Doggy Day Care In Uptown Milwaukee

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

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Loving doggy day care in your neighborhood

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Sitter Profile Image: Jo Ann D.
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Sitter Profile Image: Jo Ann D.
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1. Jo Ann D.

Experienced Pet Care Professional
Northpoint, Milwaukee, WI, 53202
4.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per day
5.0 out of 5 stars
152 reviews
51 repeat clients
Profile image

Jo Ann as always is so good with my Cecilia. Very attentive, loving and caring. I especially love the photo updates I get throughout the day. I’ve highly recommended Jo Ann to my loved ones and their fur babies. Definitely will continue to use Jo Ann; my Cecilia lives her and I have peace of mind knowing that she’s absolutely well taken care of when she’s with Jo Ann.

Availability updated today
Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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2. Daniel & Holly L.

Rover 101
Star Sitter
Warm, loving, home like suroundings
West Allis, WI, 53219
4.3 mi. away
Boarding, Doggy Day Care
from
$30
per day
5.0 out of 5 stars
413 reviews
178 repeat clients
Profile image

Dan and Holly watched our puppy, Roxy, for 4-5 days when we went on a trip to AZ a few weeks ago. My husband, two boys, and I knew that Roxy would be taken care of and be well loved! Of course we missed her while we were gone, but Dan and Holly are great communicators and sent pictures and messages to assure us that Roxy was doing well! Roxy LOVES spending time with Dan, Holly, and the dogs!

Availability updated yesterday
Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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3. Kristine K.

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
2.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5.0 out of 5 stars
46 reviews
17 repeat clients
Profile image

Kristy watched our dog, Beau for several doggy day care visits. She accommodated our early drop offs, and was great at communicating with us through the app. We felt comfortable leaving our dog with her as she had a calm personality and her house was dog-friendly. We're happy Beau had Cooper for company!

Availability updated today
Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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4. Kim S.

Star Sitter
Never lived a day without a pet
Glendale, WI, 53217
4.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per day
5.0 out of 5 stars
89 reviews
24 repeat clients
Profile image

Thank you so much to Kim! Kim was a fantastic dog sitter for our dog Mushi today. She's very friendly and made us feel very comfortable about leaving our lab mix rescue with her while we enjoyed the Milwaukee Zoo. She walked Mushi and also gave us updates as well as pictures. I highly recommend her to watch your dog.

Availability updated today
Sitter Profile Image: Brianna T.
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Sitter Profile Image: Brianna T.
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5. Brianna T.

Lover of all animals! <3
Lower East Side, milwaukee, WI, 53202
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per day
5.0 out of 5 stars
21 reviews
6 repeat clients
Profile image

Brianna was communicative, attentive, and prompt. I felt absolutely at ease leaving my puppy with her. I will continue to utilize her services on a consistent basis. I’m so very impressed.

Availability updated 3 days ago
Sitter Profile Image: Amanda T.
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Sitter Profile Image: Amanda T.
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6. Amanda T.

Crazy Dog Mama and Proud
Wauwatosa, WI, 53213
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$27
per day
5.0 out of 5 stars
12 reviews
2 repeat clients
Profile image

Amanda was wonderful with my dog, Lenny. She is very communicative and responsive. Lenny had such a wonderful time at her place with her sweet dog and cat. Amanda also took him on a nice walk during the stay. She was also very patient and caring and clearly loves animals!

Availability updated today
Sitter Profile Image: Crystal H.
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Sitter Profile Image: Crystal H.
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7. Crystal H.

Our animals are family members too!
Enderis Park, Milwaukee, WI, 53210
1.4 mi. away
Boarding, Doggy Day Care
from
$35
per day
5.0 out of 5 stars
41 reviews
9 repeat clients
Profile image

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.

Availability updated 14 days ago
Sitter Profile Image: Erin K.
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Sitter Profile Image: Erin K.
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8. Erin K.

Star Sitter
Small furry groups, full time care
Cooper Park, Milwaukee, WI, 53222
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$43
per day
5.0 out of 5 stars
50 reviews
19 repeat clients
Profile image

I have an almost two week stay booked for my old man puggle. I wanted to do some day visits so he could get used to the changes. She said he did so well and adjusted easily. I am feeling so much more at ease about the stay!! I am so grateful that there are people like her out there.

Availability updated 14 days ago
Sitter Profile Image: Cassidy D.
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Sitter Profile Image: Cassidy D.
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9. Cassidy D.

I can’t wait to be fur-iends!
Wauwatosa, WI, 53213
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5.0 out of 5 stars
6 reviews
1 repeat client

Cassidy is an animal lover and is a proud pug mom. She is very disciplined in her care for her dog and understands the responsibility that comes with being a pet owner. Her kind, gentle manner calms animals. I have trusted her watching my dog many times and Winnie loves her.

Availability updated 14 days ago
Sitter Profile Image: Lou H.
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Sitter Profile Image: Lou H.
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10. Lou H.

I’m a long time dog lover!
Wauwatosa, WI, 53213
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5.0 out of 5 stars
35 reviews
3 repeat clients
Profile image

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 :)

Availability updated 10 days ago
Sitter Profile Image: Keith O.
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Sitter Profile Image: Keith O.
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11. Keith O.

