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

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Cannon Park pet sitters

“Michelle is fantastic! Anyone would be lucky to have her care for your animals. We will be using her again! She does great with my super energetic puppy, post lots of pictures and updates!”


“This was my second time booking with Kathy, and once again she exceeded expectations! She is incredibly thoughtful and caring. Not only did she take great care of my baby cat, but she also noticed my plants needed some attention and kindly watered them. Her attentiveness and extra touches give me real peace of mind when I’m traveling. So grateful to have her help!”


“She was amazing, my cats really enjoyed her visits and she was very good about sending the cutest pictures and giving me updates which is so nice when far from my little kitties. Definitely would book her again.”


“Emily has been wonderful with Heisenberg! I am so grateful for her help. I was nervous to have a stranger take care of him, but I couldn't be happier with how well it has worked out.”


“Julia did a fantastic job taking care of our Callie during one weekend. She was attentive to her needs and also flexible for feedings and medication administration. She helped us out last minute and made us feel at ease that she was taken care of. Highly recommend her to take care of your fur baby! They will be in excellent hands!”


“Mallory was an absolute wonder to work with, she helped me feel less nervous about leaving my babies and even more as my first time using Rover. She sent me great pictures and sent personalized updates so I know she was there with them! Would absolutely recommend Mallory.”


“Christina was awesome with my dogs, being aware about many recommendations that one of them needed. She sent me pictures making me feel comfortable about how they were (it was our first time requiring such services) and paid attention on every detail of them.”



About: I’m Tanner, a current medical student at the Medical College of Wisconsin, living in Tosa right by campus. Thanks to my student schedule, I have great availability! I’ve been dog walking and pet sitting since I was 12. My family currently has five dogs, a cat, a bunny, a pufferfish, and a hamster—so I truly love animals of all kinds and have experience caring for a wide variety. I’m comfortable working with all types of dogs and animals, and I welcome all breeds and species I have extensive experience with senior dogs, having cared for four of my own, as well as with puppies—I’ve helped raise and train three! I’ve also volunteered at humane societies since I was a teenager, giving me valuable experience with animals who’ve had traumatic or unique pasts. I love the challenge and reward of working with them. I’m happy to provide dog walking references upon request, and I do require meet and greets before any bookings. Looking forward to meeting you and your pets! Almost always free due to student schedule :) happy to help whenever you need as most of my classes are virtual. This will change in the future but at least until January 2026 my schedule is great for sitting + walking. I will make sure to listen to you because you know your dog best. I know that all dogs have different personalities and I love it! I wanna accommodate so your dog has the best experience and you feel at ease, I have experience in paid dog walking plus volunteering with humane societies so I have met many different types of dogs and work well with all of them.

“Jennifer is easy to communicate with and confirms dates and specifics which makes you feel like she's got you covered. I've already rebooked her. Glad I found someone reliable.”


About: My husband and I loved our dog for 10 years. We can’t get another one anytime soon but will love yours like our own. We both had dogs as pets growing up and have cared for a pet for 40+ years. I am an elementary school principal. I am available for full-time care or walking June-August. Outside of that, I’m available full-time on the weekends and evenings during the week. We are available to accommodate personal requests, a safe environment and safe neighborhood. We are looking to provide care for your beloved pet and to help you out when needed.

About: I have had two dogs in my lifetime and have seen all life stages from puppies to adults. I have spent my college career working with animals (mainly raptors and penguins), but have learned a lot about animal care and training. I currently work full time at the Versiti Blood Research Institute, and am looking for a way to continue doing what I love (working with animals!). A new person coming into an animals home may be scary for them, so it is all about building trust from the minute I step in the door. Their safety is priority, and I intend to keep them as comfortable and happy as possible.

About: I have had pets my whole life! I grew up at my grandmas house where she had 5 cats at one time. I also have a 7 month old chocolate lab puppy goofball. I have lots of experience with senior pets as well, from giving medication to going on easy slow walks :) I am currently a personal trainer who works early mornings until early afternoons. I have a pretty moveable schedule! I can work around my schedule to make most stuff work. I love to play fetch as much as dogs do, it brings me back to playing baseball. For my puppy Enzo I have a fenced in yard. I love to throw his goose toy around and go for lots of walks! Your dog will love it too :)

“Carolyn did a fantastic job taking care of my babies while I went camping, even handling last minute medications like a champ! She took thorough care of all of them and made sure home felt like home the entire time. Would definitely rebook!”


“Liz is very responsible of taking care my cat. She likes animal and knows how to take care of them. She always response my request and messages in time. She is reliable and can be counted on.”


About: My love for animals has spanned my lifetime. Your pets will be treated like family here. I have had multiple dogs and cats over the past 20 years, even a few hamsters, Guinea pigs, fish, and ferrets. I have often cared for friends and family pets while the vacation. I work from home and am available to your pet all day while they are in my care. For drop in care I am available twice daily at 8:30 and 5:30 Your pet will be very comfortable in their own bedroom when we tuck in for the night (crate optional). During the day will have many opportunities to explore the new smells of the fenced in back yard. With plenty of exercise as my dog loves to run and play. Please be cat friendly as we have a few cat residents and sometimes fosters. If unsure please just mention. Cats are more than welcome too! For a cats stay they will enjoy a luxurious private bedroom. Featured amenities include water fountain, scratching posts, play tunnel, sunbathing windows, and beds galore! Complete with concierge service providing meal and snack service throughout the day, playtime, scratches and brushing, and positive affirmations.

About: Growing up on a dairy farm, I've always been surrounded by animals, which has fostered my deep care and passion for pets. With over 12 years of personal experience, I've lovingly cared for my own cats and dogs. Currently, I share my home with one dog named River and two cats, Jasper and Willow, both of whom have multiple health problems requiring daily medications. This firsthand experience has taught me the importance of finding a pet sitter who will give your pets the specialized care they need while you are away. I know just how crucial it is to have someone who truly cares and maintains their routine. I cherish spending time with animals and am excited to play with and care for your pets as well. Pet care easily fits into my daily routine. Despite working a full-time job, I'm flexible and have free evenings and weekends. I make it a priority to spend quality time with your pets, ensuring they get the love and attention they need. I am happy to visit your home and assist with all your pet's needs, including feeding, walking and exercise, playtime, comfort and companionship, administering simple medications, and litter box maintenance and cleanup. Your pet's safety and well-being are my top priorities, and I'll ensure they receive the care and attention they deserve.
Loving pet sitters in your neighborhood
Search Results


Michelle Y.Star Sitter

“Michelle is fantastic! Anyone would be lucky to have her care for your animals. We will be using her again! She does great with my super energetic puppy, post lots of pictures and updates!”


Kathy S.
Star Sitter


“This was my second time booking with Kathy, and once again she exceeded expectations! She is incredibly thoughtful and caring. Not only did she take great care of my baby cat, but she also noticed my plants needed some attention and kindly watered them. Her attentiveness and extra touches give me real peace of mind when I’m traveling. So grateful to have her help!”


Michelle G.
Star Sitter


“Michelle is just fantastic. She is responsive, communicative, and patient. I appreciate knowing that she can help me love my dogs when I can’t be with them.”


Lexi K.Star Sitter

“She was amazing, my cats really enjoyed her visits and she was very good about sending the cutest pictures and giving me updates which is so nice when far from my little kitties. Definitely would book her again.”


Emily S.Star Sitter

“Emily has been wonderful with Heisenberg! I am so grateful for her help. I was nervous to have a stranger take care of him, but I couldn't be happier with how well it has worked out.”


Jenn S.Star Sitter

“Jenn was great! Came before hand to meet my dog and to get to know the usual routine. She sent pictures and updates and had great communication!”


Julia A.Star Sitter

“Julia did a fantastic job taking care of our Callie during one weekend. She was attentive to her needs and also flexible for feedings and medication administration. She helped us out last minute and made us feel at ease that she was taken care of. Highly recommend her to take care of your fur baby! They will be in excellent hands!”


Ashley Y.

“Ashley fed and cared for Maizie and loved the little notes after each visit. I felt very confident my cat was in great care during each visit while I was away.”


Mallory Q.Star Sitter

“Mallory was an absolute wonder to work with, she helped me feel less nervous about leaving my babies and even more as my first time using Rover. She sent me great pictures and sent personalized updates so I know she was there with them! Would absolutely recommend Mallory.”


Christina J.Star Sitter

“Christina was awesome with my dogs, being aware about many recommendations that one of them needed. She sent me pictures making me feel comfortable about how they were (it was our first time requiring such services) and paid attention on every detail of them.”




Tanner Y.
About: I’m Tanner, a current medical student at the Medical College of Wisconsin, living in Tosa right by campus. Thanks to my student schedule, I have great availability! I’ve been dog walking and pet sitting since I was 12. My family currently has five dogs, a cat, a bunny, a pufferfish, and a hamster—so I truly love animals of all kinds and have experience caring for a wide variety. I’m comfortable working with all types of dogs and animals, and I welcome all breeds and species I have extensive experience with senior dogs, having cared for four of my own, as well as with puppies—I’ve helped raise and train three! I’ve also volunteered at humane societies since I was a teenager, giving me valuable experience with animals who’ve had traumatic or unique pasts. I love the challenge and reward of working with them. I’m happy to provide dog walking references upon request, and I do require meet and greets before any bookings. Looking forward to meeting you and your pets! Almost always free due to student schedule :) happy to help whenever you need as most of my classes are virtual. This will change in the future but at least until January 2026 my schedule is great for sitting + walking. I will make sure to listen to you because you know your dog best. I know that all dogs have different personalities and I love it! I wanna accommodate so your dog has the best experience and you feel at ease, I have experience in paid dog walking plus volunteering with humane societies so I have met many different types of dogs and work well with all of them.


Jennifer S.Star Sitter

“Jennifer is easy to communicate with and confirms dates and specifics which makes you feel like she's got you covered. I've already rebooked her. Glad I found someone reliable.”


April & Brad R.Star Sitter
“April is a great person to take care of your dog! She has a love and passion for animals. I know that I can trust her with my pets because she is reliable and has experience taking care of them. Any dog would be lucky to have her as their watcher!!”


Zoey Y.
“Zoey was fabulous while taking care of my cat for a week during my trip to Ireland. She stayed overnight the entire time, made sure my cat was well fed and comfortable, and even went above and beyond to fix the litter robot when it broke. I came home to a happy cat and a spotless apartment. I would absolutely trust her again.”


Anthony L.
“Anthony L dog sat for me 6 days. He would come over and feed them and take them outside.He took really good care of them.I knew I didn't have nothing to worry about because Anthony L is such a good dog dad that I knew he would take care of my two huskies the same way he takes care of his Labrador puppy.With a lot of tender love and care.”


Carolyn A.

“Carolyn did a fantastic job taking care of my babies while I went camping, even handling last minute medications like a champ! She took thorough care of all of them and made sure home felt like home the entire time. Would definitely rebook!”


Leesa S.

“Leesa was wonderful with our kitten! Great communicator, very reliable, and our kitty seemed very happy and well taken care of when we got home.”


Liz H.

“Liz is very responsible of taking care my cat. She likes animal and knows how to take care of them. She always response my request and messages in time. She is reliable and can be counted on.”


Katie S.
“Katie is an amazing, patient, caring person! She has taken care of our Daisy several times for a week stretch. Daisy adores her! I highly recommend Katie to entrust your fur baby to her without question.”


Crystal L.
“Crystal is a wonderful pet owner. Not only does she treat her dog and cats with love she has watched my dog, Rufus, several times. I trust her implicitly with Rufus when she has watch him, I get several image updates, whether it's hanging out in the fenced backyard, walks or snuggling on the couch.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
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.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
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 Cannon Park.
Rover makes it easy to find Cannon Park 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.
