Pet Sitting & Drop Ins in Harbor View, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

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

Search Results

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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 was so friendly and great with my puppy at our meet and greet. She did an awesome job with drop ins, kept me up to date with texts and pictures, and left… (more)

from
$22
per visit
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McKenzie P.
Always saying hi to your animal 1stRiverwest, Milwaukee, WI, 53212
Drop-In Visits, Dog Walking

McKenzie is very responsive, will provide funny updates and photos, provide great medical care, and let you know if any supplies are low. Thank you so much, McK… (more)

from
$15
per visit
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Marina M.
3.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Marina is wonderful with our puppy Darwin. She’s taken care of him twice now and both times has given updates and pictures about the stay. She was even availabl… (more)

from
$26
per visit
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Megan P.
4.
I love pets! Pets are family :)Avenues West, Milwaukee, WI, 53233
Dog Boarding, Drop-In Visits, Dog Walking

Megan would be great dog sitter. She has taken loving care of our 9 year old cockapoo and has taken care of our neighbors dogs - Golden Retreiver and Golden Do… (more)

from
$18
per visit
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Rania H.
5.
I love walking with a buddy!Bay View, Milwaukee, WI, 53207
Drop-In Visits, Dog Walking

Rania was great! Exactly what I wanted in a walker. Responsive and easy to work with. Indie (my pup) also likes Rania and gets excited when she arrives. We’d de… (more)

from
$15
per visit
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6.
Full of hugs + big fan of fetchAvenues West, Milwaukee, WI, 53233
Drop-In Visits, Dog Walking

Anna is a wonderful pet caregiver with knowledge and experience with dogs. I have trusted Anna with my dog on several occasions and they are always dependable a… (more)

from
$20
per visit
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All Dogs go to heavenBay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Miranda is extremely reliable and communicates very well with you when you are away from your furry family member! I was able to relax on vacation knowing my se… (more)

from
$25
per visit
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8.
A dog lover who loves the outdoors!Lower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I’ve known Molly for years and she is a natural with all animals! She is a very active and fun individual that would thrive having some pups on the side to take… (more)

from
$20
per visit
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9.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

This is our second time using Blythe to take care of our senior pets. Our 17 year old doxie stayed in her home, and she did drop-in visits for our 18 year old c… (more)

from
$35
per visit
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10.
Pet Whisperer Always AvailableBay View, Milwaukee, WI, 53207
Drop-In Visits, Dog Walking

Thanks Cindy for a job well done. The boys were content. We really appreciate not having to worry about their medications when we are gone. Many thanks. Loved a… (more)

from
$20
per visit
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11.
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
$15
per visit
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12.
Friendly, Careful, and Loving!Juneau Town, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Tiana grew up in a home of dedicated dog/cat and horse lovers! She is an attentive and caring person, who truly loves and admires animals of all kinds (except … (more)

from
$14
per visit
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13.
Your Dog's New Best FriendLower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Margot loves dogs (and all animals) and is the first person to point out a dog she saw walking past her or talk about a dog she saw on a walk the other day. Whi… (more)

from
$20
per visit
14.
Dog Lover & Punctual PersonHarbor View, Milwaukee, WI, 53204
Drop-In Visits, Dog Walking

Kelsey is great! My dog is very shy and she loves when Kelsey and Poppy come to visit. She’s get lots of affection and exercise! Kelsey is also super reliable a… (more)

from
$20
per visit
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15.
Friendly, animal-loving adventurerYankee Hill, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Dog Walking

Carly is a frequent dog walker for my lab mix Opal! She is very punctual, accommodating, and is the epitome of an EXCELLENT dog walker! If you want your dog to … (more)

from
$13
per visit
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16.
Dan 
Verified Enhanced Background Check
Lover of all animalsBay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Dan did an amazing job taking care of my two kittens. Both were very happy to see me when I got home this morning but I could they were cared for very well whil… (more)

from
$13
per visit
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17.
Walkies in Milwaukees!Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

I highly recommend Becca for your dogs safe care. She is very sensitive to dogs and their special needs. She is honest, reliable and will go the extra mile … (more)

from
$40
per visit
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18.
Lifelong animal caretaker and loverMilwaukee, WI, 53204
House Sitting, Drop-In Visits, Dog Walking

It’s very easy to fall in love with dogs- but to uphold the responsibility of what it means to love them, take care of them and nurture them takes a great deal … (more)

from
$13
per visit
19.
Experienced, reliable, retired!!!!!Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Laurie was a lifesaver for us. We were out of town when another pet sitter cancelled at 3 am. Laurie was not available but agreed to do drop-ins for us until we… (more)

from
$20
per visit
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20.
Dog lover who wants to love yoursWalker's Point, milwaukee, WI, 53204
Drop-In Visits, Dog Walking

Megan continues to be a reliable and trustworthy person to help with our dog. I strongly recommend her. (more)

from
$13
per visit

When it comes to pet sitting, dog owners in Harbor View, 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 pet sitting in Harbor View may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Harbor View pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Harbor View, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Harbor View pet sitters and avoid the kennel.

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 Harbor View, 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: