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

“Laura was such an amazing cat sitter for my two kitties! I reached out super last minute and Laura was so understanding and accommodating to our needs. Laura communicated beautifully and I felt super comfortable leaving my kitties in her care. I will definitely be booking with Laura again!! :)”


“It’s always a comfort knowing Kira is on deck to care for our dogs. We ran into some weather delays on our travels and it was nice to know the dogs were being cared for”


“Amazing duo! So grateful for them watching my pup, they took such good care of her, were super communicative and my dog loved them!! Can’t wait to have them come back”


“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.”


“We hired Samantha to care for our kitties and she nailed it! We have a couple "problem furbabies" that didn't scare her away and she was able to care for them like we do, which put my mind at ease! We can't wait to have her care for the crew again!”


“I always use Taylor as a sitter when I’m leaving town because I know she is reliable ! She always gives my cat the attention he needs while I’m gone !!”


“It was wonderful to entrust Grace with our full house of animals! She went above and beyond in both prep for the visit and during - we are greatly appreciative and will book with her again! Thank you!”


“Ann was incredible! She was so sweet and kind our cats Petri and Krobus as well as to us humans. Ann also took phenomenal photos of our cats (I am in awe!!) and left detailed notes with each visit. I'm so grateful she was able to watch our cats -- they were in excellent hands. Ann made the whole experience easy and gave us so much peace of mind!”


“This was my first time using a paid service to take care of my cats, and I am so happy with Melinda. She spent time with them and took great pictures of my boys, which I looked forward to every day I was gone. She was wonderfully respectful of my home. I would gladly book her services again.”


“Marri was very communicative about a schedule change on one of our days, letting us know in advance. She got along well with the girls/cats and they appreciated the routines she made with them. All was as it should be.”


About: I grew up on a farm here in Dane County and have experience looking after many species: large animal, small animal, fish, reptiles, birds, and of course cats and dogs! I have officially been petsitting since 2018 but have watched the pets of friends and family much longer than that. I received my degree in Animal and Veterinary Biosciences from UW Madison in 2023 with an emphasis in nutrition, and I worked at a pet food store for 6 years previous to that, so I am happy to accommodate any special feeding requests. I own two large protection breed dogs myself, but have also owned and petsat small breed dogs, so I have no size or breed exception. I am happy to work with reactive dogs as long as you help me to have a thorough understanding of what scares/upsets them. Please reach out to me if you have any questions! I am happy to do overnights, stay long term, or do just quick drop ins. I currently am working 8:30-5 M-F so I am typically unavailable during those hours. I am happy to do overnights, long term stays, drop in visits, or walks I make sure to go over all of the owners requests and requirements and to follow all rules. I am clean and tidy and will leave your house as I found it.

“Keezing is incredible as always! It’s hard for us to find someone who we are comfortable leaving our dogs with, and he gives us absolute peace of mind when he’s taking care of our dogs! I would highly recommend him!”


“I appreciated having Fanny as my first pet sitter experience on Rover so much! She was not only amazing with my cats (one of whom is very hesitant with new people), she also helped me understand the booking on the app and was very flexible when my vacation times changed. Would definitely recommend her for any pet care needs!”


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.

About: I’ve been caring for dogs since I was a kid, and it’s something I truly love. Friends and family have always trusted me to walk, bathe, and care for their pets like they were my own. I don’t just watch dogs—I connect with them, make them feel safe, and treat them with real love. Pet care fits perfectly into my daily routine because I currently have a part-time job with flexible hours, which gives me plenty of free time to focus on your dog. I’m available every day of the week, at any time, and I’d love to take your pup on walks, to the park, or just spend quality time playing and keeping them happy. At home, my entire family shares a love for dogs—especially my 14-year-old daughter, who absolutely adores giving them lots of affection. When your dog is with us, they’ll be treated like part of the family, surrounded by love, attention, and warmth. We’re not just pet sitters—we’re dog lovers through and through! I’ve grown up surrounded by dogs—they’ve always been my happy place and a big part of my life. Caring for them comes naturally to me, and that love extends throughout my entire household all truly adore dogs and are always excited to help care for them. In our home, your dog will be treated like family. I’ll make sure they’re well-fed, walked regularly, and get plenty of playtime—especially at the park, where they can enjoy fresh air and fun. My 14-year-old daughter loves spending time with dogs and will make sure your pup feels safe, happy, and truly at home. With us, your dog will be showered with love, attention, and the kind of care that goes beyond basic needs—we treat them like one of our own.
Loving pet sitters in your neighborhood
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Laura D.Star Sitter

“Laura was such an amazing cat sitter for my two kitties! I reached out super last minute and Laura was so understanding and accommodating to our needs. Laura communicated beautifully and I felt super comfortable leaving my kitties in her care. I will definitely be booking with Laura again!! :)”


Kira F.Star Sitter

“It’s always a comfort knowing Kira is on deck to care for our dogs. We ran into some weather delays on our travels and it was nice to know the dogs were being cared for”


Abigail & Ian R.Star Sitter

“Amazing duo! So grateful for them watching my pup, they took such good care of her, were super communicative and my dog loved them!! Can’t wait to have them come back”


Jolie ZevallosStar Sitter

“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.”


Samantha S.Star Sitter

“We hired Samantha to care for our kitties and she nailed it! We have a couple "problem furbabies" that didn't scare her away and she was able to care for them like we do, which put my mind at ease! We can't wait to have her care for the crew again!”


Taylor B.Star Sitter

“I always use Taylor as a sitter when I’m leaving town because I know she is reliable ! She always gives my cat the attention he needs while I’m gone !!”


Grace N.Star Sitter

“It was wonderful to entrust Grace with our full house of animals! She went above and beyond in both prep for the visit and during - we are greatly appreciative and will book with her again! Thank you!”


Ann V.Star Sitter

“Ann was incredible! She was so sweet and kind our cats Petri and Krobus as well as to us humans. Ann also took phenomenal photos of our cats (I am in awe!!) and left detailed notes with each visit. I'm so grateful she was able to watch our cats -- they were in excellent hands. Ann made the whole experience easy and gave us so much peace of mind!”


Ashley K.

“Ashley was great! Super responsive and respectful of our space. I can tell our cat Todd was kept very happy and healthy during our time away.”


Anna E.Star Sitter

“I really appreciate Anna’s care of my cat- he was well taken care of and she was an excellent communicator in her checkin notes. Thanks Anna!”


Melinda N.Star Sitter

“This was my first time using a paid service to take care of my cats, and I am so happy with Melinda. She spent time with them and took great pictures of my boys, which I looked forward to every day I was gone. She was wonderfully respectful of my home. I would gladly book her services again.”


Amanda S.Star Sitter

“Amanda was great with my two older dogs. She was receptive to my instruction and the girls were happy when I returned. Thanks Amanda!”


Marri S.

“Marri was very communicative about a schedule change on one of our days, letting us know in advance. She got along well with the girls/cats and they appreciated the routines she made with them. All was as it should be.”


Maureen O.

“Respond very fast. My dogs really likes her.”


McKenna B.
“McKenna, is an amazing dog owner & care taker. She is very responsible, has lots of experience and goes above and beyond for animals and clients.”


Keezieng V.Star Sitter

“Keezing is incredible as always! It’s hard for us to find someone who we are comfortable leaving our dogs with, and he gives us absolute peace of mind when he’s taking care of our dogs! I would highly recommend him!”


Fanny M.Star Sitter

“I appreciated having Fanny as my first pet sitter experience on Rover so much! She was not only amazing with my cats (one of whom is very hesitant with new people), she also helped me understand the booking on the app and was very flexible when my vacation times changed. Would definitely recommend her for any pet care needs!”


Hannah B.
“I cannot recommend Hannah B. enough for this job! She has years and years of experience as a pet owner and caregiver. Hannah is extremely responsible, loving, and trustworthy with animals of all kinds. If you need someone to take your fur child on a walk or provide companionship while you’re away on vacation, she is your girl!”


Michelle F.
About: I’ve been caring for dogs since I was a kid, and it’s something I truly love. Friends and family have always trusted me to walk, bathe, and care for their pets like they were my own. I don’t just watch dogs—I connect with them, make them feel safe, and treat them with real love. Pet care fits perfectly into my daily routine because I currently have a part-time job with flexible hours, which gives me plenty of free time to focus on your dog. I’m available every day of the week, at any time, and I’d love to take your pup on walks, to the park, or just spend quality time playing and keeping them happy. At home, my entire family shares a love for dogs—especially my 14-year-old daughter, who absolutely adores giving them lots of affection. When your dog is with us, they’ll be treated like part of the family, surrounded by love, attention, and warmth. We’re not just pet sitters—we’re dog lovers through and through! I’ve grown up surrounded by dogs—they’ve always been my happy place and a big part of my life. Caring for them comes naturally to me, and that love extends throughout my entire household all truly adore dogs and are always excited to help care for them. In our home, your dog will be treated like family. I’ll make sure they’re well-fed, walked regularly, and get plenty of playtime—especially at the park, where they can enjoy fresh air and fun. My 14-year-old daughter loves spending time with dogs and will make sure your pup feels safe, happy, and truly at home. With us, your dog will be showered with love, attention, and the kind of care that goes beyond basic needs—we treat them like one of our own.


Abby N.

“Abby was a life saver, dropping in on my dog in a pinch when I needed to be away from home for a long work day. Reliable, great communication, and beloved by my dog :)”
Leopold pet parents share their Rover experiences
Samantha was phenomenal. Very communicative and took great care of our girls on her drop ins. I always get nervous meeting a new Rover, but she made sure they were able to go potty, played with them, and snuggle them. Would highly recommend her and hope to have her stop by again in the future

I cannot say enough about how wonderful Sophie was! She is an excellent communicator—always replied quickly and clearly to messages, and when in person, she not only listened attentively to all the things I was sharing but also consolidated it into a plan for her time with Action Jackson, which she formulated and articulated before she left our meet-&-greet. During the days of drop-in sitting with my kitty, she was amazing with some last minute flexibility, which helped me a ton. She sent several pics for each drop-in and wrote about how things went. You could see she executed her plan and provided active play for my kitty. She even helped with logistics of dropping off / picking up my keys. Could not have been more grateful for her help! Truly recommend!!

Ann continues to be a top choice for me when it comes to finding a sitter for my 13 year old cat who has several medical needs. She has always left my home better than she found it, going as far as washing dishes in the sink that I left behind. She provides the most through, heartwarming updates, and is extremely punctual and reliable. As someone who feels immense guilt leaving my pet(s) behind, I feel much more at ease knowing Ann will take excellent care of him. Thank you so much, Ann!
Thanks for working with our schedule and taking excellent care of our young energetic pup on short notice! Mindi came and met us for an intro, was always on time, communicated promptly with us while we were out of town. New to Rover but this was a first great experience!

I was so glad I had Maddie watching my cats while I was gone. She kept me updated with photos and any other little info that she thought would be helpful for me to know while I was gone. It put me at ease to know my cats had her checking on them consistently and showing them love.

Calvin went above and beyond to make sure that my cat was happy and well cared for while I was out of town. He was very communicative, sending regular updates and photos. He was always happy to help and incredibly flexible. I would highly recommend Calvin to look after your pets.

Ruby was a fantastic cat visitor! Communication was clear and timely throughout, and I felt completely at ease knowing my cat was in good hands. She took excellent care of my cat making sure she was fed, played with, and comfortable. I really appreciated how Ruby also cleaned the food dish and litter box each visit. It’s clear she genuinely cares. Highly recommend her for anyone looking for a reliable and thoughtful pet sitter!

Popular requests near you
Select a filter and find qualifying Leopold sitters!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 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.
