Pet Sitting & Drop Ins in Leopold, 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 Leopold pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Amanda was wonderful! I reached out short notice while I was out of town and my wife had a longer day at work than usual. She did a drop-in visit for our two dogs and everything went smoothly. We’d happily book again!”

“Keezieng is amazing! He’s available when I need someone to watch our dog in a pinch. He’s reliable and a big help when asked to do things that are above and beyond a drop in visit. We’re so thankful to have him as our Rover!”

“I had a great experience with Kylee from the very beginning. Communication was prompt and professional, and she was flexible with key handoffs, which made everything stress-free. She went above and beyond by helping with a cat food delivery that arrived after I had already left, and my home was left clean and tidy. Most importantly, my cats were well cared for. Kylee took excellent care of my two boys (my two orange male kitties). I would absolutely recommend her to care for your pets, and I will gladly book again.”

“Amy was great! I could tell see really cared about the cats. She did an amazing job catering for my more shy cat, making sure she got food even though she was hiding.”

“Isabel is extremely reliable and patient with our new puppy. She comes over when she says she’ll come, and she takes lots of pictures and notes during her visit, which we really appreciate. She plays with our dog inside and outside and makes sure he gets some good attention while we’re away at work. Would highly recommend her!”

“Alissa was very communicative during her check-ins with my cats. She sent lots of pictures and videos which was reassuring to know my cats are in good hands :) Will definitely rebook next time I’m out of town!”

“Jolie has been super helpful. She loves animals and cares about them. She also respects and meets pet owners' needs. I couldn’t be happier with booking her. She is taking care of my babies, and I will definitely work with her again in the future.”

About: I’m a lifelong animal lover with experience caring for pets of all kinds—dogs, cats, bunnies, and more! I’ve administered medications and eye drops, cared for elderly pets, and provided therapy support when needed. I grew up on a dairy farm, so I’m comfortable with animals big and small. I have two cats of my own and treat every pet like family. Available for dog walking, drop-ins, overnight stays, and all-around loving care. I’m happy to care for pets after 4 PM Monday through Thursday, and from early morning to mid-afternoon on Fridays. Weekends are flexible, so I can work around your schedule and make sure your pets get the love and attention they deserve! I provide gentle, loving care in your home, following each pet’s routine for feeding, walks, playtime, and medication. I’ve cared for pets of all sizes and ages, including elderly pets and those with special needs. I’m also happy to house sit if desired, keeping both your pets and home well cared for while you’re away. Every pet gets attention, affection, and a calm environment, so you can relax knowing they’re in good hands.
“Dustin took great care of our two cats! He was very responsive and professional and followed our directions. Our very shy cat even came out to greet him so clearly he knows what he’s doing! We will definitely book again!!”

About: Hello!! My background with dogs began at a very young age! My family has always had dogs, started with Labrador Retriever’s and now we have a 5-year old rescue mutt named Meeka! I have experience with dogs as small as Teddy Bears to as big as Bernese Mountain Dogs. I truly love to be around all dogs and would love the opportunity to care for yours! I do work a full time job but have the flexibility after work to tend and care for your animals and their needs. My weekends are typically free and I would love to fill my time with dogs or cats if I have the chance! I will definitely keep you updated, however you prefer, while caring for your dog! I will make sure to keep your dog to the schedule you would like and to always give a good belly scratch and endless love!
About: I grew up caring for pets of all kinds, and for the past six years have cared for a behaviorally complex (but wonderful!) rescue pup. Our journey has taught me a ton about training, and about patience. As a result, I am very understanding of dogs and other animals that deal with reactivity — we are a shame-free household! I work full time, but my schedule is flexible on my work-from-home days and on weekends, which gives me plenty of time to care for and love on your pets. As a detail-oriented, attentive person, I will be sure to follow any instructions you have for your pet’s care. Otherwise, I will use my best judgment and careful attention to the safety and health of your pet to make all other decisions while they’re in my care.
“Our cats warmed up to Marri quickly which was great and also surprising since they don’t usually like strangers. Marri gave us good updates every time and took plenty of cute photos too”


About: I have grown up taking care of dogs and have taken care of cats for the last 4 years, but I love all animals and have no preferences. I have two wonderful cats and a sweet dog of my own, and I will treat your pets as my own. I have experience administering medication to cats! I am employed full time but I’m very happy to stop by beforehand or afterwards! I typically work 8-4 but I’m very flexible with notice! I will care for your pets like they’re my own, but in your and their style. I’ll always let them lead and won’t ever push a boundary, whether it’s yours or theirs!
“Appreciate Ellena's help with my dogs, one who has special needs and one who is very anxious. She takes them for nice long walks each day, is attentive to their needs, and is a great communicator.”

About: I’m a dog lover and have grown up with dogs. I have been dog and cat sitting for friends and family for years, which has included dogs of a variety of sizes, breed, and age. I have also fostered a few dogs who had challenging behaviors and quirks. I would love to care for your pet, whether that’s a drop-in or a long walk! For house sitting requests I appreciate at least 2 weeks notice if you’re a new client so I can have time to meet you and your pet(s). I’m currently working from home part-time and have the flexibility to do drop-ins during the week on my breaks. I am happy to stop after work and on the weekends too. I will treat your home and pet as if it’s my own, and respect the guidelines you set out. I like to get to know your pet first and build trust with them, so that we can have a fun time together.
“This was my first booking through Rover, and my first time using a dog walker, and I can't imagine a better experience. Justin was incredible and went above and beyond during the six days he took care of our dogs. I was a bit nervous about having someone I didn't know in our house while we were gone. He came for a meet and greet shortly after I requested the booking and I knew he was going to be great when our barker did not bark at him. He sent me updates each day and even came out again one evening when my husband wasn't going to get home in time. Overall, Justin was a lifesaver. 11/10, would recommend. We will definitely use him again.”

“Robert was wonderful with our pups!! He understands the importance of having someone reliable taking care of your family members while you are away. We will most definitely be using him again.”

“What was supposed to be a regular drop in visit turned into an emergency, our dog ended up getting into bag of Cosequin. Jess couldn’t have handled it any better. She called poison control for us, stayed on the phone with them for hrs, kept us updated the entire time. Then she even offered to stay the night with our dog to make sure he is ok. I couldn’t have asked for a better person to be there in the time of need. Definitely will be re-booking with her. Thank you Jess”

Leopold pet parents share their Rover experiences
Brenda took great care of my recently adopted feline, Atticus, when I was suddenly called out of town. I found her punctuality and dependability assuring, and her approach to providing care to a skittish kitty in alignment with mine; when I arrived home, Atticus was in great shape, physically and emotionally. Absolutely recommend her with enthusiasm.

Sumedha was great! We were gone for a week and she took care of our three cats. She reported in with photos of them that captured their personalities along with narrative telling of their hijinks. It was good to be away and not only not have to worry about them, but to be able to stay in touch with them through her telling.

We had a great experience with Seanna. She was very communicative and sent us a comprehensive report about everything that happened every time she was watching our cat. It was the first time we had to leave our boy for a longer time and it was very comforting knowing that he is in good hands and well taken care of. Seanne also knows how to take the cutest pics and she even sent us some videos which we loved. We are definitely hoping that we'll be able to book her again the next time we will be out of town and highly recommend her.

Abigail was absolutely wonderful with Lily and gave me so much peace of mind while I was away. She was attentive and kept me updated and made sure everything ran smoothly. Lily seemed calm and well cared for when I returned, which says a lot. Abigail was also thoughtful about the little details and followed instructions perfectly. I would highly recommend her to anyone looking for a trustworthy and caring sitter.

Isabel is extremely reliable and patient with our new puppy. She comes over when she says she’ll come, and she takes lots of pictures and notes during her visit, which we really appreciate. She plays with our dog inside and outside and makes sure he gets some good attention while we’re away at work. Would highly recommend her!

We appreciated having Nikki check in on Tigger while we were out of town. He is a shy cat, but she was able to get him to warm up and be comfortable around her. The pictures she sent gave us comfort that he was in good hands. We would definitely consider booking her again!

Hillary is a great pet sitter! Attentive, responsible, and consistent. I came home and was pleasantly surprised to see Naomi had gotten leaner from all the playtime. I could tell Naomi remembered Hillary from the last time she watched her and was excited to see her.

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 Leopold.
Rover makes it easy to find Leopold 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.