Happy Dog, Happy Life!
Washington Heights, Milwaukee, WI, 53208
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5.0 out of 5 stars
5 reviews

I enthusiastically write a testimonial for Keith Omdahl. He has a great knowledge about dog developmental stages and is a natural around all of my dogs. He’s been a great help to me when our family adopted a new rescue dog that was having a hard time acclimating. Any dog would be lucky to be cared for by Keith.

Availability updated 26 days ago
Sitter Profile Image: Maureen T.
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Sitter Profile Image: Maureen T.
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12. Maureen T.

I’d love to meet your dog!
Wauwatosa, WI, 53213
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5.0 out of 5 stars
30 reviews
6 repeat clients
Profile image

Maureen was very easy to work with and very attentive to our dog, Chica, treating her like a princess! Chica wasn't in a hurry to leave when I came to pick her up, and she went right into the house and to Maureen when we got there. That has never happened before.

Availability updated 15 days ago
Sitter Profile Image: Michael J K.
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Sitter Profile Image: Michael J K.
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13. Michael J K.

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
1.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per day
5.0 out of 5 stars
143 reviews
89 repeat clients
Profile image

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!

Availability updated 25 days ago
Sitter Profile Image: Ryan & Zari B.
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Sitter Profile Image: Ryan & Zari B.
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14. Ryan & Zari B.

Star Sitter
Big time snuggle/play buddy 🥰🐾
Milwaukee, WI, 53213
0.7 mi. away
Boarding, Doggy Day Care
from
$20
per day
5.0 out of 5 stars
18 reviews
8 repeat clients
Profile image

Ryan and Zari have been watching my dog the last 3 Thursdays and they have been great communicating with me and sending me pictures of my boy throughout the day!

Availability updated 13 days ago
Sitter Profile Image: Krystal D.
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Sitter Profile Image: Krystal D.
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15. Krystal D.

Pawsitively Reliable Dog Sitter!
Enderis Park, Milwaukee, WI, 53210
1.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5.0 out of 5 stars
10 reviews
1 repeat client
Profile image

Krystal was wonderful! We have been looking for a new regular Rover and we found a great one! She was communicative, easy to coordinate with, and took great care of Hallie. Highly recommend!

Availability updated yesterday
Sitter Profile Image: Rachel G.
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Sitter Profile Image: Rachel G.
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16. Rachel G.

Love all animals like they are mine
Kops Park, Milwaukee, WI, 53222
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5.0 out of 5 stars
27 reviews
16 repeat clients

About: I have had pets my whole life. I pet sit for my friends often. I love all pets and will treat them as if they are mine. I work from home, so I will always be with your pet. I have time to play outside and give them the attention they need and want. I have two dogs and two cats. They are my fur children. I will take care of your pets with the same love and respect I treat mine with. My home is their home. If I am at your home, I will follow your guidelines exactly how you’d like while still loving on your pet.

Availability updated 64 days ago
Sitter Profile Image: Cassie & Ben O.
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Sitter Profile Image: Cassie & Ben O.
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17. Cassie & Ben O.

Rover 101
Animal Loving Full Time Pet Sitter
Enderis Park, Milwaukee, WI, 53210
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per day
5.0 out of 5 stars
26 reviews
8 repeat clients
Profile image

Cassie was able to watch my puppy on short notice and took great care of her. I will definitely be using her services next time I need a sitter.

Availability updated 3 days ago
Sitter Profile Image: Amy D.
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Sitter Profile Image: Amy D.
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18. Amy D.

Dog lover working from home 🐕
Wauwatosa, WI, 53213
1.1 mi. away
House Sitting, Doggy Day Care
from
$45
per day
5.0 out of 5 stars
7 reviews
5 repeat clients

About: I work from home so I have a flexible schedule, and will take your dog out for walks throughout the day. My dog Squid gets along with every dog so he’ll be happy for the additional company! I only take one dog at a time so they will get plenty of attention. I am available for daycare during the day, and will take your dog out with mine for our routine walks. My dog Squid will also happily play with yours throughout the day. I live in the top floor of a duplex and can watch one dog at a time during the day. I am typically home all day. My dog Squid will be happy for the daily additional company.

Availability updated 30 days ago
Sitter Profile Image: Aidan N.
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Sitter Profile Image: Aidan N.
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19. Aidan N.

Reliable, Flexible Dog Caregiver
Wauwatosa, WI, 53213
0.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$27
per day
1 review

Aidan has been watching our dogs for quite some time now. He has shown to be reliable, trustworthy, and a great communicator. The dogs love when he comes around to play and take them for walks. He sends the funniest and cutes pictures of our pups to us while we are away. I would highly recommend anyone looking for a fun, energetic dog lover to check out Aidan

Availability updated 20 days ago
Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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20. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$68
per day
5.0 out of 5 stars
39 reviews
12 repeat clients
Profile image

KIND AND CARING CINDY HAS SHASKA'S NEEDS MEET EVER TIME SHE VISITS. LOVE HER CARE

Availability updated 28 days ago

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  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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 dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

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