House Sitting in Jackson Park, Milwaukee

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

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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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Lisandra V.
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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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
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Marina M.
5.
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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6.
I love all fluff ballsNew Berlin, WI, 53151
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alison did grow up with Golden Retrievers, from puppy to adult. she loves animals and always had. she will be a great person to help someone else out with th… (more)

from
$50
per night
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7.
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

I would absolutely book with Ali again! We did a meet and greet before and my dog absolutely loved Ali. I got text updates and photos while I was away too which… (more)

from
$50
per night
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8.
Love Them Like My OwnBluemound Heights, Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

This was my first time leaving my babes for an extended period of time with a dog sitter and I am thoroughly impressed with Laura! She was very nice and patient… (more)

from
$40
per night
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9.
Active, responsible, kind pet loverWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Bri is so fantastic! Our dog is anxious and very selective about who she warms up to. It usually takes her a couple visits with someone for her to even allow th… (more)

from
$50
per night
10.
** Mission: meet ALL the dogs **Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Rachel went above and beyond house sitting my two pets for the week. When my dog had some unexpected stomach issues, she took great care of him and provided upd… (more)

from
$27
per night
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11.
Pet loving medical studentWashington Heights, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Heidi helped care for our family dogs and cats growing up together. She is caring, kind and patient and I would trust her to take care of my pets in a second. … (more)

from
$35
per night
12.
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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13.
All Dogs go to heavenBay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Miranda did a great job taking care of our dog and cat for the weekend! Communication was always consistent and the photos she took are definitely frame-worthy! (more)

from
$70
per night
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14.
♡ A home away from home! ♡West Allis, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Sabina was great as always! We had to go out of town for a few days and were nervous about leaving our little pet family and our home in someone else's care. Sa… (more)

from
$60
per night
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15.
Dog Buddy & Reliable CareMilwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Karsyn was great with Zoe from start to finish! She was very welcoming, which made leaving Zoe with confidence that she was being taken care of, very easy! Kars… (more)

from
$35
per night
16.
Have loved animals since birth.Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

Amanda was awesome - she came to the house to meet us and Hutch about a month ahead of our trip; was very communicative- sent daily notes and photos and spoile… (more)

from
$28
per night
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17.
"Wag More, Bark Less"Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Margit was the best, highly recommend. She gave lots of updates and treated my pup like her own. She even did the laundry. Will be using her again for sure. (more)

from
$35
per night
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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.
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
❤Big heart for all animals 🐱🐶🐰🦄Greenfield, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

It was a very hot several days and Katie made sure Rylie had great care. Not only with her pets gone and then hot weather Rylie was out of her usual schedule an… (more)

from
$50
per night

When it comes to house sitting, dog owners in Jackson 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 Jackson 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.

Rover.com is the simple, savvy way to find and book Jackson Park house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Jackson Park, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Jackson Park house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Jackson 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: