Pet Sitting & Drop Ins in Greystone, Madison, WI

“Julie was great! Communication was easy and timely, and she was very attentive and thorough in caring for our kitty and our place. She went above and beyond and we’ll be contacting her again for sure! Highly recommended.”

Mark H.

“I'm so relieved to have Maiya. I've already rebooked her for my next trip, and I don't even have my tickets for the trip bought yet. Jackson cat is a typical cat, but his stamp of approval is on this review too. As indicated by photo evidence of him coming out from under his bed for a snack on DAY 2! Snag her if you're lucky enough to have the chance.”

Jennifer S.

“Laura was great with our new puppy! She was easy to get in touch with on the app and was such a joy to work with. We definitely hope to use her services again in the future!”

Kate M.

“Once again, so satisfied with Kim and the care she provides my little girl! She goes above and beyond to take care of Maple and I will always be so grateful!”

Alison B.

“I had an excellent experience with Kylie! She was professional, communicative, and provided top-notch care for my cat while I was on a weekend trip. The cute pictures and updates she sent put me at ease, especially since this was my first time using Rover. I would definitely book her again for future needs.”

Alexis H.

“Krista was awesome! One of my cats can be a little anxious and unwelcoming to new people, and Krista did a perfect job of following my instructions to accommodate him. By the end, I could see in the daily pictures that my cat really warmed up to her. I'll definitely be requesting cat care from Krista again!”

Robert M.

“Chenghao was absolutely amazing with my two boys while I went on vacation and kept me up to date on how they were doing. One of my boys typically does not like new people and he warmed up nearly instantly. Would absolutely love to work with chenghao again!”

Svyettlana P.

“Allegra has been great with Ozzie and very supportive of our schedule with helping out with his potty breaks, dinners and play times. Ozzie loves to see her every time she visits! Thank you again Allegra for looking after Ozzie 😁🙏🏼”

Ruaidhri B.

“Wonderful care from Sydney for the kitties! I came home to everyone happy and well, and the house stayed organized. Definitely would work with her again!”

James W.

About: With over 5 years of experience caring for dogs and cats from a young age, I provide attentive, loving, and safe care. I am skilled in managing pets with strong leash-pulling behaviors and handling various situations to ensure they remain calm, controlled, and away from danger such as harmful foods or chasing other animals. My priority is always the safety, happiness, and well-being of every pet under my care. Pet care is a natural part of my everyday life. I have hands-on experience handling multiple breeds, from small Poodles to large Labradors and Bernedoodles, including dogs with strong pulling strength. As a Golden Retriever owner, I take my dog out multiple times a day for long walks and hikes, ensuring both physical exercise and mental stimulation. This routine has made me skilled at managing dogs of all sizes and energy levels. When caring for pets at my home, I create a safe, pet-friendly environment with plenty of playtime, regular walks, and consistent feeding schedules. I ensure they are comfortable, supervised, and get both exercise and affection throughout the day. At clients’ homes, I follow all provided instructions carefully—maintaining feeding times, walking routines, and any special care requirements. I respect their home and make sure pets feel comfortable in their own space while keeping them safe, engaged, and happy. If needed, I can provide video service to capture all the work I did since I completely understand how we as pet owners like to see what our best pet friend did with a new friend.

“Whitney has visited my 4 year old cat Clark on multiple occasions. On the most recent, I had to go away for the weekend, and Clark had gotten sick a few times earlier in the week. Needless to say, I was nervous to leave him. But Whitney was so responsive to all of my concerns and requests, and took really good care of him. Luckily there were no issues, but Whitney’s notes and care really helped put all my concerns at ease. Will definitely be requesting her services again!”

Adam S.

“Sidney is very understanding and patient with our nervous and reactive pup. Halla isn’t the easiest dog, he needs a sitter who will give him time, space and lots of treats but also he needs strict boundaries and discipline. We are so happy to have found Sidney!”

Eliisa R.

“Rose was able to stop by and check in on my dog even at a very last minute request! She did an amazing job taking care of my dog and had good communication with me. Definitely would book her again in the future!”

Jiyoon H.

About: I am a dog lover who work from home, so your pup will always have care and attention. My own sweet dog Nila loves having canine friends over to play or relax with! I pride myself on being highly communicative—expect lots of photo and video updates throughout the day :) Your pup will never be left alone for long stretches and can enjoy frequent potty breaks, walks, and play sessions throughout the day. We usually start the morning with a potty break and outdoor time. Midday includes more walks, visit to dog park, or play with Nila. We wrap up the evening with another outdoor break and wind-down time. Whether your dog is playful or prefers a quiet spot to relax, we’ll adjust the routine to meet their needs. We live in a quiet, dog-friendly residential area surrounded by parks, grassy trails, and trees. We live on the first floor, with quick and easy access to the outdoors, including a dog run.

“Hannah was awesome with our 11 yo rescue dog, very caring and spent quality time with her. Hannah is very responsible, showed up promptly, and Luna was very happy with her visit (we were too)!”

Kathleen M.

“Megan took great care of our dog while we were gone for the week. She was prompt, gave updates with each visit, and sent pictures. We highly recommend Megan!”

Julie S.

“Azaria was great! Always showed up on time, sent pictures and communicated well. Very trustworthy and kind. Will definitely reach out again when needed. Thank you!!”

Blake H.

About: I have had one dog for 4+ years, and another dog for 2+. I have dedicated a lot of my life since getting my two dogs as far as training them, taking them on long walks, playing with them, and most importantly, loving them and giving them all the attention they need and deserve. I have plenty of time throughout the day to take care of dogs because I currently do not have another job! I prefer to work early in the morning/afternoon. At my home, there is a lot of space for my doggies to run around because there is a park right outside my door which is great! They also have their own play space inside.

“Rachel is responsive and reliable and does a great job taking care of our cats. It has been absolutely awesome to find someone we can count on to care for our pets and our home when we’re away.”

Katie S.

About: My name is Jiayi H, go by Joyce. I live in a 2 story house (basement and first floor are dog-friendly) and our house surrounded by park and trails so it will be a lot of running around and playing time if your dogs stay here with me. I have a lovable, friendly 2-year-old Australian Labradoodle, Luca, that I spoil silly as I will with you pup as well. I have puppy training experience, raised Luca from 8 week, and took care of 13 yrs old dog for 3 months. My schedule is flexible so I can usually take on new dogs at a moment’s notice. I love taking pictures and videos of them so you will feel updated and can enjoy your time away knowing that you will have no worries. I’m working from home so most of my time will be caring your pup and Luca. Daycare drop off at 7:00-8:30 am and pickup hours are between 5-6 pm. Any time after 6 pm please let me know as soon as possible, and I can offer boarding or extended hours as well. I have unfenced yard, one dog crate, and playpen for puppies. For daycare and boarding, I will walk your dog 2 times a day, including 20-min walks in the morning and after dinner; will also do 2 potty breaks at noon and bed time.