Dog Boarding in Richmond Hill, Madison, WI
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Top rated Richmond Hill dog boarders

“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!”


“Duane and Lauren are always so accommodating and flexible when we book with them! Our pup is always exciting to stay with them and it makes me happy to know she likes to be there! Thank you so much Duane and Lauren for always taking care of Stormi!”


“Joan did a wonderful job caring for our sweet geriatric dog, Daisy. She needed a laid back, comfortable take-it-slow environment and Joan and her dogs were a great fit for her. We got pictures every day which assured us that Daisy was enjoying her "summer camp" experience as we enjoyed our trip away.”


“Hazel stayed with Yoki and Derek for over a week and had a great time. I know that Hazel can be a handful and can demand a lot of attention at times. I felt like Yoki and Derek really understood Hazel’s needs and took very good care of her. I can tell that they treat all dogs in their care like family and that was wonderful to see. They are very generous and giving people. Their very big and spacious yard was great for Hazel to run around and play in. I also really appreciated the daily communication which was very important to me. I loved receiving videos, beautiful photos and updates on a daily basis and it gave me so much peace of mind and showed me that Hazel was well taken care of and was enjoying her stay. I’m very appreciative to Yoki and Derek for their work especially since I know this is not always an easy job to do.”


“Amanda was so great to work with during our trip. I have yet to travel since being a dog mom and was extremely nervous to leave my 1 year old dog for a week. Stormey had only been away from my husband & I 3 nights total since she came home over a year ago. Amanda not only eased my nerves but sent us pictures showing how much Stormey LOVED being with them for the week. I would not hesitate to recommend or book with Amanda again. Thank you, Amanda and Paul for giving a loving home to our baby girl for the week!”


“Robert was truly amazing! We took a trip to Wisconsin, and he took such great care of our dog, Rice. Not once did we have to stress. Robert provided lots of photos, which reassured us that Rice was also having the time of his life. I would recommend Robert to everyone I know!”


“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!”


“Emily was a great sitter! Toph was well taken care of and we received daily updates with photos. If anything came up she was in contact with us to let us know. From the pictures our dog was very happy and well loved while we were out of town.”


“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!”


“Gillian did a great job caring for our puppy. She asked a lot of questions at the initial meeting so that she could best care for our dog. Our pet has had some health issues in the past, so she’s a bit high maintenance & not yet spayed. Gillian was totally comfortable with all we asked. She gave medications & cared for our puppy as if she was her own. Gillian sent text updates and a lot of pictures each evening.”


“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!”



“Sarah sent lots of updates & pics while our dog was in her care, and he seemed to have a great time judging by how tired he was for a few days after we picked him up! Will definitely board him with her again.”



“Janie provided wonderful care to my dog, Bailey. I could not be happier! She sent lots of photos of their time, took him to the park, and even gave him a bath when he had too much fun in the mud :). I felt very comfortable and confident that Janie would treat Bailey like her own. He came home happy and tired !”


“Emily is amazing! She clearly provided a safe and fun second home for our dog over a long weekend. We received frequent updates and pictures. Everything we could have possibly wanted in a dog sitter and more. Would be more than happy to let Ruby stay again!”


“Suellen was so great to Ari! She kept me updated with photos and videos and was very lenient with pick up/drop off times!! I would 100% recommend Suellen!!!”


“Maddie is amazing! She gives lots of special attention to our pup with lots of walks, enrichment, and sends us daily updates. Pepper always comes home exhausted needing to recover for days on end. Thanks, Maddie!”



“Kayla was great with my puppy! She kept me updated with pictures and was very easy to contact. She took Zoey in super last minute (day of) and was flexible with my pick up. Her dog got along with my puppy great, and she came back worn out! Would definitely return :)”



“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.”

Loving dog boarding sitters in your neighborhood
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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!”


Duane & Lauren S.Star Sitter

“Duane and Lauren are always so accommodating and flexible when we book with them! Our pup is always exciting to stay with them and it makes me happy to know she likes to be there! Thank you so much Duane and Lauren for always taking care of Stormi!”


Joan F.Star Sitter

“Joan did a wonderful job caring for our sweet geriatric dog, Daisy. She needed a laid back, comfortable take-it-slow environment and Joan and her dogs were a great fit for her. We got pictures every day which assured us that Daisy was enjoying her "summer camp" experience as we enjoyed our trip away.”


Yoki & Derek Z.Star Sitter

“Hazel stayed with Yoki and Derek for over a week and had a great time. I know that Hazel can be a handful and can demand a lot of attention at times. I felt like Yoki and Derek really understood Hazel’s needs and took very good care of her. I can tell that they treat all dogs in their care like family and that was wonderful to see. They are very generous and giving people. Their very big and spacious yard was great for Hazel to run around and play in. I also really appreciated the daily communication which was very important to me. I loved receiving videos, beautiful photos and updates on a daily basis and it gave me so much peace of mind and showed me that Hazel was well taken care of and was enjoying her stay. I’m very appreciative to Yoki and Derek for their work especially since I know this is not always an easy job to do.”


Amanda K.Star Sitter

“Amanda was so great to work with during our trip. I have yet to travel since being a dog mom and was extremely nervous to leave my 1 year old dog for a week. Stormey had only been away from my husband & I 3 nights total since she came home over a year ago. Amanda not only eased my nerves but sent us pictures showing how much Stormey LOVED being with them for the week. I would not hesitate to recommend or book with Amanda again. Thank you, Amanda and Paul for giving a loving home to our baby girl for the week!”


Robert L.
Star Sitter


“Robert was truly amazing! We took a trip to Wisconsin, and he took such great care of our dog, Rice. Not once did we have to stress. Robert provided lots of photos, which reassured us that Rice was also having the time of his life. I would recommend Robert to everyone I know!”


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!”


Emily L.

“Emily was a great sitter! Toph was well taken care of and we received daily updates with photos. If anything came up she was in contact with us to let us know. From the pictures our dog was very happy and well loved while we were out of town.”


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!”


Gilian S.Star Sitter

“Gillian did a great job caring for our puppy. She asked a lot of questions at the initial meeting so that she could best care for our dog. Our pet has had some health issues in the past, so she’s a bit high maintenance & not yet spayed. Gillian was totally comfortable with all we asked. She gave medications & cared for our puppy as if she was her own. Gillian sent text updates and a lot of pictures each evening.”


Joe H.Star Sitter

“Thanks for another great stay, Joe and Sadie! We can’t recommend y’all enough — always a great experience with a kind and accommodating host. See you next time!”


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!”




Sarah B.


“Sarah sent lots of updates & pics while our dog was in her care, and he seemed to have a great time judging by how tired he was for a few days after we picked him up! Will definitely board him with her again.”




Janie W.

“Janie provided wonderful care to my dog, Bailey. I could not be happier! She sent lots of photos of their time, took him to the park, and even gave him a bath when he had too much fun in the mud :). I felt very comfortable and confident that Janie would treat Bailey like her own. He came home happy and tired !”


Emily H.Star Sitter

“Emily is amazing! She clearly provided a safe and fun second home for our dog over a long weekend. We received frequent updates and pictures. Everything we could have possibly wanted in a dog sitter and more. Would be more than happy to let Ruby stay again!”


Suellen A.Star Sitter

“Suellen was so great to Ari! She kept me updated with photos and videos and was very lenient with pick up/drop off times!! I would 100% recommend Suellen!!!”


Cynthia H.Star Sitter

“Cynthia sent thoughtful updates throughout Kona’s stay. It was good to know that our pup was well cared for. Cynthia also takes the BEST photos!”


Maddie K.

“Maddie is amazing! She gives lots of special attention to our pup with lots of walks, enrichment, and sends us daily updates. Pepper always comes home exhausted needing to recover for days on end. Thanks, Maddie!”




Lorelei & Kayla E.
Star Sitter


“Kayla was great with my puppy! She kept me updated with pictures and was very easy to contact. She took Zoey in super last minute (day of) and was flexible with my pick up. Her dog got along with my puppy great, and she came back worn out! Would definitely return :)”




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.”
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
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Why Choose Rover?
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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 Richmond Hill.
Rover makes it easy to find Richmond Hill 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.
