Pet Sitting & Drop Ins in Williamsburg, Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sitter Profile Image: Duncan T.
Sitter Profile Image: Duncan T.
1.
Friend to Dogs & Cats in Riverwest!
Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

You were so wonderful and having you come walk and hang with Hammy was incredibly helpful. Lots of communication and updates, and took the time to learn about m… (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jessica Z.
Sitter Profile Image: Jessica Z.
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Jessica is really loving with our French bulldog. We so appreciate that she spends quality time with him. She also was available last minute for us recently w… (more)

from

$18

per visit
Calendar Recently Updated
Sitter Profile Image: Olivia G.
Sitter Profile Image: Olivia G.
3.
I will love your pet like my own :)
Yankee Hill, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking

Olivia did a wonderful job taking care of my kitties! She was prompt and very communicative. I loved the pictures she shared daily and the anecdotes about how t… (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Liana W.
Sitter Profile Image: Liana W.
4.
Experienced dog walker and sitter
Shorewood, WI, 53211
Drop-In Visits, Dog Walking

About: I have been a walker and sitter for clients full-time for since August. The dogs I care for range from a young puppy (5 months) to a spry senior (12 years), sma… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Becky R.
Sitter Profile Image: Becky R.
5.
Rain or shine, let's run (or walk)!
Fox Point, WI, 53217
Boarding, Drop-In Visits, Dog Walking

This was our first time using Rover. We would definitely have Becky take care of our cats again. She did a wonderful job of communicating with us and took great… (more)

from

$25

per visit
Calendar Recently Updated
Sitter Profile Image: Morgan C.
Sitter Profile Image: Morgan C.
6.
Loves all kinds of fur babies!
Shorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Morgan is great and my dogs love her. Thank you Morgan! (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Taylor B.
Sitter Profile Image: Taylor B.
7.
Dog lover with no dogs of my own
Juneau Town, Milwaukee, WI, 53151
Boarding, House Sitting, Drop-In Visits, Dog Walking

Taylor has watched my 3 min pins frequently. She is attentive to their needs and treated them like they were her own! She exercised them often and sent the cute… (more)

from

$15

per visit
Sitter Profile Image: Suzi A.
Sitter Profile Image: Suzi A.
8.
Caring, safe & dependable pet care!
Fox Point, WI, 53217
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Suzi was great. Jumped in at the last minute when another sitter canceled. Daily updates were personable and detailed. Bogey was a happy camper when I returned.… (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Marissa M.
Sitter Profile Image: Marissa M.
Experienced MKE Pet Sitter ❤️
Riverwest, Milwaukee, WI, 53212
Drop-In Visits, Dog Walking

If I could give Marissa more than 5 stars I would! She was wonderful, we received updates and pics of our cats everyday. I was able to relax and enjoy our vacat… (more)

from

$19

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Adelle W.
Sitter Profile Image: Adelle W.
10.
Will play fetch!
Harambee, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Adelle is a lover of all animals. She and her husband have two cats and treat them like their children. Adelle has taken care of pets for friends while they wer… (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Chelsey T.
Sitter Profile Image: Chelsey T.
11.
Queer and Kind Helper 🌈🐾🌱
Shorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Chelsey was a great pet sitter. My dog has many special restrictions with diet and she followed it all exactly so he wouldn't get sick. We felt comfortable know… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Emily A.
Sitter Profile Image: Emily A.
12.
Love them like you do!
Shorewood, WI, 53211
Drop-In Visits, Dog Walking

Emily is a great caregiver. You can count on her to love your pet as her own. Along with amazing care she is consistent, reliable and communicative. (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Karsyn R.
Sitter Profile Image: Karsyn R.
13.
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Amazing care taker! She did daily drop in visits for my kitty, Toast. Karsyn did great communicating with me and giving my baby some love while I was away. High… (more)

from

$18

per visit
Calendar Recently Updated
Sitter Profile Image: Ahjae M.
Sitter Profile Image: Ahjae M.
14.
Your pet’s enrichment matters to me
Shorewood, WI, 53211
Drop-In Visits, Dog Walking
10 years of experience

About: If there’s one thing you’ll learn about me it’s that I highly encourage pets be given the best well rounded care, not only for their well being but yours too! … (more)

from

$14

per visit
Sitter Profile Image: Ana B.
Sitter Profile Image: Ana B.
15.
Ana 
Verified Enhanced Background Check
Fun, friendly, and responsible! :)
Shorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Ana always takes great care of the pups, and keeps me in the loop with details and photos. They love her too - as they give her all the snuggles, which they do… (more)

from

$19

per visit
Sitter Profile Image: Emily Z.
Sitter Profile Image: Emily Z.
16.
Help me help you help your pet
Milwaukee, WI, 53211
Drop-In Visits, Dog Walking

Emily did a great job and always sent me such cute pictures! I will definitely be requesting her services again. (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Danielle P.
Sitter Profile Image: Danielle P.
Happy Pet, Happy Life!
Grasslyn Manor, Milwaukee, WI, 53216
House Sitting, Drop-In Visits, Dog Walking

Every summer we go camping multiple times on weekends and Danielle was able to pet sit for our cat and dog every time. I gave her the dates in spring and she ma… (more)

from

$16

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Colleen S.
Sitter Profile Image: Colleen S.
18.
Snuggles, Walks and Treats
Whitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Colleen was awesome. She worked very close with us to time her visit appropriately. She followed up with very good feedback and some nice pictures. This was t… (more)

from

$25

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Vanessa K.
Sitter Profile Image: Vanessa K.
19.
Ready to make some furry friends!!
Shorewood, WI, 53211
Drop-In Visits, Dog Walking

Did a perfect job! (more)

from

$17

per visit
Calendar Recently Updated
Sitter Profile Image: Hannah M.
Sitter Profile Image: Hannah M.
20.
Lover of all animals of all sizes!
Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Hannah has cared for my dog several times for overnight stays, or just to feed/walk him. My pup loves her, and I always feel comfortable calling on Hannah to ca… (more)

from

$25

per visit

Dog lovers in Williamsburg, 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 Williamsburg 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 Williamsburg, 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 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 Williamsburg, 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:

Drop-In Visits