Pet Sitting & Drop Ins in High Crossing, 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 High Crossing pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jeff went above and beyond to care for my cats. He is considerate and is clearly invested in the care he provides. All of his messages were thoughtfully written. I had no doubt that my girls were in good hands! Jeff is awesome!!!”
“I’m really happy I picked Anna to look after my cats! She gave me peace of mind about leaving them while I was on vacation, knowing they’d be well cared for. I’d definitely ask her to watch them again in the future!”
“Amanda was wonderful! This was my first experience with Rover and I couldn’t imagine a better caregiver for my pups. She took amazing care of them. Would absolutely love for her to care for my babies again!!!”
“I can’t say enough good things about Hailey. She is consistently reliable, incredibly kind, and genuinely invested in the well being of my two dogs. They absolutely love her! She’s great with communication, pays attention to the little details, and always makes sure the girls get the care, exercise and affection they need. It’s such a relief to have someone you can trust completely- Hailey is that person. Highly recommend her to anyone looking for exceptional pet care!”
“Darby was so great! She let our three dogs out for a potty break after my dog just had surgery and took great care of him. She did a lot for my dog with him needing help using the bathroom and wearing post surgery clothes/cone. She was super loving and friendly with the dogs. Highly recommend!”
“Kathryn did an amazing job caring for my grumpy old cat, Rumor. He doesn't usually like strangers, but she got him to play with toys and always spent time with him. I felt better knowing that she was checking in on him everyday!”
About: New to Rover, but NOT new to pet care! I have taken care of dogs, cats and other animals since I was 12 years old! I've had pets of all kinds for the past 10 years and I have also been hired to pet-sit for family, friends, and neighbors throughout middle school, high school and college! Additionally, my father owned a small dog walking business in our town while I was growing up, so I have lots of experience with walking all kinds of dogs. I am familiar with how to walk with and take care of dogs of all sizes from chihuahuas to great Danes! And I have experience working with varying ages, from puppies to older doggos who need additional care such as medication administration or walking accommodations. In addition to growing up with dogs, I've also had and taken care of cats, reptiles (lizards and turtles), rodents (hamsters, guinea pigs, rats & rabbits), and fish which gives me a wide range of drop-in visit expertise! I am familiar with how to clean liter boxes or small animal enclosures/cages, cleaning water fountains and food bowls, serving food and treats, administering medications, playing with your pet or using other forms of enrichment, etc. I am looking forward to working with you and your pet(s)! During the school year I work part-time, so I have plenty of time to hangout with your pet(s)! I am available on weekdays from 8am-1pm and 6pm-11pm. My weekend availability fluctuates, but when I am in town I am available on Saturdays and Sundays from 9am-9pm! Over the summer (June-Aug) I work as a camp counselor, so I am unavailable during the week but have availability over select weekends. I currently offer dog walking and drop-in visits for dogs, cats or small animals. To ensure your pet gets the best from me, I make sure that I have detailed instructions about what your pet needs from my visit and/or walk. This includes having conversations about things like how much to feed them and when, litterbox changing specifics, changing your pets water, keeping your pets areas clean, any medication instructions you have for me, where you want me to walk your dog, expectations for waste disposal, or any other specific details I need from you in order to take care of your pet!
“Sylvia was amazing! She kept great tabs on our kitties and sent daily pictures. Even our shy cat came out to greet her and play! I highly recommend Sylvia and plan on using her in the future”
“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!”
“Brittany did a great job taking care of my three cats, including dealing with some inappropriate urination one of my cats was doing. She did an extra cleaning of the pine litter boxes which I really appreciated.”
“Cassandra did an amazing job taking care of our cat, who needs daily liquid meds and a lot of attention! She gave us detailed reports and lots of pictures every day, which I really appreciated. She even made an extra trip to our house when something unexpected happened. Highly recommend her as a drop in cat sitter!”
“Megan was so amazing with my cat!! Peaches can be wary of new people and Megan took her time and gave Peach the space she needed, while also making sure she had everything she needed! Wonderful pictures and notes from every visit, I hope she can watch her again in the future!!”
“Adrianna was amazing to work with. She was communicative, reliable, and helped us feel that our elderly diabetic cat was going to receive the best care. Thanks for the wonderful experience!”
About: I have 2 large rescues that have been a part of my family for the last 9 years. When I lived in apartments, I helped watch other neighbors' dogs and always enjoyed getting to know them and learn about their routines, hobbies, and quirks. While my family never had a dog growing up, I love being around them now and could never go back to a life without them! Since I work part time at a local farm, and am only just getting my own farm up and running, I have a relatively flexible schedule from week to week, especially during the winter, early spring, and late fall. I am thorough when it comes to taking care of my dogs' health and safety, as well as the health and safety of all pets that are in my care. I am always vigilant about traffic while walking dogs near any roads, and am always careful of walking them near other animals. When in another's home I am respectful of boundaries and rules and always clean up after myself or any messes that a pet may make.
“Leah did a wonderful job taking care of Helen and Violet. When I returned home Helen and Vi were very mellow and relaxed because they had excellent care :) It meant so much to me to know that they were well cared for while I celebrated Christmas with my family in Oregon.”
About: Ive been taking care of my familys pets since I could walk When it was dinner time I fed them, or when it was time to go for a walk or go outside to use the bathroom I was right there, excited to help out. I do a lot of research into the pets I'm caring for to ensure I'm providing the best care possible I'm currently looking for work so I'll have plenty of time to hang out with your furry (or scaley) friends! I will update this once something changes. Im always learning new and better ways to care for animals. One of my favorite things is to research the animals and find out the best ways to care for them
High Crossing pet parents share their Rover experiences
We were gone for 10 days and Claire took amazing care of our cats and gave us great updates. Our human shy cat was playing with her and coming up to her by the end! We also have a cat with dietary restrictions and she took care of him without any problems at all. Thanks for taking care of our boys!
As my first experience using Rover, I am very thankful to have found Cassandra!! We hired her for drop in visits, and she left us with daily reports and many happy kitty pictures. :)) I could tell our cat was enjoying her company very much. We’re so grateful to her for watching him on short notice over the holiday, and for her professionalism. She is a great communicator, and very responsive in her messages. I couldn’t have asked for a better person to look after our little guy. :)) Thank you!!!
Adrianna has been absolutely wonderful with Sana. She took great care of her during the Christmas holiday, and we felt completely at ease knowing Sana was in such good hands. We’ve been a returning client for a long time, and Adrianna has always been reliable, caring, and attentive. Sana is very comfortable with her, which means a lot to us.
Since recently moving to Madison, I have been overjoyed to discover Alisha. She has become a lovely caregiver for my anxious rescue dog. Our partnership kicked off with a thorough meet-and-greet that instantly built trust, evolving into drop-in visits and dog-walking sessions, with overnight house-sitting on the horizon for future needs. Alisha's calm, nurturing demeanor is exactly what my dog needs, who has a challenging history of anxiety and trust issues. Alisha consistently shares reassuring photos alongside detailed updates, giving me peace of mind no matter how long I'm away. I would highly recommend Alisha to fellow dog owners, especially those with loving yet challenging pets that require extra patience and understanding. Hazel is forming a genuine bond with her, displaying real joy and relaxation in her presence—precisely what I hoped for—and I eagerly look forward to booking her services again.
Lynelle did such a wonderful job with our dog, Remi! Our pup was a bit nervous at first but Lynelle was so patient with her. She is so easy to communicate with and sent cute photos of Remi after the visit! Thank you so much for taking such a great care of Remi!
Kiefen was great! He came to and let my dog out during the day. He was very flexible as this was kind of a last-minute thing. He provided pictures and lots of updates. He took great care of my dog and everything was locked and secured when I got home. I would definitely trust him with Thor again!
Bro is very dedicated, transparent, and really cares about my pets. It has been a very long 2 months of scheduled weekly visits and I am happy to come back to my pets all well-taken care of. I definitely recommend Steve to anyone looking for responsible pet sitters.
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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 High Crossing.
Rover makes it easy to find High Crossing 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.
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