House Sitting in Freedom Village, 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

Couldn’t ask for a better sitter. She takes care of our dogs with all the care and love youd hope for . You can just tell the dogs are happy when we get back ho… (more)

from
$60
per night
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Marina M.
4.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

We asked Marina to come in at the last minute to watch our 14 year old dog for a couple of days. She was prompt and asked some great questions. While we were aw… (more)

from
$65
per night
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Ameera E.
5.
Can't Wait to Meet Your Fur Baby!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Ameera was fantastic with all of my fur babies. She updated me with how they were doing and with pictures. I felt very comfortable with her and would definitely… (more)

from
$70
per night
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6.
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
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7.
Your Pet’s NannyMenomonee Falls, WI, 53051
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Teresa is always very caring and attentive to our 14 year old little maltese. She comes to our home to watch our little fur baby. I highly recommend her. (more)

from
$45
per night
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8.
Wee looove the fur babies ♥️Kops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Yisel was wonderful! We were in a pinch out of town and she stepped right in to help with our 6 month old puppy. Sent us lots of pics so we knew she adapted w… (more)

from
$45
per night
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Snuggles, Walks and TreatsWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Colleen was absolutely fantastic and took all of the stress out of leaving our dog behind while going on vacation. Usually he’s left with family and when we ret… (more)

from
$50
per night
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10.
Love working with all dogs/catsMenomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking

I recommend Keeley 110%! She is my first choice when I need care for my dog. Her background with her own pets and working with dogs at the doggy day care make… (more)

from
$50
per night
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11.
Teacher-open evenings/weekendsGlendale, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

Karina is the best. All went well and Xena got lots of pets. Will definitely hire Karina again. (more)

from
$32
per night
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12.
The Friendly, Neighborhood Pet LadyBrown Deer, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Cannot recommend Jaclyn highly enough. She was nothing short of amazing. Anyone can watch your dog but only a special person can make them feel as loved and car… (more)

from
$40
per night
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13.
I’m trying to save up for collegeMilwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking

I’ve always known Kennedy to be a hardworking individual who is great with pets. She’s been very sweet to my dog and always check up on him. (more)

from
$30
per night
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14.
Your pets are in good paws with us.Silver Spring, Milwaukee, WI, 53218
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Fonshe is a great pet sitter. She dog sit my Chloe for me and my Chloe loved her. They got along great! Your going to fall in love with her, she’s the best!! (more)

from
$75
per night
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15.
Reliable and genuine dog lover!Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking

Grace is a kind and gentle person who loves dogs and children. She is smart, responsible and very reliable. One can count on her to complete tasks efficiently. … (more)

from
$35
per night
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16.
Jan 
Verified Background Check
I am a pet lover; home full timeWhitefish Bay, WI, 53217
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jan watched my dog 2 weekends in a row. Sadie loved her company. Jan is the sweetest lady ever and always sent me periodic updates on how Sadie was doing. I wou… (more)

from
$95
per night
17.
I love dogs!Whitefish Bay, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

Maureen has looked after my family’s dogs and I have recommended her to my friends pets as well for many years. It can be worrisome leaving your pet with someon… (more)

from
$80
per night
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18.
The Pawfect Pal 💚🐾Silver Swan, Milwaukee, WI, 53225
House Sitting, Drop-In Visits, Dog Walking

Kind, intelligent, responsive & overall OUTSTANDING! Above & beyond our expectations. (more)

from
$25
per night
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19.
❤🐾Reliable Caring Flexibility⛑🐕😸Northridge Lakes, Brown Deer, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sharon did a wonderful job of caring for our pets, and keeping an eye on the house for the weekend. Communication was good, and Gus our goldendoodle and Murdoc… (more)

from
$40
per night
20.
Pets Lives Matter!Menomonee River Hills, Milwaukee, WI, 53225
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 years of experience

About: I’ve been around pets for years and would love to work with animals again. I also watch my mom dog And would go out to the farm with my friend some… (more)

from
$28
per night

Pet parents in Freedom Village, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Freedom Village house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Freedom Village, Milwaukee who can provide the care your dog needs, when they need it.

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 Freedom Village, 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: