Doggy Day Care in Hillside, Milwaukee

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Top rated Hillside doggy day care sitters

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Sitter Profile Image: Caitlin K.
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Caitlin K.
Star Sitter
from
$30
per day
5 out of 5.0 stars
18 reviews
8 repeat clients
20 years of experience
Milwaukee, WI, 53213

Caitlin is the best! She is kind, patient and provides the best cuddles to my snuggly boy. He absolutely loves her and it is so apparent how much she loves and cares for dogs. We are lucky to have found her!

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Kassandra O.
Sitter Profile Image: Lillian T.
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Lillian T.
Star Sitter
from
$27
per day
5 out of 5.0 stars
11 reviews
3 repeat clients
5 years of experience
Polonia, Milwaukee, WI, 53215

Lillian is SO amazing! She has watched my 8 month old Berner puppy and he’s so always happy to go over there. She always sends pictures and videos, and each time my pup looks SO happy and comfortable. Totally recommend her to anyone and will most definitely use her in the future. 😊

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Marissa T.
Sitter Profile Image: Miranda O.
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Miranda O.
Star Sitter
from
$35
per day
5 out of 4.9 stars
169 reviews
83 repeat clients
8 years of experience
Bay View, Milwaukee, WI, 53207

Miranda is the best. She takes such good care of our people-shy dog. She was patient with him and let him warm up to her on his own, and now he loves going to her house...full on butt wiggles when he makes his way over to her. It gives us great piece of mind to know that he’s so well taken care of.

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Dena C.
Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter
from
$35
per day
5 out of 5.0 stars
46 reviews
8 repeat clients
14 years of experience
Lower East Side, Milwaukee, WI, 53214

Booked at the last minute, she was flexible & friendly Life saver which allowed us to go to the game without worrying about the pups! She’s 5 mins from Fiserv Stadium which worked perfectly - could not have been easier

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Amy H.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$32
per day
5 out of 5.0 stars
123 reviews
29 repeat clients
30 years of experience
Glendale, WI, 53217

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.

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Angela S.
Sitter Profile Image: Tishara M.
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Tishara M.
from
$25
per day
5 out of 5.0 stars
3 reviews
1 repeat client
5 years of experience
Midtown, Milwaukee, WI, 53208

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

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Cruza D.
Sitter Profile Image: Lucas Y.
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Lucas Y.
Star Sitter
from
$27
per day
5 out of 5.0 stars
11 reviews
3 repeat clients
20 years of experience
Murray Hill, Milwaukee, WI, 53211

I highly recommend Lucas for anyone needing a reliable dog sitter. He kept Milo safe and entertained. I returned to a happy puppy ❤️ thank you again Lucas and Harley!

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Britani H.
Sitter Profile Image: James H.
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James H.
from
$40
per day
5 out of 5.0 stars
5 reviews
2 repeat clients
10 years of experience
wauwatosa, WI, 53213

Jim was great with Abby and great with communicating and sending pics! We will definitely call on Jim again!!

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April E.
Sitter Profile Image: Iuscely F.
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Iuscely F.
from
$35
per day
5 out of 5.0 stars
8 reviews
10 years of experience
Historic Mitchell Street, Milwaukee, WI, 53204

Luscely was available last minute and didn't make me jump through hoops to dogsit. She was communicative, fair, and my dog was happy. I will absolutely use her again!

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Erin P.
Sitter Profile Image: Marycruz A.
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Marycruz A.
from
$30
per day
5 out of 5.0 stars
6 reviews
1 repeat client
3 years of experience
Downer Woods, Milwaukee, WI, 53211

Marycruz did an amazing job watching my dog for the day! She was super communicative and friendly. Also, she took her for walks and sent lots of pictures/updates which are always appreciated! Would definitely book again :)

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Thaya M.
Sitter Profile Image: Miranda E.
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Miranda E.
from
$40
per day
5 out of 5.0 stars
9 reviews
17 years of experience
Riverwest, Milwaukee, WI, 53212

Miranda took care of my dog like nobody would. She was flexible and patient, and I will absolutely take my dear Galleta with her again. Miranda is super reliable and clearly loves animals. Galleta had lots of fun with her dog, Bandit. Thanks a lot for an amazing daycare experience for my dog!

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Tania G.
Sitter Profile Image: Morgan S.
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Morgan S.
from
$30
per day
1 repeat client
7 years of experience
Murray Hill, Milwaukee, WI, 53211

About: My experience caring for dogs and cats will allow me to provide the best care for your pet while you can stay worry free at work, out of town, etc. I’m active and love to be out and about, and would love to help provide your pet with more activity time. I make communication with pet owners a priority so that you’re sure of the care being provided. Thanks for considering me and please contact me with any questions! I’m a virtual school psychologist, fully remote, which allows me to have great flexibility throughout the week to be able to care for your pets! I ensure pets are safe and comfortable in my care. I’m attentive to their needs and careful to follow owners’ instructions and guidelines. I’ve been described as reliable, trustworthy, helpful, and tidy.

Sitter Profile Image: Naomi M.
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Naomi M.
from
$25
per day
5 years of experience
Lower East Side, Milwaukee, WI, 53202

About: Growing up, I have had animals in my family so I have taken care of animals at a very young age. I also use to work at a doggy daycare during college where I would watch and take care of 70+ dogs per shift! I’m currently unemployed for the next 5 weeks as I make my move from Madison to Milwaukee! I will be living in Milwaukee starting August 5th and will be available all times of the week! Once I start my corporate job in September I will be available on the weekends! I love interacting and being active with dogs, I live in a pet-friendly apartment with a huge area of green space they can walk around in! I also enjoy taking them on walks and making sure they are getting the attention they need!

Sitter Profile Image: William L.
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William L.
from
$50
per day
5 out of 5.0 stars
13 reviews
18 years of experience
Merrill Park, Milwaukee, WI, 53208

About: ## INTRODUCTION Howdy there, thanks for choosing my Rover! I go by Billy! First things first — My highest priority is the safety and well-being of any dog in my care. Outside of that, I'm also big on making sure they have a blast, are loved, and feel secure in my home. I am energetic and warm, yet firm. I've owned and raised 4 dogs over the course of 18 years, from puppydom to old age, and have cared for many more. I am adept at handling dogs large and small - physically and training-wise. ## SCHEDULE I am fortunate to have a highly flexible schedule. Your dog will always be safe by my side. I’m quite fond of dogs, so it’s a joy for me to spend my time in this way. ## APPROACH TO CARE I want to understand the needs and expected behaviors of any pet in my care, given your specific guidance and instructions. I am highly communicative and err on the side of caution, as your doggo’s safety and well-being are absolutely the highest priority for me. I have a highly flexible schedule since I'm in the middle of a job search, so I'll have all the time in the world to hang, play with, and co-work with your pup! I have the entire upper floor of my house available for your dog to lounge and roam in, equipped with multiple dog beds and lots of toys. There's also a fenced yard in the back whose concretedness is optimal for ball bouncing and catching, keep away, chasing, and more!

Sitter Profile Image: Chelsea P.
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Chelsea P.
from
$30
per day
5 out of 5.0 stars
9 reviews
3 repeat clients
10 years of experience
Riverwest, Milwaukee, WI, 53212

Chelsea was a great and responsive sitter who provided lots of pupdates. 10/10. Will book again!

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Kevin B.
Sitter Profile Image: Marisa C.
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Marisa C.
from
$45
per day
5 out of 5.0 stars
15 reviews
3 repeat clients
20 years of experience
Lower East Side, Milwaukee, WI, 53202

Marisa was very attentive to my pup during her stay. My dog doesn’t love new environments and gets anxious when separated from me and Marisa gave her her full attention and ensured she felt comfortable during her stay which I greatly appreciated. 10/10 recommend!

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Grace W.
Sitter Profile Image: Madeline R.
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Madeline R.
from
$30
per day
5 out of 5.0 stars
3 reviews
10 years of experience
Lower East Side, Milwaukee, WI, 53202

About: Growing up, I never had a moment without a dog (or other animals including a pet pig and multiple snakes) in the family. From owning breeds such as Great Danes, to Golden Doodles, to a Great Pyrenees, my family has luckily passed the dog-loving gene on to me. I recently rescued a senior Chihuahua mix and she has made everyday so fulfilling. I love helping her (and secretly myself lol) make new doggy friends! Combined with my love for the outdoors and exercise, your dog and I are sure to have a great time. Spending time with your dog is not only doing a favor for you, but also for me! My passion for animals is something that I am proud of and would love to continue. I work from home, live in a single family home with a fenced in yard, take frequent walking breaks, and love having company! I also have the flexibility in doing drop in visits, sitting, or other pet care needs. Familiar with pets of all temperaments, learning your pets personality and boundaries is extremely important to me. Whether they like their space in their crate, or need to be cuddled close on the couch, their comfort is my top priority.

Sitter Profile Image: Khalil C.
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Khalil C.
from
$40
per day
1 repeat client
3 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I don’t own any pets myself, but at least once a month I adopt a dog or cat for the weekend from the shelter, which I love doing so much. I am very patient with any type of animals and love playing with them!! I am pretty flexible with anytime or anywhere. I do not own a car but should be no trouble for me. Just reach out a little in advance and everything with be perfect They are allowed anywhere in my house. And I love going on walks and just exploring. I’d say I have a lot of energy myself so playing till we’re both tired is no problem with me!

Sitter Profile Image: Monica M.
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Monica M.
from
$40
per day
5 out of 5.0 stars
151 reviews
59 repeat clients
16 years of experience
Lower East Side, Milwaukee, WI, 53202

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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Mariah N.
Sitter Profile Image: Mikalanne T.
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Mikalanne T.
Star Sitter
from
$40
per day
5 out of 5.0 stars
16 reviews
5 repeat clients
4 years of experience
Lower East Side, Milwaukee, WI, 53202

Mikalanne is so kind and professional. They took our Cavapoo for the weekend and provided helpful updates and excellent care. Highly recommend.

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Sarah G.
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Sitter Profile Image: Caitlin K.
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Sitter Profile Image: Caitlin K.
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Caitlin K.
Star Sitter

Dogs are life
Milwaukee, WI, 53213
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
18 reviews
8 repeat clients
Profile image

Caitlin is the best! She is kind, patient and provides the best cuddles to my snuggly boy. He absolutely loves her and it is so apparent how much she loves and cares for dogs. We are lucky to have found her!

Availability updated 4 days ago
Sitter Profile Image: Lillian T.
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Sitter Profile Image: Lillian T.
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Lillian T.
Star Sitter

Experienced and playful dog lover!
Polonia, Milwaukee, WI, 53215
4.4 mi. away
Boarding, House Sitting, Doggy Day Care
from
$27
per day
5 out of 5.0 stars
11 reviews
3 repeat clients
Profile image

Lillian is SO amazing! She has watched my 8 month old Berner puppy and he’s so always happy to go over there. She always sends pictures and videos, and each time my pup looks SO happy and comfortable. Totally recommend her to anyone and will most definitely use her in the future. 😊

Availability updated yesterday
Sitter Profile Image: Miranda O.
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Sitter Profile Image: Miranda O.
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Miranda O.
Star Sitter

All Dogs go to heaven
Bay View, Milwaukee, WI, 53207
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 4.9 stars
169 reviews
83 repeat clients
Profile image

Miranda is the best. She takes such good care of our people-shy dog. She was patient with him and let him warm up to her on his own, and now he loves going to her house...full on butt wiggles when he makes his way over to her. It gives us great piece of mind to know that he’s so well taken care of.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Adrienne N.
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Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter

WFH, med experience, and pet lover!
Lower East Side, Milwaukee, WI, 53214
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 5.0 stars
46 reviews
8 repeat clients
Profile image

Booked at the last minute, she was flexible & friendly Life saver which allowed us to go to the game without worrying about the pups! She’s 5 mins from Fiserv Stadium which worked perfectly - could not have been easier

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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Kim S.
Star Sitter

Never lived a day without a pet
Glendale, WI, 53217
3.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per day
5 out of 5.0 stars
123 reviews
29 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
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tishara M.
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Sitter Profile Image: Tishara M.
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Tishara M.

IHeartPets
Midtown, Milwaukee, WI, 53208
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

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

Availability updated 2 days ago
Sitter Profile Image: Lucas Y.
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Sitter Profile Image: Lucas Y.
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Lucas Y.
Star Sitter

Experienced and Reliable Pet Care
Murray Hill, Milwaukee, WI, 53211
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$27
per day
5 out of 5.0 stars
11 reviews
3 repeat clients
Profile image

I highly recommend Lucas for anyone needing a reliable dog sitter. He kept Milo safe and entertained. I returned to a happy puppy ❤️ thank you again Lucas and Harley!

Availability updated 7 days ago
Sitter Profile Image: James H.
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Sitter Profile Image: James H.
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James H.

Retired Teacher in Tosa
wauwatosa, WI, 53213
3.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Jim was great with Abby and great with communicating and sending pics! We will definitely call on Jim again!!

Availability updated 19 days ago
Sitter Profile Image: Iuscely F.
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Sitter Profile Image: Iuscely F.
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Iuscely F.

Pet Lover Ready To Love Yours
Historic Mitchell Street, Milwaukee, WI, 53204
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per day
5 out of 5.0 stars
8 reviews
Profile image

Luscely was available last minute and didn't make me jump through hoops to dogsit. She was communicative, fair, and my dog was happy. I will absolutely use her again!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Marycruz A.
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Sitter Profile Image: Marycruz A.
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Marycruz A.

Dog Lover Lookin For More Snuggles
Downer Woods, Milwaukee, WI, 53211
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$30
per day
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Marycruz did an amazing job watching my dog for the day! She was super communicative and friendly. Also, she took her for walks and sent lots of pictures/updates which are always appreciated! Would definitely book again :)

Availability updated yesterday
Sitter Profile Image: Miranda E.
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Sitter Profile Image: Miranda E.
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Miranda E.

Dog&cat person🥰$20off->MIRANE78053
Riverwest, Milwaukee, WI, 53212
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 5.0 stars
9 reviews
Profile image

Miranda took care of my dog like nobody would. She was flexible and patient, and I will absolutely take my dear Galleta with her again. Miranda is super reliable and clearly loves animals. Galleta had lots of fun with her dog, Bandit. Thanks a lot for an amazing daycare experience for my dog!

Availability updated 4 days ago
Sitter Profile Image: Morgan S.
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Sitter Profile Image: Morgan S.
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Morgan S.

Active, fun, responsive care
Murray Hill, Milwaukee, WI, 53211
1.9 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
2 reviews
1 repeat client

Morgan has such a love for animals! She is so sweet with my pup, Kona. She has sitted for Kona multiple times and I have so much trust in her. Couldn’t have asked for a better pet sitter!

Availability updated 5 days ago
Sitter Profile Image: Naomi M.
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Sitter Profile Image: Naomi M.
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Naomi M.

Energetic & Loving Dog Caretaker
Lower East Side, Milwaukee, WI, 53202
1.0 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$25
per day
2 reviews

Naomi has been around animals her whole life big and small. Our family currently own two double mastiff and two cats. When she comes home on weekends and holidays, these animals are her first priority by greeting them with hugs and kisses. She is a responsible and loving individual all around and would be perfect for the position of caring for others fur babies.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: William L.
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Sitter Profile Image: William L.
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William L.

U.S. Secretary of Dogs
Merrill Park, Milwaukee, WI, 53208
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per day
5 out of 5.0 stars
13 reviews

William took excellent care of my dog while I was out of town for the weekend. She can be highly anxious when I leave her behind, but William was loving and caring and made sure she was well taken care of. Will be using him again in the future.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Chelsea P.
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Sitter Profile Image: Chelsea P.
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Chelsea P.

A loving spot for your pets!
Riverwest, Milwaukee, WI, 53212
2.1 mi. away
Boarding, Doggy Day Care
from
$30
per day
5 out of 5.0 stars
9 reviews
3 repeat clients
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Chelsea was a great and responsive sitter who provided lots of pupdates. 10/10. Will book again!

Availability updated 89 days ago
Sitter Profile Image: Marisa C.
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Sitter Profile Image: Marisa C.
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Marisa C.

WFH with lots of love
Lower East Side, Milwaukee, WI, 53202
1.2 mi. away
Boarding, Doggy Day Care
from
$45
per day
5 out of 5.0 stars
15 reviews
3 repeat clients
Profile image

Marisa was very attentive to my pup during her stay. My dog doesn’t love new environments and gets anxious when separated from me and Marisa gave her her full attention and ensured she felt comfortable during her stay which I greatly appreciated. 10/10 recommend!

Availability updated 33 days ago
Sitter Profile Image: Madeline R.
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Sitter Profile Image: Madeline R.
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Madeline R.

Peaceful home and fenced in yard
Lower East Side, Milwaukee, WI, 53202
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day
5 out of 5.0 stars
3 reviews

Madeline has watched my dogs multiple times while I’ve been out of town. My dogs always seem to be happier than when I left. Nothing but positive feedback for this bright young lady.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Khalil C.
Verified Enhanced Background Check
Sitter Profile Image: Khalil C.
Verified Enhanced Background Check

Khalil C.

Love to hang out with animals!!
Lower East Side, Milwaukee, WI, 53202
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
1 review
1 repeat client

Khalil has watched my cats countless number of times over the past few years. He always treats them as his own and is attentive to the care he gives. My three cats all have polar opposite personalities and he has learned to attend to them uniquely in their preferred ways. I would recommend him to anyone who has a pet.

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Monica M.
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Sitter Profile Image: Monica M.
Verified Background Check

Monica M.
Rover 101

Monica's downtown dog boarding
Lower East Side, Milwaukee, WI, 53202
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 5.0 stars
151 reviews
59 repeat clients
Profile image

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!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mikalanne T.
Verified Enhanced Background Check
Sitter Profile Image: Mikalanne T.
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Mikalanne T.
Star Sitter

Hi, my name is Mika! (They/them)
Lower East Side, Milwaukee, WI, 53202
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day
5 out of 5.0 stars
16 reviews
5 repeat clients
Profile image

Mikalanne is so kind and professional. They took our Cavapoo for the weekend and provided helpful updates and excellent care. Highly recommend.

Availability updated yesterday

Hillside dog parents share their Rover experiences

1 / 1
5 out of 5.0 stars

Took great care of our dog Lula! Sent updates and pictures! 😊 Definitely recommend and will use again!

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Alexa F.
Doggy Day Care
5 out of 5.0 stars

Luscely was available last minute and didn't make me jump through hoops to dogsit. She was communicative, fair, and my dog was happy. I will absolutely use her again!

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Erin P.
Doggy Day Care
5 out of 5.0 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

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Cruza D.
Doggy Day Care
5 out of 5.0 stars

Mikalanne is so kind and professional. They took our Cavapoo for the weekend and provided helpful updates and excellent care. Highly recommend.

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Sarah G.
Doggy Day Care
5 out of 5.0 stars

Adrienne was Roo’s best friend for a day, and was everything I was looking for and more. Roo had a day full of adventures, and Adrienne sent us plenty of photos! We will definitely be return customers. Highly recommended!!

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Jack P.
Doggy Day Care
5 out of 5.0 stars

Keelyn was a pleasure to work with, very friendly and professional. Our somewhat timid pup Honey warmed to her immediately! She was also very understanding when our activity ran late, which was much appreciated. Looking forward to working with her again soon!

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Julia M.
Doggy Day Care
1 / 1
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