Doggy Day Care in Westchester Gardens, Madison, WI

“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.”

Manuela G.

“We are so grateful we found a great fit for our social and active pup! He played outside with Sarah’s sweet dogs. Great communication and care.❤️”

Jessica C.

“My pup Popsicle loves Cynthia and gets so excited to see her! Cynthia gives excellent ‘pupdates’ and is super-communicative, so when you’re away from your pup (and missing them), you’ll get beautiful pics and updates. She treats my pup like family, and I’ve hired her again and again!”

Josephine D.

“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!”

Tori B.

“Briana is such a kind and empathetic individual! Although my doggy day care was last minute, I felt reassured that Semi was in good hands. Truly someone you can trust with your pups!”

Piper J.

“Truck had a blast and was very well taken care of. She sent photos and updates the entire time, and it made the entire experience really easy. Thank you!!”

Tara R.

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.

“Korie took great care of my dog Wolfie. Her response was fast to my request for daycare and Korie’s dog Ozzy played well with Wolfie. They even went on three walks too! Wolfie was a very relaxed pup when I picked him up. Thanks Korie!”

Andrea S.

About: I have grown up with dog in my life, Walking them is my job, also my work out. 1 miles at least walk per walk. I grown up with big dogs , walking them is the best way to waste their energy. Also add some work out on my own. For visiting, I work in the 8am-4:30pm , during weekdays anytime before 8 or after 4:30 pm will work for me. On the weekend I usually I can walk them anytime. I live in an apartment I do believe that if you walk him well enough (longer distances, let them smell around) they don’t need a yard. I walk my dog at least one mile per walk. I also play with them at home to make sure they are good to go.

“Remy seemed to really enjoy his stays with Jessica. Easy to communicate and really helped me in a pinch!”

Vianna A.

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.

“Julie was very friendly and accepted our booking late the night before we needed her to look after our dog. She took great care of Truffles and sent us plenty of photos throughout the day.”

Stephen P.

“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.”

Mark S.

“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.”

Kate M.

“Megan was absolutely wonderful! Very friendly and I loved the updates. Lazlo was very Happy and had a Fun day 🐕‍🦺😃 Will Definitely be a repeat client!!”

Lisa R.

About: I grew up training and showing dogs and will always have a soft spot in my heart for them, especially seniors! I pet-sit for friends and family regularly, and recently decided to open my home to some new furry friends that will keep me company while I work from home. I work from home regularly and love to have a companion during the day, especially for lunch time walks. Overnight boarding works great too with my flexible schedule! I will do my best to follow your dog's regular schedule so that they are comfortable! I can easily let dogs out during the day. I have experience giving dogs medicine (usually a marshmallow or some cheese will do the trick!) As I'm home all day, I could accommodate a dog with separation anxiety.

“We are very grateful to Tracy. She took care of our adolescent dog with his first experience with daycare. We had a sudden family emergency that required someone to look after our pub. She was open and communicative which was very helpful. Would recommend to others.”

Maggie W.

“Works well with me, works well with my dog. Communicative, willing to give medicine when necessary, my dog gets excited when we pull up that she's going to "camp". My dog is a rescue and Christine understand how to accommodate her quirks perfectly.”

Rachel K.

About: 🐾 Hi, I’m Aleyna! I’m 23 years old and currently studying at Madison College. Since my classes are online, I spend most of my time at home — which gives me a very flexible schedule to care for pets with all the love, patience, and attention they deserve. My partner and I both adore animals, so your furry friend will never be left alone for long. With over 5 years of experience, I’ve cared for dogs and cats of all breeds, ages, and personalities — from playful puppies to seniors, anxious pets, and even those boarding for the very first time. I know how to make pets feel safe, happy, and truly loved while their families are away. ⸻ 🏡 Services & Home Environment • Calm, clean, and pet-friendly home with cozy beds, blankets, bowls, and toys already available. • A backyard and plenty of nearby green space and walking paths for safe daily walks and fresh air. • Daily routine care: feeding, potty breaks, 2–3 walks, play sessions, cuddle time, and enrichment activities. • Extra care for seniors, puppies, anxious pets, or those with special needs (including medications). • Reliable and punctual — your pet’s routine will always be on time. ⸻ 🧳 What to Bring You only need to bring: • Food and treats • Any comfort items (favorite toy, blanket, or bed) • For cats: food and a litter box if possible ⸻ 💛 Why Choose Me? ✔️ Constant supervision — pets are rarely left alone ✔️ Flexible schedule — available for last-minute bookings ✔️ Daily photo & video updates so you always feel connected ✔️ Safe, caring, and loving home environment ✔️ Experienced with all ages, breeds & personalities For me, pet care isn’t just about meeting basic needs — it’s about creating comfort, joy, and companionship. I treat every pet like family, making sure they feel safe, loved, and completely at home. ⸻ 📌 Before Booking To provide the best care, please let me know if your pet has: • Allergies or sensitivities • Special behaviors, triggers, or routines • Comfort level with other pets (we have a calm cat who usually stays in one room) This helps me prepare and ensures your pet has a happy, stress-free stay. ⸻ ✨ I may be new on Rover, but I’m not new to caring for animals. With me, you’ll always receive open communication, daily updates, and the peace of mind that your furry family member is safe, comfortable, and loved. I’d be honored to care for your furry (and purry!) best friend 🐶🐱💛 I have flexible working hours and days. I can follow your schedule and follow your instructions perfectly. You can be sure about this just let me know have flexible working hours and days. I can easily follow your dog’s routine and all your instructions carefully. You can trust me with your furry friend — just let me know your needs!

“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.”

Jude S.