House Sitting in Cherokee Garden, Madison, WI
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Top rated Cherokee Garden house sitters

“Brenda was amazing!!! She took great care of our house and our cats. Sent pictures and updates, and left the house cleaner than she found it. 😁 We needed last minute help, and she was so flexible and accommodating! I would not hesitate to hire her again!”


“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!!”


“Tiana really did a nice job with our pups while we were away. They got out and about and were very well treated! The house looked great upon return and the dogs looked happy! We appreciated the frequent pics and updates while away too. Great professional sitter, excellent job overall!”


“I am incredibly grateful to Alexandria for watching my dog, Topi. She is not only kind and pleasant, but she genuinely cares for Topi’s well-being. Alexandria went above and beyond to ensure Topi was happy and comfortable. Her attentive and loving nature truly sets her apart. I highly recommend her to anyone in need of a trustworthy and compassionate pet 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!”



“Megan stayed at our house for 6 nights while we were out of state. She was extremely communicative, sent lots of photo updates, even brought over her parents Aussie for a playdate (with my permission of course)! Bonus, she even groomed Oakley! We came back to a clean house and happy dog. Would highly recommend Megan.”


“Marley goes above and beyond and I’d highly recommend her to anyone looking for a sitter. Our cat has to take medication and she did great handling that. We were out of town and I trusted her completely. She offered updates and pictures and we knew our cat was in great hands. Her knowledge and professionalism sets her apart from the rest! :)”


“Salem did a great job taking care of my two dogs. They stayed over at my house (cared for the dogs in my home while I was gone multiple days) and left things in good shape. They are super responsive, and sent me lots of photos and updates so I could see how everything was going. I would definitely recommend them!!”



“Tina was attentive to my kitty and connected with him well during our meet-&-greet. She was flexible with logistics as needed and took good care of my kitty. Came home to a house at least as clean as I had left it.”


“Anna is a fantastic dog sitter who goes above and beyond for her clients. Before having Anna sit for us for the first time, she made the effort to come by and visit our pup. This was so important for there reasons: 1. Gave our pup the opportunity to become friends with Anna; 2. Allowed our dog to feel comfortable in her home with this new friend; and 3. Gave us the opportunity to show Anna where the important things for our dog are in the house. Anna is prompt and communicative. She gave us photo and text updates throughout her visit. She is clearly a kind and respectful person and dogs seem to love her immediately. I will most definitely reach out to Anna again for any dog sitting/house sitting occasions.”



“Scott was our first introduction to Rover. We really appreciated that he could come on short notice to sit with our 22-week old puppy. We loved Scott's relaxed and gentle way with our dog who is so excited to meet someone new, but is still in manners training in how to greet people. Scott quickly picked up on what we were trying to teach and went along with that routine. Scott arrived on the dot of our agreed time and we plan to ask him to come again!”


“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!”


“Annmarie has watched Winston for us multiple times now. She really goes above and beyond to make sure our boy is well taken care of! Our pup is not an easy dog, and requires multiple attempts at walks and potty breaks. She's patient and caring with him - making sure all his needs are met while we're away! Not only does she take great care of Winston, she goes above and beyond to keep us updated while we're away. We're so grateful to have found such a wonderful pet sitter.”


“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.”


“Vanessa is a great cat sitter! She gives my cats plenty or playtime and petting. She sent pictures of the cats to me everyday while I was on vacation with a report on how they were doing. Totally gave me peace of mind while I was away and allowed me to enjoy my vacation without worrying about my cats. :)”


About: I’ve been taking care of animals all my life but have professionally done in the past 6 years! I love spending time around animals and I also stay hyper vigilant if there’s any issues going on! I am currently working in sales where I spend all day in Costco, so I'm looking for a way to get outside and make a new community of friends, and get some walk and play time in with a furry friend! Always more than happy to make time for your pet! I have a cat named Theo and he gets fed on a schedule three times a day, which seems to the perfect mix. I like to keep pets on a schedule and active so that they’re getting all the enrichment and care that they need! If there’s not a fenced in yard, I’m happy to go for a walk!

“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!”


“Coral is a fantastic dog sitter! They were incredibly kind and communicative, and sent photos throughout. They took my dog on many walks, including a lovely hike. I felt very comfortable hosting Coral in my home, and they left everything exactly as it was, even washing their sheets and towels without my asking, and refilling my dog's cong. My dog clearly absolutely adored Coral, even though she is high anxiety and can be shy with strangers—at the end of the sit, Coral was very clearly now a trusted friend. They gave my dog daily meds, too. I would not hesitate to invite Coral back to sit.”

Loving house sitters in your neighborhood
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Brenda S.

“Brenda was amazing!!! She took great care of our house and our cats. Sent pictures and updates, and left the house cleaner than she found it. 😁 We needed last minute help, and she was so flexible and accommodating! I would not hesitate to hire her again!”


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!!”


Tiana B.Star Sitter

“Tiana really did a nice job with our pups while we were away. They got out and about and were very well treated! The house looked great upon return and the dogs looked happy! We appreciated the frequent pics and updates while away too. Great professional sitter, excellent job overall!”


Alexandria P.

“I am incredibly grateful to Alexandria for watching my dog, Topi. She is not only kind and pleasant, but she genuinely cares for Topi’s well-being. Alexandria went above and beyond to ensure Topi was happy and comfortable. Her attentive and loving nature truly sets her apart. I highly recommend her to anyone in need of a trustworthy and compassionate pet sitter.”


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!”




Megan B.Star Sitter

“Megan stayed at our house for 6 nights while we were out of state. She was extremely communicative, sent lots of photo updates, even brought over her parents Aussie for a playdate (with my permission of course)! Bonus, she even groomed Oakley! We came back to a clean house and happy dog. Would highly recommend Megan.”


Marley M.

“Marley goes above and beyond and I’d highly recommend her to anyone looking for a sitter. Our cat has to take medication and she did great handling that. We were out of town and I trusted her completely. She offered updates and pictures and we knew our cat was in great hands. Her knowledge and professionalism sets her apart from the rest! :)”


Salem E.

“Salem did a great job taking care of my two dogs. They stayed over at my house (cared for the dogs in my home while I was gone multiple days) and left things in good shape. They are super responsive, and sent me lots of photos and updates so I could see how everything was going. I would definitely recommend them!!”


Amanda S.Star Sitter

“Good communication and appropriate check ins. Handled being accidentally locked out very well when the battery to my keypad lock died. Would book again.”




Tina B.Star Sitter

“Tina was attentive to my kitty and connected with him well during our meet-&-greet. She was flexible with logistics as needed and took good care of my kitty. Came home to a house at least as clean as I had left it.”


Anna H.

“Anna is a fantastic dog sitter who goes above and beyond for her clients. Before having Anna sit for us for the first time, she made the effort to come by and visit our pup. This was so important for there reasons: 1. Gave our pup the opportunity to become friends with Anna; 2. Allowed our dog to feel comfortable in her home with this new friend; and 3. Gave us the opportunity to show Anna where the important things for our dog are in the house. Anna is prompt and communicative. She gave us photo and text updates throughout her visit. She is clearly a kind and respectful person and dogs seem to love her immediately. I will most definitely reach out to Anna again for any dog sitting/house sitting occasions.”




Scott S.

“Scott was our first introduction to Rover. We really appreciated that he could come on short notice to sit with our 22-week old puppy. We loved Scott's relaxed and gentle way with our dog who is so excited to meet someone new, but is still in manners training in how to greet people. Scott quickly picked up on what we were trying to teach and went along with that routine. Scott arrived on the dot of our agreed time and we plan to ask him to come again!”


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!”


Jessica & Andrew B.


“Jessica and Andrew were great with my dog, Greta. They took such good care of her and sent regular photo updates. They were so helpful and considerate.”


Annmarie S.Star Sitter

“Annmarie has watched Winston for us multiple times now. She really goes above and beyond to make sure our boy is well taken care of! Our pup is not an easy dog, and requires multiple attempts at walks and potty breaks. She's patient and caring with him - making sure all his needs are met while we're away! Not only does she take great care of Winston, she goes above and beyond to keep us updated while we're away. We're so grateful to have found such a wonderful pet sitter.”


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.”


Vanessa U.

“Vanessa is a great cat sitter! She gives my cats plenty or playtime and petting. She sent pictures of the cats to me everyday while I was on vacation with a report on how they were doing. Totally gave me peace of mind while I was away and allowed me to enjoy my vacation without worrying about my cats. :)”


Ashley H.
“I have known Ashley for over 5 years. She is one of the most responsible person I know. She used to have a dog, and I have seen how much love and care she gave him. She is currently a cat mom that loves to spoil him with affection and love. Ashley loves the outdoors, so I have no doubt in my mind that she will be an excellent candidate to walk all the precious puppies in the neighborhood! She also has an experience working at a vet clinic, so she has a eye for detail, and experience to understand the pets needs. I would trust her with all of my own pets!”


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!”


Coral W.

“Coral is a fantastic dog sitter! They were incredibly kind and communicative, and sent photos throughout. They took my dog on many walks, including a lovely hike. I felt very comfortable hosting Coral in my home, and they left everything exactly as it was, even washing their sheets and towels without my asking, and refilling my dog's cong. My dog clearly absolutely adored Coral, even though she is high anxiety and can be shy with strangers—at the end of the sit, Coral was very clearly now a trusted friend. They gave my dog daily meds, too. I would not hesitate to invite Coral back to sit.”
Cherokee Garden pet parents share their Rover experiences
Lauren and Nia did a wonderful job housesitting and caring for our two large dogs. They were responsible, clean, and great at communicating with us. They followed all our instructions, and we came home to some very happy pups that were obviously well cared for. We highly recommend Lauren and Nia!

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.
