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Dog Boarding in Rolling Green, 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. Jill Verified Background Check

Caring Animal-Loving Vegan 💜

West Allis, WI, 53227

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

"Jill was so thorough and thoughtful with our pup. He can be a little grumpy at times but absolutely loved his stay and was so well cared for. We got lots of up… (more)"

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2. Megan Verified Enhanced Background Check

Mama Meg’s Doggy Daycare Services

West Allis, WI, 53219

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

"Megan was wonderful with my dog, Izzo. We met her ahead of time to make sure our dogs got along and to meet her. Everything worked out well. Izzo stayed overni… (more)"

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3. Denise Verified Background Check

Make your next trip worry-free!

Honey Creek Parkway, Milwaukee, WI, 53213

Dog Boarding, House Sitting

"Denise was absolutely fabulous with my goofbutt! She sent updates regularly with photos, and asked permission before trying new things with him. He needed some… (more)"

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4. Karen & Toy Verified Background CheckRover 101

Ready to play and cuddle

Tippecanoe, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

"Karen & Tony were amazing with Simba! They took care of him like he was part of their family! She kept me updated every day while I was away on our trip. She s… (more)"

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5. Katrina Verified Enhanced Background Check

Home Full Time- Always Available!

Town Of Lake, Milwaukee, WI, 53207

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

"First time leaving our puppy alone with a stranger and for a Monday thru Thursday stretch! I was nervous but Katrina was amazing. Above and beyond with pics an… (more)"

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6. dawn Verified Background Check

I am a avid pet lover.

West Allis, WI, 53214

Dog Boarding

"Thank you so much Dawn for watching Olive. This is the first time I’ve left her and it sounds like she was a bit difficult so I really appreciate it! (more)"

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7. Daniel Verified Background CheckRover 101

Warm, loving, home like suroundings

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"Balto and I are very happy to have met Dan and his lovely family! They took great care of Balto during this past weekend. I'm sure Balto is looking forward to … (more)"

8. Jill Verified Background Check

I have two great dogs and a fence

Greenfield, WI, 53228

Dog Boarding

"Jill was great! Her and her two dogs took really good care of my fur baby! She even sent me a video ofnthem playing! She was flexible with pick and drop off ti… (more)"

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9. Michaelangelo Verified Background Check

Home away from home

West Allis, WI, 53219

Dog Boarding, House Sitting, Doggy Day Care

"Michaelangelo is fantastic! He watched my golden retriever, Murray, for five days while I was out of town. Murray just turned one and is still very puppy like … (more)"

10. Joyce Verified Background Check

Lifelong doggie mom

Jackson Park, Milwaukee, WI, 53215

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

"Was able to accommodate my pups last min and took them a day early without charge. She bathed them and they seemed to have a great time. She is very understand… (more)"

11. Deann Verified Background Check

Multiple walks and cuddles!

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

"Deann was a great sitter! She sent picture updates and Tucker got to go on walks. He was a happy dog when I picked him up. I'll definitely ask Deann to watch T… (more)"

12. Andrea Verified Background CheckRover 101

Wauwatosa's Wag More Motel

Wauwatosa, WI, 53213

Dog Boarding

"I'm so happy I found Andrea and her husband on Rover. They are both dog people, and I could tell from the pictures and messages Andrea sent me that Lambeau wa… (more)"

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13. Holly Verified Background Check

Lots of love here!-Home full time

West Allis, WI, 53219

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

"After a week, Maxx was returned to me happy and healthy. From the beginning I could tell Holly really liked Maxx and by the time I picked him they were in love… (more)"

14. Natalie Verified Background CheckRover 101

The best option for daycare is here

Wedgewood, Milwaukee, WI, 53220

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

"We met Natalie one week prior to our week long vacation, following a cancellation. Her and Jenn were amazing! They welcomed my three pups into their home wit… (more)"

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15. Jes Verified Background CheckRover 101

The Hardy-Berndt Ranch

Kensington, New Berlin, WI, 53151

Dog Boarding, Drop-In Visits, Dog Walking

"Positive stay. Jes very professional and really is cautious about safety and comfort for your pet. Highly recommend, and will use in the future. (more)"

16. Sara Verified Enhanced Background Check

Trustworthy, Reliable, Punctual

Morgan Heights, Milwaukee, WI, 53228

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

"Sara is wonderful with dogs. They all seem to love her so much. She treats every dog like it’s her dog. She loves playing and wearing the pups out so they slee… (more)"

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17. Kelly Verified Background Check

home full time with fenced yard!

Story Hill, Milwaukee, WI, 53208

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

"Kelly was great with our dog CC, and we will definitely be using her again in the future when we go out of town. She arranged for us to meet beforehand so CC c… (more)"

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18. Cindy Verified Background Check


Wauwatosa, WI, 53222

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

"Cindy was great! It was our first time using, and Brady did great. Cindy sent pictures every day of Brady with the other dogs, playing, at the rive… (more)"

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19. Miranda Verified Background Check

All Dogs go to heaven

Bay View, Milwaukee, WI, 53207

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

"This was our first time using Rover and Miranda was awesome! It was a wonderful first experience and she was great at communicating from the start. Our dog, Be… (more)"

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20. Sara Verified Background CheckRover 101

Professional Sitter, Fenced Yard

Morgandale, Milwaukee, WI, 53215

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

"I don't know where to begin with my review. This was our first vacation in many years and were looking forward to it for months. We were worried about our 18… (more)"

Pet parents in Rolling Green, Milwaukee, WI love dog sitters on 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a night on Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

Never beg a friend to watch your dog again, and no more dog kennels. With, you can find your the perfect Rolling Green dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Rolling Green, Milwaukee, WI who can provide the care your dog needs, when they need it.

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 Rolling Green, 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: