Pet Sitting & Drop Ins in Richmond Hill, Madison, 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 Richmond Hill pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kathryn did an amazing job caring for my grumpy old cat, Rumor. He doesn't usually like strangers, but she got him to play with toys and always spent time with him. I felt better knowing that she was checking in on him everyday!”

“Heather was a great fit for our cat. She is good at reading body language and understanding when Zephyr wants attention vs has had enough. The communication was easy and great. I appreciated the details and photos on how Zephyr was doing. I would book with her again.”

“I’m really happy I picked Anna to look after my cats! She gave me peace of mind about leaving them while I was on vacation, knowing they’d be well cared for. I’d definitely ask her to watch them again in the future!”

“Tina was very communicative and thorough with her questions ahead of the visit to ensure she had everything needed day of without any uncertainties. She also met our dogs twice ahead of the visit for everyone's mutual benefit and comfort. Tina provided detailed notes of our dogs outings, feeding, and activities, along with photos of their time. I know our animals had a great visit with Tina and would recommend her to any perspective sitting needs.”


“Leah did a wonderful job taking care of Helen and Violet. When I returned home Helen and Vi were very mellow and relaxed because they had excellent care :) It meant so much to me to know that they were well cared for while I celebrated Christmas with my family in Oregon.”

About: Hi! I'm Hailey. I am totally obsessed with animals, despite being a healthcare worker. I'm currently a student nurse at the UW, but it doesn't mean I can't spend time with animals! In my profile, you'll see pictures of two yellow labs; these two are gone now, but I grew up with them, and they taught me so much about life and love. I have spent time volunteering with the DCHS, Heartland Farm Sanctuary (where you see the emus), and Feathered Friends. Most recently, I adopted a disabled kitty cat and a labrador rescued from a puppy mill. Both of them fulfill my life in ways I can't even begin to explain. Having worked in nursing and volunteered with animals, I am no stranger to compassionate care! Other than going to classes, my life revolves around my dog. She goes everywhere with me, and we exercise for at least an hour together every day. Every room of my house has a dedicated spot for her! Your pets would be treated no differently (unless that's what you want!) My partner and I maintain a child-free and drug-free home in a quiet neighborhood. Our home is peaceful and low-stress, perfect for any pup. As for walking, I always carry personal protective equipment (pepper spray, alarms, location trackers) to maintain safety. I alone will be your beloved pet's caretaker per Rover policy.
“Samantha was wonderful! She was super communicative while doing her drop-ins and sent so many photos! My dogs seemed to love her and it made me smile to see how well they took to her. As an anxious fur mom, knowing they were in good hands was priceless. 🤍 I highly recommend her to anyone looking for car for their fur babies.”

“Jen is the best. She was so good with both of our dogs and were very comfortable with the arrangement. We got great photos and detailed updates which was very appreciated! We hope we can work together in the future with Honeybea and Rosie!”

“Sylvia was a fantastic cat sitter! She took care of our cat Rhubarb for 3 days, including giving her oral medication. I really appreciated Sylvia’s reports about how Rhu was doing and I could tell from the pictures that Rhu loved being with her! Sylvia gave Rhu lots of affection and play time. I highly recommend Sylvia as a drop in cat sitter and we hope to work with her next time we go out of town!”

“Jennifer is great with Lily. She was able to fit Lily into her schedule on a short notice. I love the pictures she sends me and the feedback. I will definitely use her in the future.”

“Our kitty is extremely shy around new people, so I don't think Brittany was able to see much of her, but Brittany was great. She made sure Inara always had fresh water and a clean litter box and provided a reassuring presence once a day while we were out of town for Thanksgiving. I highly recommend her! We will definitely be booking with her again.”

“Elise was so helpful and brought us great peace of mind while watching our cat Archie! She provided detailed overviews and several photos for every visit. She is punctual and communicative and we will definitely be calling her again!”

About: As a 19-year-old sitter, I offer compassionate senior pet care and puppy training experience, ensuring patience, energy, and dedication to keep your pets happy and healthy. Pet care is a joyful part of my daily routine, giving me purpose, structure, and happiness. I love making time for walks, play, and cuddles! I care for pets by following their feeding and exercise routines, providing fresh water, administering medication if needed, offering lots of love, and keeping their environment clean and safe.
Richmond Hill pet parents share their Rover experiences
As my first experience using Rover, I am very thankful to have found Cassandra!! We hired her for drop in visits, and she left us with daily reports and many happy kitty pictures. :)) I could tell our cat was enjoying her company very much. We’re so grateful to her for watching him on short notice over the holiday, and for her professionalism. She is a great communicator, and very responsive in her messages. I couldn’t have asked for a better person to look after our little guy. :)) Thank you!!!

Darby did a fantastic job of watching my girls. She did a great job at following the directions I went over in the meet and greet, provided good updates about her visits, and my cats enjoyed her company (including the nervous one after she warmed up to Darby) during her time watching my cats.

Lynelle did such a wonderful job with our dog, Remi! Our pup was a bit nervous at first but Lynelle was so patient with her. She is so easy to communicate with and sent cute photos of Remi after the visit! Thank you so much for taking such a great care of Remi!

Heather is our first rover sitter and we couldn’t have picked better. She is amazing with Winnie and so caring. She even gives some love and attention to our cat when she visits. I highly recommend Heather if you’re thinking about booking for the first time. 🤍🐾

Bro is very dedicated, transparent, and really cares about my pets. It has been a very long 2 months of scheduled weekly visits and I am happy to come back to my pets all well-taken care of. I definitely recommend Steve to anyone looking for responsible pet sitters.

I recently had the pleasure of entrusting Adeline with the care of my cat, and I could not be more pleased with the experience. From our initial communication, Adeline demonstrated professionalism, reliability, and a genuine affection for animals. Throughout the duration of the sitting, I received regular updates, including photos and thoughtful notes, which provided great peace of mind. I would highly recommend her to anyone seeking a trustworthy and compassionate pet sitter. I will certainly be requesting her services again in the future.

If ever someone would go over and above with a drop in CAT visit, it's Jessica. She did what was required and followed our instructions to the letter, but also provided extra lovin' and treats to our cat, which was greatly appreciated. She also provided lots of pictures and text updates. A+ sitter!

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1. Search
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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
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Why Choose Rover?
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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 Richmond Hill.
Rover makes it easy to find Richmond 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.















