Pet Sitting & Drop Ins in Columbus 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

Calendar Recently Updated
Ebonie G.
1.
Doggy mom and daughter here to helpGolden Valley, Milwaukee, WI, 53222
Drop-In Visits, Dog Walking

My dogs can be a handful, especially with "intruders". Ebonie has been so patient in working to make my boys feel more comfortable. The daily play, potty breaks… (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
Lauren G.
3.
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
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
Calendar Recently Updated
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
Confirmed availability: 4th of July
6.
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
Calendar Recently Updated
7.
Jen 
Verified Background Check
Experienced Dog & Cat Lover ❤️Menomonee Falls, WI, 53051
Drop-In Visits, Dog Walking

Jen is very kind and very thorough. She clearly enjoys caring for animals. We felt comfortable the entire time we were gone because she sent us pictures of our … (more)

from
$19
per visit
Calendar Recently Updated
8.
Dog living Frenchie DadCooper Park, Milwaukee, WI, 53222
Drop-In Visits, Dog Walking

Jimmy is very responsible and has 14 years experience with having a dog. He has taken care of dogs since he was 10 years old and currently has his own dog. Jimm… (more)

from
$12
per visit
Calendar Recently Updated
9.
Local dog enthusiast :)Golden Valley, Milwaukee, WI, 53222
Dog Boarding, Drop-In Visits, Dog Walking

Rachel was great. Communicated with me, and provided updates and videos/pictures. Jax really enjoyed his time with her.. will definitely book again! (more)

from
$15
per visit
Confirmed availability: 4th of July
10.
Trustworthy pet sitter!Maple Tree, Milwaukee, WI, 53224
Drop-In Visits, Dog Walking

Jessica is a very responsible and attentive person. She has 4 fur baby’s of her own, so no need to worry she knows what she’s doing. Your fur baby will be in gr… (more)

from
$25
per visit
11.
Crazy Cat Mom🐱Wauwatosa, WI, 53210
Drop-In Visits

Rachel did a great job with my cat! I was out of town for a few days and Rachel gave my kitty water, cleaned the litter box, and played with her. (An automatic … (more)

from
$16
per visit
Calendar Recently Updated
12.
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
13.
Providing cuddles & care!Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking

MY DOGS LOVE LISSA! She did such a great job. She let me know every detail of the stay and was very thorough. She did an hour drop in and played with my 2 labs.… (more)

from
$13
per visit
Caring and skilled and loves pets!Enderis Park, Milwaukee, WI, 53210
Dog Boarding, Drop-In Visits, Dog Walking

Courtney was incredible and did an amazing job watching our kitties! I’m anxious by nature and Courtney could tell I needed more reassurance while being away fr… (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.
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
17.
Lifelong pet owner and animal loverGolden Valley, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking

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
18.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Cindy took great care of our dog and sent great pictures of him playing. I feel confident that she loved and cared for him just as we would have. We will be usi… (more)

from
$18
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
20.
Your pets are in good paws with us.Silver Spring, Milwaukee, WI, 53218
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Fonshe is a great pet sitter. She dog sit my Chloe for me and my Chloe loved her. They got along great! Your going to fall in love with her, she’s the best!! (more)

from
$25
per visit

Dog owners in Columbus Park, 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 Columbus Park.

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 Columbus Park 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 Columbus Park, 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 Columbus 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: