WI, 53233

7 repeat clients
14 reviews

"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)"

13. 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)"

Confirmed Memorial Day Availability
14. Nikki

Pro Dog Exerciser and Lover! :)

Northpoint, Milwaukee, WI, 53202

"Nikki did an excellent job taking care of our young Golden Retriever, Lia. Before the stay, she introduced us to her place and asked about Lia's needs. Dur... (more)"

15. Nick

I'm happy too watch your dog!

Bay View, milwaukee, WI, 53207

6 repeat clients
9 reviews

"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)"

Available this weekend
16. Danielle

No day better than a day with a dog

Lower East Side, Milwaukee, WI, 53202

"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. Miranda

Dog lover with a flexible schedule!

Avenues West, Milwaukee, WI, 53233

About: I'm a junior at Marquette University studying Marketing and Graphic Design. I live in Milwaukee now, but I am originally from the West Bend area. I... (more)

18. Victoria

A Four Legged Word Is Love

Tippecanoe, Bay View, WI, 53207

20 repeat clients
38 reviews

"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)"

19. Molly

Dogs > People

Lower East Side, Milwaukee, WI, 53202

About: I've had large and small dogs growing up, mainly German Shepherds, so I'm used to an active dog. I love dogs of all shapes and sizes and have been ... (more)

20. LEAH

Happy Pup, Happy You

Bay View, Milwaukee, WI, 53207

2 repeat clients
8 reviews

"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)"

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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.