Pet Sitting & Drop Ins In Uptown 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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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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Rachel F.
2.
Crazy Cat Mom🐱Wauwatosa, WI, 53210
Drop-In Visits

Rachel was fantastic! This was our first time using Rover and we could not be more happy with the experience. Would definitely recommend Rachel to others. (more)

from
$16
per visit
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Megan P.
3.
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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Anna B.
4.
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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Olivia K.
5.
Love being around all dogs!Honey Creek Parkway, Milwaukee, WI, 53213
Drop-In Visits, Dog Walking
10 years of experience

About: I’ve grown up around two dogs since I was young and recently starting training a puppy of my own. Responsibilities include walking, feeding, playing,… (more)

from
$15
per visit
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6.
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
$15
per visit
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Trustworthy, punctual, activeWauwatosa, WI, 53213
Drop-In Visits

Marissa is very gentle and kind with animals of all species. She has helped take care of my dog numerous times, and it was a great experience. (more)

from
$15
per visit
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8.
Lovingly Caring for Your PetsWauwatosa, WI, 53226
Drop-In Visits, Dog Walking
3 years of experience

About: Three years ago, I adopted a five-year cat. He has a full personality with lots of quirks. Living with him has taught me a lot about caring for cats.… (more)

from
$15
per visit
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9.
Experienced vet tech!Washington Heights, Milwaukee, WI, 53208
Drop-In Visits
6 years of experience

About: I have been a vet tech for 6 years so have lots of experience with animals of every kind! I am able to handle animals with special needs or requireme… (more)

from
$18
per visit
10.
Kendall's Friendly Dog ServicesWashington Heights, Milwaukee, WI, 53208
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Kristin did a great job caring for our dog when we went out of town. She even made a special trip to meet us and let our pup get to know her before we left. Th… (more)

from
$24
per visit
Caring and skilled and loves pets!Enderis Park, Milwaukee, WI, 53210
Dog Boarding, Drop-In Visits, Dog Walking

Courtney was a great communicator and very responsive. Our kitties are skittish and hide when anyone comes around so Courtney took photos of the empty food bowl… (more)

from
$18
per visit
12.
Local dog foster and pet sitterWauwatosa, WI, 53213
Dog Boarding, House Sitting, Drop-In Visits

Sarah is a wonderful pet sitter! She stayed in my home for 5 days and provided constant updates and photos which I really appreciated. She watched my two large … (more)

from
$16
per visit
13.
I prefer animals to humansWauwatosa, WI, 53213
Drop-In Visits, Dog Walking

It's been such a pleasure to work with Alexis! She went above and beyond to make sure my kitty was comfortable while I was away, and made a special effort to pl… (more)

from
$15
per visit
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14.
Active, responsible, kind pet loverWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Did a fantastic job - would highly recommend! (more)

from
$18
per visit
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15.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Travis was fantastic!! He helped me out with a few drop in visits with my cat over the weekend and had such a calming presence where my cat instantly felt comfo… (more)

from
$25
per visit
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16.
Forever Animal Lover!Martin Drive, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
20 years of experience

About: I’ve a lot of experience working with dogs and other animals, of all ages and sizes. I have patience and understanding with dogs who may have behavio… (more)

from
$14
per visit
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17.
Sam 
Verified Background Check
Rover 101
Loving, Responsive, Knowledgeable.Hawthorne Glen, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits

Sam has watched my dog Mika (a chiweenie with a bit of a foot obsession) on multiple occasions, and Mika always comes home happy and tired. Sam sends pictures w… (more)

from
$20
per visit
18.
Mae 
Verified Background Check
Welcome to Our Pawsome Family!Washington Park, Milwaukee, WI, 53208
Dog Boarding, Drop-In Visits, Dog Walking

Mae is a very responsible dog lover and being a dog sitter would fit her very well! I have two dogs; a German Shepherd and Chow Chow Shepherd. She's always ther… (more)

from
$25
per visit
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19.
I’ll run with your dogWashington Heights, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Awesome job Abby! (more)

from
$20
per visit
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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
$12
per visit

Dog owners in Uptown, Milwaukee, WI love booking pet sitting with sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting 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 pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Uptown.

Rover.com is the simple, savvy way to find and book Uptown, Milwaukee drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Uptown, Milwaukee . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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 Uptown, 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: