Dog Boarding in Jackson Park, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

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Karen & Toy
Ready to play and cuddleAlverno, Milwaukee, WI, 53220
Dog Boarding

They were so flexible and accommodating to my indecisive times for drop off and pickup. I truly appreciated the flexibility and my dog had a blast. She was so… (more)

from
$28
per night
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Jill F.
2.
Dog lover work from homeWest Allis, WI, 53214
Dog Boarding, Doggy Day Care

Jill took wonderful care of our pup in the week that he stayed with her. I was nervous about being separated from Macchi for the first time since we adopted him… (more)

from
$45
per night
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Daniel L.
3.
Warm, loving, home like suroundingsWest Allis, WI, 53219
Dog Boarding, Doggy Day Care

My Ronaldo had a great time with Dan and Holly! Dan was really good about giving me updates on how he is doing. I will be rebooking them again. (more)

from
$35
per night
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Scott H.
4.
Dog lover and frequent sitterFairview, Milwaukee, WI, 53219
Dog Boarding, Doggy Day Care, Dog Walking

Scott did a great job watching over our chocolate lab Maverick. Maverick is an older dog and Scott was very attentive to some of our dogs different needs due t… (more)

from
$55
per night
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Mary A.
5.
Loving and caring dog momWest Milwaukee, WI, 53214
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Mary took great care of our dog and took photos to boot, keeping us informed as to his stay. We will definitely be having Mary watch our dog again. (more)

from
$42
per night
Confirmed availability: Memorial Day
6.
Home 24/7 NO KennelingLincoln Village, Milwaukee, WI, 53215
Dog Boarding, Doggy Day Care

Awwwww, words can not describe how amazing I feel relative to the service Carina provided for my baby boy! We had to leave one another for approximately 5 days … (more)

from
$45
per night
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7.
Home All Day!Tippecanoe, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

The morning of our 1-night trip, I woke up to a text from my normal dog sitter, canceling. I didn't want to postpone the whole thing so I started looking for so… (more)

from
$40
per night
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8.
WAH Dog Lover - Nice suburban setupGreenfield, WI, 53219
Dog Boarding, Dog Walking

Tyler is excellent with dogs. He has a ton of experience taking care of them including puppies and he genuinely loves animals. He is my go-to dog walker/sitte… (more)

from
$40
per night
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9.
Dog loving familyWest Allis, WI, 53214
Dog Boarding, Doggy Day Care

Ismael was great! Very friendly and communicative. We loved the photos and videos. Very homey place for our dog while we were away. Will definitely use them ag… (more)

from
$48
per night
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10.
I am a avid pet lover.West Allis, WI, 53214
Dog Boarding

She is fantastic. I had a good feeling about her when I made my choice. And if I were to need Willowsitting services again. Dawn will be my first choice! (more)

from
$40
per night
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Basically an all inclusive pet stayWest allis, WI, 53227
Dog Boarding

Patrisha is an amazing dog sitter! She loves dogs and puts their welfare first! I wish she could sit for my dogs every time! I know they are well cared for w… (more)

from
$50
per night
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12.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe watched my dog for the first time this past week, which is the longest I’ve been away from him! I was nervous to leave him with a new-to-us dog sitter fo… (more)

from
$35
per night
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Open and flexible dog attendeeKilbourn Town, 53233, WI, 53233
Dog Boarding, Doggy Day Care, Dog Walking

Isabella was amazing! She help us out with taking care of our little pup Bigos on last minute request. She was very flexible and easy to communicate and Bigos w… (more)

from
$35
per night
Confirmed availability: Memorial Day
your pets are my priority.West Allis, WI, 53227
Dog Boarding, Drop-In Visits, Doggy Day Care

Leandrea was amazing with my only 2 month old puppy! She has an older pup who played really well with him and she was amazing at keeping me updated on how he wa… (more)

from
$40
per night
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15.
Passionate and trustworthy care!Southpoint, Milwaukee, WI, 53221
Dog Boarding

Kayla was awesome. She eased our fears with her kindness and great communication through the whole rover process. We were able to reach out to her about anythin… (more)

from
$40
per night
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16.
Multiple walks and cuddles!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, Doggy Day Care

Deann was great! She sent us updates and pictures of walks and playing. I know that Waski had a great time with the other dogs too. Thanks a bunch! (more)

from
$35
per night
17.
Henlo! Id love to meet your pets!Polonia, Milwaukee, WI, 53215
Dog Boarding, Doggy Day Care, Dog Walking

Thank you for taking care of Twister and for being so responsive. All went very smoothly. (more)

from
$40
per night
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18.
Pampered poochOak Creek, WI, 53154
Dog Boarding

Debbie did a great job with both of my dogs. She figured out their personalities and individual needs within a few days an established a routine that worked for… (more)

from
$50
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 has taken care of my dog many times! As a fellow dog lover, she is the most reliable and responsible person that I trust as a dog caregiver! I have known … (more)

from
$50
per night
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20.
I love pets! Pets are family :)Avenues West, Milwaukee, WI, 53233
Dog Boarding, Drop-In Visits, Dog Walking

Megan has been a dog lover since she was a toddler. She grew up with a dog from birth and later helped raise a puppy starting at 10 years old. Over the years … (more)

from
$35
per night

Dog owners in Jackson Park, Milwaukee, WI love booking dog boarding with sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking dog boarding can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book dog boarding with Rover? Check out our average dog boarding rates to get an idea before reaching out and starting a conversation with a dog sitter near you in Jackson Park.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Jackson Park dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. 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 dog sitters in Jackson Park, Milwaukee, WI 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 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: