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

More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Top rated Leopold dog boarders

“Kristin and Bruce (and their kids) took amazing care of my dog for the week he was with them! They took him on walks and to school pickup, sent the sweetest photos and helpful updates, and were just incredibly pleasant and helpful throughout. My dog came home happy, tired, and well loved and I am so appreciative for all the effort they put in to make that happen!”


“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!”


“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!”


“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!”


“Emily and her family took amazing care of my dog Dove! They welcomed her as part of the family and did a great job gauging and responding to her energy level as needed. Emily was excellent with communication, updates, and giving Dove her daily pill. I knew Dove was being so well taken care of, and I (and she) look forward to having her stay with Emily again in the future!”


“Madeleine (and Michelle) was great. She was thoughtful with the planning and had good communication with daily photos and updates. Toaster had a blast with the other pups and came home happy and exhausted. I will definitely be reaching out again!”


“Appreciated the regular pictures Janice sent - AND, all the walks / long hikes that Jackson got - great exercise in addition to running around the fenced back yard, playing with other furry friends!! THANKS also for the care you provided when Jackson was fearful of the weather!!”


“Lindsey did a fantastic job of taking care of Coco. During my trip, I had travel delays and Lindsey was more than accommodating to help with last minute changes. She gave me frequent updates on Coco and I felt very at ease knowing that my fur baby was in very good hands. Would highly recommend!”


“Ryan and Martha took wonderful care of my dog. They treated her as a member of their family. They took her for walks and sent daily pictures. I will certainly ask them to care for Ella again when needed.”


“Christine took great care of our Olde English Bulldog while we travelled for work. She is very knowledgeable about dogs and kept us updated about how he was doing, including pictures! She definitely went out of her way to make us feel comfortable. Uecker loved being able to run around in her back yard. We will definitely book Christine again in the future!”


“Tessa did an amazing job watching Rena. She gave the best pup-dates complete with pictures and videos so we had peace of mind knowing our gal was doing ok! Tessa took extra care understanding Rena had some anxiety and gave her love, attention, and - most importantly - lots of walks and outdoor time. We can’t thank Tessa enough!”


“Mary and her family were absolutely wonderful sitters for Grizzy! They took great care of him during a cold snap, making sure he was warm and comfortable. Mary sent wonderful updates and absolutely adorable pictures, and I would recommend her to anyone!”



“Great stay, thanks so much — highly recommended. Our 10-year-old poodle mix looked like she loves the big yard and good company. Came home happy, healthy and tired.”


“Manuela was a great caretaker for our senior dog, Rosie. She was very observant to our dog's needs and took care to make sure Rosie was comfortable in her new surroundings for the long weekend. Manuela sent us several updates with pictures. We really appreciate that Manuela went above and beyond and look forward to Rosie staying with her again!”

“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!”


“I have found my new forever sitter. Poly and her family welcomed my dog into their home and kept me updated with photos, videos and text. I will surely use again.”



“Brad was great with my girls. He had great communication. He sent pictures and updates throughout their stay. I would definitely recommend him if you need someone to watch after your dogs.”


“Michelle was amazing! She was super responsive and the boys seemed like they had a great time. She kept us updated every day with messages and pictures. We would definitely go back :)”


“Robert is a great sitter. Would highly recommend. We’ll always check to see if he’s free first. Watson came home happy, tired, and well cared for.”


“Grace and her family provided excellent care for my dog Maisie. I have already scheduled two more visits! I recommend them without reservation. You will not be disappointed!”

Loving dog boarding sitters in your neighborhood
Search Results


Kristin & Bruce M.Star Sitter

“Kristin and Bruce (and their kids) took amazing care of my dog for the week he was with them! They took him on walks and to school pickup, sent the sweetest photos and helpful updates, and were just incredibly pleasant and helpful throughout. My dog came home happy, tired, and well loved and I am so appreciative for all the effort they put in to make that happen!”


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!”


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!”


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!”


Emily B.Star Sitter

“Emily and her family took amazing care of my dog Dove! They welcomed her as part of the family and did a great job gauging and responding to her energy level as needed. Emily was excellent with communication, updates, and giving Dove her daily pill. I knew Dove was being so well taken care of, and I (and she) look forward to having her stay with Emily again in the future!”


Michelle F.

“Madeleine (and Michelle) was great. She was thoughtful with the planning and had good communication with daily photos and updates. Toaster had a blast with the other pups and came home happy and exhausted. I will definitely be reaching out again!”


Janice B.Star Sitter

“Appreciated the regular pictures Janice sent - AND, all the walks / long hikes that Jackson got - great exercise in addition to running around the fenced back yard, playing with other furry friends!! THANKS also for the care you provided when Jackson was fearful of the weather!!”


Lindsey C.
Star Sitter


“Lindsey did a fantastic job of taking care of Coco. During my trip, I had travel delays and Lindsey was more than accommodating to help with last minute changes. She gave me frequent updates on Coco and I felt very at ease knowing that my fur baby was in very good hands. Would highly recommend!”


Ryan & Martha M.

“Ryan and Martha took wonderful care of my dog. They treated her as a member of their family. They took her for walks and sent daily pictures. I will certainly ask them to care for Ella again when needed.”


Christine N.Star Sitter

“Christine took great care of our Olde English Bulldog while we travelled for work. She is very knowledgeable about dogs and kept us updated about how he was doing, including pictures! She definitely went out of her way to make us feel comfortable. Uecker loved being able to run around in her back yard. We will definitely book Christine again in the future!”


Tessa S.

“Tessa did an amazing job watching Rena. She gave the best pup-dates complete with pictures and videos so we had peace of mind knowing our gal was doing ok! Tessa took extra care understanding Rena had some anxiety and gave her love, attention, and - most importantly - lots of walks and outdoor time. We can’t thank Tessa enough!”


Mary Z.Star Sitter

“Mary and her family were absolutely wonderful sitters for Grizzy! They took great care of him during a cold snap, making sure he was warm and comfortable. Mary sent wonderful updates and absolutely adorable pictures, and I would recommend her to anyone!”




Lorelei & Kayla E.
Star Sitter


“Great stay, thanks so much — highly recommended. Our 10-year-old poodle mix looked like she loves the big yard and good company. Came home happy, healthy and tired.”


Manuela J.Star Sitter
“Manuela was a great caretaker for our senior dog, Rosie. She was very observant to our dog's needs and took care to make sure Rosie was comfortable in her new surroundings for the long weekend. Manuela sent us several updates with pictures. We really appreciate that Manuela went above and beyond and look forward to Rosie staying with her again!”


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!”


Polyanna N.Star Sitter

“I have found my new forever sitter. Poly and her family welcomed my dog into their home and kept me updated with photos, videos and text. I will surely use again.”




Brad N.Star Sitter

“Brad was great with my girls. He had great communication. He sent pictures and updates throughout their stay. I would definitely recommend him if you need someone to watch after your dogs.”


Michelle S.

“Michelle was amazing! She was super responsive and the boys seemed like they had a great time. She kept us updated every day with messages and pictures. We would definitely go back :)”


Robert N.Star Sitter

“Robert is a great sitter. Would highly recommend. We’ll always check to see if he’s free first. Watson came home happy, tired, and well cared for.”


Grace R.

“Grace and her family provided excellent care for my dog Maisie. I have already scheduled two more visits! I recommend them without reservation. You will not be disappointed!”
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 Leopold.
Rover makes it easy to find Leopold 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.
