Pet Sitting & Drop Ins in Holler Park, Milwaukee

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

Search Results

Confirmed availability: Labor Day
Hillery F.
Happy to help!Greendale, WI, 53129
House Sitting, Drop-In Visits, Dog Walking

Hillery did a great job taking care of our cat. She seems very knowledgeable about pets and knows how to earn their trust. We enjoyed reading her detailed messa… (more)

from
$14
per visit
Miranda O.
All Dogs go to heavenBay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Miranda arranged her schedule to fit our request and was much appreciated as we had a new puppy in the house. A life saver for us and we can see she’s a true do… (more)

from
$18
per visit
Calendar Recently Updated
Maddie J.
3.
St. Francis Dog Walker and Sitter!St. Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking

Maddie is such a sweetheart and loves our dogs Leyna and Dixie as if they were here own! She has been responsible and reliable and I love the text messages she… (more)

from
$15
per visit
Calendar Recently Updated
Erin M.
4.
Young or Old, All Dogs are WelcomeTown Of Lake, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Erin is great! My wife and I got a lab puppy who can't wait until I go home for lunch to let her out. Erin has been fantastic with being able to help come by … (more)

from
$15
per visit
Calendar Recently Updated
Stephanie  G.
Steph's Bay View Dog SupportTippecanoe, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

She went over and beyond my expectations (more)

from
$18
per visit
Confirmed availability: Labor Day
6.
I will treat your dogs like my own!Cudahy, WI, 53110
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Hannah did an amazing job taking care of our fur babies!! She checked in at the beginning and end of every visit. She sent at least 4 pictures with every visit.… (more)

from
$25
per visit
Calendar Recently Updated
Big heart for all animalsGreenfield, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kathleen did an excellent job checking on my cats over the July 4th weekend. I emailed several sitters and she was the first one to respond back. No problems, w… (more)

from
$20
per visit
Calendar Recently Updated
8.
Wiggle waggle and roll!Cudahy, WI, 53110
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Bella has stayed with Elba several times, she always comes home happy and well taken care of. She also comes home very tired as she goes on many walks and hangs… (more)

from
$25
per visit
9.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe was sitting for our little dachshund in her home, and we also had her do drop-in visits with our cat in our home. She took our dog along to visit with t… (more)

from
$35
per visit
Calendar Recently Updated
10.
Dan 
Verified Enhanced Background Check
Lover of all animalsBay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Dan has helped me with drop-ins for two trips. Great job, highly recommend! (more)

from
$13
per visit
Calendar Recently Updated
11.
Fur mama and dedicated dog snugglerSt. Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking

Lindsey was very professional and wonderful with Bella! She provided updates on visits and plenty of pictures. I felt very comfortable leaving Bella in her hand… (more)

from
$15
per visit
Calendar Recently Updated
12.
Ali 
Verified Background Check
I love dogs, cats, and herptiles !Town Of Lake, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

This was my second time booking with Ali and everything went great! She sent photos and updates again and treated my cat as if it were her own. I’m thrilled to … (more)

from
$25
per visit
Calendar Recently Updated
13.
Experienced and Flexible SitterBay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Allie was fantastic! I needed a last minute home visit and she came through with flying colors. She played with the pups and was very communicative. I so apprec… (more)

from
$20
per visit
Confirmed availability: Labor Day
14.
Animal lover, friendly, will spoil!St. Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking

Teri was amazing. My cat, Teddy, loved her. She’s was very good about sending me pictures and updates while I was out of town. I will definitely use her again. … (more)

from
$24
per visit
Calendar Recently Updated
15.
You’re busy, let me help!Milwaukee, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

Being friends with Jennie, she has always treated my animals like her own… literally.. if I wasn’t home, she’d constantly be sending me pictures updating me on … (more)

from
$16
per visit
Calendar Recently Updated
Veteran looking for doggy kissesTown Of Lake, saint francis, WI, 53235
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Stephanie is the most hardworking and responsible person I know. Even with all her priorities and duties, she gets the job done. Stephanie also has experience w… (more)

from
$20
per visit
Calendar Recently Updated
17.
Experienced, Empathic, Animal LoverClayton Crest, Milwaukee, WI, 53221
House Sitting, Drop-In Visits, Dog Walking

Belinda is a kind and dedicated person who fiercely loves all sentient beings. I fully trust her all of my animals in her care. (more)

from
$16
per visit
18.
Experienced, Loving CareGreenfield, WI, 53220
Drop-In Visits, Dog Walking

About: Although I'm new to paid pet sitting, I have been taking care of dogs since I was 5. I truly love dogs and will care for your furry family members … (more)

from
$16
per visit
Calendar Recently Updated
19.
Caring Petsitter on the southside!Cudahy, WI, 53110
House Sitting, Drop-In Visits, Dog Walking

Tiffany was wonderful to work with and made us feel like our dog was in great hands! She was very interested in learning everything about our dog and helping h… (more)

from
$15
per visit
Confirmed availability: Labor Day
20.
Experienced Animal Care TakerTown Of Lake, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Mikayla did a great job dogsitting our boys! She was on timely and let us know how the visits were going. She sent pictures and updates. We would definitely r… (more)

from
$20
per visit

Rover also offers Pet Sitting & Drop Ins in:

When it comes to pet care and pet sitting, pet owners in Holler Park, Milwaukee, WI trust their pets 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. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Rover.com is the simple, savvy way to find and book Holler Park, 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 Holler Park, 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 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 Holler 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: