Pet Sitting & Drop Ins in Yankee Hill, 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 Yankee Hill pet sitters
“She was great and got along, so well, with Blue. Sent all the pictures and all the updates. And gave awesome feed back. Will be using Jessica again”

“Andrew was very easy to work with and cared for my dog like any owner would care for theirs. I would highly highly recommend him. Lots of pictures and great communication!”

About: I’ve taken care of my own dog for 16 years now, and understand the needs of older pets and younger pets. I have overnight dog and cat sitting experience. I am currently working a part time job, so week to week schedules vary. Due to this I am relatively open during the week and weekends. I live in an apartment that doesn’t have a yard but is adjacent to a fenced in soccer field that has been nice for when dogs have visited. I genuinely love being around animals and will follow your care plan because I understand how it directly impacts quality of life.
“Hope is so great with our dogs! Both of our dogs have different medical needs, so finding the right sitters can be difficult. She has great communication and has very quickly figured out how to balance the time and attention each of our dogs need. So easy to work with! We love having her stay with them for longer days and quickly breaks!”

“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!”

“Ilene was great! We have a foster cat in quarantine with an infection and wanted someone to spend time with him while we were out of town. Ilene was able to give him some quality time and attention, he was a happy camper. The updates we got were good and the photos were perfect. Thank you!”

“Our kitty was in great spirits when we returned. It was evident that she had been well taken care of. Jackie was amenable to our requests and provided helpful and frequent updates. Thank you, Jackie!”

About: I’ve taken care of dogs for my whole life. From having puppies, rescues, and volunteering at shelters I have a well rounded experience with all types of dogs. I believe every dog deserves love no matter how big or small, loud or quiet, anxious or playful. I have experienced many different types of dogs and been able to cater to their needs from being able to administer medicine, provide longer walks, potty train or crate train, I’m used to it all. I have worked with reactive dogs who are needed to be kept away from other dogs, and understand the importance of setting boundaries with other dog owners/ walkers. I have successfully worked with senior dogs who require specific feeding schedules, vitamins, and more frequent potty breaks. I have taken care of and owned dogs who are anxious and require different types of attention than a typical dog would. Additionally, I have volunteered at my local shelter where I’ve been around all dogs puppies to seniors and help feed, walk, and clean them in a way that makes them comfortable. I love all breeds weather it’s a pitbull to a golden retriever and everything in between. I am an avid dog lover and advocate and looking to spend a little bit more time with them when you may not be able to be there. I currently work from 8-4 Monday- Friday, so mornings before 8 or after 4 pm would be ideal. Depending on location, I could also stop by during my lunch break! Additionally, my weekends are open and available! I enjoy long walks and having a companion with me during them! I understand the importance of allowing them to sniff and explore the environment they’re in. However, I also understand some dogs may need some boundaries during walks and I’m comfortable setting those as well. I’m able to put your dog in their crate if needed and provide them with food and treats as stated by the owner. Also happy to provide pictures of your good boy or girl so you know they’re in good care :)
“Kennedy is a lovely human and a great sitter— very responsive, communicative, kind, and dependable. I’ve rebooked once and will plan to again :) Highly recommend!”

“Qian was the best! She was super responsive and gave updates/pictures/videos when we asked. She took good care of our 9 year old cat when we were gone for a few days on vacation. She played with our cat, fed her churu treats, did the litter box scooping, and everything else! She was respectful of our space and our cat bonded with her. Would definitely recommend!!!”

About: Dog lover since day 1, whether it's been caring for my friends' dogs or the strays that populate the streets of India (they're everywhere!) Our first rescue, Melody, came to us in 2021 and my heart could not be fuller. I've also grown to love cats after adopting and caring for Theo, who has some digestive issues but is an absolute buddy and more than makes up for it in affection and cuddles! I have a very flexible schedule currently and can do walks or drop-in visits any time on weekdays, including afternoons and lunchtime. I'm happy to work with your established routines to ensure your pet's comfort! We have our space set up with crates and pet gates to accommodate both Melody and Theo, making sure they each have their own personal space to decompress, if needed. For your pet, I'd love to do a meet and greet while going over a list of do's and don'ts to make sure they're safe and comfortable at all times!
“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!!”

“Jessica did a great job running energy off our active Australian Shepherd. She was content when we got home. PLUS she took an amazing picture of Maisy playing tetherball!!”

“Hannah was great with our two cats. She was gentle and loving with our pets when she came over to meet us, and I felt comfortable leaving my cats in her care. I liked getting daily photo updates from Hannah, and the cats seemed comfortable with her. I would definitely call on Hannah again.”
Over 58 pet parents in Yankee Hill have booked pet sitting
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 pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Yankee Hill is $20
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
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Yankee Hill on Rover as of Dec 2025 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
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 Yankee Hill.
Rover makes it easy to find Yankee Hill 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.





