Doggy Day Care in Maitland Park, 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 Maitland Park doggy day care sitters


“Elba had her hands full with our very spunky and relentlessly playful pup, but she did a fantastic job caring for Libby and patiently handling her with her high energy. Libby fell fast asleep once we came home and she slept the entire rest of the evening and night. She was worn out! I definitely recommend Elba and we can't wait to come back again!”


“Lillian is SO amazing! She has watched my 8 month old Berner puppy and he’s so always happy to go over there. She always sends pictures and videos, and each time my pup looks SO happy and comfortable. Totally recommend her to anyone and will most definitely use her in the future. 😊”


“Amy was fantastic! She was kind enough to pick up my last minute request and definitely showed Elliot lots of love during his time with her. Great communication and would definitely book with Amy again!”



“Yesterday was my Rover’s first daycare with Dan. As soon as I parked my car Rover was excited to go inside. That is impressive since Rover only met Dan and Holly during the initial meet and great. Dan sent pictures and updates of Rover throughout the night, which I very much appreciated. Rover and I both are very lucky to have found Dan and Holly.”

“This was our first time using rover and any kind of daycare for our dog and Miranda was nothing but amazing! She kept me updated and sent pictures. We will definitely be using Miranda again in the future!”


“Kathy and Brad took great care of our little dog while we came from out of town to attend the State Fair. They clearly love dogs and they gave him lots of attention and love. Great communication also both before and during his stay. We will definitely use them again if we are in the area.”


“Kait was a pleasure to work with! She was very good at communicating, sent excellent pictures and was not shy to ask questions about Maya’s care! Her and her precious Zelda welcomed my Maya with open arms and warm hearts 😁 I HIGHLY recommend booking with her! We will definitely be back!”


“Lotte gets along great with Katrina’s dogs and Katrina is wonderful with her and communicates regularly to let us know how who she is doing. We’re thankful to find someone who can watch her regularly.”


“I would definitely book with Jack again. He was accommodating and professional, so easy to work with. I was fostering a 4-month-old shepherd mix that was rescued from a very abusive situation in El Paso, TX. Thora was transported to Milwaukee and only fostered with me for a week when I found out that my remote status was abruptly ending that following week. Since she was just starting to come out of her shell, I didn’t want to leave her in a crate all day while I was at work. So, I turned to Rover! Jack lives nearby and with her abuser having been a male, I liked the idea of doggy daycare with a man so she could experience proper treatment from a male caretaker. He responded to my request right away and when we arrived for the meet-and-greet, Thora instantly took to Jack; there was no hesitation or fear. Jack was responsive and communicative all week, didn’t have any issues. Thora was rescued in rough shape. She was extremely underweight even for a puppy, so I was very specific and detailed about her meals and potty schedule and Jack stayed on top of it. I received updates throughout the day as well as pictures. Many of the pix were of Thora napping or lounging next to Jack; she was so comfortable there. He works remotely and took Thora to a nearby park on his lunch breaks. He taught her to play catch and sent me some footage for her online adoption bio. I watched Thora’s confidence grow under Jack’s care; it was great to see. She’d get so excited when we arrived at his home every morning. I’m so glad Jack was available that week; it worked out great for Thora. Thank you, Jack!”


“Dean is an awesome dog sitter! We felt so comfortable leaving our dog with him for the night! Dean made sure to send updates and pictures! Our dog had so much fun with Dean and his resident pup! We would be happy to book him again!”


About: My husband and I have had several pets throughout the years. We’ve owned rabbits, cats, birds and dogs. Currently we have one dog we adopted from the humane society. All of our dogs have been rescues. We enjoy providing a good home to animals. We care for our daughter’s dogs when she is out of town. We look forward to meeting new furry friends. I’m at home daily so I am able to care for your pets as needed throughout the day. My husband is home in the evenings and will be able to provide walks for the dogs. We have a large fenced in back yard for your pet to play and explore. We only care for two dogs at a time as we have a dog of our own.

About: I have been taking care of ALL types of animals for 40+ years, but my favorites are cats and dogs of all shapes and sizes. It makes my soul happy 😊 I am ready to love your fur baby as if it is my own! Throughout my life, I’ve owned just about every type of furry and not so furry animal you can imagine. Taking care of animals is what I’m passionate about. I can work pretty much any request into my daily schedule as long as I have proper notice. Check my calendar because I keep it up to date all the time. I will x out dates that I have pending requests, which usually means I’m just waiting to meet my clients before it’s confirmed. I don’t have a fenced in yard, but I do live right across from a dog park and an open field/Grant Park where I take my little guy to run and play. I will follow whatever rules you have for your babies in your homes.


“Wendy is the absolute best! Professional, always gives so much love to my Dexter and all her other doggie pals that come over. She gives plenty updates and pictures to assure you that your fur baby is having the time of his his/her life! She’s the best and so friendly and loving. Safety is a big concern of mine. As I’m an over protective dog mom. Quality 10/10 safety 10/10 communication 10/10 and flexibility with scheduling 10/10.”


“Ana was absolutely amazing to work with. Very prompt with responses and super generous with pet pictures. She is very caring and made sure both her and my dog got along well during our meet n great. If you are looking for the right person for your furry loved ones, Ana is a great choice!”


About: I have had animals since I was young, so I understand a lot of animal behaviors and personalities. I am a go-to pet sitter for my family and friends because my love for animals is so visible and recognized. I am not one to get upset if an animal has an undesirable behavior, instead I remain calm and try to understand. I love every animal I meet, even those I never will. My goal is to make sure everyone feels comfortable, safe, and definitely spoiled. I will be going back to school in the fall and will be working part time, but I would love spending my free time and nights with animals! I have a small/medium terrier mix and two cats at home. I have two different housing options I can bring pets to. One house, where my animals live, that has a fenced in yard (in Greendale) and another house that has no animals (in Muskego), but no fenced in yard. My dog has issues with dogs that are bigger than him, he may feel threatened and lash out. However, he likes dogs that are smaller or the same size as him. My dog is able to spend time at the other house if there would be a problem or I can just bring the pet I’m watching to the other house all together. The cats, however, stay at the house in Greendale.

About: Hello paw parent! I have two fur babies of my own named Oreo, a Lhasa Apso, 9yrs old, and a Great Dane, Danerys, who is 4yrs old. Working from home allows me to spend a significant amount of time pet sitting for family, friends, or friends of friends. Pets including, but not limited to, cats, dogs, ferrets, etc. I've become a huge pet lover through meeting lots of wonderful fur babies, not to mention raising my own. Working at a doggy daycare has also provided me with the experience and knowledge of caring for animals. With this experience I can provide care, quality time, and love to your fur baby. Book me and you will certainly have a happy puppy back at home. I am at home full time so your pet and I will spend lots of time together. I have open availability and can provide a routinely eat, play, sleep environment treating your fur baby as my own. Maintaining communication via text, photos, and/or video to also ensure your piece of mind. It is my commitment to provide a safe and fun experience for your pet so they have a wonderful stay. My neighborhood is pet friendly. I will provide a cozy space for the pets to rest, a nice neighborhood walk for exercise, and dedicated playtime, not to mention lots of cuddles. Provided with special instructions, you can be certain I will be attentive and caring of any pet requiring specific needs or prescribed medication. If you need me to stay in your home the same attention and care will be extended. Not only is your fur baby going to be comfortable in their own space, but they will have a trustworthy friend who will love to spend time with them there. They will be taken out, fed, groomed, and exercised following your usual daily routine.

About: In my personal home, I have raised 2 dogs and 3 cats to adulthood while maintaining a full time job and ensuring quality sanitation standards (nobody wants a smell house!). Because 4/5 animals were rescued, each animal came with something unique from joint issues to surgical post-care considerations to dental care to medications. Additionally, I have experience with various breeds, outside my personal household, including Shih Tzus, Pitbull mixes, Dachshunds, Huskies, and various cat breeds. See photos. From breeds that pull, triggered by small mammals or other dogs, medical exceptions, jumping, etc. I’ve had a lot of experience under my belt with dogs and cats. I’d love to demonstrate my quality care and passion for animal care. I currently work from home full-time. I am available to doggy daycare during the day and drops ins during the late afternoon/evening. I am usually available. Feel free to send a request! I have a partially fenced in yard that is perfect for smaller/medium breeds dogs to actively play. My corgi is crate trained and used a crate for his comfort. I am more than welcome to accommodate an additional crate, I have spares. My dogs roam freely amongst the cats, but the cats have the option of isolating completely at any point to safe spaces for their safety and the dogs.

About: I had dogs and cats of my own throughout my life and I love to care for them as if they are my own with lots of attention . I’m always home and could care for your pet, with frequent potty breaks, play with them , and take them for walks. They will love to be in my home with lots of love and attention . I will never leave your dog or cat unattended, I will always have them next to me when I take them outside to play or potty.


About: (Please call my Rover phone number to discuss services) I am so excited to start pet sitting again! The pandemic limited my ability pet sit as often as use to, but now I can get back to doing what I love! I have been pet sitting for more than 10 years and I worked in veterinary medicine for 4+ years, which allows me to provide quality care at an affordable rate. I currently work from home, Monday through Friday, which is great for any pet owners that need daycare and/or overnight boarding. I feel it is very important to do meet and greets so we can determine if our pets will do well with each other in my home. I would appreciate a meet and greet within 5-7 days of the stay. I also required the pets are up to date on rabies, bordetella, DHPP, and flea/tick prevention. I look forward to meeting you and your furry friend! I have been given the privilege of working from home so that makes it easier to be more accommodating for pet owners who need care throughout the work week. I am also completely free on weekends. I live in an apartment that has private entry which makes it easier to take dogs out whenever they need a bathroom break. I also have a lot of walking space and the area is very dog friendly.

About: Caring for animals is my passion! With over 20 years experience! Grew up caring & loving for dogs and animals of all sizes! Have rescued over 9 animals of my own and helped train over 20 dogs. Love playing with other dogs of all breeds and playing fetch until the sun goes down! Have experience with cats, dogs, and small animals. CPR/First Aid Certified. Have been a chef my whole life as well so love cooking delicious food for all of my four legged friends. Also Studied massage therapy so I love giving therapeutic rubs to all my furry friends! Animals are my love language. I know how special it is to let someone else spend time with your four legged family members. It would be my honor to care for them while you are not able. I work from home so your animals will have my full attention! I have a passion for caring for animals like they are my family! I have a fully fenced in yard with toms of toys a fdog pool and a full house with a finished basement! With a great private subdivision to walk!
Loving doggy day care in your neighborhood
Search Results




Elba M.
Star Sitter


“Elba had her hands full with our very spunky and relentlessly playful pup, but she did a fantastic job caring for Libby and patiently handling her with her high energy. Libby fell fast asleep once we came home and she slept the entire rest of the evening and night. She was worn out! I definitely recommend Elba and we can't wait to come back again!”


Lillian T.Star Sitter

“Lillian is SO amazing! She has watched my 8 month old Berner puppy and he’s so always happy to go over there. She always sends pictures and videos, and each time my pup looks SO happy and comfortable. Totally recommend her to anyone and will most definitely use her in the future. 😊”


Amy K.

“Amy was fantastic! She was kind enough to pick up my last minute request and definitely showed Elliot lots of love during his time with her. Great communication and would definitely book with Amy again!”




Daniel & Holly L.
Star Sitter

“Yesterday was my Rover’s first daycare with Dan. As soon as I parked my car Rover was excited to go inside. That is impressive since Rover only met Dan and Holly during the initial meet and great. Dan sent pictures and updates of Rover throughout the night, which I very much appreciated. Rover and I both are very lucky to have found Dan and Holly.”


Miranda O.Star Sitter

“This was our first time using rover and any kind of daycare for our dog and Miranda was nothing but amazing! She kept me updated and sent pictures. We will definitely be using Miranda again in the future!”


Kathy & Brad K.

“Kathy and Brad took great care of our little dog while we came from out of town to attend the State Fair. They clearly love dogs and they gave him lots of attention and love. Great communication also both before and during his stay. We will definitely use them again if we are in the area.”


Kait S.

“Kait was a pleasure to work with! She was very good at communicating, sent excellent pictures and was not shy to ask questions about Maya’s care! Her and her precious Zelda welcomed my Maya with open arms and warm hearts 😁 I HIGHLY recommend booking with her! We will definitely be back!”


Katrina E.Star Sitter

“Lotte gets along great with Katrina’s dogs and Katrina is wonderful with her and communicates regularly to let us know how who she is doing. We’re thankful to find someone who can watch her regularly.”


Jack S.Star Sitter

“I would definitely book with Jack again. He was accommodating and professional, so easy to work with. I was fostering a 4-month-old shepherd mix that was rescued from a very abusive situation in El Paso, TX. Thora was transported to Milwaukee and only fostered with me for a week when I found out that my remote status was abruptly ending that following week. Since she was just starting to come out of her shell, I didn’t want to leave her in a crate all day while I was at work. So, I turned to Rover! Jack lives nearby and with her abuser having been a male, I liked the idea of doggy daycare with a man so she could experience proper treatment from a male caretaker. He responded to my request right away and when we arrived for the meet-and-greet, Thora instantly took to Jack; there was no hesitation or fear. Jack was responsive and communicative all week, didn’t have any issues. Thora was rescued in rough shape. She was extremely underweight even for a puppy, so I was very specific and detailed about her meals and potty schedule and Jack stayed on top of it. I received updates throughout the day as well as pictures. Many of the pix were of Thora napping or lounging next to Jack; she was so comfortable there. He works remotely and took Thora to a nearby park on his lunch breaks. He taught her to play catch and sent me some footage for her online adoption bio. I watched Thora’s confidence grow under Jack’s care; it was great to see. She’d get so excited when we arrived at his home every morning. I’m so glad Jack was available that week; it worked out great for Thora. Thank you, Jack!”


Dean T.Star Sitter

“Dean is an awesome dog sitter! We felt so comfortable leaving our dog with him for the night! Dean made sure to send updates and pictures! Our dog had so much fun with Dean and his resident pup! We would be happy to book him again!”


Lisa & Richard M.
“She’s an absolute animal lover! Even though I’m her son, my sister and I grew up surrounded by furry friends, and she was always their devoted caretaker.”


Courtney T.
“Courtney loves all furry creatures with her whole heart and soul. She currently is a loving mama to 3 cats and a dog, but given the time and space to responsibly have more, she would. I have witnessed her care for countless animals throughout the years. She possesses an innate ability to relate to an animal’s moods and needs in good times and bad. One experience that stands out is when a family member’s beloved pug was experiencing extreme heat stroke while on vacation, Courtney calmly assessed the situation, then personally took the necessary steps to get the dog stabilized initially and quickly get her into the care of a veterinarian for further care. When everyone else was freaking out, she knew exactly what to do and saved that dog’s life. In times that are not so serious, she is always ready to provide a pet, scratch, belly rub, treat, walk… you name it. My dog is tireless when it comes to fetch, and Courtney manages to tire her out. I highly recommend her to care for anyone’s furry friends.”




Wendy N.


“Wendy is the absolute best! Professional, always gives so much love to my Dexter and all her other doggie pals that come over. She gives plenty updates and pictures to assure you that your fur baby is having the time of his his/her life! She’s the best and so friendly and loving. Safety is a big concern of mine. As I’m an over protective dog mom. Quality 10/10 safety 10/10 communication 10/10 and flexibility with scheduling 10/10.”


Ana M.

“Ana was absolutely amazing to work with. Very prompt with responses and super generous with pet pictures. She is very caring and made sure both her and my dog got along well during our meet n great. If you are looking for the right person for your furry loved ones, Ana is a great choice!”


Alexandra W.
About: I have had animals since I was young, so I understand a lot of animal behaviors and personalities. I am a go-to pet sitter for my family and friends because my love for animals is so visible and recognized. I am not one to get upset if an animal has an undesirable behavior, instead I remain calm and try to understand. I love every animal I meet, even those I never will. My goal is to make sure everyone feels comfortable, safe, and definitely spoiled. I will be going back to school in the fall and will be working part time, but I would love spending my free time and nights with animals! I have a small/medium terrier mix and two cats at home. I have two different housing options I can bring pets to. One house, where my animals live, that has a fenced in yard (in Greendale) and another house that has no animals (in Muskego), but no fenced in yard. My dog has issues with dogs that are bigger than him, he may feel threatened and lash out. However, he likes dogs that are smaller or the same size as him. My dog is able to spend time at the other house if there would be a problem or I can just bring the pet I’m watching to the other house all together. The cats, however, stay at the house in Greendale.


