Doggy Day Care Roosevelt Grove

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

End
Search

Roosevelt Grove, Find top rated doggy day care

1 / 1
Sitter Profile Image: Esther J.
Verified Enhanced Background Check
Esther J.
Star Sitter
from
$27
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Franklin Heights, Milwaukee, WI, 53206

About: Hi there! We are lifelong dog lover with years of hands-on experience and two sweet pit bulls of my own. Our home is shared with my playful and loving 3-year-old boy and my silly, affectionate 1-year-old girl, who both love making new friends. We've spent many years in responsible dog breeding, which has given me a deep understanding of canine behavior, health, socialization, and individual needs. Whether your pup is shy, energetic, or somewhere in between, We are confident and comfortable caring for all personalities, ages, and breeds. With me, your pets will be treated like part of the family — plenty of love, attention, structure, and fun. I’m committed to creating a safe, positive environment where every dog feels at home. I can’t wait to meet your furry family member! --- If you want, I can also tailor it to a specific service (boarding, drop-ins, walks, etc.) or adjust the tone to be more professional, playful, or concise. I offer flexible scheduling for pet boarding thanks to my role with a property management company, which allows me to be home often and adjust my availability as needed. This flexibility helps me give your pet plenty of attention, supervision, and consistent care throughout their stay. For everyone’s safety and comfort, we kindly require all pets to have their own crate during their stay. Crates provide a secure, familiar space for your dog to rest and relax, especially during downtime or when we briefly step out. Their safety and well-being are always our top priority. Also provide your pet with their favorite food/treats for their stay. We are also able to provide that for an additional fee.

Sitter Profile Image: Michael J K.
Verified Background Check
Michael J K.
Star Sitter
from
$25
per day
4.9 out of 5 stars
199 reviews
102 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Having our dog stay with MJ has been a great experience! We recently adopted a dog with fairly severe separation anxiety, and I'm not sure how we would have made it through the first months without having someone like MJ to watch her during the day while we work on alone time training. He's always very communicative and flexible, and our dog just loves him. You couldn't ask for a better dog sitter!

Profile image
Julia A.
Sitter Profile Image: Jessica B.
Verified Enhanced Background Check
Jessica B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
16 reviews
10 repeat clients
17 years of experience
Borchert Field, Milwaukee, WI, 53206

Very prompt and excellent communication

Profile image
Arvind P.
Sitter Profile Image: Kim S.
Verified Enhanced Background Check
Kim S.
Star Sitter
from
$32
per day
5.0 out of 5 stars
155 reviews
42 repeat clients
30 years of experience
Glendale, WI, 53217

Kim is amazing! We always have her watch our dachshund Wendi whenever we go out of town or have an event to go to. She is so responsive and such a kind person! When she’s watching our dog, we know our dog is in great hands.Our dog always comes home happy and sleepy after hanging out with Kim and her dog! Thank you!!

Profile image
Michaela B.
Sitter Profile Image: Evita E.
Verified Enhanced Background Check
Evita E.
from
$40
per day
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

About: I have been the go-to pet sitter for my large family & friends for years and just decided to see if anyone else would need the service. I have no pets or kids but I am a pet lover in a nice home with a big fenced in yard. I like hanging out with the pets like little buddies, getting some days of cuddles and then sending them home 😅. It’s the perfect way to get some fur baby time until I’m ready for my next dog or cat in the future. This is not a business for me, it’s something I have enjoyed doing for my family and friends, and if you want your beloved pet to be in a calm but fun, comfortable environment while you’re away, I can extend my service to you. I recently started doing home stays/drop ins for the pet sitting too and enjoyed it. I currently have a really flexible schedule with a lot of availability. I live with my dad that occasionally says hi if the dog or cat is friendly but mostly the house is big enough that they never cross paths. I have a fenced in yard and a big house with a lot of space that I can also section off by closing doors. I typically take the animals out several times a day, feed them, and let them roam around the house or snuggle with me. I like when pet owners bring a bed for their pets so I can make them their own space but they’re welcome to chill with me in whatever I’m doing. I’m youthful, active, and responsible. I have a naturally friendly, calm demeanor that animals and people respond well to. I have no pets right now but used to have a pit/black lab mix that I loved dearly so I love pits and other breeds with historically bad reputations. I frequently sit my aunt’s beagle mix who’s just a little old pup that sparked my interest for pet sitting cuz it was so fun to have visits from him. He and my old dog are in a bunch of my pics. With all animals I just try to make them comfortable and let them feel at home.

Sitter Profile Image: Ashley M.
Verified Enhanced Background Check
Ashley M.
from
$40
per day
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

About: I’m a true animal lover. If it has paws, scales, fins, or whiskers, I’m already invested. I’ve cared for and fostered all kinds of pets over the years—dogs, cats, aquatic babies, reptiles, and the tiniest furry friends like bunnies and hamsters—so I’m comfortable across the board. To me, pets aren’t “just pets”…they’re family. My approach is calm, patient, and gentle. I pay close attention to each animal’s personality and respect their boundaries so they always feel safe, understood, and comfortable. At home, I’ve got my own little zoo—2 sweet cats, a bearded dragon, 2 geckos, 4 snakes, and an adorable mouse—so trust me, I’m no stranger to unique personalities and specialized care. I would love to care for your pet when you need a break, go on vacation or when you make other plans. You can be assured that your pet is in good hands. To offer the best care, my max capacity is currently 2 pets per day. 📍 Located in Milwaukee – Capitol Heights area 🌻 I work from home so I’ll always have time to play, feed and love on your pet babies. I’m always flexible with their needs (bathroom breaks, medication, shyness) to make sure they are always comfortable. If my schedule or availability changes, I always send out updates to my calendar right away. ❤️ To offer the best care, my max capacity is currently 2 pets per day. I have a fenced in back yard with plenty of space for pets to roam, play and toilet if needed. Pets are always welcome to bring their own items. My 2 lovely cats are usually shy and more of the watching type, so they won’t bother your pets but will surely admire them from their cat trees. All activities and toileting are supervised. There is no smoking of any kind in my home or pet areas. There are some pictures of our living space in the photo collection on my Rover profile.

Sitter Profile Image: Auria R.
Verified Background Check
Auria R.
from
$50
per day
5.0 out of 5 stars
161 reviews
69 repeat clients
40 years of experience
Glendale, WI, 53209

My 4 month old puppy had a fantastic morning with Auria and her 2 dogs. Elliot was able not only to socializie with adult dogs, but also a soon to be 4 year old grand-daughter. Sounds like my puppy did very well -- now I can add that to his Rover profile!! Auria's dogs did not bark at Elliot when we arrived and were very relaxed, yet full of energy, and friendly to our puppy. I hope that when the need arises we can bring Elliot over again. I wouldn't hesitate to make it a regular dog day care, since it was such a positive experience (for everyone!). Thank you Auria for being available when I was looking for daycare the night before.

Profile image
Mary Katherine R.
Sitter Profile Image: Michelle M.
Verified Background Check
Michelle M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
65 reviews
26 repeat clients
15 years of experience
Washington Heights, Milwaukee, WI, 53208

My partner and I wanted to spend a couple of hours on my birthday at some places that don't allow pups - after quick and easy communication with Michelle, we booked daycare with her. Our pup is very social with dogs and people but is always super cautious at first. When we dropped Navi off, she was a bit skittish and didn't really want to go in the house. This left us feeling a bit worried. However, Michelle immediately sent us an update with pictures after we drove away showing Navi explore the house and the backyard. Throughout the day I received so many pictures and videos of Navi playing in the pool and with other pups. It genuinely was the best birthday present I could have asked for. It made us so happy to receive so many updates showing Navi living her best life with her new friends. It was clear Michelle loves doing what she does and cares for every pup like they are her own. If we are ever in the Milwaukee area again, we would love to have you watch after our girl again! Thank you again, Michelle!

Profile image
Veni V.
Sitter Profile Image: Julie O.
Verified Enhanced Background Check
Julie O.
from
$31
per day
1 repeat client
40 years of experience
Wauwatosa, WI, 53213

About: I’m a psychotherapist by day and am in general a very calm person. I pay attention to your pets moods and energy level and remember that during the time they’re playing with me, they’re missing you! So I treat them as if they were my own. I’m a psychotherapist by day and am in general very calm: I pay attention to your pet’s moods and energy level. I keep in mind that all the while your fur baby is with me, they’re missing you! I treat them as I do my own puppy. I have a fenced yard. (2) 1/2 hour walks a day: 2-4 hour potty breaks. Lots of play time with balls and curiosity toys !

Sitter Profile Image: Aidan H.
Verified Enhanced Background Check
Aidan H.
Star Sitter
from
$24
per day
4.9 out of 5 stars
38 reviews
12 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Aidan was amazing with our last second booking and went so far above and beyond! Will definitely send our dog here again next time we’re in the area!

Profile image
Tyler R.
Sitter Profile Image: Drew B.
Verified Background Check
Drew B.
from
$25
per day
5.0 out of 5 stars
4 reviews
2 repeat clients
2 years of experience
Washington Heights, Milwaukee, WI, 53208

Drew and Rue are awesome hosts! Luna and Rue became fast friends and they spent a lot of time playing and running around. Drew was kind enough to send pics and video to this nervous fur mom. He also asked if she had any particular routines to follow which was so appreciated. Luna has been good and tired out today so I could get some work done after I picked her up! Highly recommend Drew and Rue, we will be regular clients of theirs moving forward.

Profile image
Luna
Sitter Profile Image: Andrew R.
Verified Enhanced Background Check
Andrew R.
from
$27
per day
12 years of experience
Shorewood, WI, 53211

About: Hi, my name is Andrew and I love dogs! I raised my dog Mushu from a puppy (now passed) and am an active dog uncle to Luella. My goal is to provide you with the peace of mind that your dog is getting the love, care, and attention they need. I am currently available to book most days of the week as dog care is my passion. Please feel free to reach out to set up a meet and greet. I am currently available to take care of pets in client’s home. I am flexible with needs, dates, and times. Let me know how I can help 🙂

Sitter Profile Image: Dane R.
Verified Enhanced Background Check
Dane R.
from
$40
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
7 years of experience
Whitefish Bay, WI, 53217

My dog Nala loves going to daycare with Dane. He is very flexible and does a great job taking care of Nala. She also really enjoys hanging out with his dogs and having a yard to hang out in for the day. Would recommend Dane 10/10.

Profile image
Mathea R.
Sitter Profile Image: Nylia G.
Verified Enhanced Background Check
Nylia G.
from
$29
per day
5.0 out of 5 stars
3 reviews
8 years of experience
Cold Spring Park, Milwaukee, WI, 53208

About: All my life animals have been a part of my life! I have always had a dog or cat in the home growing up. I just love spending time with my dog, taking him on walks, cuddling with him, and playing fetch with him! Same with my kitten she can be the biggest cuddle bug, or Ms. Independent (I love her either way)! I am currently exploring pet care as a full time job! I have open/available for all your pet care needs day/evening care, boarding, walks! Let’s communicate, I’d love to help you with your pet care needs Currently I have 1 dog a 13 year old chihuahua, and a 6 month old kitten. scrappy and Anastasia are very friendly, and get along great with other animals! We take walks daily, and visit a local dog park 2 to 3 times a week.

Sitter Profile Image: Erin K.
Verified Enhanced Background Check
Erin K.
from
$56
per day
4.9 out of 5 stars
55 reviews
21 repeat clients
5 years of experience
Cooper Park, Milwaukee, WI, 53222

Erin is the best! So is her furry kid Woodson! She took my doggie in at the last minute on a snowy morning and he was so happy when we picked him up! She sent lots of updates the whole day, too! We will be asking her to watch King again??? THANK YOU ERIN!! We hit the jackpot finding you!

Profile image
Tricia P.
Sitter Profile Image: Jessica K.
Verified Enhanced Background Check
Jessica K.
Star Sitter
from
$30
per day
5.0 out of 5 stars
41 reviews
11 repeat clients
15 years of experience
Northpoint, Milwaukee, WI, 53211

Mickey loved his afternoon with Jessica! She took him for walks and made him feel at home. He was relaxed and happy when I picked him up. Jessica is such a kind soul, we feel extemely fortunate to have found her!

Profile image
Sally K.
Sitter Profile Image: Bella T.
Verified Background Check
Bella T.
from
$50
per day
5.0 out of 5 stars
3 reviews
1 repeat client
7 years of experience
Enderis Park, Milwaukee, WI, 53210

About: Hi! I’m Bella, a professional dog trainer with over 7 years of hands-on experience working in advanced obedience, behavior modification, service dog foundations, and sport dog training. I’ve helped dogs and their families work through leash reactivity, anxiety, aggression, impulse control, and high-drive challenges—and I bring that same knowledge into every boarding, daycare, or drop-in service I offer. 🐾 What makes my care different? I provide structure, clear communication, enrichment, and individualized attention—not just cuddles and playtime. Whether your dog is working on manners or needs a calm, consistent place to stay, I’ve got you covered. 📍 Based in New Berlin 🏡 Calm home with safe setup (crate-trained dogs welcome!) ✅ Experience with large breeds, working dogs, and nervous pups 🦴 Optional training add-ons available during daycare or boarding Let me know your dog’s needs—I’m happy to customize care to give you peace of mind and your dog the routine they thrive in. (Website with training info available upon request.) Pet care is a central part of my daily life. I’m home during the day and structure my routine around walks, training sessions, feeding, and enrichment. Whether it’s daycare or boarding, dogs are integrated into a calm and structured environment throughout the day. I provide a peaceful, secure home environment with crate space available (if needed), structured downtime, and consistent routines. Dogs are supervised, enriched, and treated with the same respect and care I’d want for my own. I’ve worked with everything from young puppies to high-drive working dogs to those needing a little extra patience or support.

Sitter Profile Image: Yolanda W.
Verified Enhanced Background Check
Yolanda W.
Star Sitter
from
$35
per day
5.0 out of 5 stars
198 reviews
84 repeat clients
35 years of experience
Brown Deer, WI, 53223

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 🙂

Profile image
Kathy Mn' L.
Sitter Profile Image: Devashi G.
Verified Enhanced Background Check
Devashi G.
from
$30
per day
2 years of experience
Glendale, WI, 53217

About: I helped raise my own two family dogs and ensured that they were always walked, bathed, fed, and happy. It's also a habit of mine to go take the extra step like wiping my dogs and make sure they are clean after they've been outside. I've also taken care of my neighbor's dogs alongside our own family dogs, so I have experience handling multiple pets at once. I work full-time, Monday through Friday, while working from home 2-3 days a week. I also go to workout classes in the evening. Normally, if working from home, I take the dogs out for a walk in the morning. On other days, I take them for a walk in the evening. I normally take pets out 3 times a day, once in the morning, afternoon, and night. I make sure the dogs have a dedicated spot for food and bed. I have both a park and a dog park, 5-10 minutes away from my apartment, which I can take the pets to for a walk or some dog play time. There are also multiple yard-like grass areas where the dogs are meant to do their business. If pets stay with me for longer than two weeks, I bathe them every other week.

Sitter Profile Image: Tegra R.
Verified Enhanced Background Check
Tegra R.
from
$37
per day
5.0 out of 5 stars
50 reviews
16 repeat clients
30 years of experience
Silver Spring, Milwaukee, WI, 53218

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

Profile image
Trey S.
1 / 1
View more sitters

The median cost per day for doggy day care in Roosevelt Grove is $35

Dog parents share their Rover experiences - Roosevelt Grove

1 / 1
5.0 out of 5 stars

Stephanie was great! She provided plenty of updates and communication while our boys stayed with her for the day. We recommend her to anyone!

Profile image
Tim L.
Doggy Day Care
5.0 out of 5 stars

Evita was absolutely wonderful with Bruno. She was very attentive to all of his needs, so kind, loving, and playful with him. She sent me lots of videos and photos. I really recommend her, and I hope I can get in touch with her again soon

Profile image
Marisol U.
Doggy Day Care
5.0 out of 5 stars

Drew took a same day booking and took great care of my dog! He sent photos and a video for updates and it looked like my pup got along great with his dog Roo. Would definitely recommend!

Profile image
Kumar S.
Doggy Day Care
5.0 out of 5 stars

Monsse was very attentive, patient and kind to my active, not completely house trained 14 week old puppy. She had her for several hours and took her out hourly, walked her, and played with her. She updated me with photos throughout my puppy’s stay. I highly recommend Monsse and will booking with her in the future.

Profile image
Amy B.
Doggy Day Care
5.0 out of 5 stars

We could not have asked for a better sitter. From the moment we picked up our dog, it was clear she was so well cared for and genuinely happy. We received great updates, and it gave us complete peace of mind knowing our dog was in such loving , attentive hands. You can tell she truly cares about the animals she watches. We are incredibly grateful and would absolutely book with her again without hesitation. Highly recommend!

Profile image
Jeffrey S.
Doggy Day Care
5.0 out of 5 stars

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

Profile image
Cruza D.
Doggy Day Care
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer doggy day care
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Roosevelt Grove average 4
repeat doggy day care clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge