Dog Boarding in Maitland Park, 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.
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1. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

4 repeat clients

"Lola and Watson lived thier stay! They were tired from playing with duke in the awesome big backyard. Will definitely recommend and stay again. (more)"

2. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

19 repeat clients

"Daniel and his family were far above what I'd hoped for. My Dill is an anxious dog, but Daniel was exceedingly patient and after a short time, Dill got more ... (more)"

3. Daniela & Michael

Paws Down, the Best in Town!

Bay View, Milwaukee, WI, 53207

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

92 repeat clients

"Daniela was SO awesome with zoey! She was extremely flexible with my schedule and provided updates and pictures through out the whole stay! I was so pleased ... (more)"

4. Matt

Ready to hang with your dogs!

St. Francis, WI, 53235

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

1 repeat client

"Matt and Jackie were AWESOME! They came to meet Marvin and even offered to let us drop him off the evening before our appointment instead of super early the ... (more)"

Available this weekend
5. Amber

Doggie Paws N' Play

Walker's Point, Milwaukee, WI, 53204

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

48 repeat clients

About: **please scroll to the bottom to read our boarding requirements. Thank you so much!!** Hello! Starting this exciting business with DogVacay ... (more)

6. Jasna

Take a Paws

College Heights, Milwaukee, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

"I have never used Rover.com before, but I will be recommending it to everyone from now on! I was reluctant to leave my dog Fritz in a kennel for the weekend... (more)"

7. Silvia

Silvia's Dog Boarding

Cudahy, WI, 53110

Dog Boarding

About: We would love to care for your pets! Dogs and cats have always been part of my life, however, at this time we do not own any. We live in a great ... (more)

8. Julia

Julia Goolia's Dog Sitting Service

South Milwaukee, WI, 53172

Dog Boarding

17 repeat clients

About: Hi! We have recently had the third member of our family leave us to wait for us at the rainbow bridge. It has been difficult and heart wrenching an... (more)

9. Micha

Garden District Bed & Biscuit

Town Of Lake, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care, Dog Walking

3 repeat clients

"Micha, Nate, and Arya are remarkable! As a first time user of the service, I was not sure how Pepper would react to staying with a new family. Daily updates,... (more)"

10. Rachel

Long Walks and Lots of Play

Highwood Estates, Milwaukee, WI, 53219

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

"Rachel was an absolute gem of a find for our family! We have two large breed dogs, one of which requires medicine each am and one of which can be a challeng... (more)"

11. Hannah

A fun, loving, and active couple

Franklin, WI, 53132

Dog Boarding

3 repeat clients

"Once again a great home away from home for our guy Otis. Hanna and Bennet do an excellent job caring for our pet. He returned home happy and content. Hann... (more)"

12. Jordan

Dogs are my best friend!!

Cudahy , WI, 53110

Dog Boarding, House Sitting, Dog Walking

"She is funny and kind. Knowledgeable and understanding would make a great dog sitter knowing she owns her own and takes great care of her pup I highly recomm... (more)"

13. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

3 repeat clients

"Such a sweet person and really cares for your dog as if he/she is one of her own. I had the best time going out of town knowing I was leaving my baby in good... (more)"

14. Vanessa

Great Home in BayView w/Fenced Yard

Bay View, Milwaukee, WI, 53207

Dog Boarding

9 repeat clients

"Vanessa was great! She helped us out at the last minute and kept us in the loop with regular texts and pictures. It was our first time using Rover and it was... (more)"

15. April

Worry Free Pet Sitter

Polonia, Milwaukee, WI, 53215

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

About: I absolutely LOVE animals! And the fact that I can help pet parents have a worry free vacation is awesome! I typically hang out with the fur-ki... (more)

16. William

Friendly,caring person ,loves pets

Franlin, WI, 53132

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

6 repeat clients

"William was wonderful and caring to Jackson. From the moment we arrived, William (and his wife) opened their hearts and beautiful home to us. It was obvious ... (more)"

17. Melody

Temporary Dog Parent Available

Bay View, MILWAUKEE, WI, 53207

Dog Boarding, House Sitting, Dog Walking

1 repeat client

"First time Rover.com user, and I could not have had a better experience. Melody, Derek, and Ivan are amazing! I received constant updates and pictures duri... (more)"

18. Kelly

I've braided my goldendoodle's hair

Bay View, Milwaukee, WI, 53207

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

About: I love dogs and they love me back. I love to run around with the dog to play, and I can also throw a ball pretty far to keep a game of fetch intere... (more)

19. Mabeth

Home full-time ❤️my 2rescued dogs

Bay View, Milwaukee , WI, 53207

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

"Mabeth takes care of my dog on a daily basis. She is caring and patient especially given that my dog is elderly, blind and often ill. She is a genuine anim... (more)"

20. Iris

Iris's NestingPups

Saveland Park, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

About: My name is Iris, I have a cozy home, ready to welcoming your pet, I will take care your dog same way I take care mine, I do have a maltese for te... (more)

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Learn About Premier

Dog owners in Maitland Park, Milwaukee, WI love booking dog boarding with sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking dog boarding can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book dog boarding with Rover? Check out our average dog boarding rates to get an idea before reaching out and starting a conversation with a dog sitter near you in Maitland Park.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Maitland Park dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Maitland Park, Milwaukee, WI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Maitland Park, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: