Dog Boarding in Hillside, Milwaukee

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

1. Tia

❤️Professional Dog Lover❤️

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding

"Tia is exceptional. She was great with both my dogs and took care of them as her own dogs. She kept me updated on their well being and it was so refreshing t... (more)"

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2. Sara & Angelise

Experienced, Full Time Pet Sitters

Morgandale, Milwaukee, WI, 53215

Dog Boarding, Drop-In Visits, Doggy Day Care

"We were so lucky to find Sara and Angelise! Not only were they a block away, but they also had a pitbull AND rat terrier mix (same as us). Care was 100% and ... (more)"

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3. Katrina

Experienced dog trainer/groomer!

Bay View, Milwaukee, WI, 53207

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

"GREAT SITTER!! Very friendly and dog knowledgeable. Sent many pictures throughout our babies stay overnight, I did not have to request as she was one step ah... (more)"

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4. Deann

Multiple walks and cuddles!

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

"Deann was very accommodating. She was quite flexible with her pick-up and drop-off times. Her dog, Hazel, seemed to be very well-mannered and interacted well... (more)"

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5. Jazmin

Providing Love, Care & Exercise

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Dog Walking

"Jazmin was fabulous with our little Jack Russell. She gave a so much attention and updated us on their fun weekend together! I’m so glad we found Jazmin on R... (more)"

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6. Rita

I LOVE LONG WALKS!

Whitefish Bay, WI, 53217

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

"Rita was great! Easy to work with. I will use her in the future. (more)"

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7. Erin

Flexible hours!!!

Upper East Side, Milwaukee, WI, 53211

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

"Erin is an encyclopedia of dogs and is a natural friend of all dogs. She understands each individuals temperament and takes the time to make them comfortable... (more)"

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8. Andrea

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

"Our dog had a stellar experience with Andrea. We couldn't be happier to have found a such a loving and caring home away from home for our "fur-baby". (more)"

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9. Jo Ann

Home full time-fenced in yard

Riverwest, Milwaukee, WI, 53212

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

"Thank you JoAnn for watching my dog for 3 nights in a row, walking him, and letting him be comfortable where ever he wanted in your home. Love your backyard ... (more)"

10. Matthew J

Large fenced in yard- Home fulltime

Riverwest, Milwaukee, WI, 53212

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

"I am a first time dog owner and have a 6 month old Australian Sheppard, Jackson. His nickname is the Monster because well he recks havock on everything in hi... (more)"

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11. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

"I was so comfortable with leaving my furbaby with Sandy! Her home was so quiet, cozy, and comfortable, and located in a safe neighborhood. I knew my dog woul... (more)"

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12. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

"Julie and her family took great care of Murphy. She asked helpful questions and gave us a thorough update on his stay. Murphy got a chance to chase tennis ba... (more)"

13. Abigail

Saving the world by snuggling dogs

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Dog Walking

"Abby was a great sitter for our puppy! I appreciated the pictures and updates over the weekend, and was grateful for her personal attention to making sure ou... (more)"

14. 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)"

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15. Tatiana & Tyler

Everything You Need Under One Woof.

Downer Woods, Milwaukee, WI, 53211

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

"Willy came back happy and tired! They did a great job taking care of my dog. I adopted him only a few weeks before his stay and this was his first night away... (more)"

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16. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

"We highly recommend Carolina. She went above and beyond, taking care of our dog four days after our dog had to get unexpected surgery. She gave our pup her m... (more)"

17. 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)"

18. Amber

Doggie Paws N' Play

Walker's Point, Milwaukee, WI, 53204

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

"Amber was great. She met Lilly and I for a quick meet and greet, made sure I was comfortable. Lilly stayed with them for 2 nights and 3 days. Lilly and he... (more)"

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19. Monica

Monica's downtown dog boarding

Lower East Side, Milwaukee, WI, 53202

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

"Monica was an excellent choice to watch our dog. She returned the same happy dog that we dropped off. I highly recommend her to any one. Thank you ? (more)"

20. 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)"

Pet parents turn to sitters on Rover.com when they're looking for overnight boarding for their dog. 1,089 owners have reviewed sitters in Hillside, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect dog sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a dog sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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 Hillside 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 Hillside, 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 Hillside, 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: