Doggy Day Care in Westchester Gardens, 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 Westchester Gardens doggy day care sitters
“Drew is the best!!! Wilson loves him! We have been over several times he literally drags me to the door with excitement when we arrive:) I always have peace of mind leaving Wilson with Uncle Drew, anytime we go to Madison we will definitely re book.”

“Emily took great care of our pup, Toby! He is 10 weeks old and she was capable of managing the extra needs of a young puppy. Emily was very communicative and responsive to messages. We would send our pup to be cared for by her again!”

“You two were Awesome! Thank you so much for taking such great care of Ruger. He had a blast and he wants to come back there! After the meet & greet on Friday, when we pulled into your driveway for dogsitting on Saturday, he remembered where he was again and we could hardly control him getting out of our truck to get into your place......he was so excited to come there🤣. Again, a BIG Thanks and see you again soon! Brian & Linda P.S. He's still worn out from playing all day there🤪😁”

“Cynthia was amazing with Popsicle. She really looooves dogs, and she treated Popsicle like family. Popsicle gets so excited when she sees Cynthia! Cynthia sends beautiful photos and the cutest ‘pupdates’ I’ve ever read. Can’t recommend Cynthia enough and have booked her on a recurring basis!”

About: Hi! My name is Rona. I grew up on a farm in the Philippines. As a child, my parents always had dogs and cats at home. I’ve experienced taking care of many different types of animals. It was quite challenging but it’s fun! When I came here, we adopted Maggie and Lyka when they were still puppies. Maggie is a 6 year old Pug and Lyka is a 2 year old Boston Terrier. I love them so much! They are both lovable and friendly. Our neighbors and friends have relied on me to groom, walk, feed and bathe their dogs while they were away. My house sits in a shady private area and is surrounded by parks and trails so there will be a lot of running around and play time when your dog is cared for by me. I can do oral medication administration, I have had a senior dog experience and can provide daily exercise for your pups. My schedule is flexible so I can usually take on new dogs at a moment’s notice. I will update you regularly with pictures and videos to give you peace of mind during your time apart. I am working from home so most of my time will be caring for your fur baby. Daycare drop-off no earlier than 6:00 am and pick-up hours anytime in the afternoon. We have a large fenced backyard and our two dogs, Maggie (Pug) and Lyka (Boston Terrier) are very good with all dogs. They love to play and will keep your fur baby company during their stay. The dogs are in and out all day using 9 steps. We have security cameras and limited access to our property.
About: We have a combined 30+ years of caring for all types of animals, including cats, dogs, reptiles, & fish (and rabbits and chickens!). We’ve worked with pets of many different breeds and ages, including puppy/kitten and senior care. Medication needs or specific care requests? We're here for you! When we care for your pet, we'll work as a team to ensure your pet is comfortable, loved, and stimulated while you're away. Drop ins - Food, water, litter, walks, cuddles, medications, enrichment, or whatever your pet needs - we are happy to accommodate. Boarding - We live in the Grandview Commons neighborhood on the East side of Madison. We are WFH DINKS, single-family home with a fenced yard and are happy owners of fish, 1 dog, and 2 cats (and too many plants!). Book today for all your pet care needs! We have flexible schedules that allow us to care for pets during the week and on weekends - whether that includes boarding or drop-in visits. We will respect your pet care plan as outlined in any instruction or communication prior to our time with your pet/s. We are an easy going pair of sitters that enjoy giving your animals the attention they deserve.
“This is the 2nd time Haley has watched Pancho and I always feel at ease knowing he’s in good hands. She’s kind, reliable, and sends updates which I really appreciate. I can tell he has a great time every visit! I highly recommend. Thank you Haley, we appreciate you.”

“My little Westie loves Suellen and her two sweet dogs. They treat her like one of their own. It's great for me to be able to drop her off for the day, knowing she'll have fun and be safe.”

About: I started pet sitting at age 12. I’m comfortable with all animals from exotic to barnyard (ex. Horses, pigs, bearded dragons, wolf-dogs, fox, skunks, parrots and ferrets). I have had my dog for six years, and I recently took in a senior cat over the summer whom has adjusted flawlessly. I am a full time student and currently unemployed during my pregnancy journey. I spend most days at home, as most of my coursework is online. My pets are crate trained and respect boundaries. I also have baby gates for separation. I do not require crate training but it is extremely helpful if your pet is, so please let me know!
“Kara is so wonderful with Birdie. She is patient and caring, and her home provides a wonderful space for Birdie to play with other dogs. Birdie is always super excited to go to Kara’s house.”


“Christienne was so sweet and flexible. She was available short notice and Randy had a great time playing with her boyfriend’s puppy! Will definitely leave Randy with her again :)”

“Julie is so sweet and communicates often which I loved! She was very flexible and my dog seemed to really enjoy his stay! I wish she was closer to my house, I highly recommend her.”

“Ben and Kassy were awesome! My dog DouDou was only 8 months old and very nervous and shy and we booked a daycare first to let him get along with them and make new friends. They try their best to help familiarize him with their place, and their dogs. I can tell they love dogs a lot!”

“I'm thrilled I found this family to take care of my chocolate lab. Came to Madison for a wedding looking to find someone to wear out my dog. I sure did find great family. They have nice size property for her to run around, toys , and a bonus kiddie water pool. I picked her up and she fell asleep right away before we made it too the hotel. Thank you. I will use them again whenever I'm back in Madison.”

About: Happy, loving, patient and playful pupsitters who have experience working as kennel manager, dogsitter, and lifelong dog lovers. We love and care for all creatures big and small and happen to love dogs as though they were our own children (and they are.) My partner Jessie and I share all dog duties in our house. Someone is around the house every day of the week, as Jessie often works from home, and our two pups are always home. We strive to never leave our own pups alone for no more than 4 hours so there's always time and room for bathroom breaks. And if the weather is nice we leave the backyard door open for them to roam free (in a fenced area). It is the most ideal place for a dog to have room to move about, activities to entertain, and loving caretakers to help them live their best life. We have a fenced in yard and plenty of space to roam, along with healthy wildlife distractions, fun toys, plenty of snacks, and generous room inside the house for everyone to feel cozy, warm or cool, and always nurtured.

“Nicole and her kids were great. They were very kind and caring with my dog snooper. They have two other dogs that of course want to protect their owner .. but Nicole was careful to keep them on leash or contained during meet n greet. She thoughtfully considered my apprehension about leaving snooper with 3 dogs (they had another for day care I learned later) and figured out ways to keep the dogs separated. The kids were so loving to little snooper I think he had a lot of private attention! Nicole sets a great example for dog care for her kids—- as did her father who was around during meet and greet. So nice to see children take such loving interest in animals.”

“Jieqi was very responsive and welcoming to us and our puppy. Luna was well cared for and we received a photo and update even for just a 4 hour stay. I highly recommend Jieqi and will be using her again.”

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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 Westchester Gardens.
Westchester Gardens 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 Westchester Gardens 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.



