Pet Sitting & Drop Ins in Trinity Park, Madison, WI

“First time with Jenn and she did not dissapoint!! She took over 20 pics of our Cassius and the pics were amazing!! He was happy to see her and she was very thorough with her details during her drop in. We'll definately contact her again when needed!”

Kati G.

“Easy last minute booking, I literally had to worry about nothing. Many thanks!!”

Tony V.

“Maggie was fantastic! We loved the daily picture updates. She made it so easy and stress free to leave our 3 cats while we were away. Will definitely rebook when we have future needs”

Kaitlin M.

“Grace did a wonderful job! She sent lots of pictures and detailed updates. We had a small ant problem develop when we were out of town, and she handled it so well! We would definitely book Grace again!”

Anne S.

“Laura is great! She arrives on time and my dog seems to love going with her. She is very helpful and knowledgeable about dogs. I couldn't recommend her more!”

Samantha W.

“Annmarie was super responsive and able to help us last minute with some drop in visits during a day we had to work. She hung outside with our old man so that he could enjoy some sun. We are very thankful for her care!”

Brielle E.

About: Been a cat lover forever, pet sat my way through college. I'll do drop in visits, play with, and clean up after your pets, always happy to meet new fur babies. I'm working full time, but with a flexible schedule, so I can add stops to my routes as needed. Happy to discuss details in person, or over a call. I'm located around the capitol, and can always work something out to accommodate. I have two kitties that I love and dote on. My partner jokes that I take better care of them than I do for myself, but they deserve the effort. For stays with a single stop a day, I'll play with your pets, make sure they get their food, clean water, and clean litter.

About: I have experience taking care of a high medical needs cat. I also have experience with deaf and blind cats. I understand each pet is an individual and will adjust my care as I get to know them. Some pets love human interaction and others need their space. I’m absolutely ready to kiss and hug them or give them the distance they need to feel safe. Nothing like the smell of fresh litter in the morning! I am a cat mom to 2 playful, cuddly adopted babies. I recently became a volunteer at a cat shelter, which gives me so much purpose. I have a full time job Monday-Friday. I am looking to occasionally pet sit on weekends and early mornings on weekdays. Home is a sacred place. I will treat your pets and your space respectfully. I can send you all the photos you need to feel comfortable, or video call you. I am comfortable cleaning up after your pet, and giving them all the cuddles and words of affirmation they need while you are away.

“Anne did a fabulous job!! Her sweet, calm energy put my anxious cats at ease. She did wonderful with my finicky instructions, sent helpful updates with pictures, and took great care with my girls. I was able to relax and enjoy my vacation knowing they were in good hands.”

Jodi M.

About: Hiya! ~ I’m Natalee. Nice to meet you! Im a proud dog/cat lover and have a deep respect for animals of all sizes, shapes, and breeds! I spent my childhood caring for my neighbors dogs as well as the family pets. I’ve also cared for cats, Guinea pigs, snakes, and bearded dragons. In 2019, I adopted my three-legged rescue dog Link! Learning to care for an animal as an owner has taught me how to be a better human to myself and to others. I love living in pedestrian-friendly Madison. That means dogs everywhere! Anytime I see a dog out and about, it brings a smile to my face and brightens my day. I bring that same joy and care to every pup I meet, whether it's for a quick walk or quality playtime. You can count on me to treat your pet like family and make sure they have a fun, safe, and loving experience every time we're together. I’m currently working part-time on a flexible schedule. This means that I have plenty of time available to be there for your pet; even on short notice! Your pet's safety, comfort, and routine are my top priorities! I take all client instructions seriously—whether it's related to house rules, feeding, medication, or walking preferences. I'm committed to following your guidelines closely to ensure your home is well-kept after and that your pet feels secure and cared for. 💜

About: Experienced caring for dogs of all sizes, along with house cats, rodents and reptiles. Particular experience with medium and large size dogs who are anxious/reactive. Rates lowered while I establish myself on Rover. I work from home, so your dog will get a lot of attention when I care for them (and they'll probably get a nickname or two). Walks, bathroom breaks, visits to the dog park, and lots of pets and ear scratches all fit into my daily and weekly schedule with ease. I am willing to book outside of my typical radius for an increased fee to offset mileage, gas costs, and time. I have a lot of experience with anxious dogs in particular, so am used to reading what a dog needs and wants with a close eye. I take care to make sure that a dog is comfortable with me, that I respect their boundaries, that I respond to their needs, and that we remove ourselves from any situation that might upset or overwhelm them. I often ask a pet owner for details about their dog's usual routine, any particular habits they have, their behavior on leash, and what gives them comfort. This helps me better respond to what the dog is sharing about their needs.

“Taylor did a great job checking in on my kitty while we were away. She did exactly what I asked of her and felt my cat and home were in good hands.”

Megan W.

About: I’ve been surrounded by animals my entire life—growing up in a home full of fish, birds, cats, dogs, and rodents taught me early on that pets are family. I truly believe every animal deserves love, patience, and attentive care. Today, I share my home with my friendly dog Birdie, who loves meeting new furry friends and makes a great playmate. My two kids are also passionate animal lovers, and together we create a safe, warm, and pet-friendly environment. I’m experienced in administering medications, whether pills, drops, or topical treatments, and I’m happy to support pets with special needs. I also offer daily walks for exercise and enrichment, and I’m comfortable with crate training if it’s part of your routine. Whether your pet is playful, shy, energetic, or relaxed, I’ll treat them with the same love and respect I give my own. I work full-time during the week, but on my weekends off, I love spending my time caring for animals. Pet care has always been a part of my life, and I’m excited to offer reliable, loving support to fellow pet parents when I’m available. Whether it’s weekend drop-ins, walks, or cuddles while you’re away, I’m here to help give your pets the attention and care they deserve. Your pet’s safety and comfort are my top priorities. My home is fully pet-friendly and thoughtfully pet-proofed to ensure a secure environment. I use baby gates to create designated pet areas, so dogs can have their own space or be kept out of certain rooms when needed. I also have a large, fully fenced backyard—perfect for safe outdoor play and potty breaks. Fresh water is always available in multiple areas of the home to keep pets hydrated throughout the day. Whether your pet loves to run or relax, they’ll have a secure, comfortable, and caring space to enjoy.

About: I’m a high schooler teacher on summer vacation with nothing to do but be outside and enjoy dogs instead of teenagers. Not only would I love to walk your dog, I am also willing to take them to any Dane County dog park (assuming your pet has the right registrations). I have more experience with large dogs than small dogs. I have the whole summer off with nothing to do but walk your dog! My Dalmatian requires 2-4 hours of exercise a day, so I am always out with her. Currently I am available for walks every day at any time. I can provide leashes and poop bags if needed, or I can use whatever you provide. If you are comfortable, I can take your dog in the backseat of my car and we can go to the dog park!

“I can’t say enough good things about Megan! She takes fantastic care of my cat and sends lots pictures with her daily updates. It puts my mind at ease to know that he is in such good hands when I’m away!”

Mark S.

“Salem did a great job with Misty and Phoebe. They were totally relaxed and happy when I arrived home. I appreciated Salem staying alittle longer on one of the days. Will definitely have her again.!”

Mary W.

“Becky came to check on our little dog and took her for two walks. We appreciate how quick and responsive she is, and she took great care of our puppy. Thank you Becky! We hope to be repeat clients!!!”

Lindsey W.

About: Happy, loving, patient and playful pupsitters who have experience working as kennel manager, dogsitter, and lifelong dog lovers. We love and care for all creatures big and small and happen to love dogs as though they were our own children (and they are.) My partner Jessie and I share all dog duties in our house. Someone is around the house every day of the week, as Jessie often works from home, and our two pups are always home. We strive to never leave our own pups alone for no more than 4 hours so there's always time and room for bathroom breaks. And if the weather is nice we leave the backyard door open for them to roam free (in a fenced area). It is the most ideal place for a dog to have room to move about, activities to entertain, and loving caretakers to help them live their best life. We have a fenced in yard and plenty of space to roam, along with healthy wildlife distractions, fun toys, plenty of snacks, and generous room inside the house for everyone to feel cozy, warm or cool, and always nurtured.

“We are very pleased with Anna’s care of our pets. She shares detailed accounts of her visits, is reliable, and truly cares for the well being of our cats. We will definitely use her services in the future!”

Jennifer M.

About: I've had dogs and cats my whole life. I love a gentle giant as much as a little yapper. I have three cats, a bearded dragon, and a ball python myself. Dog walks are therapy, and I'm happy to dose meds, clean ears, or spend extra time throwing the ball (or snuggling with a senior buddy). I currently have wide-open availability and very flexible hours. I have organized sports I play in on Tuesday and Thursday evenings, which I simply work around for nighttime/evening potty breaks. I cannot offer in-home sitting at this time. My cats would be too disturbed and unhappy to have another fur baby in their shared space.