Doggy Day Care in Maitland Park, 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

Sitter Profile Image: Hannah K.
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Sitter Profile Image: Hannah K.
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1. Hannah K.

Rover 101
I will treat your dogs like my own!
Cudahy, WI, 53110
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per day care
5.0 out of 5 stars
439 reviews
195 repeat clients
Profile image

Hannah does a great job with our very anxious dog Nova! In the few visits Nova has had with Hannah, we could see her open up more and more and getting more and more comfortable very quickly. Hannah is also always very flexible which helps with our always busy lives!

Availability updated today
Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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2. Kristine K.

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
6.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day care
5.0 out of 5 stars
47 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 3 days ago
Sitter Profile Image: Kathy & Brad K.
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Sitter Profile Image: Kathy & Brad K.
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3. Kathy & Brad K.

Star Sitter
Your Dog's Home Away from Home
Greendale, WI, 53129
4.7 mi. away
Boarding, Doggy Day Care
from
$35
per day care
5.0 out of 5 stars
47 reviews
18 repeat clients
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I am so happy that I found Kathy. I knew my Benny had not been happy at a large daycare facility because he began putting on the brakes to go in the door. After a meet and great Benny couldn't wait to go in Kathy's house and when I came to pick him up he acted like he wanted to stay. Kathy updated me throught the day with pictures and even a short video. Benny loved playing with Kathy's little dog and she had his favorite kind of bone to chew on. It's obvious that Kathy loves dogs and gives them plenty of love, attention and lap time snuggles.

Availability updated 6 days ago
Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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4. Rebecca S.

Star Sitter
Trainer w/ lrg fenced in yard
Town Of Lake, Milwaukee, WI, 53207
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$38
per day care
5.0 out of 5 stars
63 reviews
20 repeat clients
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Becky is the best!! It is such a relief to be able to leave our girl knowing she is in great hands. Most definitely will absolutely be a recurring guest!

Availability updated today
Sitter Profile Image: Amy K.
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Sitter Profile Image: Amy K.
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5. Amy K.

Star Sitter
Honored w/the Opportunity to Help
Cudahy, WI, 53110
3.8 mi. away
Boarding, Doggy Day Care
from
$30
per day care
5.0 out of 5 stars
81 reviews
28 repeat clients
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Amy was fantastic! She was kind enough to pick up my last minute request and definitely showed Elliot lots of love during his time with her. Great communication and would definitely book with Amy again!

Availability updated 8 days ago
Sitter Profile Image: Miranda O.
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Sitter Profile Image: Miranda O.
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6. Miranda O.

All Dogs go to heaven
Bay View, Milwaukee, WI, 53207
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day care
5.0 out of 5 stars
157 reviews
81 repeat clients
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We are traveling and needed someone to watch Ginger for the day. Miranda calmed mom’s nerves down since this was the 1st time for this. Miranda gave us updates and the whole experience was delightful.

Availability updated today
Sitter Profile Image: Julia R.
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Sitter Profile Image: Julia R.
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7. Julia R.

I have experience for dogs
Cudahy, WI, 53110
2.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day care
5.0 out of 5 stars
20 reviews
6 repeat clients
Profile image

Julia and her family was very kind to me and Joker. They took care of Joker all day sending me pictures and videos and explaining how he was doing. Joker was happy in her house and I am sure we will contact her in the future.

Availability updated yesterday
Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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8. Daniel & Holly L.

Rover 101
Star Sitter
Warm, loving, home like suroundings
West Allis, WI, 53219
5.3 mi. away
Boarding, Doggy Day Care
from
$30
per day care
5.0 out of 5 stars
415 reviews
178 repeat clients
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I will always come back to holly and Dan! River is so comfortable there and they’re very very to my schedule and amazing! Would recommend to anyone!

Availability updated today
Sitter Profile Image: Anya B.
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Sitter Profile Image: Anya B.
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9. Anya B.

Rover 101
Experienced with flexible schedule!
Milwaukee, WI, 53221
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day care
5.0 out of 5 stars
17 reviews
6 repeat clients
Profile image

My pups came home happy and tired. I will definitely have Anya take care of my boys again.

Availability updated 60 days ago
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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10. Sarah J.

Star Sitter
I’m awkward with humans.
West allis, WI, 53219
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day care
5.0 out of 5 stars
189 reviews
55 repeat clients
Profile image

Sarah took very good care of our golden doodle while we were visiting Milwaukee and attending a Brewers game. I would highly recommend her to anyone!

Availability updated today
Sitter Profile Image: Katrina M.
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Sitter Profile Image: Katrina M.
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11. Katrina M.

Home Full Time- Always Available!
Town Of Lake, Milwaukee, WI, 53207
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day care
5.0 out of 5 stars
420 reviews
205 repeat clients
Profile image

Today was my 5 month old pup’s first day with Katrina at daycare and it definitely won’t be his last. She was very professional from my intial questions to meeting her this morning. She made sure to introduce him to the other dogs one by one, which was much appreciated and reassuring. He had the best day of his life playing with the other pups! She sent me many pictures throughout the day to keep me up to date. Granger came home happy and tuckered out, ready for a good night’s sleep.

Availability updated 9 months ago
Sitter Profile Image: Sydney J.
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Sitter Profile Image: Sydney J.
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12. Sydney J.

Star Sitter
Trustworthy dog and cat lover
Oak Creek, WI, 53154
3.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$38
per day care
5.0 out of 5 stars
8 reviews
3 repeat clients
Profile image

Sydney took great care of Bjork, and he came home very happy. He was very excited to see her on the next visit. Sydney does a great job communicating and provides updates throughout the stay. Highly recommend!

Availability updated 16 days ago
Sitter Profile Image: Joe S.
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Sitter Profile Image: Joe S.
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13. Joe S.

Loving, stay at home, Dog dad!
Tippecanoe, Milwaukee, WI, 53207
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day care
5.0 out of 5 stars
57 reviews
23 repeat clients
Profile image

Markie and Logan came home smiling and tired, which is really all I ask. they had a blast playing with all of the other dogs, and Logan didn't want to come inside from Joe's back yard!

Availability updated 16 days ago
Sitter Profile Image: Kait S.
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Sitter Profile Image: Kait S.
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14. Kait S.

professional dog mama
Morgandale, Milwaukee, WI, 53215
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day care
5.0 out of 5 stars
37 reviews
16 repeat clients
Profile image

Kait was a pleasure to work with! She was very good at communicating, sent excellent pictures and was not shy to ask questions about Maya’s care! Her and her precious Zelda welcomed my Maya with open arms and warm hearts 😁 I HIGHLY recommend booking with her! We will definitely be back!

Availability updated 8 days ago
Sitter Profile Image: Velly M.
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Sitter Profile Image: Velly M.
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15. Velly M.

No Dog Too Big, No Cat Too Feisty
Bay View, Milwaukee, WI, 53207
4.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day care
5.0 out of 5 stars
8 reviews
Profile image

Velly was great! Very good with my anxious pup and she was very attentive to any and all info I gave her about my dog, Levi. When I picked him up, he was happy and calm and when we got home he slept so hard ☺️

Availability updated 7 days ago
Sitter Profile Image: Leilani M.
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Sitter Profile Image: Leilani M.
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16. Leilani M.

will trade love and care for pets<3
Goldman Park, Milwaukee, WI, 53221
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day care
5.0 out of 5 stars
4 reviews
2 repeat clients

I’ve known Leilani for years, and her love for animals has always been inspiring. She’s taken incredible care of her own dogs, showing endless patience and dedication, especially when her schnauzer needed extra attention after a stroke. Whether she’s playing with energetic pups or comforting older, more delicate dogs, Leilani treats every dog with love and respect. Her knowledge from her degree in Animal Sciences only adds to her expertise, and I’ve seen firsthand how she connects with each dog she meets. I’d trust her with any pet, knowing they’re in the best hands.

Availability updated 14 days ago
Sitter Profile Image: Mikeila F.
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Sitter Profile Image: Mikeila F.
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17. Mikeila F.

I'll treat your pets like family
Cudahy, WI, 53110
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day care
5.0 out of 5 stars
25 reviews
9 repeat clients
Profile image

Mikeila was great. She sent videos and pics of my pup playing with her baby throughout the day. I was nervous about my pups interaction with little ones because she’s very excitable. But when I saw the videos I felt so much better. My trip got extended further then the initial requested time, Mikeila was so understanding. I will definitely use her again.

Availability updated 30 days ago
Sitter Profile Image: Shannon J.
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Sitter Profile Image: Shannon J.
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18. Shannon J.

Almost one acre with fenced yard
Franklin, WI, 53132
3.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day care
5.0 out of 5 stars
195 reviews
75 repeat clients
Profile image

We loved having Oliver stay with Shannon! She was very accommodating and flexible with drop off and pick up times. And Oliver came home tired which says to us he had FUN! Thanks Shannon!

Availability updated 18 days ago
Sitter Profile Image: Valeria A.
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Sitter Profile Image: Valeria A.
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19. Valeria A.

Rover 101
Star Sitter
Your Pup’s Home Away from Home!
Greenfield, WI, 53221
3.1 mi. away
Boarding, Doggy Day Care
from
$30
per day care
5.0 out of 5 stars
55 reviews
25 repeat clients

Valeria and her husband took such amazing care of our siberian husky while we were on vacation for a week. we normally leave or dog with a family member so we're alil apprehensive but they were amazing at putting our minds at ease and took awesome care of our pup luna. We highly highly recommend Valeria and will most definitely use her again on our next vacation . A++++ Dog sitter

Availability updated 4 days ago
Sitter Profile Image: Meggan G.
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Sitter Profile Image: Meggan G.
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20. Meggan G.

Animals are family
Town Of Lake, Milwaukee, WI, 53207
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per day care
5.0 out of 5 stars
6 reviews
2 repeat clients
Profile image

Meggan is an excellent sitter. When Murphy comes home from a day with Meggan she is absolutely pooped! I trust that she’s engaging with her and providing her a good time.

Availability updated 48 days ago

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