Doggy Day Care in Fairfield, Milwaukee
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 Fairfield doggy day care sitters

“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 wonderful with Mira! I am totally at ease when Mira is with her, and I am also happy for Mira to have such a fun and caring friend…:) 🐶🙋♀️🫶”


“Thank you so much to Kim! Kim was a fantastic dog sitter for our dog Mushi today. She's very friendly and made us feel very comfortable about leaving our lab mix rescue with her while we enjoyed the Milwaukee Zoo. She walked Mushi and also gave us updates as well as pictures. I highly recommend her to watch your dog.”


“Marycruz did an amazing job watching my dog for the day! She was super communicative and friendly. Also, she took her for walks and sent lots of pictures/updates which are always appreciated! Would definitely book again :)”


“Samantha was awesome! Would definitely use again”


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.

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



“I could not recommend Mike and his wife Heather more! My dog has been consistently going going there for a year and as a young doctor working up to 28 hours in a row, I would not be able to have managed without them! They are very flexible and truly do love working with dogs. Recently, my dog got very mambas colitis and needed to go to the vet twice. Initially I wasn’t able to take too much time off but thankfully Mike was there. He offered to even cook Whiskey boiled chicken and rice and even offered to come to the vet with us the second time because he was genuinely concerned as well. I have a very anxious dog, but have been able to leave him while on vacation and not worry because I was getting constant updates- both good and bad about how he was doing, how much he was barking, how he was pooping, etc. it helped me enjoy my vacation more. I would highly recommend them for anyone who has a dog that is anxious and needs more one on one attention or with a chaotic schedule like myself.”


“This young lady was amazing, very kind and polite. She provided pics of there park trip and I couldn’t be happier with her service!!! Highly recommend”



“We love having Louie stay with Auria….he comes home happy and having him with other dogs has clearly made him more social at home and in the neighborhood. Auria is our “go-to sitter!”


“Marley loved his morning with Vicki and came home happy, tired from lots of play time, and eager to get more snuggles next time. He has a new BFF!”



“Jan provides excellent care of Hercules. I get photo updates throughout his stay and messages as necessary. Herc is always exhausted and ready for a nap after a full day of play.”


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!

“Katie and her family are great with dogs! They have two of their own and cared for my dog so well. My dog was walked and fed and got lots of playtime with their puppy. Every thing you could want in a dog sitter!”


“Miranda took care of my dog like nobody would. She was flexible and patient, and I will absolutely take my dear Galleta with her again. Miranda is super reliable and clearly loves animals. Galleta had lots of fun with her dog, Bandit. Thanks a lot for an amazing daycare experience for my dog!”


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 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: 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.

About: I’ve always had a special connection with dogs. Growing up in Mexico, I adopted several stray dogs who followed me home because of my calming energy. I’ve cared for 3 dogs and 2 cats, and after moving to the U.S., I adopted Nutmeg, a pit bull mix who was my loyal companion until her passing 3 years ago. I’ve been surrounded by dogs my whole life and often dog-sit for friends when they travel. Caring for animals is a passion that has shaped my life. I work from home as a graphic designer, so I have plenty of flexibility to care for your dog. They’ll get the attention and care they need throughout the day. I have a yard where your dog can safely play, and I’m happy to take them on walks around my dog-friendly neighborhood to keep them active and happy.

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
Loving doggy day care in your neighborhood
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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 wonderful with Mira! I am totally at ease when Mira is with her, and I am also happy for Mira to have such a fun and caring friend…:) 🐶🙋♀️🫶”


Kim S.Star Sitter

“Thank you so much to Kim! Kim was a fantastic dog sitter for our dog Mushi today. She's very friendly and made us feel very comfortable about leaving our lab mix rescue with her while we enjoyed the Milwaukee Zoo. She walked Mushi and also gave us updates as well as pictures. I highly recommend her to watch your dog.”


Marycruz A.

“Marycruz did an amazing job watching my dog for the day! She was super communicative and friendly. Also, she took her for walks and sent lots of pictures/updates which are always appreciated! Would definitely book again :)”


Samantha L.

“Samantha was awesome! Would definitely use again”


Perseus M.
Star Sitter

“As someone very nervous about leaving my cats while on vacation, I knew I needed to find someone I could trust. Perseus watched my three cats on short notice and took the time to understand their individual needs and very specific feeding schedules. One of my cats only eats one type of food and changes her mind every other day, another needs to eat behind a closed door so the others won't eat their food, and one of them is very shy around strangers and I was worried he wouldn't eat while I was gone, but Perseus was patient and made my scaredy-cat feel right at home. Upon my request, he agreed to send daily updates on the cats so I could be assured they were being well-cared for, and he was happy to confirm all the tedious things I asked for to make my cats as comfortable as possible in someone else's home. He was personable, kind, and patient with both me and my cats, and made me feel more comfortable with leaving my babies with a stranger! At the end of the week, he didn't feel like a stranger anymore but someone I could genuinely trust.”


Tegra R.Star Sitter

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




Michael J K.Star Sitter

“I could not recommend Mike and his wife Heather more! My dog has been consistently going going there for a year and as a young doctor working up to 28 hours in a row, I would not be able to have managed without them! They are very flexible and truly do love working with dogs. Recently, my dog got very mambas colitis and needed to go to the vet twice. Initially I wasn’t able to take too much time off but thankfully Mike was there. He offered to even cook Whiskey boiled chicken and rice and even offered to come to the vet with us the second time because he was genuinely concerned as well. I have a very anxious dog, but have been able to leave him while on vacation and not worry because I was getting constant updates- both good and bad about how he was doing, how much he was barking, how he was pooping, etc. it helped me enjoy my vacation more. I would highly recommend them for anyone who has a dog that is anxious and needs more one on one attention or with a chaotic schedule like myself.”


Tishara M.

“This young lady was amazing, very kind and polite. She provided pics of there park trip and I couldn’t be happier with her service!!! Highly recommend”




Auria R.Star Sitter

“We love having Louie stay with Auria….he comes home happy and having him with other dogs has clearly made him more social at home and in the neighborhood. Auria is our “go-to sitter!”


Vicki S.Star Sitter

“Marley loved his morning with Vicki and came home happy, tired from lots of play time, and eager to get more snuggles next time. He has a new BFF!”




Jan H.Star Sitter

“Jan provides excellent care of Hercules. I get photo updates throughout his stay and messages as necessary. Herc is always exhausted and ready for a nap after a full day of play.”


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!


Katie C.Star Sitter

“Katie and her family are great with dogs! They have two of their own and cared for my dog so well. My dog was walked and fed and got lots of playtime with their puppy. Every thing you could want in a dog sitter!”


Miranda E.

“Miranda took care of my dog like nobody would. She was flexible and patient, and I will absolutely take my dear Galleta with her again. Miranda is super reliable and clearly loves animals. Galleta had lots of fun with her dog, Bandit. Thanks a lot for an amazing daycare experience for my dog!”


Baobi N.
“Baobi dog sat my yorkie, Daisy. Baobi was attentive to my dog's needs especially since she's a picky eater. Baobi had no problem going above and beyond to hand feed Daisy just to make sure she ate some of her food. During the time Baobi dog sat Daisy, my dog was walked and took to potty on a regular schedule. Daisy was well attended to and was comfortable in Baobi's care. I would highly recommend Baobi for any dog breed with any energy level. ”


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.


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.”


Erik R.
“Erik was an excellent dog sitter for several years, taking great care of my mixed-breed rescue dog, Nutmeg. I would entrust my dogs in Erik's care without hesitation, as he loves animals. He was also very flexible and available on short notice, which was super helpful in knowing I always had a trusted dog sitter available. He will take excellent care of your dogs as well. I highly recommend him!”


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
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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 Fairfield.
Fairfield 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 Fairfield 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.
