Dog Boarding in Highlands Community, Madison, WI
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Top rated Highlands Community dog boarders

“This was Gatsby’s second time staying with Edith and he had a blast. The second we pulled up to Edith’s house he lost his mind with excitement realizing where we were! Edith sent frequent updates and photos and I knew Gatsby was getting the best care. Thanks Edith!”


“Amazing people who love and care for my pup while he is with them - they also send the cutest pictures and updates! They were also super understanding when I got stuck in traffic on the way to pick my dog up.”


“Our dog Lucy thoroughly enjoyed her short stay w Robert! Her owner was so happy w Roberts ability to watch Lucy as a last minute request. This was my first time using Rover and Robert was super helpful w assisting me to navigate the system and figure out what service I actually needed. I would definitely use Rover in the future and Robert if available. His rates are very reasonable!!”


“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!”


“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!”


“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 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!”


“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!”


“This was our dog's first long time away from our home and Christine was absolutely wonderful about making sure our pup was comfortable. She was more than accommodating when he developed an upset stomach, and went above and beyond to adjust his diet with home cooked food until he was all better. She kept us regularly updated with pictures and recaps of our dog's day. It helped so much to put us at ease, seeing that he was happy and enjoying his stay with Christine and her other friendly pups!”


“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.”


“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!”


“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!”


“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 :)”


“Polyanna was super communicative and responsive. She always made sure that Monty got plenty of activity and shared frequent updates with me. Super happy with the care that Monty recieved”


“Robert was wonderful. I felt really good leaving my fur baby with him. He sent updates and pictures which I really appreciated. I would definitely book with Robert again.”


“Cleda was very accommodating with some last minute changes to my dog's stay. Loved the pictures she sent and the report card when I picked Chloe up. Thank you!”


“Thank you guys very much for watching Boni. I think she had a great time with you guys and she was very tired when she got home. I think she loved having a fenced in yard.”


About: I've had dogs all my life, of all shapes and sizes. Happy to work with you to meet all the needs of your little critter. I work from home so I am quite flexible and can come visit most times of the day. I also stay up late so late night visits are fine. Honestly, I am happy to work with you. Each pet is different, so if your pet has specific needs, I'm happy to do what will make them comfortable and happy.

“Ryan and Jocelyn were wonderful! They sent updates of Ellie for me, and it was clear she was well taken care of and having a good time. She was very tired when I picked her up, so she definitely got a lot of attention and activity.”

Loving dog boarding sitters in your neighborhood
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Edith S.Star Sitter

“This was Gatsby’s second time staying with Edith and he had a blast. The second we pulled up to Edith’s house he lost his mind with excitement realizing where we were! Edith sent frequent updates and photos and I knew Gatsby was getting the best care. Thanks Edith!”


Katie & Samuel W.Star Sitter

“Amazing people who love and care for my pup while he is with them - they also send the cutest pictures and updates! They were also super understanding when I got stuck in traffic on the way to pick my dog up.”


Robert L.
Star Sitter


“Our dog Lucy thoroughly enjoyed her short stay w Robert! Her owner was so happy w Roberts ability to watch Lucy as a last minute request. This was my first time using Rover and Robert was super helpful w assisting me to navigate the system and figure out what service I actually needed. I would definitely use Rover in the future and Robert if available. His rates are very reasonable!!”


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!”


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!”


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.

“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!”


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!”


Christine N.Star Sitter

“This was our dog's first long time away from our home and Christine was absolutely wonderful about making sure our pup was comfortable. She was more than accommodating when he developed an upset stomach, and went above and beyond to adjust his diet with home cooked food until he was all better. She kept us regularly updated with pictures and recaps of our dog's day. It helped so much to put us at ease, seeing that he was happy and enjoying his stay with Christine and her other friendly pups!”


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.”


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!”


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!”


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!”


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 :)”


Polyanna N.Star Sitter

“Polyanna was super communicative and responsive. She always made sure that Monty got plenty of activity and shared frequent updates with me. Super happy with the care that Monty recieved”


Robert N.Star Sitter

“Robert was wonderful. I felt really good leaving my fur baby with him. He sent updates and pictures which I really appreciated. I would definitely book with Robert again.”


Cleda W.
Star Sitter


“Cleda was very accommodating with some last minute changes to my dog's stay. Loved the pictures she sent and the report card when I picked Chloe up. Thank you!”


Becky & Judd W.Star Sitter

“Thank you guys very much for watching Boni. I think she had a great time with you guys and she was very tired when she got home. I think she loved having a fenced in yard.”


Bevin R.
About: I've had dogs all my life, of all shapes and sizes. Happy to work with you to meet all the needs of your little critter. I work from home so I am quite flexible and can come visit most times of the day. I also stay up late so late night visits are fine. Honestly, I am happy to work with you. Each pet is different, so if your pet has specific needs, I'm happy to do what will make them comfortable and happy.


Ryan & Jocelyn R.Star Sitter

“Ryan and Jocelyn were wonderful! They sent updates of Ellie for me, and it was clear she was well taken care of and having a good time. She was very tired when I picked her up, so she definitely got a lot of attention and activity.”
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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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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.
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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 Highlands Community.
Rover makes it easy to find Highlands Community 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.
