Doggy Day Care in Florist Highlands, Milwaukee, 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 Florist Highlands doggy day care sitters

“Maria provided an early update, as this was Winston’s first time visit with her. A fenced in yard and observing the dogs playing together was noted by me. She asked questions regarding Winston’s care. Communication was good as far as what happened during his day (feeding, etc) and Winston’s came home happy and tired.”


“Yolanda and her family have been so great to work with so far! Yolanda is very responsive, flexible, & respectful of your pet’s needs/requests/concerns. I will be utilizing her services again 🙂”


“Caitlin is the best! She is kind, patient and provides the best cuddles to my snuggly boy. He absolutely loves her and it is so apparent how much she loves and cares for dogs. We are lucky to have found her!”


About: 🐾 Buddy’s Boarding — Where Pets Feel at Home Hi! We're Percy and Darik — two experienced pet lovers offering premium dog boarding from our home in Brown Deer. One of us is home full-time, giving us the flexibility to provide reliable, personalized care for every pup we host. 🐶 Why pet parents love Buddy’s Boarding: • Spacious yard with a partially fenced area for play and potty breaks • Flexible pick-up/drop-off times with clear communication • Convenient location — just 10 minutes from I-43 and Hwy 41 • Quiet, dog-friendly neighborhood with sidewalks and green space • Two attentive, dog-experienced sitters under one roof • Access to a dog-friendly pool (summer months only, supervised, optional) ✨ Our Story Buddy’s Boarding is named after the dog that started it all. At 10 years old, I found Buddy as a stray near my dad’s business and begged my mom to let us keep him. She said yes — and from that moment on, my bond with animals was sealed. That connection still fuels the love and care we give every dog who stays with us. Whether your pup is active and playful or chill and cuddly, we tailor each stay to their needs. Let us know your dog’s routine and preferences — we’re happy to accommodate. We can’t wait to welcome your dog into our home. 🐾 👉 Send us a request to get started — we’d love to meet your pup! Pet care fits seamlessly into our daily routine. My partner Darik works from home as a graphic designer, so there’s always someone present to supervise and care for the dogs. I work part-time as a dog handler in the mornings, which means I bring both experience and structure to our day. Between the two of us, we’re able to give pets plenty of attention, play, and potty breaks throughout the day — with flexibility for early drop-offs, midday walks, and evening wind-downs. It’s a rhythm that’s built around making dogs feel safe, happy, and at home. Safety We prioritize safety by pet-proofing our home, keeping hazardous items out of reach, and supervising pets at all times. Whether it’s backyard play or a leashed walk, we ensure dogs are always in secure, pet-friendly environments. We also tailor safety measures to each dog’s personality, energy level, and needs. Trust Building trust with both pets and their people is at the heart of what we do. We take time to understand each dog’s routine and preferences, and we maintain regular communication with pet parents — sharing updates and photos so they always feel connected and confident in our care. Environment Our home is clean, cozy, and designed with dogs in mind — with plenty of space to move, comfy spots to rest, and loving attention throughout the day. We create a calm, positive environment and adjust our approach to meet each dog where they’re at. If we’re caring for pets in their home, we follow their routine closely to ensure they feel safe, secure, and comfortable in their own space.

About: I've had dogs most of my life. My Cavalier King Charles Spaniel is 3 years old and loves a friend. I have an 11 year old daughter that will also provide lots of love. Your dog won't just be boarded, they'll become a part of the family. No kennels necessary, they can sleep with me! I'm a stay at home mom. I love taking my dog out for walks around my quiet, dog friendly neighborhood. I'm home almost all the time. I'd love another doggy friend to visit us! I have tie outs for the dogs when they'd like fresh air. We go on walks as needed....and we can walk more if your dog loves it like mine does!


“Just fantastic dog sitters - Michael to accept at a short notice due to a family emergency and his wife Heather !!! I definitely recommend them now and always!! :) :) they made Lido feel at home”


About: As a lifelong animal lover and experienced pet owner myself, I deeply understand the joy and unwavering commitment your furry, scaly, or feathered family member brings to your life. My family and I have always opened our hearts and home to animals, including the many we've fostered over the years. I'm truly excited to offer the same level of loving, personalized care for your cherished companion. When you entrust your pet to me, they'll receive more than just basic care; they'll get endless affection, playtime, and a comforting routine in a safe, welcoming environment. You can enjoy your time away with complete peace of mind, knowing your beloved friend is not just cared for, but genuinely adored. My days as a stay-at-home mom are wonderfully flexible, leaving plenty of room to shower pets with all the love and attention they could ever need! I'm pretty much on standby for cuddles and care. Whether it's playtime in the yard, cozy cuddle sessions, or adventures on a walk, I'm dedicated to providing a loving and engaging environment. Your pet will receive plenty of attention, consistent care, and all the affection they could wish for, ensuring either their "stay-cation" or "friendly visit" is a joyful experience.

“Crystal is excellent. She took great care of our pup, Rufus. She is extremely responsive and flexible. She sent us several photos, which I loved receiving. I am a very over protective dog mom and I trust her with my fur baby. Looking forward to having her sit Rufus whenever we have a need for a sitter.”


“Will and Sarah were great with Maple on her first doggy day care visit! Felt confident to leave her for the day and they were super flexible to accommodate my last minute work meetings. Will be going back for overnight soon.”


About: Experienced dog lover with 7 years of pet care and dog walking in Chicago and Milwaukee areas. I work from home, ensuring constant supervision and care. Our home is near a trail and dog park, perfect for outdoor fun. We have a playful 5-year-old who loves dogs, offering lots of playtime and snuggles. Dogs are welcome on beds and furniture. We have experience caring for dogs with seizures and provide a loving, fun environment for all furry friends! Pet care is seamlessly integrated into our daily routine. Each morning begins with feeding and a refreshing walk at the nearby trail or dog park. Throughout the day, there are play sessions and cuddle breaks, ensuring our furry friends are happy and engaged. In the evenings, we wind down together, with dogs joining us on beds and furniture for quality bonding time. Our routine is built around ensuring their well-being and happiness, making every day a joyful experience for all. In our home, pets are treated like family members. We provide a safe and loving environment where they have access to a nearby trail and dog park for exercise and adventure. Our daily routine includes regular feeding, playtime, and lots of cuddles. Dogs are welcome on beds and furniture, and we ensure they receive any necessary medical care, including support for conditions like seizures. When caring for pets in clients' homes, we maintain the same level of dedication and attention to detail. We follow feeding schedules, provide ample play and exercise opportunities, and adhere to any specific care instructions provided by the client. We prioritize their comfort and well-being, ensuring they feel loved and secure while their owners are away. Overall, our approach to pet care is centered on creating a nurturing and fun-filled environment that meets their physical, emotional, and social needs.

About: I have worked with many types of animals my entire life. I spent my younger years working on a farm with lots of farm animals. I’ve worked with almost every kind of dog. I’ve also been pet sitting every since I was a kid for family and neighbors I have currently just moved and am looking to start taking new clients!! I am free everyday at almost any time currently! I always have my phone on me and am available. I would care for your pet just as if it were my own!! I would listen to ALL care instructions to give your animal the best care and to keep them comfortable.

About: About Me Animals have always held a special place in my heart. My family and I have had the joy of sharing our home with dogs, cats—and even a rat! We currently have two lovable rescue pit bulls, Holly (8) and Coco (6), along with 2 sweet cats, Mrs. Klaws and Lucy who keeps us all on our toes. I’m an active person and love spending time outdoors playing with the dogs. Holly and Coco especially enjoy running around the yard and making new doggy friends. Our home is always stocked with treats to reward good behavior, and cuddles are never in short supply. I offer boarding and doggy daycare in a loving, safe, and enriching environment. Whether your pet needs a place to stay while you’re away or just some daytime play, they’ll be treated like family here. And it’s not just dogs—I genuinely love working with cats too. Some of my favorite clients are feline! My toddler and I enjoy spending time playing, snuggling, and making sure every pet feels at home. If you’re looking for a warm, experienced, animal-loving caregiver, I’d be honored to care for your pet! I am a yoga teacher and I work from home so my schedule is pretty relaxed and spacious so I have time to play with your fur baby morning, noon, and/or evening. I care for the pet at in my home and I have love and respect for the pet and their environment. Usually animals love me.

About: I have one husky dog that is 3 years old and she's a baby I love her so much she sleep with me at night she actually go everywhere I go she's very well trained and she loves to have company I work from home and ha e alot of free time so figured this job would be a great fit for me and I get to be around different dogs I have one girl dog her name is Sasha she's a husky she's 3 years old she walk three times a day actually she is very a free spirit she gets to run around all day she's very friendly she loves to play with other dogs

About: I have been in pet care for 4 years including pet sitting, overnight care, and dog walking. I am dog CPR certified and have had dogs my whole life. I work from home with a very flexible job and am available for pets 7 days a week, 24 hours a day for your pet. I am also super flexible just let me know what works best for you and your pet! I have one female lab who is 3 years old and we love spending time outside playing and checking things out. I can accommodate single pet exercise or just staying inside and hanging out. Whatever makes your dog feel comfortable and meets their needs, I am ready for it.

“Cyen is great! My very shy pup warmed up to her in no time. The fenced in yard is nice for potty breaks and playing chase. Communication was great, Cyen even sent pictures and updates throughout the day. Highly recommend!”


About: About Me There’s truly nothing I love more than being around dogs—I absolutely melt for these furry friends! I’m all about cuddles, love, and full-on affection. I’m intense in the best way when it comes to giving dogs the attention they deserve. With me, your dog will be treated like family—loved, cared for, and cherished every moment we’re together. My Care Philosophy Your dog’s safety and well-being are my top priorities. I always ensure they’re properly fed, get enough rest after each meal, and enjoy just the right amount of exercise—never mixing meals and playtime to avoid any tummy troubles. I follow a structured schedule tailored to each dog’s needs, because I believe dogs thrive with routine. This way, it’s easy to keep track of their health, mood, and happiness. Why You Can Trust Me Caring for dogs is not just something I do—it’s my full-time job and my biggest passion. That means your dog will never be left without attention; I check in with them often and make sure they're doing great throughout the day. I welcome all kinds of dogs, no matter the size, breed, or age. I'm also the proud parent of a 5-year-old Great Dane named Astor. Managing such a large and spirited companion has taught me a lot—it’s not for the faint-hearted! But that’s why I consider myself truly experienced and confident in handling all types of dogs with love, patience, and skill. Boarding & Walk Policy If you're considering boarding with me, please note that I only host one dog per night in addition to my own—Astor—so your pup will get plenty of attention and space. The same goes for walks: I keep it personal and safe by walking just one guest dog at a time alongside Astor. This way, I can give each dog the focused care and calm environment they deserve. Extra Love & Comfort You'll get plenty of photos and updates while your dog is with me—I know how comforting it is to see your pup happy and relaxed. And yes, dogs are absolutely allowed on the furniture! Whether it’s snuggling on the couch or napping by my side, your dog will feel completely at home. Pet care is my daily routine—this is my full-time job and my biggest passion. My days are fully centered around the pets I care for, which means they get lots of attention, love, and consistency throughout the day. I plan my schedule based on their needs, making sure there's time for feeding, rest, play, walks, and cuddles. Because this is what I do every day, I'm always available to check in on them, stick to their routines, and adjust to anything special they might need. Your pet won’t just be part of my routine—they’ll be the heart of it. I live in apartment so there is no way for doggy’s to be escape, I always keep the door closed. Also if we go for a walk your dog will be always with leash.

About: I have had multiple dogs through out my life. During high school my family had 4 dogs in the house which were 3 Labs and 1 Bully mix. Since my wife and I moved out we currently live with our doghter, Nala. We also recently adopted our cat, Neo who is sweet and loving towards other dogs. I usually take my dog out during the morning around 7am to 8 am, during the afternoon after the dogs have breakfast, once again during 4 or 5pm, and then one final time before we head to bed around 8pm or 9pm. This is a daily routine for Nala and myself that we have stuck to since she was a puppy and works great for us over all. We usually walk around the block or play in the background as sometimes she doesn't need to potty and just needs that outside enrichment. I currently have a fenced yard for the back yard if the dogs do plan to play. The only part that is not fenced up is the driveway, but for the most part Nala and I do walk so that she can get some steps in and also so she won't poop too much in the backyard. If I am visiting your home I will come respectfully and walk your dog with Nala or without what ever your preference is and also give a detailed check-in of your dog to put your mind at ease.
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Maria & Nayibe B.Star Sitter

“Maria provided an early update, as this was Winston’s first time visit with her. A fenced in yard and observing the dogs playing together was noted by me. She asked questions regarding Winston’s care. Communication was good as far as what happened during his day (feeding, etc) and Winston’s came home happy and tired.”


Yolanda W.Star Sitter

“Yolanda and her family have been so great to work with so far! Yolanda is very responsive, flexible, & respectful of your pet’s needs/requests/concerns. I will be utilizing her services again 🙂”


Caitlin K.Star Sitter

“Caitlin is the best! She is kind, patient and provides the best cuddles to my snuggly boy. He absolutely loves her and it is so apparent how much she loves and cares for dogs. We are lucky to have found her!”


Perseus M.
Star Sitter

“When I needed someone to care for my two dachshunds, two cats, and even my turtle while I was out of town for a work trip, Perseus stepped up without hesitation. I was initially nervous about leaving my pets, but knowing Perseus would be watching my babies put my mind at ease. He took the time to understand each animal’s unique needs—the dachshunds' love for belly rubs and short walks, the cats' different personalities and feeding schedules, and even how to properly care for my turtle’s tank. Not only was everything spotless when I returned, but my pets seemed calm and happy, which is the ultimate testament to how well they were cared for. Perseus has a natural connection with animals and goes above and beyond to ensure their comfort and safety. I wouldn’t hesitate to trust him again and would wholeheartedly recommend him to any pet parent looking for someone dependable, kind, knowledgeable, and attentive.”


Tegra R.Star Sitter

“My dog is not easy!!! She was awesome. Really appreciated her. Thank you great job Winston came home sleepy”


Samantha L.

“Samantha was awesome! Would definitely use again”


Kris P.
About: I've had dogs most of my life. My Cavalier King Charles Spaniel is 3 years old and loves a friend. I have an 11 year old daughter that will also provide lots of love. Your dog won't just be boarded, they'll become a part of the family. No kennels necessary, they can sleep with me! I'm a stay at home mom. I love taking my dog out for walks around my quiet, dog friendly neighborhood. I'm home almost all the time. I'd love another doggy friend to visit us! I have tie outs for the dogs when they'd like fresh air. We go on walks as needed....and we can walk more if your dog loves it like mine does!




Michael J K.Star Sitter

“Just fantastic dog sitters - Michael to accept at a short notice due to a family emergency and his wife Heather !!! I definitely recommend them now and always!! :) :) they made Lido feel at home”


Nicholas M.

“Was available last minute. Great!!”


Joya M.
About: As a lifelong animal lover and experienced pet owner myself, I deeply understand the joy and unwavering commitment your furry, scaly, or feathered family member brings to your life. My family and I have always opened our hearts and home to animals, including the many we've fostered over the years. I'm truly excited to offer the same level of loving, personalized care for your cherished companion. When you entrust your pet to me, they'll receive more than just basic care; they'll get endless affection, playtime, and a comforting routine in a safe, welcoming environment. You can enjoy your time away with complete peace of mind, knowing your beloved friend is not just cared for, but genuinely adored. My days as a stay-at-home mom are wonderfully flexible, leaving plenty of room to shower pets with all the love and attention they could ever need! I'm pretty much on standby for cuddles and care. Whether it's playtime in the yard, cozy cuddle sessions, or adventures on a walk, I'm dedicated to providing a loving and engaging environment. Your pet will receive plenty of attention, consistent care, and all the affection they could wish for, ensuring either their "stay-cation" or "friendly visit" is a joyful experience.


Crystal H.

“Crystal is excellent. She took great care of our pup, Rufus. She is extremely responsive and flexible. She sent us several photos, which I loved receiving. I am a very over protective dog mom and I trust her with my fur baby. Looking forward to having her sit Rufus whenever we have a need for a sitter.”


Sarah & William H.


“Will and Sarah were great with Maple on her first doggy day care visit! Felt confident to leave her for the day and they were super flexible to accommodate my last minute work meetings. Will be going back for overnight soon.”


Giovanna Z.
“Giovanna is a saint! She showed great patience with my dog and provided lots of love and affection. My dog was very tired upon return from all the nature walks! I would highly recommend Giovanna to care for your doggo(s)”


Angelina H.
About: I have worked with many types of animals my entire life. I spent my younger years working on a farm with lots of farm animals. I’ve worked with almost every kind of dog. I’ve also been pet sitting every since I was a kid for family and neighbors I have currently just moved and am looking to start taking new clients!! I am free everyday at almost any time currently! I always have my phone on me and am available. I would care for your pet just as if it were my own!! I would listen to ALL care instructions to give your animal the best care and to keep them comfortable.


Baobi N.
“Baobi is a extremely hard worker and good with my families pets. Cookie our shy female rescue kitty was really afraid of people, but she would sit with Baobi if allowed hours on end. I am sure that was because she felt safe in her calm presence. All of our other pets did great with her as well.”


Sheree P.
About: I have one husky dog that is 3 years old and she's a baby I love her so much she sleep with me at night she actually go everywhere I go she's very well trained and she loves to have company I work from home and ha e alot of free time so figured this job would be a great fit for me and I get to be around different dogs I have one girl dog her name is Sasha she's a husky she's 3 years old she walk three times a day actually she is very a free spirit she gets to run around all day she's very friendly she loves to play with other dogs


Mathea R.
“Mathea takes care of our dog, yellow lab, a couple times a year. She is friendly and very good with Oakley. You can tell she loves dogs. I am never worried about Oakley when she is in Mathea's care. She communicates with us in a timely manner. Highly recommend Mathea.”


Cyen B.

“Cyen is great! My very shy pup warmed up to her in no time. The fenced in yard is nice for potty breaks and playing chase. Communication was great, Cyen even sent pictures and updates throughout the day. Highly recommend!”


Margara B.
“Margara is great! She took care of my dog Mu like he was her own! My fur baby is not very friendly with strangers and I can tell you that Margara and him click from the beginning, she made him feel extremely comfortable”


Elijah X.
“Elijah looked after my Golden Retriever x Siberian Husky over the weekend, and I couldn’t be more pleased. He’s a kind, soft-spoken gentleman who carefully listened to all my instructions and made sure my pup was fed on schedule and taken for walks. He also sent photo updates, just as I requested, which I really appreciated. I always recommend Elijah to my friends—he’s truly someone you can trust with your furry loved ones.”
Florist Highlands dog parents share their Rover experiences
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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 Florist Highlands.
Florist Highlands 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 Florist Highlands 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.
