Doggy Day Care in Oakwood Village, 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 Oakwood Village doggy day care sitters

“We had a great experience with Andrew. He took care of our energetic golden retriever and kept us posted with pictures and updates throughout the day. He was very responsive with our communication and showed such a caring attitude towards our fur boy. Highly recommended.”


“Elena was my first Rover experience—she really exceeded my expectations! She sent status updates and pictures throughout my pup’s visit, and he really enjoyed playtime with the other dogs. I definitely would love to bring my dog back the next time I need someone to watch him. Thanks so much for making it great for us!”


“Cameron is a great with our pup and very easy to work with. He is a great communicator and gives great feedback when we pick up our dog. Finally, our dog loves Cameron and is always excited to get dropped off.”


“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.”


“5 stars! Can’t sing Julie enough praises! I feel so absolutely at ease while my Cookie is in Julie’s care. Thank you for being a safe and comfortable place for our pup.”


“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!!”


“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 .”


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.

“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!”



“Pri took care of my 9 month old for puppy daycare when I needed to get some painting done at the house. Lily can be busy so she probably kept Pri on her toes throughout the day. Pri sent adorable pictures of their walks and Lily came home tired and happy! Looking forward to booking again in the future.”


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.

“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.”


About: Hi, my name is Ava! I am looking to provide dog walking & check in services in the West Madison area. I am committed to providing individualized care, strong attention to detail, and genuine interest and compassion for animals. I grew up in a family that took in a variety of pets to provide a safe home. I am a strong believer in your fuzzy friends being your best friends! They deserve to be treated with care and love while you're away, just as I would want for my dog. I rescued my miniature pinscher 6 years ago and she is now 15 years old! She is both an old lady and still my little baby. I love all animals and I'm so excited to meet yours! I have experience working with children and youth with diverse needs, and that level of care and patience extends naturally to animals with anxiety, behavioral challenges, or special routines. My background in caregiving and support work has taught me to be highly responsible, communicative, and reliable. I’m organized, dependable, and quick to respond — qualities that give pet owners peace of mind. I also go the extra mile with photo updates, customized activities, and keeping pets happy and stress-free while their humans are away. I’m active and love outdoor time — whether it’s long walks, playing fetch, or trail adventures, I’m happy to match your dog’s energy level. I work from home so I have a flexible schedule from 7am-5pm, but it is not consistent every day. I am able to work my schedule around visits and walks if I have enough time to plan. Just message me with details! I could board pets during the day if it's a small dog with no aggression. I have a 15 year old miniature pinscher that gets anxious around medium-large dogs that have anxiety as well and/or some aggression. I am happy to do drop ins and walks throughout the day!

“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.”


“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!”


“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.”

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


“We had a great experience with Andrew. He took care of our energetic golden retriever and kept us posted with pictures and updates throughout the day. He was very responsive with our communication and showed such a caring attitude towards our fur boy. Highly recommended.”


Elena A.

“Elena was my first Rover experience—she really exceeded my expectations! She sent status updates and pictures throughout my pup’s visit, and he really enjoyed playtime with the other dogs. I definitely would love to bring my dog back the next time I need someone to watch him. Thanks so much for making it great for us!”


Cameron M.

“Cameron is a great with our pup and very easy to work with. He is a great communicator and gives great feedback when we pick up our dog. Finally, our dog loves Cameron and is always excited to get dropped off.”


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

“5 stars! Can’t sing Julie enough praises! I feel so absolutely at ease while my Cookie is in Julie’s care. Thank you for being a safe and comfortable place for our pup.”


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!!”


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 .”


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.


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!”




Priyanka "Pri" T.

“Pri took care of my 9 month old for puppy daycare when I needed to get some painting done at the house. Lily can be busy so she probably kept Pri on her toes throughout the day. Pri sent adorable pictures of their walks and Lily came home tired and happy! Looking forward to booking again in the future.”


Carli D.

“Carli was a great sitter! Benny had so much fun and was super tired when he came home. Would definitely recommend Carli to take care of your pets!”


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.


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.”


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!”


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.”


Valeria D.Star Sitter

“Valeria was very accommodating for my pup!”


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.”


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!”


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.”
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 Oakwood Village.
Oakwood Village 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 Oakwood Village 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.
