Dog Boarding Greystone

“Chelssey is an extremely dog loving and compassionate person. Throughout Polo’s stay, she was very communicative - during pick up and drop off and also shared pictures & updates during Polo’s stay with her family. I would highly recommend Chelssey to anyone looking for a caring dog sitter in and around the Madison area.”

Akshay A.

“Lovely family that loves dogs! Great with communication and updates. Our energetic pup always has a good time with Kristen and Bruce and their kiddos, we highly recommend them.”

astrodthoff

“We had a wonderful experience! This family took excellent care of our mini goldendoodle while we were on vacation—so kind, attentive, and thoughtful. They sent plenty of pictures and updates, which gave us total peace of mind and showed he was happy and having fun. Highly recommend!”

Nabeel Q.

“Allison went above and beyond! She treated my dog like she was her own, and I felt completely at ease while I was away. I’m definitely pretty particular about who I trust with my dog, and I had absolutely no hesitations with Allison. She was so caring and loved sending all the pictures (which I obviously LOVED ). It was clear my pup was having the best time and was so well cared for. I would 100% have Allison watch her again and would highly recommend her to anyone looking for a sitter!”

Magan E.

“Our pup was so happy here! Jenny and family were very communicative and shared photos and videos that made us smile every time. They were really flexible and accommodating about our timeline, since we had a long drive and couldn’t predict an exact time. This was the perfect way to have our puppy here in Madison while we were visiting our daughter who is a student here. Absolute game changer! Thank you!”

Carri S.

“The friendliest family! I had car issues and Martha came to the rescue to grab my dog from the side of the road AND dropped her off at the end of the stay. My favorite rover provider to date”

Stuart H.

“Cleda was a wonderful sitter for Gauge and August! She sent pictures and kept us updated on how the dogs were doing and how much fun they were having! Although I missed them, I knew they were in good hands and was able to enjoy my vacation without worry. The personalized pawgress report was so sweet and clever, it was nice reading how well the dogs behaved for her. I would highly recommend Cleda to anyone and everyone!!!”

Mariah B.

“Our first message is always to Hannah if we cannot take our dog with us. She and her family take such good care our pup. He is always so excited when I pull up for dropoff”

Emma B.

“The kids were happy. Good communication, lots of photos and video. It was a great place with a good yard for them to play. She took good care of our perrhijos.”

Richard E.

“Laura welcomed our Barley into her home with open arms. She allowed us to come with Barley and check things out before having Barley stay with her. Shadow, Laura's massive golden retriever, is the friendliest pup around and gave Barley the opportunity to learn all the tricks around the house! :) We are so very lucky to have found Laura (and Shadow) and plan to have this be Barley's home away from home in the future!”

Tom M.

“Tessa is always just the best! She cares and loves Rena like her own - taking her in the best walks and adventures with her dog Tennessee. We can’t thank Tessa enough!”

Kayla L.

“Brandon and Katy are lovely! They were very helpful moving my dog's crate and getting him settled. Sammy had a great time playing and cuddling.”

Kara B.

“We love Margaret & so does our pup, she’s at ease whenever she gets to the house and sees her favorite dog sitter. She’s the only Rover we choose and we couldn’t be happier with her excellent care!”

Hayley J.

“We had a wonderful experience with Pri. We were nervous leaving our 10 month old puppy for a week, but it was pretty clear from the photo updates that our dog was well-cared for and enjoying herself. I would highly recommend Pri. She is a lovely person and very professional too”

Julie C.

“He’s amazing with my dog. He understands how she’s upset with changes and is patient with her. My dog seems to enjoy her time with him and is happy and healthy when I pick her up.”

Natalia B.

“Our puppy Daisy enjoyed her stay with Skye and Switch! They played along really well and Amanda took care of her nicely. They sent photos and videos to us every day to make sure she is doing well. I would definitely consider staying again in the future.”

Moyu L.

“We felt Teddy was very well taken care of. He got lots of love, plenty of tennis ball throws, and sweet cuddles from Heather and her daughter. It felt great knowing Teddy was in such good hands while we were away.”

Kiersten B.

About: Animals have always been an important part of my life. Growing up, I cared for rabbits, hamsters, mice, and a pet rat. Today I share my home with my 13 year old cat, Meeko, and my housemate’s friendly 12 year old dog. I recently said goodbye to my senior cat after 16 wonderful years together. During the last few years of his life, I administered medication multiple times a day and became experienced in caring for an aging pet with extra medical needs. That experience strengthened my patience, attention to detail, and understanding that every pet deserves individualized, compassionate care. Whether your pet loves long walks, playtime, or simply relaxing with company, I’ll treat them with the same love and respect I give my own pets. I work full-time during the week 8:30-4:30, so I’m available for drop-in visits and dog walks before and after work (6-7:30 AM, and after 4:30 pm M-F), as well as most weekends and holidays. I also offer limited weekend boarding for one dog at a time so I can provide each guest with plenty of individual attention and care. My goal is to be flexible while making sure every pet receives the time and attention they deserve. Whether I’m caring for your pet in my home or yours, my priority is making them feel safe, comfortable, and loved. I know pets thrive on routine, so I’ll follow your instructions closely—from feeding schedules and walks to medications, favorite toys, and bedtime routines. During drop-in visits, I’ll make sure your pet gets plenty of attention, playtime, potty breaks, fresh water, and lots of affection. I understand that having a stranger in the house can be stressful for both pets and owners, so I’ll always treat your home with the same care and respect I would my own. For boarding, I have a securely fenced backyard for supervised outdoor play. I only accept one boarding dog at a time so I can provide a calm, personalized experience and ensure every pet receives plenty of attention. My home also includes my cat and my housemate’s dog, so I only accept dogs that are comfortable around cats and other dogs. This helps create a calm, safe environment for everyone.

“Ryan took great care of our two doodles while we were away on a family vacation. We really appreciated the pictures and daily updates on how they were doing. I would definitely consider using Ryan's services again and encourage anyone who is looking for special care of their fur baby to consider Ryan.”

Dian L.

“Absolutely wonderful experience having our two pups stay with Erik and his family. Extremely communicative, kind and accommodating through the process. Would HIGHLY recommend to anyone worried about hosts looking after their loved pets.”

Brian & Jessie B.