Doggy Day Care in Woodland Court, 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 Woodland Court 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.”


“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.”


“Lillian was the sweetest! My baby boy Kross had the best time with her. She cared for him very well, kept him entertained with enriching activities, and sent lots of updates during the day with pictures and videos. 10/10 no notes! Will definitely be booking again in the future”



“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.”


“Stajia is a fantastic dog sitter who took wonderful care of my energetic dog, Lulu. She is great with dogs and very friendly. I highly recommend her to anyone seeking a reliable and caring dog sitter.”



“Julie was amazing with my 10 week puppy! She sent pictures and updates throughout the day. This was my first time using Rover and she made the experience stress free. I will definitely be using her again!”


“Our dog had an awesome day with Louise! She was great with little Stuart and so easy to work with for us. She accommodated a long day with our schedules and is so kind. She gave our dog personal care and very loving for our needy little puppy. We plan to book with Louise again, can’t recommend her enough!”


“Definitely looked like Jordyn enjoyed his stay and Kari definitely treaded Jordyn like one of her own. Great in helping out super last minute. Will contact her again if need be for sure!”


About: I owned a dog growing up and cared for and trained one with my family. I sit for friends and family from time to time and I love to play and take dogs for walks and, if they are able, runs of up to a few miles! I have a fenced in yard, and my kids (4, 8) are also great with animals. I work from home. With the exception of rare travel days, school drop-offs, and evening events, I will always be around the house to care for your pup. Your pet will get the attention it needs, as I work from home and I have a fenced in yard, as well as young boys that are great with animals. Frequent outside visits and play times are very doable.

“Kimberly was an amazing dog sitter for my sweet Luna! She was over the top accommodating and took the time to learn her special traits. Super nice! We are so lucky to find a local dog sitter!!”


“Jill was able to accommodate our request rather last minute and was communicative throughout. She gave our senior dog a wonderful day of companionship; we know she was well cared for and left very happy.”


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’ve grown up with having pets as a kid, up to my adult years. Very experienced with dogs and cats. Sizes don’t matter to me. I enjoy being outdoor in nature and being active. I would love to have a companionship to join me for daily walks and trips to the parks, beaches, trails, etc. Availability: Monday (Noon-8pm) Wednesday (Noon-8pm) I’m currently working on the weekends so weekdays are better for me. I work in the healthcare field so I have a lot of nurturing to give! I do not have any pets of my own but plan to have some in the near future! I live in an apartment with a nice walking neighborhood around the block. Roadtrip to the park or beach will be included with your pets stay.

About: I love any type of dog, any type of dog is welcome in my home for caring, people I know describe me as a nice loving person . I work from home on my own time, I am self employed, dog sitting will fit in my schedule routine just perfectly right to welcome any dog. Anything the owner does for the care of there dog fits right in with me, communication on how you would like for me to take care of your dog is the key, I would love for your dog to feel right at home .

About: I’ve cared for family pets all my life. I grew up on a ranch and spent lots of time with all kinds of animals; dogs, cats, horses, chicken and goats to name a few. I’ve got lots of patience and love for furry friends. Most of my work experience is education and care for young kids and children with disabilities. I have experience administering meds to cats and dogs. These skills transfer greatly to work with all living things! My husband, Vishnu, is also an animal lover. As a Hindu, he believes taking care of animals is a blessing. He will be helping me by taking care of any animals that stay in our home and meeting strangers. 🥰 I work part time and would love to have some regularly scheduled walks or drop in each week! I’m available during the day for the most part. I have one cat, Sasha, who is a little scaredy cat, but she can be very playful. I also have a small fenced in yard that is shared with my downstairs neighbor and his small dog, Connie.

About: Hi! I’m David, a lifelong animal lover who grew up with dogs and learned the importance of responsible, loving care from an early age. During high school, I spent a year interning at a veterinary clinic, where I gained hands-on experience with a variety of breeds, medical needs, and animal behaviors. I currently have one dog, Julian, a high energy but very loving, mixed-breed terrier rescue. I am currently working part-time, mostly from home, so I have a lot of flexibility to give most of my attention to caring for your pet. My dog Julian and I go on frequent walks through the neighborhood. I have a large, fenced in yard. My dog Julian gets along great with other dogs if yours needs a playmate. Can accommodate other situations as needed.

About: He tenido perros,y he cuidado perros de otras personas varias veces. Me encantan todo tipo de perros,o animal. Puedo enseñarle trucos a tu mascota también. Actualmente tengo un trabajo de medio tiempo. Así que dispongo de tiempo para dedicarle a tu mascosta,paseos,mimos o solo compañía lo que necesites tu mascota. Vivo en un apartamento grande con balcón y en una zona segura y rodeada de parques gra ndes,una peluquería de perros en la esquina por si necesitan un baño y un mueble muy grande para peluditos

About: I've had pets almost my entire life. Both cats, dogs, and small animals. I'm a recent graduate with an Associates degree in Veterinary Technology and I have experience with many aspects of specialty animal care including: -Medication administration (oral, topical, sub Q injections, intramuscular injections) -Bandage care -Diapers -Bathing -Nutritional support (preparing foods, TPN, feeding tubes) I am newly graduated from technical college and am completely free to look after your pets any time while I look for full time employment. Your home and pets are safe with me. I will follow any and all instructions to a T and will make sure to pick up any messes I make and make sure your pets feel safe and secure while you are away. And my home is a clean and safe space
Loving doggy day care in your neighborhood
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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.”


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.”


Lillian T.Star Sitter

“Lillian was the sweetest! My baby boy Kross had the best time with her. She cared for him very well, kept him entertained with enriching activities, and sent lots of updates during the day with pictures and videos. 10/10 no notes! Will definitely be booking again in the future”




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.”




Stajia W.

“Stajia is a fantastic dog sitter who took wonderful care of my energetic dog, Lulu. She is great with dogs and very friendly. I highly recommend her to anyone seeking a reliable and caring dog sitter.”


Garrett S.

“Took great care of our dog Lula for a few hours! :)”




Julie K.

“Julie was amazing with my 10 week puppy! She sent pictures and updates throughout the day. This was my first time using Rover and she made the experience stress free. I will definitely be using her again!”


Louise P.

“Our dog had an awesome day with Louise! She was great with little Stuart and so easy to work with for us. She accommodated a long day with our schedules and is so kind. She gave our dog personal care and very loving for our needy little puppy. We plan to book with Louise again, can’t recommend her enough!”


Kari M.


“Definitely looked like Jordyn enjoyed his stay and Kari definitely treaded Jordyn like one of her own. Great in helping out super last minute. Will contact her again if need be for sure!”


Tyler P.
“Tyler cared for my cat while I spent 5 days on vacation. He took excellent care of her - shes particularly shy, quiet, and untrusting. Tyler not only did exactly what I asked, he took time to help my cat feel more comfortable as she is not used to me being away. I work from home so my absence is particularly hard for her. He took the time to gain her trust and she noticeably warmed up to him in the video he sent. He definitely helped ease my worries about her being alone. I will be asking again for future pet sitting needs!”


Katie S.

“Very responsive, even on short notice. Made things easy and took great care of our dog.”


Kimberly H.

“Kimberly was an amazing dog sitter for my sweet Luna! She was over the top accommodating and took the time to learn her special traits. Super nice! We are so lucky to find a local dog sitter!!”


Jill F.Star Sitter

“Jill was able to accommodate our request rather last minute and was communicative throughout. She gave our senior dog a wonderful day of companionship; we know she was well cared for and left very happy.”


Lisa & Richard M.
“Hi, I have known Lisa Mueller a long time. She has owned and loved dogs, rabbits and cats throughout the years. Lisa has always interacted well with all the pets, making sure all of their needs are met. The dogs had daily walks and enjoyed playing in their fenced in yard. Rick, Lisa’s husband is a pet lover as well, he always enjoys animals and caring for them when he is not working.”


Jacqueline S.
“She is the perfect pet sitter! She loves animals she’s owned pets before like dogs and cats. She is responsible and is caring and I know she will do her very best in anything that she does.”


Krystle S.
About: I love any type of dog, any type of dog is welcome in my home for caring, people I know describe me as a nice loving person . I work from home on my own time, I am self employed, dog sitting will fit in my schedule routine just perfectly right to welcome any dog. Anything the owner does for the care of there dog fits right in with me, communication on how you would like for me to take care of your dog is the key, I would love for your dog to feel right at home .


Sirena S.
“I have been using Sirena for over a year to care for my elderly dog, and I couldn't be happier with her service. She has provided overnight care, boarding, and drop-in visits, and throughout this time, she has proven to be incredibly reliable and trustworthy. What truly stands out is the bond she has formed with my dog. He is very connected with her, and I can tell he feels completely comfortable and safe in her care. It’s such a relief to know he’s in good hands. Additionally, her cat and my dog have become friends over the past few months, which adds an extra layer of warmth and comfort to the experience. I highly recommend Sirena to anyone looking for a caring, dependable, and genuinely loving pet sitter.”


David G.
About: Hi! I’m David, a lifelong animal lover who grew up with dogs and learned the importance of responsible, loving care from an early age. During high school, I spent a year interning at a veterinary clinic, where I gained hands-on experience with a variety of breeds, medical needs, and animal behaviors. I currently have one dog, Julian, a high energy but very loving, mixed-breed terrier rescue. I am currently working part-time, mostly from home, so I have a lot of flexibility to give most of my attention to caring for your pet. My dog Julian and I go on frequent walks through the neighborhood. I have a large, fenced in yard. My dog Julian gets along great with other dogs if yours needs a playmate. Can accommodate other situations as needed.


Edward R.
“The best thing I can say about the experience of Edwar and his wife taking care of my dogs was that he was not only a sitter, he trained them! My dogs Guadian and Azula Now they sit when they hear the order and they also give the paw to the left and when told the other they give the right. I am satisfied with their work, I recommend them”


RJ L.
About: I've had pets almost my entire life. Both cats, dogs, and small animals. I'm a recent graduate with an Associates degree in Veterinary Technology and I have experience with many aspects of specialty animal care including: -Medication administration (oral, topical, sub Q injections, intramuscular injections) -Bandage care -Diapers -Bathing -Nutritional support (preparing foods, TPN, feeding tubes) I am newly graduated from technical college and am completely free to look after your pets any time while I look for full time employment. Your home and pets are safe with me. I will follow any and all instructions to a T and will make sure to pick up any messes I make and make sure your pets feel safe and secure while you are away. And my home is a clean and safe space
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Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Woodland Court on Rover as of Aug 2025 was about $35 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
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 Woodland Court.
Woodland Court 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 Woodland Court 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.