Olehyka S.
About: Hello paw parent! I have two fur babies of my own named Oreo, a Lhasa Apso, 9yrs old, and a Great Dane, Danerys, who is 4yrs old. Working from home allows me to spend a significant amount of time pet sitting for family, friends, or friends of friends. Pets including, but not limited to, cats, dogs, ferrets, etc. I've become a huge pet lover through meeting lots of wonderful fur babies, not to mention raising my own. Working at a doggy daycare has also provided me with the experience and knowledge of caring for animals. With this experience I can provide care, quality time, and love to your fur baby. Book me and you will certainly have a happy puppy back at home. I am at home full time so your pet and I will spend lots of time together. I have open availability and can provide a routinely eat, play, sleep environment treating your fur baby as my own. Maintaining communication via text, photos, and/or video to also ensure your piece of mind. It is my commitment to provide a safe and fun experience for your pet so they have a wonderful stay. My neighborhood is pet friendly. I will provide a cozy space for the pets to rest, a nice neighborhood walk for exercise, and dedicated playtime, not to mention lots of cuddles. Provided with special instructions, you can be certain I will be attentive and caring of any pet requiring specific needs or prescribed medication. If you need me to stay in your home the same attention and care will be extended. Not only is your fur baby going to be comfortable in their own space, but they will have a trustworthy friend who will love to spend time with them there. They will be taken out, fed, groomed, and exercised following your usual daily routine.


Miguel M.
About: In my personal home, I have raised 2 dogs and 3 cats to adulthood while maintaining a full time job and ensuring quality sanitation standards (nobody wants a smell house!). Because 4/5 animals were rescued, each animal came with something unique from joint issues to surgical post-care considerations to dental care to medications. Additionally, I have experience with various breeds, outside my personal household, including Shih Tzus, Pitbull mixes, Dachshunds, Huskies, and various cat breeds. See photos. From breeds that pull, triggered by small mammals or other dogs, medical exceptions, jumping, etc. I’ve had a lot of experience under my belt with dogs and cats. I’d love to demonstrate my quality care and passion for animal care. I currently work from home full-time. I am available to doggy daycare during the day and drops ins during the late afternoon/evening. I am usually available. Feel free to send a request! I have a partially fenced in yard that is perfect for smaller/medium breeds dogs to actively play. My corgi is crate trained and used a crate for his comfort. I am more than welcome to accommodate an additional crate, I have spares. My dogs roam freely amongst the cats, but the cats have the option of isolating completely at any point to safe spaces for their safety and the dogs.


Maria R.
“Maria is a good loving person she has cared for my two dogs in the pass and they love her so much, the times they do see her they don’t leave her side, I recommend Maria as a sitter for any of your pets .”




Zhanae W.
About: (Please call my Rover phone number to discuss services) I am so excited to start pet sitting again! The pandemic limited my ability pet sit as often as use to, but now I can get back to doing what I love! I have been pet sitting for more than 10 years and I worked in veterinary medicine for 4+ years, which allows me to provide quality care at an affordable rate. I currently work from home, Monday through Friday, which is great for any pet owners that need daycare and/or overnight boarding. I feel it is very important to do meet and greets so we can determine if our pets will do well with each other in my home. I would appreciate a meet and greet within 5-7 days of the stay. I also required the pets are up to date on rabies, bordetella, DHPP, and flea/tick prevention. I look forward to meeting you and your furry friend! I have been given the privilege of working from home so that makes it easier to be more accommodating for pet owners who need care throughout the work week. I am also completely free on weekends. I live in an apartment that has private entry which makes it easier to take dogs out whenever they need a bathroom break. I also have a lot of walking space and the area is very dog friendly.


Margaret Z.
About: Caring for animals is my passion! With over 20 years experience! Grew up caring & loving for dogs and animals of all sizes! Have rescued over 9 animals of my own and helped train over 20 dogs. Love playing with other dogs of all breeds and playing fetch until the sun goes down! Have experience with cats, dogs, and small animals. CPR/First Aid Certified. Have been a chef my whole life as well so love cooking delicious food for all of my four legged friends. Also Studied massage therapy so I love giving therapeutic rubs to all my furry friends! Animals are my love language. I know how special it is to let someone else spend time with your four legged family members. It would be my honor to care for them while you are not able. I work from home so your animals will have my full attention! I have a passion for caring for animals like they are my family! I have a fully fenced in yard with toms of toys a fdog pool and a full house with a finished basement! With a great private subdivision to walk!
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
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It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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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 Maitland Park.
Maitland Park 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 Maitland Park 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.
