Pet Sitting & Drop Ins in Cooper Park, 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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Ebonie G.
1.
Doggy mom and daughter here to helpGolden Valley, Milwaukee, WI, 53222
Drop-In Visits, Dog Walking

Ebonie and her daughter have been great working with my puppy! He’s typically scared of strangers but he warmed up to them so quickly! I definitely recommend. (more)

from
$13
per visit
Mia F.
2.
Mia 
Verified Enhanced Background Check
Your dogs second best friend :)Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking

Mia was absolutely amazing with my feisty little dog! She sent me updates and the cutest pic. Will definitely be using her services again. (more)

from
$15
per visit
Confirmed availability: 4th of July
Anna L.
3.
Attentive & Caring - ♥️ Senior PetsWauwatosa, WI, 53213
Drop-In Visits, Dog Walking

Anna started pet sitting for us in 2014 when our elderly cat needed medications administered while we were gone for a weekend. Anna did an amazing job, sent us… (more)

from
$17
per visit
Confirmed availability: 4th of July
Christina J.
Experienced and attentive!Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking

Thank you for being so sweet to our dog, Christina. You were easy to work with, quick to respond, and reliable. (more)

from
$18
per visit
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Natalie F.
Lover of all animals big or small!Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking

Thank you! I will definitely keep you in mind for future visits. ? (more)

from
$15
per visit
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Never met a dog I didn’t like!Brookfield, WI, 53005
House Sitting, Drop-In Visits, Dog Walking

Brittany has been reliable along with her warm personality. She always communicates extremely well and makes sure that everything is done with intentionality an… (more)

from
$14
per visit
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7.
Local dog enthusiast :)Golden Valley, Milwaukee, WI, 53222
Dog Boarding, Drop-In Visits, Dog Walking

Rachel was great! She was very sweet with my dogs, suggested a meeting beforehand and was great at communicating. I loved the photo she sent while I was away. (more)

from
$15
per visit
Calendar Recently Updated
8.
Dog living Frenchie DadCooper Park, Milwaukee, WI, 53222
Drop-In Visits, Dog Walking

Jimmy is great with animals. He helps us with our two dogs, Brooke and Elsa. Brooke has special feeding needs and Elsa is a handful (haha) and Jimmy is great wi… (more)

from
$12
per visit
Calendar Recently Updated
9.
Flexible schedule, cats and dogs!Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking
30 years of experience

About: Have had experience with all types of pets, but mostly dogs nearly all of my life. Being a pet owner is such an important part of our lives and I wo… (more)

from
$14
per visit
Calendar Recently Updated
10.
Providing cuddles & care!Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
6 years of experience

About: Knowledge of positive reinforcement training. Complies with special requests. Paitent, punctual & reliable. Sound understanding of dog behaviors. Exp… (more)

from
$13
per visit
11.
Crazy Cat Mom🐱Wauwatosa, WI, 53210
Drop-In Visits

Rachel was awesome!!! Spent a few hours playing and helping take care of my cat while I was on vacation. She gave my cat plenty of play time and some nice tlc :… (more)

from
$16
per visit
Confirmed availability: 4th of July
12.
Hardworking, passionate, and lovingWauwatosa, WI, 53226
House Sitting, Drop-In Visits, Dog Walking
3 years of experience

About: I’ve worked in multiple boarding facilities since 2020. I became a surgical vet assistant in 2021 and I’m in school to become a certified veterinary … (more)

from
$22
per visit
Calendar Recently Updated
13.
Pet loving medical studentWashington Heights, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Heidi was really great with our dog, Hazel! Excellent communication and so nice to deal with. She took good care of Hazel during our day away. Will definitel… (more)

from
$18
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
Walks! Dog sitting! Cat care!Kops Park, Wauwatosa, WI, 53222
House Sitting, Drop-In Visits, Dog Walking

Danielle was awesome! She was very attentive, responsive, and gave me peace of mind that our kitty was in good hands while we were out of town. Will definitely … (more)

from
$30
per visit
Calendar Recently Updated
16.
Lifelong pet owner and animal loverGolden Valley, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
2 repeat clients
20 years of experience

About: I have had pets all of my life. I grew up caring for a bunny, two cats and a dog. I currently have a 6 year old pitbull named Rubi. I work part-time… (more)

from
$16
per visit
Calendar Recently Updated
17.
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
Calendar Recently Updated
18.
Lots of love to share with your petWauwatosa, WI, 53226
Drop-In Visits, Dog Walking

Sarah is great with our dog and cat. She shows them so much love and affection. She is responsible and answers texts in a timely manor. (more)

from
$14
per visit
Calendar Recently Updated
19.
Accommodating, responsible, lovingKops Park, MILWAUKEE, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Sara has been very helpful in performing drop-ins for my dog. Her care and compassion and love for Molly are so very much appreciated. While at work, I feel v… (more)

from
$17
per visit
Calendar Recently Updated
20.
Lovingly Caring for Your PetsWauwatosa, WI, 53226
Drop-In Visits, Dog Walking

Emily was wonderful! She helped us with our rambunctious lab, Callie, for 4 days and was so good about sending pictures and communicating with me. She was alway… (more)

from
$13
per visit

Pet parents in Cooper Park, 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 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 Cooper Park 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 Cooper Park, 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 Cooper Park 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 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 Cooper 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: