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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Alicia S.
1.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alicia is fantastic! She did an excellent job caring for our pets, was respectful of our home & was open and transparent in communication. Alicia was incredibly… (more)

from
$100
per night
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Blythe R.
2.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe was so wonderful with our senior Cavalier. Great communication and I came home to a spotless house and a happy well loved pup. I’d absolutely recommend h… (more)

from
$45
per night
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Hillery F.
Happy to help!Greendale, WI, 53129
House Sitting, Drop-In Visits, Dog Walking

Hillery was wonderful with our two high energy terrier mixes and our two cats. She was super patient with them and took excellent care of them while we were awa… (more)

from
$75
per night
Daniela & Michael P.
Paws Down, the Best in Town!Bay View, Milwaukee, WI, 53207
House Sitting

Daniela and Michael were wonderful throughout the weekend! We received updates everyday and when we arrived home, the girls were very content and well taken car… (more)

from
$55
per night
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Ali M.
5.
Ali 
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I love dogs, cats, and herptiles !Town Of Lake, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ali gave me such peace of mind when she watched my cat for the weekend. I’ve never used any pet sitting or boarding services prior to meeting Ali, so I really d… (more)

from
$50
per night
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Your pet's are family 🐶❤West Allis, WI, 53227
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lisa was wonderful with our pups. I had a concern that there might be some anxiety with our new rescue, but they LOVED her right away. That says a lot. She sent… (more)

from
$28
per night
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7.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Dingo and FuzzBob agree that Marina is the most excellent caregiver! They received the best loving care while we were away for the holidays. She had no issues… (more)

from
$65
per night
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8.
Love Them Like My OwnBluemound Heights, Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Laura was a fantastic fit for our needs and with our dog, Wally. She stayed at our home for an extended period of time and let him out as needed. She went above… (more)

from
$40
per night
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9.
Dog loving nursing studentSaint Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking

Dani has always been great with our two puppers. Weekend trips aside, we spent 2 weeks in Ireland and couldn't have done it without Dani. She is very responsiv… (more)

from
$30
per night
10.
** Mission: meet ALL the dogs **Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

I can't say enough about how great Rachel is! Bunnies are very hard to care for, and she does it at an all-star level. We came home to clean, happy bunnies and… (more)

from
$27
per night
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11.
Experienced, reliable, retired!!!!!Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Laurie was great and made my first experience with Rover amazing! I felt so comfortable and relaxed knowing my fur babies were in good hands and didn't feel str… (more)

from
$65
per night
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12.
♡ A home away from home! ♡West Allis, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Sabina was fantastic with our older dog Marley. She was caring and attentive, and took great care of our pet and our home. She sent multiple updates and pict… (more)

from
$60
per night
Confirmed availability: Memorial Day
13.
All Dogs go to heavenBay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Miranda was incredible, she helped me out on such short notice, came by to meet my fur children and myself so I could feel 100% comfortable with her during her … (more)

from
$70
per night
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14.
Part-time vet Tech FT Pet loverMaitland Park, Milwaukee, WI, 53221
House Sitting, Drop-In Visits

Leeana was great! She continuously kept us updated. With her experience with pets in general and connection with our quirky pup, we knew she would be great! Tex… (more)

from
$35
per night
Confirmed availability: Memorial Day
15.
Experienced Vet. Assistant!!!Town Of Lake, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking
18 years of experience

About: I worked at the busiest veterinary clinic in the city of Milwaukee for over 14 years. I am a jack of all trades. I assisted in surgery, drew and ran … (more)

from
$100
per night
16.
Have loved animals since birth.Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

Amanda was great! She sent me photos of my pup, and I felt secure knowing she was taking good care of her. We will definitely book with Amanda again. (more)

from
$28
per night
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Steph's Bay View Dog SupportTippecanoe, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Stephanie took fantastic care of our dog, Berklee, while my wife and I were out of town. She is bubbly, energetic and a real dog lover that cared about our dog … (more)

from
$40
per night
Confirmed availability: Memorial Day
18.
Home ALL Day.Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Doggy Day Care

Wendy is a reliable and responsible person (and of course an animal lover). She can be counted on to take great care of your pets while you're away– you'll know… (more)

from
$150
per night
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19.
Your Pet's Best FriendBay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

I have known Julia for the past 5 years now and she is one of the most responsible, yes fun and energetic people that I have ever met. She knows how to maintain… (more)

from
$75
per night
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20.
Let me love your baby like my own!Milwaukee, WI, 53221
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

April is the only person I can fully trust when it comes to dog sitting my sweet pitbull. She truly cares for all pets as her own and gives them unconditional l… (more)

from
$50
per night

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: