House Sitting in Wilson Park, 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. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

"We highly recommend Sandy! Sandy is the first person to watch Rockie that was not a family member, so we were very nervous to leave him! But Sandy came to vi... (more)"

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2. 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)"

3. Hannah

Flexible student and dog lover!

Kilbourn Town, Milwaukee, WI, 53233

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

"great sitter. will use again (more)"

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4. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Sarah was great - came to our rescue after a disappointing experience with another dog sitting service. She’s very responsive and reliable. Both of our dogs ... (more)"

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5. Colleen

Walks, Runs, and Belly Rubs.

Avenues West, Milwaukee, WI, 53233

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

"Colleen was fantastic! She was very personable and friendly with us when we met her, and immediately comfortable with our dog, Ginger. She took great care of... (more)"

6. Jasmine

I love to see dogs smile.

Tippecanoe, MILWAUKEE, WI, 53207

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

"I have known Jasmine for at least 4 years and she is a loving caring person in all aspects of her life...there is nothing I wouldn't trust her with - includi... (more)"

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7. Peggy

I'm a stay at home dog mom!

Fairview, Milwaukee, WI, 53219

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

"Peggy watched three of my four dogs for a few hours while we had a trainer over to help us with our fourth. It was so worth having our dogs cared for so we ... (more)"

8. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

"Valeria is so friendly and great with our dog. We had some out of town guests and their dogs too. Valeria was very accommodating and able to watch our dog an... (more)"

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9. Kimberly

Your baby is my baby while away!

St francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Kimberly was amazing! She sent me many updates and photos of our 2 pups and 2 cats! Kim is a very reliable and responsible pet sitter, she treated them all... (more)"

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10. Tiffany

Caring Petsitter on the southside!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Tiffany was so enthusiastic about taking care of our fur babies!! She sent pictures of our dog eating and playing. She also fed our kitty. He was a bit shy a... (more)"

11. Vanessa

Lots of TLC

Burnham Park, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

"Vanessa was very accommodating of short notice request. She took great care of Lambeau and communicated with me via texts during the stay. She was eager to... (more)"

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12. Gabrielle

Experience one of a kind care.

Castle Manor, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

About: I have 11 years of experience working for pet care services. I'm able to set detailed care plans according to each pets needs and follow all reques... (more)

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13. Amanda

Home full time, love to play

Greenfield, WI, 53221

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

"Just had Amanda spend two nights with our dog in our home. She was so great! Kept us up to date regularly with emails and photos. Everything went smoothly an... (more)"

14. Kristin

Dog Lover home full time

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Kristin spent the weekend at our house watching over our girl, Lucy. She did a great job of watching over her and keeping us updated with pictures. We came h... (more)"

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15. Rebecca

Dogs equal family.

Hawley Farms, Milwaukee, WI, 53219

House Sitting, Drop-In Visits

"Rebecca was so wonderful taking care of my 4 dogs And 4 cats! I could tell she gave them tons of love and attention and they were very well taken care of wit... (more)"

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16. Molly

Here to make your doggo's day!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Molly is a great pet sitter! I have three dogs, small, medium and large and she has watched them for multiple days on numerous occasions. I never worry when... (more)"

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17. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

"Terry was great!! Lula was well taken care of and happy. She did more than I expected (like clean my yard of dog poo!). Lula and I were really pleased and ... (more)"

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18. Hannah

I’ll run with your dog!

Bay View, Milwaukee, WI, 53207

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

"Hannah has been a wonderful addition into my animal's lives, which are a corgi and a kitten. She is caring and loving to them and they are both so excited wh... (more)"

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19. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

"Katie was great. She responded quickly to questions while we were initially setting things up. She stayed at our house and took care of our old and recoverin... (more)"

20. Heidi

Your dog is my dog

Greenfield, Wisconsin, 53220, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

"Heidi would be a great pet sitter/walker she loves animals, is very kind and hard working. I have a dog and cat and they love when she visits. She pays a l... (more)"

When it comes to house sitting, dog owners in Wilson Park, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of house sitting in Wilson Park may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

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 Wilson Park house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Wilson Park, 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, sitter testimonials, 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 pet sitters and dog walkers.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Wilson 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: