Doggy Day Care in Roosevelt Grove, Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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1.

Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
542 reviews
334 repeat clients
from
$32
per day

Cindy was responsive and flexible-just what we needed when in the area to go to a wedding. Our dog was happy and tired after his visit with Cindy and the others dogs.

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Sitter Profile Image: Lou H.
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Sitter Profile Image: Lou H.
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2.

Lou H.

I’m a long time dog lover!
Wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
27 reviews
3 repeat clients
from
$30
per day

Lou was amazing!! She was so helpful and available last minute. Cooper loved hanging out with her and her neighbor pup! She sent us lots of pics and kept us updated the whole time! We will definitely be back :)

Sitter Profile Image: Michael J K.
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Sitter Profile Image: Michael J K.
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3.

Michael J K.

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
134 reviews
85 repeat clients
from
$20
per day

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!

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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4.

Sarah J.

I’m awkward with humans.
West allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
13 reviews
3 repeat clients
from
$25
per day

Communication was great, Max seemed happier than ever and we will plan on working with Sarah again. You can tell she is a pet person and really has a way with animals. We were happy with Max’s visit & care.

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Sitter Profile Image: Quinesha F.
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Sitter Profile Image: Quinesha F.
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5.

Quinesha F.

Dogs are the best friends, EVER! 🐾
Riverwest, Milwaukee, WI, 53212
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
3 repeat clients
from
$30
per day

Wrigley was able to settle in as if he was right at home on his first day with Quinesha! She addressed my concern about his nervousness around dogs and everything was just fine! She shared updates during the day, along with pictures. He was happy and tired when I picked him up!

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Sitter Profile Image: Kait S.
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Sitter Profile Image: Kait S.
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6.

Kait S.

professional dog mama
Shorewood, WI, 53211
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
20 reviews
7 repeat clients
from
$40
per day

Kait is incredible! I was nervous to leave my baby after having a not so great experience recently with someone else, but Kait put my mind at ease and treated my sweet boy like her own! He even went on a beach walk, and she sent the cutest photos! I greatly appreciated Kait’s flexibility with my day since I was from out of town and had an event. Just amazing! And her pup is the sweetest, too. I was glad our dogs got along so well and became best buds!

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Sitter Profile Image: Holly J.
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Sitter Profile Image: Holly J.
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7.

Holly J.

Lots of love here!-Home full time
West Allis, WI, 53219
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
31 reviews
21 repeat clients
from
$30
per day

Holly is the best!! I know my little fluffers always has a good time with her! I love that she is so flexible and send me tons of pictures and updates :)

Sitter Profile Image: Jenna H.
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Sitter Profile Image: Jenna H.
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8.

Jenna H.

Dog Lover
Wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
8 reviews
1 repeat client
from
$40
per day

Jenna and Murphy were great! My pup had a lot of fun walking and playing. He was sad to leave :(

Sitter Profile Image: Victoria L.
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Sitter Profile Image: Victoria L.
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9.

Victoria L.

Caring and Energetic Pet Sitter!
Brewer's Hill, Milwaukee, WI, 53202
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
1 review
1 repeat client
from
$35
per day

About: Ever since I was a little kid, I have loved animals! I grew up with 2 Siberian husky’s with tons of energy! Between going on walks, countless snuggles, playing outside, and lots of belly rubs, i developed an adoration for dogs! I have pet sat for friends, neighbors, and others in the community since I can remember! Since moving to Milwaukee, I want to get to know and love more furry friends! I am currently a teacher in Milwaukee! As summer time is quickly approaching *yayy* I want to fill my time with some furry friends! I am available for most of the summer, and during the school year, I work during the day, but have decent hours to be able to come home and play in the afternoons! The apartment I am living in had a fenced in dog run. It’s an extremely pet friendly building. There is a pet washing and grooming station as well!

Sitter Profile Image: Mollie M.
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Sitter Profile Image: Mollie M.
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10.

Mollie M.

trustworthy animal lover
Wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
23 reviews
4 repeat clients
from
$45
per day

I felt very comfortable leaving our 5 month old pup with Mollie. Pup had a nice yard to run around in. If we ever need another sitter in Milwaukee, we will definitely go to Mollie 1st.

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Sitter Profile Image: Nathaniel D.
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Sitter Profile Image: Nathaniel D.
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11.

Nathaniel D.

I love all the Animals!
West Allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
24 reviews
3 repeat clients
from
$40
per day

Jax and Satch were in good hands. Thanks for taking care of them.

Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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12.

Ashley W.

Love all pets!
Grasslyn Manor, Milwaukee, WI, 53216
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
2 repeat clients
from
$27
per day

Being a pet owner herself, Ashley really understands how to care and love pets. She took care of my dog many times over the span of 6 months whether I was out of town for a week or just had a long shift for work. She took pictures and kept me constantly updated on my sweet dog, Bailey. Bailey has separation anxiety when I leave him, but Ashley made him feel very comfortable while I was away, with frequent walks, plenty of play time, and lots of cuddles. I would recommend her to anyone who cares deeply for their pet and wants to know they are being well taken care of.

Sitter Profile Image: Lauren & Derek G.
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Sitter Profile Image: Lauren & Derek G.
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13.

Lauren & Derek G.

Must Love Dogs
Lower East Side, Milwaukee, WI, 53202
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
63 reviews
26 repeat clients
from
$25
per day

Awesome river. Easy in/ easy out . Just pulled up in front of building and they came out ! Gabu had a good time . Updated me as well . I will use again

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Sitter Profile Image: Carina K.
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Sitter Profile Image: Carina K.
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14.

Carina K.

Big or small we love them all🥰
Lincoln Village, Milwaukee, WI, 53215
Boarding, Doggy Day Care
5.0
44 reviews
14 repeat clients
from
$35
per day

Carina was great! She kept me updated throughout the day and sent plenty of pictures! She was very easy to communicate with and accommodating to my schedule. Will definitely reach out again for our future needs.

Sitter Profile Image: Crystal H.
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Sitter Profile Image: Crystal H.
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15.

Crystal H.

Our animals are family members too!
Enderis Park, Milwaukee, WI, 53210
Boarding, Doggy Day Care
5.0
34 reviews
8 repeat clients
from
$35
per day

Crystal is excellent. She took great care of our pup, Rufus. She is extremely responsive and flexible. She sent us several photos, which I loved receiving. I am a very over protective dog mom and I trust her with my fur baby. Looking forward to having her sit Rufus whenever we have a need for a sitter.

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Sitter Profile Image: Monica M.
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Sitter Profile Image: Monica M.
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16.

Monica M.

Rover 101
Monica's downtown dog boarding
Lower East Side, Milwaukee, WI, 53202
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
133 reviews
57 repeat clients
from
$40
per day

Monica was super nice & communicative, accommodating in the face of a spontaneous (last minute) request for pup-sitting our frenchie, beautiful clean home in a convenient downtown Milwaukee area. So grateful we found her!

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Sitter Profile Image: Brooke K.
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Sitter Profile Image: Brooke K.
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17.

Brooke K.

Loving your precious babies
West Allis, WI, 53227
Boarding, Doggy Day Care, Dog Walking
1 review
from
$28
per day

Brooke would be a very good person to watch your pets! She has a fenced in yard and lots of love to give them! She has watched my dog bella and has always kept me updated and ensures to keep them company!! I would 100% recommend her to watch your babies

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Sitter Profile Image: Lucy B.
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Sitter Profile Image: Lucy B.
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18.

Lucy B.

Recent grad & dog enthusiast
Walker's Point, Milwaukee, WI, 53204
Boarding, Doggy Day Care, Dog Walking
5.0
2 reviews
from
$38
per day

Lucy loves dogs of any kind! She is a true blue dog lover! She loves our dog Hank and is always buying him toys! She is responsible, caring and loyal!

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Sitter Profile Image: Amanda & Cody T.
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Sitter Profile Image: Amanda & Cody T.
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19.

Amanda & Cody T.

We love dogs! Come meet us!
Historic Third Ward, Milwaukee, WI, 53202
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$25
per day

Seeing first hand just how well Amanda took care of my dogs like they were her own was amazing! They never wanna leave her side!

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Sitter Profile Image: Kendall I.
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Sitter Profile Image: Kendall I.
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20.

Kendall I.

Hello Friends!
Wauwatosa, WI, 53213
Boarding, Doggy Day Care, Dog Walking
1 review
from
$23
per day

Kendall is excellent with dogs and loves them more than people sometimes. She is great at reading the subtle signs dogs can give to really understand them which sets her apart from a lot of dog lovers I know.

Search Map

Pet parents turn to sitters on Rover.com when they're looking for doggy-day-care. 1,089 owners have reviewed sitters in Roosevelt Grove, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect day care sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average doggy day care rates to get an idea before you start a conversation with a day care sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

With Rover, you can find a trustworthy, loving pet sitter to take care of your dog while you're at work or have a day full or errands. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 60,000 sitters who've listed their services on Rover. That way, you're sure to find a doggy day care who's right for your needs. We're proud that 95% of our sitters have 100% 5-star reviews, and we think your dog will love them too. Search for a sitter who offers doggy day care, schedule a Meet & Greet, and book the stay if it seems like a good fit. No matter how often you need day care, you're sure to find a sitter who will treat your dog like family. And just like with overnight services booked on Rover, doggy day care is covered by premium insurance, at no extra charge to you.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Roosevelt Grove, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including:

Doggy Day Care