Dog Boarding in Greystone, Madison, WI
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Top rated Greystone dog boarders

“Katie and Samuel were great to Jarvis and sent us several updates throughout his stay. They also have a gated backyard to help with energetic dogs. I would highly reccomend!”


“Kristin & Bruce were fantastic sitters for Duke. We were able to have peace of mind knowing Duke was being loved by them and their children. Thank you so much!”


“We needed care for our new dog and Edith was very welcoming. She had us over to do a meet and greet prior to our dog’s first visit which put us at ease. During his visit she gave us updates and photos which helped us know he was doing well and having a good time. She communicates well and has a lovely home that our dog enjoyed going to. We look forward for to using her again.”


“Christine was super with Joey, who is a 9 month old 63 pound puppy. I was concerned about her getting along with other dogs. Christine's knowledge and experience came through and she was able to introduce Joey to new dogs successfully, and all were happy and played together. I received lots of pictures and updates which helped me to relax and have a great vacation. Would I have Christine take care of Joey again, absolutely no question about it, she did a great job.”


“My pup has now stayed with Bob twice, and both times have demonstrated Bob’s attentiveness and responsiveness. He’s a pleasure to work with, and clearly a wonderful caretaker. Will definitely book again!”


“Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.”


“Sure! Here's a thoughtful review you can leave for Ryan and Martha: --- Ryan and Martha were absolutely wonderful with Yogi! From the start, their communication was excellent — clear, prompt, and always thoughtful. They made dropoff and pickup incredibly easy and were very flexible with the timing, which we really appreciated. Throughout Yogi’s stay, they sent us regular updates and the sweetest photos that clearly showed how happy and comfortable he was. It gave us so much peace of mind knowing he was in such good hands. You can tell they genuinely care about animals and treat them like part of the family. We would absolutely trust them with Yogi again and highly recommend them to anyone looking for kind, responsible, and communicative pet sitters.”


“Sarah and Karl took excellent care of Wolfy while I was away for a week. He seemed so relaxed and comfortable when I picked him up (and in the pictures they sent each day). They were great with handling his medication. And he seemed to really enjoy the large yard and the sweet attention from their two young children. Highly recommend!”


“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!”


“Emily and her family were so great with Jarvis! They sent plenty of update pictures and he seemed to have an amazing time!! We will definitely be looking to have them take care of Jarvis again :)”


“One of the best providers on Rover! Amy is reliable, professional, and we can tell she truly enjoys caring for pets. If our pup could talk we are positive he would be asking us when he can go for another visit!”


“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!”


“Janice is a great sitter. Sends lots of updates and pictures, and is easy to communicate with. Grizz had a lot of fun during his stay, and we would use her again. Highly recommend this sitter.”


“Julie was absolutely fantastic. She knows dog behavior very well and I completely trusted her with my 12 week old puppy who is very nervous. Julie went above and beyond to make sure my puppy was comfortable and well taken care of. Highly recommend!”


“Kristin was great with my dog Lacy. I would highly recommend her. She sent me pictures and made sure I now that Lacy was doing great. I will be using her again next time I travel.”


“Michelle and her family were amazing with our two Golden Retrievers!! She really treats your dogs as if they were her own. Can't thank her enough for taking such great care of our boys.”



“Chris and Sarah are amazing!! My husband and I had to go out of town for a few days and were initially nervous about leaving our 5 month old puppy behind. However, Sarah was phenomenal about sending pictures and updates throughout the day to let us know how Olive (our puppy) was doing. From her walks, to her feedings, and her naps; we loved all of the pictures she shared! I am so glad we decided on Chris and Sarah! We are looking forward to bringing Olive back :)”


“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! :)”

Loving dog boarding sitters in your neighborhood
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Katie & Samuel W.Star Sitter

“Katie and Samuel were great to Jarvis and sent us several updates throughout his stay. They also have a gated backyard to help with energetic dogs. I would highly reccomend!”


Kristin & Bruce M.Star Sitter

“Kristin & Bruce were fantastic sitters for Duke. We were able to have peace of mind knowing Duke was being loved by them and their children. Thank you so much!”


Edith S.Star Sitter

“We needed care for our new dog and Edith was very welcoming. She had us over to do a meet and greet prior to our dog’s first visit which put us at ease. During his visit she gave us updates and photos which helped us know he was doing well and having a good time. She communicates well and has a lovely home that our dog enjoyed going to. We look forward for to using her again.”


Christine N.Star Sitter

“Christine was super with Joey, who is a 9 month old 63 pound puppy. I was concerned about her getting along with other dogs. Christine's knowledge and experience came through and she was able to introduce Joey to new dogs successfully, and all were happy and played together. I received lots of pictures and updates which helped me to relax and have a great vacation. Would I have Christine take care of Joey again, absolutely no question about it, she did a great job.”


Natalie B.Star Sitter

“Natalie was amazing! She took such good care of our girls while we had a few days away. Would absolutely book again!”


Nicole P.Star Sitter

“My dog had a lovely time outside playing in the yard with her family and with a ball to which she sent me updates. He is all tired for the week.”


Robert L.
Star Sitter


“My pup has now stayed with Bob twice, and both times have demonstrated Bob’s attentiveness and responsiveness. He’s a pleasure to work with, and clearly a wonderful caretaker. Will definitely book again!”


Lindsey C.
Star Sitter


“Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.”


Ryan & Martha M.

“Sure! Here's a thoughtful review you can leave for Ryan and Martha: --- Ryan and Martha were absolutely wonderful with Yogi! From the start, their communication was excellent — clear, prompt, and always thoughtful. They made dropoff and pickup incredibly easy and were very flexible with the timing, which we really appreciated. Throughout Yogi’s stay, they sent us regular updates and the sweetest photos that clearly showed how happy and comfortable he was. It gave us so much peace of mind knowing he was in such good hands. You can tell they genuinely care about animals and treat them like part of the family. We would absolutely trust them with Yogi again and highly recommend them to anyone looking for kind, responsible, and communicative pet sitters.”


Sarah & Karl K.Star Sitter

“Sarah and Karl took excellent care of Wolfy while I was away for a week. He seemed so relaxed and comfortable when I picked him up (and in the pictures they sent each day). They were great with handling his medication. And he seemed to really enjoy the large yard and the sweet attention from their two young children. Highly recommend!”


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!”


Emily B.Star Sitter

“Emily and her family were so great with Jarvis! They sent plenty of update pictures and he seemed to have an amazing time!! We will definitely be looking to have them take care of Jarvis again :)”


Amy G.

“One of the best providers on Rover! Amy is reliable, professional, and we can tell she truly enjoys caring for pets. If our pup could talk we are positive he would be asking us when he can go for another visit!”


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!”


Janice B.Star Sitter

“Janice is a great sitter. Sends lots of updates and pictures, and is easy to communicate with. Grizz had a lot of fun during his stay, and we would use her again. Highly recommend this sitter.”


Julie Z.Star Sitter

“Julie was absolutely fantastic. She knows dog behavior very well and I completely trusted her with my 12 week old puppy who is very nervous. Julie went above and beyond to make sure my puppy was comfortable and well taken care of. Highly recommend!”


Kristin K.Star Sitter

“Kristin was great with my dog Lacy. I would highly recommend her. She sent me pictures and made sure I now that Lacy was doing great. I will be using her again next time I travel.”


Michelle S.

“Michelle and her family were amazing with our two Golden Retrievers!! She really treats your dogs as if they were her own. Can't thank her enough for taking such great care of our boys.”




Sarah H.


“Chris and Sarah are amazing!! My husband and I had to go out of town for a few days and were initially nervous about leaving our 5 month old puppy behind. However, Sarah was phenomenal about sending pictures and updates throughout the day to let us know how Olive (our puppy) was doing. From her walks, to her feedings, and her naps; we loved all of the pictures she shared! I am so glad we decided on Chris and Sarah! We are looking forward to bringing Olive back :)”


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! :)”
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?
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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 Greystone.
Rover makes it easy to find Greystone 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.
