Pet Sitting & Drop Ins in Kennedy Heights, Madison, WI
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Kennedy Heights pet sitters

“Jen was excellent! She was always on time and provided us detailed feedback. We enjoyed the numerous photos she took! Jen went the extra mile to get to get to know our dog:) She is kind, compassionate, and trustworthy! We would definitely book her again!”


“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.”


“Maggie was awesome and went above and beyond helping my geriatric Maine coon get her thyroid medication while I was away. She was super communicative, friendly, and patient even when Nalia (my cat) had her usual stranger danger up front. I could tell Nalia was healthy and happy when I returned home, and she really seemed to warm up to Maggie. Definitely will be asking for Maggie’s help again in the future.”


“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!”


“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!”


“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!”


“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.”


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.

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. 💜

“I could not recommend Megan more! She is lovely, sends great updates, wonderfully silly and also genuinely great pictures, and, best of all, my cat warmed up to her in a way that she has not warmed up to anyone else! Overall, I have absolutely nothing negative to say and I am so grateful that Megan was so great with my cat!”


About: I have many animals that I have grown up with and have always taken a liking to care for them. I am working towards getting a degree in animal science. I am available for morning visits before 12 PM and evening visits after 6 PM. Perfect for breakfast feedings, evening check-ins, walks, or medication routines! Your pet’s safety and comfort are my top priorities. I follow all care instructions closely, keep a calm and pet-friendly presence, and ensure a clean, low-stress environment during every visit. You can trust me to treat your home and your pets with the utmost respect and care.

“Samantha was great with both of my dogs. She was reliable, communicative, and followed their routines exactly. I felt completely comfortable having her check-in on our pups. She sends me lots of pics.”


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.

“Salem is an excellent sitter and responded to our last minute request for an extra care of cat sitting. Highly recommend, very reliable and communicative sitter. Thanks again, Salem!”


About: My wife and I have extensive experience with animals, having run dog boarding services and worked at dog daycares. I grew up with various animals, including six dogs, and have always cared for them with love and respect. We’re confident in handling any situation that may arise while caring for pets and treat them like family. Our multi-level home near Dane County Airport offers plenty of space for pets to play and relax, including a large backyard with a 6-foot privacy fence. My wife and I both have flexible work schedules, so someone is almost always home with our pups! We will try our best to accommodate any special needs for scheduling. We have a fenced in large yard and two friendly dogs to play with yours! We also have secure gates to section off our home if needed and multiple sizes of dog beds for relaxing and crates if your pup is crate trained and/or sleeps in a crate.
Loving pet sitters in your neighborhood
Search Results


Jen D.Star Sitter

“Jen was excellent! She was always on time and provided us detailed feedback. We enjoyed the numerous photos she took! Jen went the extra mile to get to get to know our dog:) She is kind, compassionate, and trustworthy! We would definitely book her again!”


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.”


Maggie P.Star Sitter

“Maggie was awesome and went above and beyond helping my geriatric Maine coon get her thyroid medication while I was away. She was super communicative, friendly, and patient even when Nalia (my cat) had her usual stranger danger up front. I could tell Nalia was healthy and happy when I returned home, and she really seemed to warm up to Maggie. Definitely will be asking for Maggie’s help again in the future.”


Laura S.Star Sitter

“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!”


TAYLOR P.

“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.”


Steve J.Star Sitter

“Very consistent and flexible sitter. He not only drops in to check on my meow-meows but also makes sure my plants are alive. Will book again. Thanks Steve!”


Zachary N.

“Consistently great! Another few days of visits with Zachary in which I had 100% worries for my senior dog while I was out of town!”


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!”


Annmarie S.Star Sitter

“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!”


Anne S.Star Sitter

“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.”


Vanessa U.
“Vanessa is great with pets! She's a cat mom, with a dog mom heart. Our dogs, Pinky and Livi, can be shy around other humans, but Vanessa's warm and kind demeanor quickly melted that away. Now they run in excitement when they see her. She also help take care of our cat Cleo when we were away on a trip. Cleo is blind and elderly, so the extra effort and TLC Vanessa gave her was very appreciated!”


Natalee Y.
“Natalee Young is an excellent candidate for a job requiring the care of animals! She is a true animal lover who has grown up around them. She is compassionate and kind which is evidenced by her adoption of a three legged dog 5 years ago. She takes excellent care of him and has shown great responsibility as a dog owner in adulthood. She would be a wonderful caregiver to your pet!”


Megan T.Star Sitter

“I could not recommend Megan more! She is lovely, sends great updates, wonderfully silly and also genuinely great pictures, and, best of all, my cat warmed up to her in a way that she has not warmed up to anyone else! Overall, I have absolutely nothing negative to say and I am so grateful that Megan was so great with my cat!”


Liliana P.
“Lily is a great pet sitter that will take care of all your pets needs while also having a great time playing with them! She is very professional and has a very strong passion and love for pets! She always shows compassion towards the owners and the animals and is a great candidate for watching your beloved pets!”


Samantha S.

“Samantha was great with both of my dogs. She was reliable, communicative, and followed their routines exactly. I felt completely comfortable having her check-in on our pups. She sends me lots of pics.”


Anna N.

“I have booked Anna three times and she has been wonderful every time. She sends me the cutest picture updates. I defiantly recommend her, we will be using her in the future again.”


Brian & Jessie B.
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.


Salem E.

“Salem is an excellent sitter and responded to our last minute request for an extra care of cat sitting. Highly recommend, very reliable and communicative sitter. Thanks again, Salem!”


Nick K.

“Our cats took to Nick faster than they did to each other. He's got such a strong background with pet care his whole life, and it shows. He took care of our fur babies as well as we would, it's so nice knowing we can take a vacation and not have the stress or worry of their well being.”


Sarah W.Star Sitter

“Sarah did a great job with my two crazy pups. Friendly, knowledgable and trustworthy! We will be using her next time we need someone to care for our pitties!”
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 Kennedy Heights.
Rover makes it easy to find Kennedy Heights 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.
