Dog Boarding in Cherokee Garden, Madison, WI
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Cherokee Garden dog boarders

“Our dog Gatsby has stayed with Edith on multiple occasions and always has a wonderful time! We love all of the updates that Edith sends and we know that he is getting the best of care while we are away. Even when our dog has less than stellar behavior Edith takes it all in stride and keeps us updated. Thank you Edith!”


“I could not ask for a better care provider for my Maltese Ollie, who has been cared for by only family members until recently! Hope went above and beyond to ensure that Ollie was comfortable while I was away. She invited Ollie and me to her home before committing to caring for Ollie. She was honest in sharing his daily joys and stressors, which was refreshing! She also provided suggestions to improve Ollie's comfort the next time I am away - too awesome!”


“Joan was very accommodating and sent photos of my babies everyday. They looked super happy and napped very well when they were home. Thanks so much for watching them! :)”


“Our dog Wallace is always excited to visit "Uncle Bob". The update photos from his recent 4 day stay showed a smile on his face every time. Robert is a top notch provider and we appreciate his flexibility with the changes to our last service. We highly recommend Robert!”


“Duane and Lauren were wonderful to work with and took great care of our two dogs!!! Their communication was terrific and they were very flexible. We would love to have our dogs stay with them again!!”


“Kristin and her family were wonderful caregivers to our dog Max. She sent us photos and updates to keep in touch! We would recommend Kristin and will rebook in the future!”


“Last minute booking and sitter was super accommodating! Kept me posted with pics and videos. I felt super comfortable and that my pup was in good hands as soon as I walked in the door! Highly highly recommend!”


“Yoki and Derek were amazing!! My pup Millie stayed with them for this past weekend…..we received so many pictures and knew she was having fun every second she was there! Highly recommend!!”


“My mini poodle absolutely LOVES going to Camp Laura! Penny stayed with Laura recently for several days, and Laura took such amazing care of her. Penny got to walk and go to the dog park daily, play with Laura's pets and sleep in comfort each night. I never worry when Penny stays with Laura because Laura is so kind and caring. We will enlist Laura again when we need a safe and happy place for Penny! Thank you, Laura!”


“I can't say enough positive things about Gilian! Most importantly, she took great care of my dog. He came back in clean, healthy, and happy condition. The everyday updates, flexibility, and quick responses made the entire experience fantastic. Highly recommended for any dog owner!”


“Al and Hannah were phenomenal! They were very responsive and sent a lot of updates through my dog's stay. It made me feel very comfortable leaving Cas with them, and I absolutely will again if the need arises. Highly recommend!”


“Suellen was available for last minute sitting for our dog. She is extremely caring and attentive. She did a wonderful job keeping him occupied and provided us with lots of updates throughout the weekend. We could tell he really enjoyed his time with her.”


“Nick was amazingly communicative. She loved him immediately. He and his family were super friendly at the meet and greet and their fur children accepted her as a part of “the pack”. Can’t speak highly enough of the care my girl got while there:) Highly recommend!”


“Mary took our dog for our wedding weekend and she was great! Pugsy had a great time with her dog, going on a walk, and going to the dog park! She sent pictures and we did not worry about Pugsy at all! We will definitely book with Mary in the future!”



“Scott was so great! Came through and took such good care of Penny when we were in need last minute. She was happy and loved and we received nice updates. Will definitely have him watch Penny again.”


“What a great environment for my dog! He had two awesome dogs to play with and two awesome loving people to take care of him. Thank you so much. I didn't worry one bit and I'm excited for him to go back to you guys. Wonderful experience.”


“Neila always enjoys her stays here! They're very professional and kind, and I'm very happy to have found people I can trust with taking care of my dog. They do a tremendous job in making sure that Neila's needs are met. I would highly recommend them to anyone searching for reliable people for boarding.”


“Michelle is amazing! She was so communicative and provided lots of pictures. Good updates and very receptive. She took the time to really listen to my dogs backstory. I knew my dog was being well taken care of and I would absolutely have her watch him again!”

Loving dog boarding sitters in your neighborhood
Search Results


Edith S.Star Sitter

“Our dog Gatsby has stayed with Edith on multiple occasions and always has a wonderful time! We love all of the updates that Edith sends and we know that he is getting the best of care while we are away. Even when our dog has less than stellar behavior Edith takes it all in stride and keeps us updated. Thank you Edith!”


Anne S.Star Sitter

“As a repeat client, I am once again grateful for finding Anne on Rover. She’s so sweet sharing photo updates while we’re away and took him on multiple walks a day.”


Hope R.

“I could not ask for a better care provider for my Maltese Ollie, who has been cared for by only family members until recently! Hope went above and beyond to ensure that Ollie was comfortable while I was away. She invited Ollie and me to her home before committing to caring for Ollie. She was honest in sharing his daily joys and stressors, which was refreshing! She also provided suggestions to improve Ollie's comfort the next time I am away - too awesome!”


Joan F.Star Sitter

“Joan was very accommodating and sent photos of my babies everyday. They looked super happy and napped very well when they were home. Thanks so much for watching them! :)”


Robert L.
Star Sitter


“Our dog Wallace is always excited to visit "Uncle Bob". The update photos from his recent 4 day stay showed a smile on his face every time. Robert is a top notch provider and we appreciate his flexibility with the changes to our last service. We highly recommend Robert!”


Duane & Lauren S.Star Sitter

“Duane and Lauren were wonderful to work with and took great care of our two dogs!!! Their communication was terrific and they were very flexible. We would love to have our dogs stay with them again!!”


Kristin K.Star Sitter

“Kristin and her family were wonderful caregivers to our dog Max. She sent us photos and updates to keep in touch! We would recommend Kristin and will rebook in the future!”


Kaycee & Robert R.

“Last minute booking and sitter was super accommodating! Kept me posted with pics and videos. I felt super comfortable and that my pup was in good hands as soon as I walked in the door! Highly highly recommend!”


Yoki & Derek Z.Star Sitter

“Yoki and Derek were amazing!! My pup Millie stayed with them for this past weekend…..we received so many pictures and knew she was having fun every second she was there! Highly recommend!!”


Laura S.Star Sitter

“My mini poodle absolutely LOVES going to Camp Laura! Penny stayed with Laura recently for several days, and Laura took such amazing care of her. Penny got to walk and go to the dog park daily, play with Laura's pets and sleep in comfort each night. I never worry when Penny stays with Laura because Laura is so kind and caring. We will enlist Laura again when we need a safe and happy place for Penny! Thank you, Laura!”


Gilian S.Star Sitter

“I can't say enough positive things about Gilian! Most importantly, she took great care of my dog. He came back in clean, healthy, and happy condition. The everyday updates, flexibility, and quick responses made the entire experience fantastic. Highly recommended for any dog owner!”


Alexander & Hannah K.

“Al and Hannah were phenomenal! They were very responsive and sent a lot of updates through my dog's stay. It made me feel very comfortable leaving Cas with them, and I absolutely will again if the need arises. Highly recommend!”


Suellen A.Star Sitter

“Suellen was available for last minute sitting for our dog. She is extremely caring and attentive. She did a wonderful job keeping him occupied and provided us with lots of updates throughout the weekend. We could tell he really enjoyed his time with her.”


Nick K.


“Nick was amazingly communicative. She loved him immediately. He and his family were super friendly at the meet and greet and their fur children accepted her as a part of “the pack”. Can’t speak highly enough of the care my girl got while there:) Highly recommend!”


Mary Z.Star Sitter

“Mary took our dog for our wedding weekend and she was great! Pugsy had a great time with her dog, going on a walk, and going to the dog park! She sent pictures and we did not worry about Pugsy at all! We will definitely book with Mary in the future!”




Scott S.

“Scott was so great! Came through and took such good care of Penny when we were in need last minute. She was happy and loved and we received nice updates. Will definitely have him watch Penny again.”


Brian & Jessie B.

“What a great environment for my dog! He had two awesome dogs to play with and two awesome loving people to take care of him. Thank you so much. I didn't worry one bit and I'm excited for him to go back to you guys. Wonderful experience.”


LAVAL [VAL] S.
Star Sitter


“Neila always enjoys her stays here! They're very professional and kind, and I'm very happy to have found people I can trust with taking care of my dog. They do a tremendous job in making sure that Neila's needs are met. I would highly recommend them to anyone searching for reliable people for boarding.”


Michelle F.

“Michelle is amazing! She was so communicative and provided lots of pictures. Good updates and very receptive. She took the time to really listen to my dogs backstory. I knew my dog was being well taken care of and I would absolutely have her watch him again!”


Katherine H.

“Katherine was great with my cat! He is on medication so cannot be left alone for more than a night. She made sure he had his medicine everyday and kept him entertained!”
Cherokee Garden dog parents share their Rover experiences
From start to finish, we had a great experience working with Nick. He is very responsive and was happy to answer any questions that I had. I also had a great time out of town knowing that Kylo was in good hands. Kylo had a blast playing with Nick's dogs, and I was happy to bring home a worn out pup. I definitely plan on booking with Nick again!

Hope did such an amazing job with my dog Bugs! I got plenty of updates and felt confident that he was always feeling safe in her care and making new friends. She deeply understands dogs’ different personalities and ensures that every pet in her care is very well taken care of, comfy, and safe.

Popular requests near you
Select a filter and find qualifying Cherokee Garden sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs 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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Cherokee Garden.
Rover makes it easy to find Cherokee Garden dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their 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 dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
