Doggy Day Care in Wyndemere, 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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Top rated Wyndemere doggy day care sitters

“Andrew did a great job with our dog. Herky. He has a friendly, caring manner that is perfect for making friends with dogs. He is professional and sent pictures with message to let us know how all was going. We were pleased and will use again.”


“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!!”


“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.”


“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.”


“I needed to leave town for the day and left my dog with her. She sent photos videos of my dog through out the day .i would recommend her .She took very good care of my dog Max . I will be using her services all the time .”


“Kilo came back very happy and sleepy from the day with Kristin and family. I got updates without having to ask, which I really appreciated. I think she had a great time and I’d trust bringing my pup back. Thanks again!!”


“My dogs really like Joyce and Luca and came home happy and sleepy-they clearly got plenty of exercise. Their place is spacious and clean and Joyce sent several great pictures and videos throughout the day. She is organized, the communication was excellent, and she has a good way with dogs. I will absolutely be bringing my buddies back to Joyce’s place.”


“My pup loves daycare with Bobby. He is typically anxious when I leave him, but not with Bobby! He gets so excited to jump out of the car and spend the day in Bobby’s beautiful yard & enjoy walks around the neighborhood. He is satisfied and tired when he gets home, and it relieves the pressure for me to fit in longer walks after the workday. Despite managing other day-to-day commitments through Rover, Bobby provides my dog the attention and care he needs to make him comfortable and happy. Bobby’s home has plenty of space to make any dog feel at home and fit various needs. I’m so grateful I found Bobby close by and I recommend his daycare service to anyone trying to find a flexible, communicative, and friendly daycare option for their doggo!”


About: I’ve always loved dogs and have been best friends with many of my friends’ and family’s pups over the years. I haven’t been able to have one of my own because I already have four sweet, healthy cats at home, but my heart has plenty of room for dogs, too. I follow dog videos every day on Instagram and TikTok and “virtually” care for so many pups through Reels—it’s my favorite part of the day. I’m excited to use Rover to finally spend time with dogs in real life, give them love, care, and fun walks, and make them feel safe and happy. I truly treat every pet like family, and I’d be honored to be your dog’s sitter or walker! I’m currently home full time, so I have a very flexible schedule for pet sitting and drop in visits. I’m available for morning, afternoon, and evening care every day, including weekends and holidays. I’ll always make time to give your pet lots of love, attention, and play! I live in a calm, pet friendly home with four sweet and well behaved cats. I make sure every pet feels safe, relaxed, and loved. I follow your care instructions closely and always provide a clean, quiet space. I’m attentive, gentle, and treat every pet as if they were my own.

“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.”


“Carli was so great with our pup! She sent many pics and he had a great time socializing with the other dogs, we will definitely be looking to Carli for our dog sitting needs!”


About: I am a dog lover who work from home, so your pup will always have care and attention. My own sweet dog Nila loves having canine friends over to play or relax with! I pride myself on being highly communicative—expect lots of photo and video updates throughout the day :) Your pup will never be left alone for long stretches and can enjoy frequent potty breaks, walks, and play sessions throughout the day. We usually start the morning with a potty break and outdoor time. Midday includes more walks, visit to dog park, or play with Nila. We wrap up the evening with another outdoor break and wind-down time. Whether your dog is playful or prefers a quiet spot to relax, we’ll adjust the routine to meet their needs. We live in a quiet, dog-friendly residential area surrounded by parks, grassy trails, and trees. We live on the first floor, with quick and easy access to the outdoors, including a dog run.

“Holly was very receptive to caring for our dog on short notice when we had to be in Madison for a family member’s hospitalization. The home, fenced in yard, companionship of their dog Mocha was wonderful for our little guy. I could tell he was exercised and loved while in her care.”


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.

“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.”


“Helen and her mom were so great to my pup Rooster. They took him on two walks and sent several pictures, which put my mind at ease. Definitely recommend!”

Loving doggy day care in your neighborhood
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Natalie B.Star Sitter

“Natalie took great care of Zara for us. We appreciated the added walks during her stay!”


Andrew L.
Star Sitter


“Andrew did a great job with our dog. Herky. He has a friendly, caring manner that is perfect for making friends with dogs. He is professional and sent pictures with message to let us know how all was going. We were pleased and will use again.”


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!!”


Gen A.
Star Sitter


“Our go to rover in the Madison area. I never ever worry about Mazie in Gen’s care. Mazie is exhausted, and always seems happy! Highly recommend to anyone.”


Mary Z.Star Sitter

“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.”


Julie Z.Star Sitter

“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.”


Michelle F.

“I needed to leave town for the day and left my dog with her. She sent photos videos of my dog through out the day .i would recommend her .She took very good care of my dog Max . I will be using her services all the time .”


Kristin & Bruce M.Star Sitter

“Kilo came back very happy and sleepy from the day with Kristin and family. I got updates without having to ask, which I really appreciated. I think she had a great time and I’d trust bringing my pup back. Thanks again!!”


Jiayi H.

“My dogs really like Joyce and Luca and came home happy and sleepy-they clearly got plenty of exercise. Their place is spacious and clean and Joyce sent several great pictures and videos throughout the day. She is organized, the communication was excellent, and she has a good way with dogs. I will absolutely be bringing my buddies back to Joyce’s place.”


Robert N.Star Sitter

“My pup loves daycare with Bobby. He is typically anxious when I leave him, but not with Bobby! He gets so excited to jump out of the car and spend the day in Bobby’s beautiful yard & enjoy walks around the neighborhood. He is satisfied and tired when he gets home, and it relieves the pressure for me to fit in longer walks after the workday. Despite managing other day-to-day commitments through Rover, Bobby provides my dog the attention and care he needs to make him comfortable and happy. Bobby’s home has plenty of space to make any dog feel at home and fit various needs. I’m so grateful I found Bobby close by and I recommend his daycare service to anyone trying to find a flexible, communicative, and friendly daycare option for their doggo!”


Lidan Y.
About: I’ve always loved dogs and have been best friends with many of my friends’ and family’s pups over the years. I haven’t been able to have one of my own because I already have four sweet, healthy cats at home, but my heart has plenty of room for dogs, too. I follow dog videos every day on Instagram and TikTok and “virtually” care for so many pups through Reels—it’s my favorite part of the day. I’m excited to use Rover to finally spend time with dogs in real life, give them love, care, and fun walks, and make them feel safe and happy. I truly treat every pet like family, and I’d be honored to be your dog’s sitter or walker! I’m currently home full time, so I have a very flexible schedule for pet sitting and drop in visits. I’m available for morning, afternoon, and evening care every day, including weekends and holidays. I’ll always make time to give your pet lots of love, attention, and play! I live in a calm, pet friendly home with four sweet and well behaved cats. I make sure every pet feels safe, relaxed, and loved. I follow your care instructions closely and always provide a clean, quiet space. I’m attentive, gentle, and treat every pet as if they were my own.


Polyanna N.Star Sitter

“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.”


Gina S.

“Winston always has a blast going to Gina’s! She does a great job keeping us updated on his daily activities and we’re glad our pup can feel comfortable while we travel.”


Carli D.

“Carli was so great with our pup! She sent many pics and he had a great time socializing with the other dogs, we will definitely be looking to Carli for our dog sitting needs!”


Isabel K.
“I couldn’t be more grateful for the care and love Isabel gives to pets! She’s incredibly attentive and genuinely passionate about animals. She takes care of everything, from meals and playtime to the little quirks that make my Luna unique. It’s such a relief knowing my pet is in loving, capable hands. I can clearly see how much Luna adores her, and that kind of bond doesn’t happen by chance. It comes from kindness, patience, and true affection. I highly recommend Isabel to anyone looking for someone who will care for their pet as if it were her own!”


Holly T.

“Holly was very receptive to caring for our dog on short notice when we had to be in Madison for a family member’s hospitalization. The home, fenced in yard, companionship of their dog Mocha was wonderful for our little guy. I could tell he was exercised and loved while in her care.”


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.


Christine N.Star Sitter

“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.”


Helen S.Star Sitter

“Helen and her mom were so great to my pup Rooster. They took him on two walks and sent several pictures, which put my mind at ease. Definitely recommend!”


Ava B.

“Ava was very welcoming to my dog and my dog had no problem getting along with her. She responds fast and sent updates throughout the day.”
Wyndemere dog parents share their Rover experiences
Sara and Jonathan and family are absolutely amazing! We feel so lucky to have found them. They absolutely love on are Tucker Bear as much as we do. We know that whenever we leave him that he is being loved and cared for just as much as he would be if he was as if he were at home. They take him on walks, to the dog park, and play with him in the backyard!

Popular requests near you
Select a filter and find qualifying Wyndemere sitters!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
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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 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 Wyndemere.
Wyndemere 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 Wyndemere 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.
