Pet Sitting & Drop Ins in Clarke Square, Milwaukee, WI
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Clarke Square pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Megan was so wonderful!! Our sassy cat loved her and we could tell he felt comfortable with her and was calm when we got home after a week away. We are so thankful to have found her and are way more confident with leaving in the future!”

“Vanessa was great! Came on time for the drop-ins, and my dogs Romeo and Kaia loved her! She fed them, played with them, gave them treats, and cleaned up after them. Would definitely have her drop in for my dogs in the future again!”
“Berenice had great communication and was able to take a last minute l booking. She was also able to adjust the time she came. We appreciated her flexibility and attentiveness!”

“We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!”

About: I have experience with puppies as young as 4 months old to 5 years old. I had a very active husky with a sensitive stomach. I trained him for basic commands and accidentally taught him Spanish. I had my fair share of accidents such as my fur baby getting into the chocolate drawer and trying to be friendly with the skunks. Lots of things learned! I currently work part time so I have a good amount of free time after work. I usually work in the mornings (sometimes I also have class). I love playing with dogs and they’re quite the de stressor for me! I am very proactive when it comes to scanning the environment we’re in. At intersections the fur baby is always right next to me and I always have poop bags on me as well as water and treats.
“Avery was great with my dog! Followed all requests and went above and beyond. She was very communicative and accommodating. I would definitely recommend booking with her and I will again too! :)”

“MeRae took great care of the kitties while I was away. Sent lots of photos and the kitties seemed really happy and active during their daily check-ins. Knowing that MeRae has cats of her own made me feel confident leaving the cats in her care. Highly recommend and I’ll be booking again! :)”

“Jamie went above and beyond what I was expecting. She went the extra mile and showed him new commands and kept me updated in depth with every visit. I highly recommend her and will use her services again soon.”

“We dont typically leave our cats for more than a few days/nights so i was anxious about leaving them for a full two weeks but i felt so comfortable knowing Angela was taking care of them! I came back to happy and healthy cats. couldn’t have asked for more :)”

“Jessica did a great job! I would definitely book her again. First, it was so easy to coordinate with her. Next she kept me up to date with what was going on with Lucy during the check-ins. My girl was happy and well taken care of.”

“Emily took great care of my three kitties while I was gone. She was wonderful at communicating and following the instructions I left. The litter area is clean and she watered my plants! I highly recommend her for your pet care. A+++”

“Lisa was wonderful to have taking care of my two cats. She sent Rover cards with photos every day so I had peace of mind they were doing okay while I was away for the holidays. She was very responsive to texts both before and during the booking, and took very thorough notes during our meet and greet, so I never once worried she might miss or forget anything. I’ll definitely be looking her up next time I need a cat sitter!”

“We are so happy with Joanne and plan to continue to use her to help care for our dog! She was very communicative with me and immediately gained the trust of our pup. She is also conscientious of our dog's specific needs - thank you!!”

About: I'm a dog lover in every regard, I have two yorkies (Theo and Winnie) who love to play, well trained (although vocal), and moving downtown. I've done rover for a number of years so I'm experienced with medications, senior dogs, pack behavior, training puppies, etc. If you have questions feel free to ask. I work in an office 4 blocks from my apartment M/Tue/Th, I'm remote Wed/Fri, my hours are 9 - 5. Outside of that I am active, there is a cute little dog park opening downtown and I love walks. I can't have pets in my home but I treat your pet as much as my own as you would like. I like to know all their normal routines/rules to maintain consistency for them as well as what they enjoy so they have fun when I hang out. I understand pets need time to gain trust with new people but I secretly love when they realize I'm safe and I love them.
“Best sitter ever! Very grateful for all of Hope’s help feeding & playing with my kitty while I’m away. Hope leaves very detailed notes and many photos, which is very helpful knowing my pet is in good hands. My kitty loves Hope and will cuddle with her when she comes to visit, which is a sign of a loving sitter. 1000% rebooking & recommend Hope to all!!”

“Heather was great! It was our first time leaving our kitten at home and Heather was such a breath of fresh air. She had great communication and went above and beyond. Highly recommend!!”

About: I’m a regular dog foster and walker at MADACC, so I’m comfortable catering to all different pup personalities and needs! A lifelong animal-lover, I’ve taken care of all kinds of dogs since I was young, from puppies to senior medical care. I work remote 3 days a week and have no pets of my own, so I have lots of availability to give your dog the attention and care they need! Whether you’re looking for a midday walker or somewhere to take your pup for a long weekend, I can make most anything work. Tuesdays and Thursdays are generally the only days I am unavailable. I have a spacious apartment in a dog-friendly building where your dog will have plenty of space to lounge around! I live close to the Summerfest grounds so I have plenty of access to green space for long walks, or just a quick jaunt around the block depending on their preferences. I treat every dog I care for like my own, so you can rest assured your pup will be well cared for with me!
About: I have had dogs my whole life and had other little critters that were under my care as well. I took care of our dogs and cats growing up! My husband and I have 3 Aussie girls ourselves and they’re truly our world. We have babysat plenty of our friends and families pups! I love all animals and truly have a passion for caring for them. I have a very flexible job during the week so I that I am able to check in and walk your pup(s) during the week! Our two dogs (Aussie) and (dachshund) are spoiled and sleep with us every night! I would accommodate your pups needs and wants during the visit! My job is quite flexible so I am able to drop in or walk your dog during the day! Don’t worry I’ll send lots of pics! I will be attentive to their wants and needs. I will administer medicine if needed and be attentive to dogs with special needs! I have experience in taking care of senior pets as well!
Over 9 pet parents in Clarke Square have booked pet sitting
Clarke Square pet parents share their Rover experiences
Vanessa treated our home with respect and took great care of our Boomer. He’s a puppy so we know he can be a lot to handle. She made sure he had his potty breaks, was played with and most importantly handled our 14 week old with extreme kindness and care. We will for sure be booking with Vanessa again!

Jill was extremely kind and professional. My cat is honestly pretty rude to sitters. Jill was great at noticing her body language, giving my cat her space, and even finding her when she managed to get into an unusual hiding space. She's a great and reliable caregiver for your pets!

Lilly helped us out during the holidays. She was incredibly attentive and kind. She worked with our weird hours while on vacation and stayed committed to communicating with us. I would absolutely love to work with her again an definitely recommend her services.

First time use of Rover and Valerie for condo visit to feed my cat, His LLordship Llewyn of Wales. Very impressed with Valerie as she showed genuine concern, attention to detail including favorite play toys, accuracy in following instructions, and excellent communication skills including sending multiple pictures. I would highly recommend Valerie for in-home pet visits. Thank you!

Julia was great! She accepted a sitting request from us on short notice which was really appreciated. She came over to meet our Toast so she could meet him and we could see them interact. Toast had a great time when they met and I can tell from the pictures she took during the drop-in that Toast had fun! We’re so glad Julia took such great care of our boy in the hour she came to watch him! :)

Popular requests near you
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1. Search
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Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
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Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Clarke Square.
Rover makes it easy to find Clarke Square pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.















