Doggy Day Care in Rolling Green, Milwaukee, WI

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Top rated Rolling Green doggy day care sitters

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Yshonda H.
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Yshonda H.
from
$34
per day
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
White Manor, Milwaukee, WI, 53219

Yshonda has great communication and is very fast at responding. Hotch loves his time with her and he is always so excited to go and play! He always comes home exhausted from a day full of love and playtime!

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Kenzi J.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
Star Sitter
from
$35
per day
5.0 out of 5 stars
61 reviews
23 repeat clients
30 years of experience
Greendale, WI, 53129

Brad and Kathy were so accommodating and flexible! They took great care of our little puppy and she came home happy and exhausted. She can’t wait to return to their fun, safe, comfy home!

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Draven L.
Sitter Profile Image: Marycruz A.
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Marycruz A.
from
$45
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
3 years of experience
Green Moor, Milwaukee, WI, 53220

Marycruz is amazing! My dog loves her and gets along great with her pup. She sent lots of pics and was great at communicating. This is the second time she’s watched my dog for day care and she’s very trustworthy! Very glad she’s on Rover - 11/10 sitter!

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Thaya M.
Sitter Profile Image: Louise P.
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Louise P.
from
$50
per day
5.0 out of 5 stars
21 reviews
8 repeat clients
17 years of experience
West Allis, WI, 53227

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!

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Maura B.
Sitter Profile Image: Kimberly F.
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Kimberly F.
from
$27
per day
5.0 out of 5 stars
4 reviews
1 repeat client
18 years of experience
West Allis, WI, 53227

About: I’ve had two rescue dogs that lived very long lives with me. I’m sure I’ll be able to meet your needs whatever your dog requires. I’m currently retired so my schedule is quite flexible. Therefore, I will do mornings, afternoon, evenings, and/ or weekends for dog walking or dog sitting. I can stay at a client’s home or a pet can come to my home. I do not have a fenced yard therefore I will leash and walk.

Sitter Profile Image: Tyler P.
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Tyler P.
from
$27
per day
5.0 out of 5 stars
21 reviews
5 repeat clients
15 years of experience
Greenfield, WI, 53219

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.

Sitter Profile Image: Mandi B.
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Mandi B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
46 reviews
10 repeat clients
30 years of experience
West allis, WI, 53214

Mandi was great! Good communication and pics and videos during the visit. Would definitely recommend Mandi and will look for her availability next time I need a Rover sitter for my dog

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Julia S.
Sitter Profile Image: Kristine K.
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Kristine K.
Star Sitter
from
$35
per day
5.0 out of 5 stars
82 reviews
28 repeat clients
18 years of experience
Merrill Park, Milwaukee, WI, 53208

Kristine was GREAT! She was very flexible since our schedule was very fluid. She accommodated us and Quincy loved being there. THANK YOU Kristine!! When we are in the area, we will use Kristine again. Rover always provides great doggie day care

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Mark R.
Sitter Profile Image: Kelly H.
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Kelly H.
from
$50
per day
5.0 out of 5 stars
42 reviews
13 repeat clients
20 years of experience
West View, Milwaukee, WI, 53227

Princess LOVES Kelly and her pack. She is so excited to see them every time. Gives me such peace of mind that not only is she having fun. But that she is being loved and cared for as we would.

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Sandra L.
Sitter Profile Image: Jill F.
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Jill F.
Star Sitter
from
$45
per day
4.9 out of 5 stars
98 reviews
31 repeat clients
30 years of experience
West Allis, WI, 53214

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.

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Liz P.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
322 reviews
103 repeat clients
20 years of experience
Brookfield, WI, 53005

Couldn't have asked for a more pleasant experience! Maria & Nayibe were so friendly and took amazing care of my puppy. Additionally they accommodated my daycare request on short notice. I highly recommend them and will definitely utilize their services again in the future :)

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INFJ W.
Sitter Profile Image: Kari M.
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Kari M.
from
$40
per day
5.0 out of 5 stars
170 reviews
85 repeat clients
25 years of experience
New Berlin, WI, 53227

Kari was AMAZING with Toasty. I was very concerned about leaving him with someone while I was attending a wedding. I am so glad I found Kari! Toasty is 3lbs and has bad seperation anxiety, Kari has plenty of experience with tiny dogs and seperation anxiety and he did perfectly with her! He didn't even get over stimulated when I went to pick him up. I recommend her a thousand times over!

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Catron
Sitter Profile Image: Krystle S.
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Krystle S.
from
$50
per day
4.3 out of 5 stars
11 reviews
4 repeat clients
10 years of experience
Honey Creek Manor, Milwaukee, WI, 53220

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 .

Sitter Profile Image: Julie K.
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Julie K.
from
$63
per day
4.9 out of 5 stars
77 reviews
21 repeat clients
30 years of experience
Hales Corners, WI, 53130

Julie was such an incredible help and so caring and loving towards Ruby! I appreciate her flexibility with her schedule and that she was with Ruby the whole time playing and cuddling with her :)

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Katie A.
Sitter Profile Image: Kait S.
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Kait S.
from
$40
per day
5.0 out of 5 stars
55 reviews
18 repeat clients
11 years of experience
Morgandale, Milwaukee, WI, 53215

Thank you Kait for taking care of Joker. She was updating me all day which is great. Kait’s dog, Zelda, is a wonderful host. We will keep Kait as a regular pet sitter when possible.

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Elena P.
Sitter Profile Image: Lisa & Richard M.
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Lisa & Richard M.
from
$30
per day
5.0 out of 5 stars
6 reviews
1 repeat client
1 year of experience
Greenfield, WI, 53221

About: For over forty years we’ve always had dogs in our home. We have a sweet pitbull mix that we adopted last year. She came from a home with several dogs so she loves to meet and make new friends. We enjoy providing a good home to animals and we look forward to caring for your pets. Potty breaks can be provided every two hours. Your dog will have plenty of opportunities throughout the day to run, play fetch, or explore in our fenced backyard. We try to follow the same routine as you would for your pet at home. We only care for two dogs at a time as we have a dog of our own. The dogs have free run of the house if the owner doesn’t specify otherwise.

Sitter Profile Image: Katie S.
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Katie S.
from
$25
per day
5.0 out of 5 stars
21 reviews
7 repeat clients
20 years of experience
West Allis, WI, 53214

Katie was ready for Brogdon when we arrived, and made drop off super easy. He didn’t want to leave when I came to pick him up, so I think that’s a great sign :) Katie is easy to communicate with and clearly has lots of experience with animals. Glad we found her.

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Emily W.
Sitter Profile Image: James H.
Verified Background Check
James H.
from
$40
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
wauwatosa, WI, 53213

Jim was great with Abby and great with communicating and sending pics! We will definitely call on Jim again!!

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April E.
Sitter Profile Image: Savannah S.
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Savannah S.
from
$30
per day
8 years of experience
New Berlin, WI, 53151

About: What truly sets me apart from other sitters is the level of love, patience, and personal experience I bring to every pet I care for. As a pet owner myself, I understand how much trust it takes to leave your furry family member with someone else. I know firsthand how important reliable, attentive, and compassionate care is — because that’s exactly what I want for my own pets. I have experience working with puppies, including basic training reinforcement like potty training, crate training, leash manners, and positive behavior encouragement. I’m also comfortable caring for senior dogs who may need a slower pace, medication reminders, mobility support, or just a little extra patience and gentleness. Beyond the basics, I pay attention to the small details — each pet’s personality, routines, comfort needs, and quirks. Whether it’s energetic playtime, structured walks, cuddle sessions, or calm companionship, I tailor my care to what makes your pet feel safe and happy. To me, this isn’t just pet sitting — it’s caring for a member of your family. I treat every pet like they’re my own, with genuine love, responsibility, and respect. Pet care is naturally built into my daily and weekly routine because I already structure my day around my own pets’ needs. Every morning and evening include scheduled walks and potty breaks to keep dogs active, comfortable, and on a consistent routine. I provide morning and evening feedings, with fresh water available at all times throughout the day. In addition to scheduled breaks, I let dogs out as needed — paying close attention to their cues to make sure they’re comfortable and never waiting too long. Because caring for animals is already part of my everyday life, adding another pet into my routine feels seamless. I prioritize consistency, supervision, exercise, and affection, making sure each pet feels secure and well cared for from morning to night. My care always depends on the service requested, but my priority is the same in every setting: safety, consistency, and lots of love. In My Home: When pets stay with me, they become part of my daily routine. I maintain structured morning and evening walks, regular potty breaks throughout the day, scheduled feedings, and constant access to fresh water. I create a calm, clean, and pet-safe environment where they can relax comfortably. I follow the owner’s instructions closely — whether that’s crate training, reinforcing puppy training, administering medication, or providing extra support for senior dogs. I also make sure they receive plenty of playtime, affection, and supervision so they feel secure and at home. In My Client’s Home: When caring for pets in their own home, I focus on keeping their normal routine as consistent as possible. I follow feeding schedules, walk routines, potty breaks, medication instructions, and any household guidelines exactly as requested. I respect your home and keep everything clean and organized. Most importantly, I make sure your pet feels safe and comfortable in their familiar environment while you’re away. No matter the location, I treat every pet like my own — with patience, attention to detail, and genuine love. I understand how much trust it takes to leave your pet in someone else’s care, and I take that responsibility seriously.

Sitter Profile Image: Edward R.
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Edward R.
from
$38
per day
5.0 out of 5 stars
5 reviews
4 years of experience
Morgan Heights, Greefield, WI, 53228

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

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Rolling Green dog parents share their Rover experiences

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5.0 out of 5 stars

Yshonda has great communication and is very fast at responding. Hotch loves his time with her and he is always so excited to go and play! He always comes home exhausted from a day full of love and playtime!

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Kenzi J.
Doggy Day Care
5.0 out of 5 stars

Thank you again for today and I found a few new exercises to work with max on to help correct the problem he had

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Angela B.
Doggy Day Care
5.0 out of 5 stars

Rebecca, Ryan and their family have been an absolute blessing for Buckley and I! He LOVES coming to be with them

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Ellie M.
Doggy Day Care
5.0 out of 5 stars

Mandi is very caring and friendly person. She made me feel very secure by leaving our dog with her. I would absolutely re-book and recommend her!

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Simona P.
Doggy Day Care
5.0 out of 5 stars

Jill is FANTASTIC!🐶 Mira loves her. She is so happy and playful with Jill, and I am thrilled to have found such a wonderful friend for my pup!

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Kim H.
Doggy Day Care
5.0 out of 5 stars

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.

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Annia G.
Doggy Day Care
5.0 out of 5 stars

Alexis helped us so much with a last minute daycare day! Stu had such a blast and was so happy to be there. Thank you again!

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Maura B.
Doggy Day Care
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Doggy Day Care FAQs

Frequently asked questions about Rover

If you’re searching for a Rolling Green doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

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 Rolling Green.

Rolling Green 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 Rolling Green 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.