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Dog Boarding in Milwaukee

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Confirmed availability
4th of July
1. Deann

Multiple walks and cuddles!

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

"She was so great! Very flexible and accommodating. Her kids played with my dog, and I know my dog enjoyed the love and cuddles! Highly recommend and will be ... (more)"

Confirmed availability
4th of July
2. Davena

I am great with ALL KINDS OF DOGS!

Lower East Side, Milwaukee, WI, 53202

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

About: I'm a college student that works part-time, I live with roommates were also in college and for wonderful little girls. Everyone in my home has dog ... (more)

3. Matthew J

Large fenced in yard- Home fulltime

Riverwest, Milwaukee, WI, 53212

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

"Rue had so much fun staying with Matthew! We automatically trusted him in caring for our pup due to his knowledge about dogs and their behaviors. He constant... (more)"

Calendar Recently Updated
4. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

"As always Julie and family are so great and accomodatjng and i really appreciate the lovin they give to my little girl when I’m away. They will always be my ... (more)"

5. Sonya

An active jog makes a happy dog!

Riverwest, Milwaukee, WI, 53212

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

About: Just a pre-med college student looking to provide assistance to those who need it, while also simultaneously, trying to go outdoors more and meet s... (more)

Confirmed availability
4th of July
6. Alyssa

Doggie paradise near many parks!

Bay View, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

"Alyssa and Hunter were awesome dog sitters for Rusty! When we first met them they took the time to get to know Rusty. Once we left for our trip we received p... (more)"

7. Megan

I love your dog already!

Lower East Side, Milwaukee, WI, 53202

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

"Adele was the best sitter we have found on rover to days. She was very flexible with meeting us before the trip, asked us questions, and sent lots of pics du... (more)"

Calendar Recently Updated
8. Sharon

Retired dog lover and a fenced yard

Washington Heights, MILWAUKEE, WI, 53208

Dog Boarding

"Sharon has deeply cared for dogs for most of her life. Sharon enjoys walking her neighborhood and will make sure all pets have great exercise and fresh air. ... (more)"

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9. Jazmin

Providing exercise, care and love

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Dog Walking

"Jazmin was great with Cali! She sent lots of pictures and was very attentive, giving her a home away from home while I was out. Highly recommended. (more)"

Confirmed availability
4th of July
10. Jo Ann

Home full time-fenced in yard

Riverwest, Milwaukee, WI, 53212

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

"Joann went above and beyond to make myself and my Beasley feel as comfortable as possible. Beasley had constant attention and love while staying with her and... (more)"

11. Erendira

Outdoorsy dog loving student!

Bay View, Milwaukee, WI, 53207

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

"Erendira was able to take Olaf on pretty short notice and was super accommodating of our schedule. She made sure our dogs would get along well and sent a cu... (more)"

Calendar Recently Updated
12. Abigail

Saving the world by snuggling dogs

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Dog Walking

"Abigail took great care of my dog. She sent lots of pictures and updates. I would highly recommend Abigail and will use her to watch my dog again. (more)"

Confirmed availability
4th of July
13. Carrie Ann

Moore's Dog Sitting

Shorewood, WI, 53211

Dog Boarding, Doggy Day Care

"Carrie and her sons took very good care of our little Mini Schnauzer. He seemed to enjoy being around a couple extra dogs to keep him busy. He was definitely... (more)"

Calendar Recently Updated
14. Steph

Law student who loves dogs

Avenues West, Milwaukee, WI, 53233

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

"Steph took great care of Boomer while I was in Milwaukee for the night! She sent me multiple photos and updates and was very professional. She is easy going... (more)"

15. Caroline

Home full-time

Historic Third Ward, Milwaukee, WI, 53202

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

"Caroline was able to watch Remy with only a few days notice, and we were even able to schedule a meet and greet that was convenient for me before the stay. S... (more)"

16. Brian

Fenced in backyard

Lower East Side, Milwaukee, WI, 53202

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

"Brian is wonderful with all pets, especially dogs. He is a very caring owner for his dog, Lucy, and seems to enjoy being around dogs whenever possible. When ... (more)"

Calendar Recently Updated
17. Paige

I want to meet your dog!

Lower East Side, Milwaukee, WI, 53202

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

About: I truly love playing, talking, and walking with dogs. I grew up with a yellow lab in Chanhassen, Minnesota. I have experience with a variety of bre... (more)

18. Melainie

Your pups home away from home!

Lower East Side, Milwaukee, WI, 53202

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

"Melanie was great with my new pup, Yuca. Yuca came back sleepy and happy, and Melanie kept in touch with me about how she was behaving and sent plenty of pic... (more)"

Confirmed availability
4th of July
19. Amber

Doggie Paws N' Play

Walker's Point, Milwaukee, WI, 53204

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

"Amber and Barb went above and beyond anything that should be expected of a DogVacay sitter during out last trip. Our 9 month old Bernese Mountain Dog, Sonny... (more)"

Calendar Recently Updated
20. Monica

Monica's downtown dog boarding

Lower East Side, Milwaukee, WI, 53202

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

"Monica was a fantastic and responsive host for our two beagles. She was quick to reply to all messages, and she took the time to send numerous photos through... (more)"


As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Milwaukee dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Milwaukee, WI who meets your - and your dog's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog - including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Milwaukee, WI.

If you're the sort of person who likes to book services when you're out and about, you'll love the Rover dog boarding app. In minutes, you'll be able to view hundreds of experienced dog sitters no matter where you are, or re-book on-demand with your puppy's favorite dog sitter. You'll get to check in in real-time to see how your dog's day is going, with the photo updates feature from your dog sitter via the Rover dog boarding app. And if you hate carrying cash, or calculating tips, you'll love the Rover app's cashless payment feature which enables fast, secure payment of your dog sitter without money needing to change hands.

The cost of dog boarding in Milwaukee may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.

What if you're a dog lover who's looking for dog boarding jobs? You'll want to check out our information about how to become a dog sitter on Rover. We're always excited to add new dog sitters to our dog boarding service, and our application process makes it simple to get your own dog boarding business up and running. When you become a Rover dog sitter, you benefit from great features including premium pet insurance, a third party background check, and our cashless payment feature for ease and peace of mind. Why not apply today?

In other words, when you use Rover to find Milwaukee dog boarding services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.