Pet Sitting & Drop Ins in North Division, 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

Brittni H.
All Breeds WelcomeBrewer's Hill, Milwaukee, WI, 53212
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Alis was extremely pleased to be set with Brittni! Brittni is extremely responsible and prompt with sending photos of a happy dog obviously relaxed. I think Ali… (more)

from
$18
per visit
Calendar Recently Updated
Eileen S.
2.
I already love your dog!Lower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Eileen is super responsive, reliable and sent great pictures of her time with Yeti and Bowie. It was so great to have her stop in to spend time with them and to… (more)

from
$25
per visit
Calendar Recently Updated
Nicole P.
3.
Dog walking with a smile!Avenues West, Milwaukee, WI, 53233
Drop-In Visits, Dog Walking

Nicole was amazing! She’s so friendly and cheerful and totally easy to work with! Highly recommended!! (more)

from
$25
per visit
Calendar Recently Updated
Niamh R.
4.
You deserve a summer vacation!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

I’m so happy to have found Niamh! Now I don’t have to worry when go out if town. She is always prompt and so good with my unique, rambunctious cat. Cat sitters… (more)

from
$30
per visit
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Allison D.
Love all dogs and long walksMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Great dog walker who can handle any size. Does great with my 85 lb retriever. Very caring and always has the dogs best interest at heart. 10/10 would recommend (more)

from
$14
per visit
Calendar Recently Updated
Your Neighborhood Pet FriendUpper East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Heather was fantastic!! On-time every time, great with my cat who seemed to have a lot of fun with her, and very communicative with potential issues. Won't hesi… (more)

from
$15
per visit
Calendar Recently Updated
Detailed, loving + flexible sitterRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Abigail was great - Will definitely rebook for future trips! She kept us updated on all her visits - being sure the cats were fed and the litterbox was in good… (more)

from
$18
per visit
Calendar Recently Updated
8.
Can't Wait to Meet Your Fur Baby!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Ameera is an AMAZING dog sitter. She loves all animals and has ample experience dog sitting. She has watched animals from a couple of days all the way to a coup… (more)

from
$35
per visit
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9.
Dan 
Verified Enhanced Background Check
Seeking fluffy friends- All breeds!Murray Hill, Milwaukee, WI, 53211
Drop-In Visits, Dog Walking

Dan was great with our nine month old standard poodle. He was so responsible and followed our routine to a tee. Not only is Dan a kind, caring and empathic pers… (more)

from
$15
per visit
Calendar Recently Updated
10.
Fun, energetic, & attentive sitterLower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Maggie has dog sat for me many times and I always go to her. She takes great care of my dog. Makes sure he’s walked multiple times a day and checked on and play… (more)

from
$14
per visit
Calendar Recently Updated
11.
I love dogs more than humansRiverwest, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

This might sound a little cheesy, but if you looked up "dog person" in the dictionary it would probably have a picture of Daniel next to the definition. He genu… (more)

from
$14
per visit
Calendar Recently Updated
12.
Attentive and Loving FriendLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Simrah was responsive (more)

from
$13
per visit
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13.
Loving Pet SitterAvenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking

Holly has walked my dog and has taken care of my cats when I have been on vacation. She is prompt and detailed. My animals love her kind nature. (more)

from
$16
per visit
14.
In need of a furry walking buddyCambridge Heights, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Kendall has been arounds dogs, of all sizes and breeds, her whole life. From a 130 lb English mastiff puppy when she was a baby/toddler, to shelties, to an Aus… (more)

from
$13
per visit
Calendar Recently Updated
15.
Dog Lover/Cat Lady!Riverwest, Milwaukee, WI, 53212
Drop-In Visits, Dog Walking

Whitney spent lots of time with our kitty and gave her a ton of love. Normally if we’d leave her, she’d be kind of annoyed when we got back, but this time she w… (more)

from
$12
per visit
Calendar Recently Updated
16.
I love caring for animals!Avenues West, MILWAUKEE, WI, 53233
House Sitting, Drop-In Visits, Dog Walking

I hired Kathryn 2 summers ago to walk, feed, and care for my 2 year old Labrador. She was always on time, very friendly, and excited to be with my dog. Mandy al… (more)

from
$16
per visit
17.
Your Best Friend’s New Best FriendRiverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Raquel was a fantastic sitter for Poe! She accommodated the times needed, brought in mail and sent many photos. Absolutely would book her again. (more)

from
$13
per visit
Calendar Recently Updated
18.
Eastside Pet Sitter ❤️Riverwest, Milwaukee, WI, 53212
Drop-In Visits, Dog Walking

Marissa took wonderful care of my cat Maya, who is generally afraid of people and very skittish. Maya warmed up to Marissa very quickly! Marissa did everything … (more)

from
$16
per visit
Calendar Recently Updated
19.
I can make your tail wagRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jared did a wonderful job taking care of my 3 pets!! I would definitely recommend him as a sitter :) (more)

from
$20
per visit
Calendar Recently Updated
20.
Life is better with pets!Brewer's Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Kayte has had dogs of her own for as long as I've known her. She has a special way with them. She will be a trusted, caring, and reliable pet sitter for you. Yo… (more)

from
$25
per visit

Rover also offers Pet Sitting & Drop Ins in:

Dog lovers in North Division, Milwaukee, WI love pet sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect North Division pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in North Division, Milwaukee who meets your and your pet'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 pet, 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 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 North Division, 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: