House Sitting in Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Samantha

Sam's Dog Days

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Samantha was absolutely amazing and my puppy loved her! She took such good care of Murphy and sent over pictures and videos. will definitely be using Samanth... (more)"

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2. Tasha

Your dog's next BFF!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha took great care of our pets! She sent us updates and took our dog to the dog park. The pets were all healthy and happy when we got home and the apartme... (more)"

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3. Hannah

Flexible student and dog lover!

Kilbourn Town, Milwaukee, WI, 53233

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

"Hannah is *awesome*—she clearly cares a lot about animals (and ours liked her a lot right back) and is a great communicator; we felt super comfortable having... (more)"

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4. Alexandra

I’ve lived with dogs my whole life!

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Alex is lovely. Flexible, kind, reassuring and helped my (older) dog do just fine in my absence. Very responsible. (more)"

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5. Carolina

Best Dog/Cat Sitter in MKE !!!

Cambridge Heights, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Samosa enjoyed her time with Carolina. Will definitely use her services again! (more)"

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6. Colleen

Walks, Runs, and Belly Rubs.

Avenues West, Milwaukee, WI, 53233

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

"Colleen was wonderful! She handled my reactive pitty on leash with no problems and put up with my stubborn shiba. She left my house spotless. The only sign s... (more)"

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7. MacKenna

Dog Loving College Student

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Mackenna K. is a very supporting and caring individual. She has taken care of several dogs throughout her lifetime, and always makes sure to do the best poss... (more)"

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8. Kayla

Young dog-lover!

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting

"Kayla’s communication and flexibility was great. She took great care of our place and our two little terrors. We will be using her again if she’s available. (more)"

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9. Chris

Pawsitvely the best!

Story Hill, Milwaukee, WI, 53208

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

"Chris grew up with dogs and extremely comfortable with them. Four years ago, I bought a black lab puppy, but then had to go on the road for a week. The puppy... (more)"

10. Savannah

Dog lover for hire! (Holidays too!)

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Savannah did a great job with our 2 dogs and cat. She was professional, on time, and sent updates with pictures throughout our trip. We will definitely be wo... (more)"

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11. Wayne

House Sitter. Dog Lover.

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Buddha is not the easiest dog to watch. He really took to Wayne. It’s nice having someone who can watch them in the environment they are used to. (more)"

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12. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Sarah was great to deal with, lovely with the pups, and went out of her way to meet me and make sure everything was going to be a good stay. I'd recommend he... (more)"

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13. Francesca

Meet your dog’s new best friend!

Lower East Side, Milwaukee, WI, 53202

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

"Fran dates my son Gary Lee. I know her and her family and can attest to the fact that she is trustworthy, competent and loves animals. We have a black lab ... (more)"

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14. Megan

Reliable sitter/walker, small breed

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"I would highly recommend Megan H. as she is a wonderful caring person who truly treated our dogs like her very own. Being able to relax and know that m... (more)"

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15. David

Looking For New Dog Friends

Riverwest, milwaukee, WI, 53212

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

"David has taken care of my girl, Tula, for a while now and he's a life saver and us so good with her. Tula has some behavioral issues that include lunging w... (more)"

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16. Alexis

Dogs are my passion!

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Alexis was so great with my dog and cat!! I was out of the country without service, and she did an amazing job taking care of them. I came home to super happ... (more)"

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17. Ana Charlene

I'll be your dog's caring friend

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Ana is a lovely girl who loves dogs (and kids)! She is very friendly and trustworthy. Our dog Snoopy likes her and they do have fun together! (more)"

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18. Chandler

Whatever your dog needs i can do

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: I’m a student at MIAD looking for dogs to take care of in or near the third ward. I am willing to bike up to 10 minutes away from the Third Ward. ... (more)

19. Emily

Caring & Active Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Emily did a great job with our dog and 3 cats. The dog loved staying home rather than going to be boarded. It was wonderful having someone in the house. S... (more)"

20. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"As always, Laurie knows how to make our pups feel like we're not on vacation-away from them. She keeps their schedule for walks, play, feeding & bed time :) ... (more)"


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