House Sitting in Sherman 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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Dominique L.
Flexible and willing to travel!Murray Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Dominique provided a wonderful service while I was away. House sitting as well as care for my Tinker I was happy with the care they received. Will definitely … (more)

from
$37
per night
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Malissa N.
Specialized in House/Dog SittingUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Absolutely wonderful! I couldn’t have asked for a better experience with Malissa. Thank you so much!! We will be reaching out again for puppy sitting! (more)

from
$60
per night
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Ameera E.
4.
Can't Wait to Meet Your Fur Baby!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Ameera was AMAZING. This was our first experience with Rover and leaving our puppers with someone new and Ameera did awesome at keeping us updated throughout th… (more)

from
$70
per night
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Briana M.
5.
Active, responsible, kind pet loverWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Bri recently house sat and took great care of our dog & cat. She was wonderful with our active dog who needs daily runs and walks, plus lots of love and snuggl… (more)

from
$50
per night
6.
Caring & trustworthy pet sitter 🥰MILWAUKEE, WI, 53211
House Sitting

Elaine was very knowledgeable and experienced with dog care. She gave updates and photos during her stay. Wanda was a calm puppy when we got home, which tells… (more)

from
$30
per night
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7.
Happiness is with your furry friendMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits

Chloe is amazing!! We had a lovely week in Cancun and didn’t have to worry about our sweet pup. She kept him company and took him on many walks + took care of o… (more)

from
$44
per night
Confirmed availability: Memorial Day
8.
EMOTIONAL SUPPORT HUMANRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jabril was awesome dog sitting at my place overnight! They were respectful, communicative, followed directions and friendly. Most importantly, my dogs were happ… (more)

from
$45
per night
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9.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting

Talor was attentive and responsive. She was great about communicating and kept our pup happy. I would definitely go with Talor again the next time I'm out of to… (more)

from
$85
per night
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10.
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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11.
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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12.
Snuggles, Walks and TreatsWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Colleen dog sat for our 2 dogs over this holiday weekend. She did an outstanding job. Our dogs were well cared for. Our rescue pup was nervous due to the fire… (more)

from
$50
per night
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13.
Former teacher needs pet loveWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Mary is so wonderful! We were gone for 5 days and felt very comfortable with Mary staying at our house with our 10 year old pup! Really happy we found her! (more)

from
$40
per night
Confirmed availability: Memorial Day
14.
Wee looove the fur babies ♥️Kops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Yisel is a fantastic sitter- she was prepared (even though I wasn't) and communicated throughout the stay without being prompted. I will certainly book with her… (more)

from
$45
per night
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15.
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
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16.
"Wag More, Bark Less"Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Margit was thorough. She loves our dogs (we have a senior and a puppy so we run the gamut of needs) and attended to all their needs perfectly. She took tremendo… (more)

from
$35
per night
Confirmed availability: Memorial Day
17.
Sam 
Verified Background Check
Rover 101
Loving, Responsive, Knowledgeable.Hawthorne Glen, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits

Sam did an awesome job taking care of my pets, one dog and two cats, while I was away. The house was just as I left it. She was very thoughtful, remembering I… (more)

from
$50
per night
18.
Local dog foster and pet sitterWauwatosa, WI, 53213
Dog Boarding, House Sitting, Drop-In Visits

Highly recommend Sarah! She responded quickly to my short-notice request for a sitter and went above and beyond my expectations. Her communication is excellen… (more)

from
$30
per night
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19.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Travis did a great job. He communicated well throughout the entire process and was easy to work with. He provided photos and updates throughout the 3 days he … (more)

from
$50
per night
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20.
Dog Lover in West-Side MilwaukeeUptown, Milwaukee, WI, 53210
House Sitting, Drop-In Visits, Dog Walking

Yacob is an excellent pet friend and caregiver. He has watched our two Morkies for the past four years. He stays at our house with them while we travel and st… (more)

from
$25
per night

Dog owners in Sherman Park, Milwaukee, WI turn to house sitters on Rover.com for their house sitting needs. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Milwaukee with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 Sherman 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 Sherman 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 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 Sherman 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: