Pet Sitting & Drop Ins in Cherokee Garden, 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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Loving pet sitters in your neighborhood
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1. Jen D.

“I will have to book Jen again as my dog will sure miss her! She was wonderful and so easy to work with. Momo will definitely be sad she won’t see you as often. Thank you for all you do!”


2. Alanna S.

“I booked with Alanna again for a last-minute holiday trip, and once again, she went above and beyond for my babies. Her extra care and love meant the world to me, especially since I couldn’t be with them for Christmas. I’m so grateful for the kindness and attention she showed to my crew—it truly gave me peace of mind!”


3. Laura S.
“Laura truly cared for my two dogs like they were her own. She was very attentive to their individual needs and quirks and went out of her way to make them feel comfortable with her. My one dog, Freddie, is fearful of new people and was initially skeptical of Laura. By the end of the week, she was easily his favorite human! It is a huge relief knowing your critters are well taken care of and well loved when you're away. She sent us regular photos and updates and was wonderful all around. Highly recommend!”




4. Megan B.
“Dependable dog walker who really understands animals and animal behavior. She has trained a Guiding Eyes Dog and has a degree in animal science. Plus she just loves loves loves dogs!”


5. Maggie P.

“Maggie dropped by to meet the week before so we could go over expectations both of us had and to meet my girls. From what I could see when I returned, things were left where they needed to be, and more importantly, the girls were fed and happy. The pictures she sent were a fun way to know the girls were being looked after! She was flexible as I made changes, since my original booking accounted for morning visits instead of afternoon visits and I needed to cancel a couple of days' visits. Thank you, Maggie!”


6. Megan T.

“Megan was so fantastic with my energetic, young kitty!! She was very communicative and flexible. Will be using her services again. Thanks Megan!!”


7. Steve J.

“Steve did a wonderful job of checking in on my fuzzball and giving me updates. Highly recommended!”


8. Taryn E.


“Taryn was excellent. It was our first time using Rover for drop-in visits. Our cats loved Taryn and she took great care of them. She was a great communicator and went above and beyond. We will definitely use Rover again because of our wonderful experience with Taryn.”


9. Anne S.

“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.”


10. Katie T.

“Katie was very communicative with us and was great with Iggy, even during his first meeting hyperactive moments! Would definitely recommend to others and would hire again!”


11. Christine W.
“Your pet will truly be in the best of care with Christine. You could not ask for a better person who knows so much about pet care! She has personally loved such.a wide variety of pets with such compassion, that whether you have a dog, cat, beta fish or fancy rats, she will do everything she possibly can to insure they are well cared for. I lived with Christine for several years, and during the time we were together, I saw how much care she put in to each and every pet member of our household, whether or not she was the "owner" of the pet or if their care was her "responsibility." She even has vet assistance and grooming experience so you know your pet is in good hands! Having lived with Christine and seen her dedication to responsible pet ownership day in and day out, I know from experience that you can trust that she will give extra consideration and genuine care to your pets.”


12. Annmarie S.

“Communication with Annmarie was easy and clear and her updates were very appreciated. My cat and dog clearly had a nice time with her. Would definitely book with her again.”


13. Jennifer K.
About: With 5 years of experience caring for dogs, through fostering and those of friends and family, I’ve gained a deep understanding of their unique personalities and needs. I respect every dog’s individuality and adapt my care to provide just the right balance of attention and activity. Whether your pup enjoys leisurely companionship and a calm presence or thrives on interactive play, exercise, and affection, I’m here to ensure they feel safe, happy, and fulfilled. My goal is to meet every dog where they are, providing thoughtful, loving care tailored to their needs. Working from home allows me to offer flexible scheduling for pet care. I can easily adapt to your needs, ensuring your pets receive timely and attentive care I prioritize understanding each pet's unique needs and preferences, whether at my home or yours. I adapt my care style to provide a safe, nurturing, and tailored environment for every furry friend


14. Ryan A.

“Ryan was very kind and prompt. He took time to to set up a meet and greet prior to his first visit. We will definitely have him again in the future!”


15. Salem E.

“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.!”


16. Kagen & Matthew D.


“Kagen was prompt was so kind with Luna. Kagen made sure she had dinner and a nice break in the evening. Luna and I are looking forward to Kagen's future visits!”


17. Sarah W.

“Sarah took such great care of Pita! We appreciated the cute photos and pet POV updates that let us know how much Pita was loving Sarah’s visits. I would 100% recommend Sarah for any pet care needs!”


18. Kaitlyn L.

“Kaitlyn fed and visited with our dog Meg this past weekend. She took lots of pictures and was great about communicating with me. I will definitely be using her services again in the future!!”


19. Lauren K.
“Lauren is fantastic with our dogs. When she dog sits for us, she is ensures to keep the dogs active and pampered throughout the day. She is consistently fun and caring and our dogs love spending time with her. She’s also helped us with a bit of training and advice on how to train good behaviors in and bad behaviors out.”


20. Amy Lynn R.


“We had Amy stop by to let our dogs out while we were at a wedding. They had only met her once before and took to her right away when she stopped by for a second pre-visit. Everything went great! The rover card was great and we really appreciated seeing some pictures (the dogs were relaxed and happy). Can't wait to use Amy again!”
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
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Cherokee Garden on Rover as of Jul 2024 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jul 2024, there are 168 pet sitters in Cherokee Garden. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 90% of Cherokee Garden pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 7 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Cherokee Garden.
Rover makes it easy to find Cherokee Garden 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
There are 168 pet sitters in Cherokee Garden on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
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.
