Doggy Day Care in Highlands Community, Madison, WI
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Loving doggy day care in your neighborhood
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1. Julie Z.

“We are looking to find someone to board Ollie with for weekends. To start him out slow (he has separation anxiety), we had a Meet and Greet, a short (3hr) stay and later, a full day stay. Julie was clear that her dog Zilla's comfort with Ollie was a priority, which I fully support. I won't want to trust my dog to someone who isn't looking out for ALL the dogs involved. Julie was very responsive with messages, showed us around her home and yard and was generally very calm and patient. While the dogs didn't end up getting along well enough for this to work out long term, Ollie warmed up to Julie and was definitely as calm as I've seen him after being left.”


2. Andrew L.


“Andrew took great care of our active dog. I can tell she got a good mix of snuggles and walks throughout the day. Great communication. Look forward to booking again!”


3. Elena A.

“Elena is kind and attentive, not to mention intuitive and smart with dogs! Millie (my pup) loves her and Zoe, and they all have so much fun that Millie homes home tired and happy every time. I feel so comfortable sending her there, and love seeing the pictures of millie enjoying herself! Three cheers for Elena!!”


4. Polyanna N.

“Polyanna was good with communicating throughout the day with text, pictures, and videos. She also was able to watch our dog with a 3 days notice.”


5. Mary Z.

“Wolfy had such a great day with Mary and her family. He can back very happy, and Mary sent several lovely photos of his time. Mary was also flexible with me when my plans changed after booking, which was so appreciated.”


6. Natalie B.
“Natalie has puppysat my dog, Darcy, on numerous occasions. She is a kind, thoughtful, and compassionate caregiver. Not only did she shower my dog with affection, but she was also more than capable of dealing with Darcy's occasional leash aggression when on walks. Natalie's knowledge of and love for dogs is apparent in every interaction she has had with Darcy. I cannot recommend her highly enough.”


7. Cameron M.

“Mika has stayed with Cameron many times now and always comes back tired and happy! Have never had an issue and Mika is always excited to run in the door for daycare. Only good things to say!”


8. Malena N.

“Thanks for giving my fur babies extra love & walks so I could enjoy the day with family. The dogs slept 3 hours on a rainy trip back home. Love the pictures & feed back on their day!”


9. Robert L.


“Our dog Halla is a rescue dog and he is very scared and nervous around new people. Robert has watched him few times and I am grateful that he understands that Halla needs time and space to get to know him. I am sure Halla will be in good hands when our family goes on a vacation this summer.”


10. Kristin & Bruce M.

“Kristin and Bruce provided exceptional daycare services. My senior dog initially had anxiety being in a different home. Kristen and Bruce were very attentive and made her feel comfortable.”


11. Robert N.

“Bobby was great! He send me lots of photos and updates throughout the day. I knew she was well cared for. I was apprehensive to try this app, but Bobby alleviated my anxieties by providing Sadie with awesome care!”


12. Brooke R.
“I wholeheartedly recommend Brooke as a loving and reliable pet caregiver. She brings years of experience as a babysitter and nanny, not only for children but also for their pets. Her deep sense of empathy and attentiveness ensures that animals in her care feel safe, comfortable, and truly cared for. As a devoted dog owner, Brooke has hands-on experience with both the playful energy of puppies as well as the needs of older dogs. Her calm, nurturing presence and sense of responsibility make her an exceptional choice for anyone looking for a trustworthy and compassionate caregiver for their pet.”


13. Maegan L.

“Maegan did an excellent job watching our puppy! He was exhausted for the rest of the day, and really enjoyed playing with her dog. Will definitely have our puppy stay there in the future.”


14. Manuela J.

“Manu is very flexible and communicative! She always treats our pup with the best care. Our pup is always so excited to hang with Manu! Would highly recommend Manu to anyone looking for a dog sitter who gives lots of love and care!”


15. Gen A.


“Amazing! Our three pups hung out for a day while we went to an event, and they had lots of fun playing together and with Gen’s dogs! Lots of pictures of their day too ☺️”


16. Benjamin J.

“Benjamin was absolutely wonderful! We had an emergency, and he was flexible and understanding. Our dog had a great time with him, and we would definitely trust him to look after her again!”


17. Christine N.

“Christine is great! Our big rambunctious pup has so much fun there playing with the hang, he comes home good and tired. She takes great care of him, even gave him some of her homemade dog food when he wasn’t eating well (with permission of course). She really knows dogs well and we trust her completely with our pup.”


18. Ava H.
“Ava is a wonderful caregiver for any creature. Working with special needs families and having pets all her life make her more than qualified to handle any loved one. She is highly organized, always kind, and very dependable. You can count on Ava!”


19. Carli D.

“It was my first time using rover but I’m so glad I did! Carli was amazing and made me feel comfortable (and happy) by sending pics of Senna throughout her stay.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter 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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Doggy Day Care FAQs
Frequently asked questions about Rover
Typically, sitters offering doggy day care 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.
Highlands Community doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Highlands Community sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care 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 doggy day care 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 doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
