Doggy Day Care in Highwood Estates, 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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brooke K.
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Sitter Profile Image: Brooke K.
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1. Brooke K.

Star Sitter
Loving your precious babies
West Allis, WI, 53227
1.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
53 reviews
22 repeat clients
from
$28
per day

Brooke and her family were all so friendly and took great care of Bean. He had so much fun playing with everyone!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Carina K.
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Sitter Profile Image: Carina K.
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2. Carina K.

Star Sitter
Big or small we love them all🥰
Lincoln Village, Milwaukee, WI, 53215
4.3 mi. away
Doggy Day Care
5.0 out of 5 stars
76 reviews
21 repeat clients
from
$35
per day

Carina was absolutely amazing! She kept us updated along with great photos. And Astrid clearly had a wonderful time with her and Milo! Thank you, Carina!

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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
4.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
13 repeat clients
from
$30
per day

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!

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Sitter Profile Image: Ashley T.
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Sitter Profile Image: Ashley T.
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4. Ashley T.

Stay at home mom & dog lover! ✨
West Allis, WI, 53227
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$35
per day

When I got home my dog was exhausted from playing all day. Ashley does a great job.

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Sitter Profile Image: Kait S.
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Sitter Profile Image: Kait S.
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5. Kait S.

professional dog mama
Morgandale, Milwaukee, WI, 53215
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
34 reviews
15 repeat clients
from
$42
per day

Kait was so wonderful! Penelope is still a puppy and learning a lot and Kait was patient with her and very communicative with me. I appreciated the photos and updates throughout the day. Kait was also very flexible with my schedule which was much appreciated. Would definitely recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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6. Daniel & Holly L.

Rover 101
Warm, loving, home like suroundings
West Allis, WI, 53219
1.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
383 reviews
161 repeat clients
from
$30
per day

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!

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Sitter Profile Image: Kathy & Brad K.
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Sitter Profile Image: Kathy & Brad K.
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7. Kathy & Brad K.

Star Sitter
Your Dog's Home Away from Home
Greendale, WI, 53129
2.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
41 reviews
18 repeat clients
from
$35
per day

What an excellent experience. First time using River and I couldn’t have asked for better people to take care of my puppy. They loved him as if he was their own! Teddy enjoyed it so much in day two he was eager to get out of the car and run up to the door to begin his day. Thank you so much Brad and Kathy. You are definitely my first choice to watch Teddy when the need arises again. I will spread the word to all my doggie people who Amy need help too.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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8. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
115 reviews
38 repeat clients
from
$25
per day

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!

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Sitter Profile Image: Aneta K.
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Sitter Profile Image: Aneta K.
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9. Aneta K.

dogs are my love language <3
Wauwatosa, WI, 53213
4.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
1 repeat client
from
$32
per day

Aneta went above and beyond as a dog sitter! She watched Hallie for us last minute and gave the best care. She took her on a long walk let her play in the water and even gave her a cute bandana. She exceeded our expectations and we would 100% book again!

Sitter Profile Image: Louise P.
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Sitter Profile Image: Louise P.
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10. Louise P.

I will love your pet like my own!!
West Allis, WI, 53227
1.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$30
per day

Louise did a lovely job looking after our little Lenny and making him feel at home!

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Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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11. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$50
per day

Katie did a great job taking care of Duncan all day for us. She shared pics and videos throughout the day.We knew Duncan was having a wonderful time with multiple walks and lots of attention! We will definitely bring Duncan back here soon.

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Sitter Profile Image: Shannon A.
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Sitter Profile Image: Shannon A.
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12. Shannon A.

Work from home dog lover.
West Allis, WI, 53214
3.4 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
88 reviews
38 repeat clients
from
$27
per day

Shannon was great with my dog, Gus! Very appreciative of the fact that I was able to book her the night before I really needed to leave my dog with someone for a few hours!!! He had a blast too?

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Sitter Profile Image: Heather W.
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Sitter Profile Image: Heather W.
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13. Heather W.

So much love to give your pets!
Rolling Green, Milwaukee, WI, 53220
0.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$35
per day

I would highly recommend Healther W to care for any pets, and even mine! She is extremely responsible, caring, energetic, patient and playful - all the qualities needed to be good with pets. Whoever gets Heather in their lives will be very thankful - she's a good egg!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jill F.
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Sitter Profile Image: Jill F.
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14. Jill F.

Star Sitter
Dog lover work from home
West Allis, WI, 53214
2.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
68 reviews
20 repeat clients
from
$45
per day

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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Sitter Profile Image: Holly J.
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Sitter Profile Image: Holly J.
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15. Holly J.

Lots of love here!-Home full time
West Allis, WI, 53219
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
21 repeat clients
from
$30
per day

Holly was so amazing in socializing my puppy. She was super timid and skittish around other dogs and Holly was so great in slowly getting her to be more comfortable around other animals. Will definitely rebook. She is attentive and flexible with scheduling.

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Sitter Profile Image: Nathaniel D.
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Sitter Profile Image: Nathaniel D.
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16. Nathaniel D.

I love all the Animals!
West Allis, WI, 53219
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
7 repeat clients
from
$40
per day

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Patrisha R.
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Sitter Profile Image: Patrisha R.
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17. Patrisha R.

Basically an all inclusive pet stay
West allis, WI, 53227
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$27
per day

Patrisha was great! She was extremely flexible in a last minute situation. She sent pictures throughout the day and seemed very intuitive with all the dogs during our meet and greet. I would definitely use her again in the future!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Stacey M.
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Sitter Profile Image: Stacey M.
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18. Stacey M.

Genuine pet lover
Fairview, Milwaukee, WI, 53219
1.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
6 reviews
from
$25
per day

Over time Stacey has taken care of two of my dogs. Lucy my Chihuahua who was an elder at the time. Then recently she has taken care of my current dog Louie, a 2 1/2 year old Poodle Mix. He is very active. She takes time to play with him and walk him to help burn up energy. The last time she cared for him, he got into something so he gave him a bath. It's show she enjoys spending time with him and taking care of him.

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Sitter Profile Image: Lacie G.
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Sitter Profile Image: Lacie G.
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19. Lacie G.

Nurse and Dog Mom! 💕
Greenfield, WI, 53228
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$50
per day

About: I grew up with 3 labs in my home and have taken care of dogs ever since. Dogs mean the world to me and I believe every dog is truly apart of someone’s family. I have trained multiple puppies including my own to be a smart, loving, and well-behaved dog! I currently do work full time as a nurse, 3 days a week, which gives me opportunities to do what I love to do most and be with my dog and others on the days that I am off. Weekends are my most available, but my weekdays are a week by week basis on availability depending on my nurse schedule! At my apartment complex, we have a very large fenced in yard along with a dog park. Your dog will be accompanied by my Bernedoodle, who is the most loving dog I have ever met. He will match your dog’s personality, which is even better.

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Sitter Profile Image: Kelly M.
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Sitter Profile Image: Kelly M.
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20. Kelly M.

Rover 101
Star Sitter
I love dogs and being outside!
West Allis, WI, 53219
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$28
per day

We can tell how much our anxious pup, Luna, loves Kelly's house by the wag of her tail as she walks in the door! The pictures and videos show just how great she and Finn get along. 🥰

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