Pet Sitting & Drop Ins in Oakbridge Community, 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 Oakbridge Community pet sitters

“Great first time with Maiya. Our cat Felix seemed to really like her. Great communicator and sends great daily pictures. Definitely recommend and will use her again for drop-ins next time we travel.”


“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!”


“The pets are always excited to have Kim come over and we feel confident they are in good hands. She always goes above and beyond and is willing to work with us for last minute requests:)”


“Krista was so wonderful with my Bailey girl. She was so thorough with making sure she knew what Bailey needed and I wanted for their time together. I had no worries with Krista taking care of my dog and will definitely have her back! She’s such a sweetheart with a kind soul and your pets will be drawn to her!”


“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!”



“My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!”


“She did such a good job with my cats. I had one who recently had teeth pulled, so both of my cats were getting fed largely different diets. She was able to manage them both. Also my very shy cat was even comfortable coming out to see her every day. Highly recommend”


“Sydney was wonderful with our shy rescue dog Pumpkin! She was super patient while Pumpkin warmed up to her, and sent great updates and photos. We will definitely reach out to her again in the future!”


“Taylor did great checking on our cats for a few days. Super fast to respond to messages and very kind, we really appreciated knowing our cats were in good hands.”


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!”


“Great communication, wonderful care of our 2 cats while we were out of town. Sidney even picked up some extra food because I had miscounted the number of cans we needed. Thanks so much!”


“Austin is a dream walker! I got about 20 adorable pictures a day, all wallpaper and insta worthy ? He looked after my boisterous boy with enthusiasm, care and diligence. I cannot wait to plan my next vacation only so that newton and Austin can have more time together! ❤️ thank you so much, Austin!”


“Otto has a great time every time Azaria stops by to check-in on him. Azaria is quick to respond to questions, works on training with Otto to help reinforce things he’s working on, and communicates very well.”



“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)!”


About: Hi! I'm Yashu, and I’ve been around dogs my whole life. I was the proud owner of a wonderful family dog for 13 years, and that experience taught me how to care for dogs with love, patience, and consistency. I've also walked and looked after dogs around my neighborhood, helping friends and neighbors with everything from quick walks to overnight pet sitting. I offer dog walking and drop-in visits and am happy to do whatever makes your pet feel most comfortable and cared for. Whether it’s a playful pup who needs lots of exercise or a chill senior dog who just wants company and cuddles, I adapt to their needs and routines. Your pet’s safety and happiness are always my top priorities. I know how much trust it takes to leave your dog in someone else’s care, and I treat every pet like they’re part of my own family. Let me know how I can help! I’d love to meet your furry friend! I'm currently working a full time job but I would love to care for a walk your pets on weekday evenings or weekends! This way, you can freely unwind from your busy day without worrying about evening pet care, or go away for the weekend knowing that your pet is in good hands. For dog walking, I make sure each walk is tailored to your dog’s energy level and needs. Whether it’s a brisk, active walk or a calm stroll, I will make sure that your dog is enriched and having fun. I always prioritize safety by using secure leashes and staying aware of the environment. I also give plenty of positive reinforcement, playtime, and bathroom breaks during our outings. During drop-in visits, I follow your instructions closely. I will be checking food and water, giving pets affection and attention, cleaning up as needed, and making sure they feel comfortable and cared for while you’re away. My goal is to maintain their routine and keep them happy until you return!

“Would absolutely recommend Alisyn!! She has been wonderful with our older dog, Indy, over the last year. When we added a second dog (a young rescue with heartworm disease), I knew I could trust Alisyn to take great care of Eeva and keep her safe during treatment, too. We are so grateful to have such a dependable, experienced, and compassionate person watching and walking our pups!”


About: My first full-responsibility pet was a hamster named Herman at the age of 8, but growing up, I also contributed to the care of the many dogs my family had at various points in time. I was scooping the backyard and (when we were away) walking the dogs even earlier. When I was older, and the rest of my family went out of town, I was solely responsible for their care. Though I don't currently have a dog of my own, I regularly walk and sit for friends of mine that do (I joke that that's how I get my fix). I'm patient with puppies and careful with seniors, and overall, I understand and respect a dog's body language. I can handle high energy as long as it's not agressive! In addition to cats and dogs, I'm happy to take care of exotic/small animals, top off fish tank water, water plants, etc. I've personally cared for birds, rabbits, hamsters, and fish, and I'm very knowledgeable on general husbandry and willing to research/listen if you have an animal I'm unfamiliar with. Also, I won't overfeed your fish :) (it's happened to me). I'm working full time, so weekday drop ins would happen on my way to or from work (or later in the evening). Generally about 8AM in the mornings or 4PM or later in the afternoons. On weekends, I volunteer at DCHS 1-4 on Saturday, but I am otherwise free :) Over everything else, I respect the animals' wishes. If an animal is shy or frightened, I won't force them to interact. If they're playful, I'll play with them. I try to understand and use the body language of the animal I'm caring for, and I am always on the lookout for signs of stress/illness and will immediately contact you if anything seems off to determine next steps.
Loving pet sitters in your neighborhood
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Julie A.Star Sitter

“Julie is awesome. She is kind and patient with senior dogs. She’s reliable and jumps in to assist in even if n situations where there is a short notice. Thank you Julie”


Maiya W.Star Sitter

“Great first time with Maiya. Our cat Felix seemed to really like her. Great communicator and sends great daily pictures. Definitely recommend and will use her again for drop-ins next time we travel.”


Laura D.Star Sitter

“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!”


Kim M.

“The pets are always excited to have Kim come over and we feel confident they are in good hands. She always goes above and beyond and is willing to work with us for last minute requests:)”


Krista C.Star Sitter

“Krista was so wonderful with my Bailey girl. She was so thorough with making sure she knew what Bailey needed and I wanted for their time together. I had no worries with Krista taking care of my dog and will definitely have her back! She’s such a sweetheart with a kind soul and your pets will be drawn to her!”


Chenghao X.

“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!”




Allegra R.
Star Sitter


“My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!”


Cleda W.
Star Sitter


“She did such a good job with my cats. I had one who recently had teeth pulled, so both of my cats were getting fed largely different diets. She was able to manage them both. Also my very shy cat was even comfortable coming out to see her every day. Highly recommend”


Sydney R.Star Sitter

“Sydney was wonderful with our shy rescue dog Pumpkin! She was super patient while Pumpkin warmed up to her, and sent great updates and photos. We will definitely reach out to her again in the future!”


Taylor B.Star Sitter

“Taylor did great checking on our cats for a few days. Super fast to respond to messages and very kind, we really appreciated knowing our cats were in good hands.”


Moyu L.
“Moyu L. is one of the most caring and responsible people I know, especially with dogs. He’s raised his golden retriever Daisy since she was just 2 months old—taking her out every 3 hours, making nutritious meals, and training her with both voice and hand commands (even taking her to a training school!). His dog is incredibly well-behaved, which says a lot about Moyu’s patience and attention to detail. He’s also helped dog-sit for our friends’ dogs, from small breeds to large ones such as Bernedoodle, and always adapts to each dog’s unique needs with ease. Moyu is great at handling a wide variety of personalities—from calm and gentle pups to energetic, playful ones. Whether it’s special diets, routines, or just extra cuddles, Moyu handles it all with love and care. Anyone would be lucky to have him look after their pup!”




Whitney H.


“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!”


Sidney R.Star Sitter

“Great communication, wonderful care of our 2 cats while we were out of town. Sidney even picked up some extra food because I had miscounted the number of cans we needed. Thanks so much!”


Austin C.Star Sitter

“Austin is a dream walker! I got about 20 adorable pictures a day, all wallpaper and insta worthy ? He looked after my boisterous boy with enthusiasm, care and diligence. I cannot wait to plan my next vacation only so that newton and Austin can have more time together! ❤️ thank you so much, Austin!”


Amaya B.

“Amaya was super sweet and helpful. She worked with our schedule, and our pup loved hanging out with her!”


Azaria O.

“Otto has a great time every time Azaria stops by to check-in on him. Azaria is quick to respond to questions, works on training with Otto to help reinforce things he’s working on, and communicates very well.”




Hannah I.


“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)!”


Yashu R.
“I couldn’t have asked for a better dog sitter than Yashu! She took amazing care of my dog, Annie, and treated her like family. She’s incredibly kind, attentive, and followed all of my instructions perfectly. I could tell she truly cared about Annie’s comfort and happiness. She’s by far the most thoughtful and reliable dog sitter I’ve found”


Alisyn L.

“Would absolutely recommend Alisyn!! She has been wonderful with our older dog, Indy, over the last year. When we added a second dog (a young rescue with heartworm disease), I knew I could trust Alisyn to take great care of Eeva and keep her safe during treatment, too. We are so grateful to have such a dependable, experienced, and compassionate person watching and walking our pups!”


Alexander C.
“I have trusted Alex on multiple occasions with taking care of my pet pigeons and every time he has been reliable, checked in often, and overall showed an excellent standard of care. He also invests an incredible amount of time and research into making sure his own pets are healthy and have an enriching environment. I know from experience that he will treat any animal that comes into his life with the same attention to detail as he does his own.”
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 Oakbridge Community.
Rover makes it easy to find Oakbridge Community 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.
