House Sitting in Cherokee Garden, Madison, WI
Find a loving house sitter to watch over your pets and your home.

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Top rated Cherokee Garden house sitters

“We had last minute plans and Katie came to our rescue! One of our dogs just had a minor surgery and one was full of energy - and both were well taken care of during our day trip. Thank you!!”


“Jolie was great! She sent numerous pictures and the cat and the dog looked relaxed and normal. Jolie reached out with a question at the very end of her stay. I appreciate the attention to detail and her care of our pets and our house!”


“Salem took fantastic care of our dog while we were gone. They sent us regular photos and updates and my dog looked like she was having a great time. Our house was in great shape, too!”


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 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.


“We had Tina meet our dogs to make sure she would want to do it. We have a needy Bulldog and a protective Mix. By the time Tina left our house, the dogs were great with her. She sent pictures and updates on the dogs daily and everything they were bothering her with, they bother our family with when were home. So we knew the dogs were comfortable. We will definitely seek out Tina in the future.”


“Natalee was phenomenal with Remora! Consistent updates, cute pics of my cat, and very reliable with scheduling and coordination. Natalee took great notes to make sure Remora was cared for the best as could be. Thank you!!”


“Stephanie took excellent care of our 4 year old poodle, bonding with him immediately and taking him on nice walks and keeping him happy while we were gone. She even brought her own long leash so he could run around at the park while she made sure he couldn’t take off. Very kind, conscientious sitter!”


“Jessica watched our 2 dogs while we were out of town! I loved that she sent pics and updates everyday and kept us in the loop. She was also great at troubleshooting to fix a stubborn stuck door in our house (where the dog food was).”


“Josh was wonderful! Our dog can be wary of new people, but Josh took the time to get to know him and let Coqui warm up to him slowly. He was respectful of our property (left our house so clean), was highly responsive, and communicative. We will definitely hire Josh again!”


“Jennifer was fantastic with Ollie! He loved her right away and I felt very comfortable having her care for him. She gave me updates and sent pics throughout the stay which I greatly appreciated. Excellent first sir and would certainly have her sit again!”


“We were very pleased with Karina house sitting for us! She asks about specific commands, dietary needs, and preferences of our dog, which was incredibly sweet and thoughtful. She also provides detailed updates and appears to really adore and read pup personalities well. We would highly recommend Karina and will definitely reach out to her again!”


“Lauren and Nia were great with our pets and us! This was our first time using pet sitters and they really helped put us at ease through the process. With picture and video updates we knew our dogs and cats were having a good time and being well cared for. Highly recommend using them!”


“12 out of 10. Jessa truly saved me with a last minute request after I had a few rover sitters canceled on me. She came and met my dogs and also was gracious enough to keep an eye on my garden. I will absolutely be using her in the future.”


“Cassandra was fantastic with our two pups while we were away for a few days. She’s very patient and understanding with our dogs’ needs. She’s very communicative; asking questions, sending updates and sharing pics daily. Thank you again!”


“Annemarie was a WONDERFUL dog sitter for my pup! She was so attentive and kept me informed the entire time, and Laika absolutely adored her. I will definitely be rebooking!”


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.
Loving house sitters in your neighborhood
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Tiana B.Star Sitter

“Tiana was very dependable and took very good care of Hobbes”


Katie T.Star Sitter

“We had last minute plans and Katie came to our rescue! One of our dogs just had a minor surgery and one was full of energy - and both were well taken care of during our day trip. Thank you!!”


Jolie ZevallosStar Sitter

“Jolie was great! She sent numerous pictures and the cat and the dog looked relaxed and normal. Jolie reached out with a question at the very end of her stay. I appreciate the attention to detail and her care of our pets and our house!”


Salem E.

“Salem took fantastic care of our dog while we were gone. They sent us regular photos and updates and my dog looked like she was having a great time. Our house was in great shape, too!”


Brenda S.
“Brenda has cared for our pets as well as our home during our vacations for the last 4 years. She has proven herself to be caring, considerate, responsible, and trustworthy, which for us eliminates stress as we know our pets and our home are in good hands when we are traveling. I wholeheartedly recommend her to friends and neighbors without any hesitation or reservation!”


Samantha M.

“Samantha is a very good worker. She is very responsable and she is always on time. She took care of Rokko very well and Rokko was very happy since the first moment. We appreciated her work very much.”




Tina B.Star Sitter

“We had Tina meet our dogs to make sure she would want to do it. We have a needy Bulldog and a protective Mix. By the time Tina left our house, the dogs were great with her. She sent pictures and updates on the dogs daily and everything they were bothering her with, they bother our family with when were home. So we knew the dogs were comfortable. We will definitely seek out Tina in the future.”


Sophie H.

“We are always grateful for the loving care that Sophie gives to our dog, Dash. Always reliable, excellent communication and a joy to have at our home while we are away!”


Natalee Y.

“Natalee was phenomenal with Remora! Consistent updates, cute pics of my cat, and very reliable with scheduling and coordination. Natalee took great notes to make sure Remora was cared for the best as could be. Thank you!!”


Stephanie H.Star Sitter

“Stephanie took excellent care of our 4 year old poodle, bonding with him immediately and taking him on nice walks and keeping him happy while we were gone. She even brought her own long leash so he could run around at the park while she made sure he couldn’t take off. Very kind, conscientious sitter!”


Vanessa U.

“Vanessa was great! My dog loved her. Very communicative and goes the extra mile. I will definitely book her again.”


Jessica & Andrew B.


“Jessica watched our 2 dogs while we were out of town! I loved that she sent pics and updates everyday and kept us in the loop. She was also great at troubleshooting to fix a stubborn stuck door in our house (where the dog food was).”


Joshua D.

“Josh was wonderful! Our dog can be wary of new people, but Josh took the time to get to know him and let Coqui warm up to him slowly. He was respectful of our property (left our house so clean), was highly responsive, and communicative. We will definitely hire Josh again!”


Jennifer H.

“Jennifer was fantastic with Ollie! He loved her right away and I felt very comfortable having her care for him. She gave me updates and sent pics throughout the stay which I greatly appreciated. Excellent first sir and would certainly have her sit again!”


Karina M.

“We were very pleased with Karina house sitting for us! She asks about specific commands, dietary needs, and preferences of our dog, which was incredibly sweet and thoughtful. She also provides detailed updates and appears to really adore and read pup personalities well. We would highly recommend Karina and will definitely reach out to her again!”


Nicholas & Lauren R.

“Lauren and Nia were great with our pets and us! This was our first time using pet sitters and they really helped put us at ease through the process. With picture and video updates we knew our dogs and cats were having a good time and being well cared for. Highly recommend using them!”


Jessa E.

“12 out of 10. Jessa truly saved me with a last minute request after I had a few rover sitters canceled on me. She came and met my dogs and also was gracious enough to keep an eye on my garden. I will absolutely be using her in the future.”


Cassandra B.Star Sitter

“Cassandra was fantastic with our two pups while we were away for a few days. She’s very patient and understanding with our dogs’ needs. She’s very communicative; asking questions, sending updates and sharing pics daily. Thank you again!”


Annmarie S.Star Sitter

“Annemarie was a WONDERFUL dog sitter for my pup! She was so attentive and kept me informed the entire time, and Laika absolutely adored her. I will definitely be rebooking!”


Samantha S.
“Sam took amazing care of our pets! We have 2 dogs and a cat, all with very different personalities. She got to know all of them and get each one exactly what they need. Even if it’s been a while between visits, our pets are so excited to see her and get their personalized attention. I couldn’t recommend Sam enough!”
Cherokee Garden pet parents share their Rover experiences
Sabrina is incredible. She stepped into a complex situation on zero notice — taking over care of a timid, recently rescued dog while also managing my home during a medical emergency. From the very first meeting, her calm energy and deep compassion for animals stood out. She was flexible, responsive, and completely trustworthy. I would highly recommend her.

Brea was amazing with my dog! I got daily updates and could tell my pup was happy and well cared for. It gave me total peace of mind while I was away. Highly recommend and will definitely book again! If you’re looking for someone who truly loves what they do and treats your pet like family, Brea is the one!

How Rover works
1. Search
Read verified reviews and choose a house 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 house and 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 house 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.
House Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Cherokee Garden.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Cherokee Garden house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
