Personalized care for your dog or cat - Sherman Park

Highly-rated overnight sitters - Sherman Park

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Andrew J.
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Andrew J.
Star Sitter
from
$38
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

Andrew and his family treated my Oscar as part of their family. He was in constant communication with me while I was away in Italy for almost 3 weeks. Andrew is very kind and very easy/flexible. I would recommend him to anyone that needs a trustworthy person to watch their furbabies! Thank you Andrew!

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Nikki M.
Sitter Profile Image: Rhonda G.
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Rhonda G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
125 reviews
56 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

I am thankful Rhonda was able to watch my Boston Terrier on short notice. I was very comfortable leaving him with her and will definitely have her watch him in the future.

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Stephanie Q.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!

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Jack P.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
109 reviews
39 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee did wonderful taking care of my 11yo Shih tzu and 2yo Goldendoodle. She took them on walks, and sent me updates while I was on my trip!! She was flexible with the time changes in my travel and made it easy for me to pick them up!! I know my pups were in great care with Ashlee!! Thanks again ☺️

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Bianca R.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$40
per night
5.0 out of 5 stars
37 reviews
10 repeat clients
5 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Elizabeth provided 4 days of boarding for our dog. We were able to book her with short notice. Although my dog was nervous around children, she was able to help my dog get used to them. She is responsive and very accommodating. Our return flight was late and she was able to adjust our pickup time without any issues. Would highly recommend for boarding your dog.

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Mrigank G.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
193 reviews
83 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda and her family did a wonderful job with Gizmo. It was our first time leaving him for a week and with someone through Rover. Yolanda's patience, kindness, and experience brought me relief knowing that my dog was in great hands. She did everything possible to calm my anxiety-ridden fur baby and made him comfortable; kept me updated and was responsive; sent me photos; and was very easy/flexible to work with. By the end of the week, Gizmo was playing with other dogs and taking long walks twice a day, which he never does! He's been home for almost 24 hours and I can tell he misses Yolanda, but mostly, he's been sleeping like a baby. LOL. I couldn't thank Yolanda and her family enough. I finally found someone who was willing to take in my dog and refused to give up on him even when times were hard. I highly recommend her services! I've found my FOREVER dog sitter :) Thank you again Yolanda!!

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Kathy Mn' L.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
348 reviews
100 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa took great care of my dog while I was away for about a week! She sent lots of cute and cozy pictures of him hanging out with her animals and was always easy to get in touch with. She also did a good job handling his food aggression and making adjustments to make things work for everyone. I’d definitely recommend her!

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Sylvia B.
Sitter Profile Image: Amy R.
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Amy R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
20 years of experience
Wauwatosa, WI, 53222

Riley had such a great experience, and I truly can’t say enough good things. Communication was amazing from start to finish, and she was so flexible when our flights changed, which took a huge weight off my shoulders. She even sent pictures without us asking which we absolutely loved and really appreciated. Her kids and mother were incredibly kind and Riley also got along so well with their dog, Annalise. Riley isn’t around other dogs very often, so I was a little nervous, but they did great together and it made me so happy to hear how well she adjusted. Honestly, the whole experience felt so comfortable… like I’ve known them for a long time. That says a lot when you’re trusting someone with your dog. I would absolutely use them again without hesitation. I think Riley may have even found herself a new best friend 🐾

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Renee B.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$40
per night
4.9 out of 5 stars
199 reviews
102 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

MJ takes good care of Dimitri. He messages us about Dimitri’s daily activities and his concerns during Dimitri’s stay! He makes sure Dimitri is healthy, eat and drink well. Will rebook again!

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Tu-Tu Y.
Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
22 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53213

Sarah and her family provided constant updates of my dog throughout the week. Her daughters seemed really engaged and loving on my dog, making me feel confident she was receiving all the love and affection she gets at home. When I picked her up, my dog seemed so relaxed, almost as if she hadn’t been gone all that time, helping me feel confident she was safe and loved on. Usually after boarding in a facility, my dog is highly anxious, extra agitated and disheveled. None of that here with Sarah. Her and her family were truly the best sitters. I never worried once while away.

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Rachel S.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$41
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura was great! Our dog Dolly seemed well taken care of. Dolly got along really good with her labrador Diesel. He is a sweet boy. Highly recommend her and have scheduled for future plans. Theresa W.

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Theresa W.
Sitter Profile Image: Tekoya C.
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Tekoya C.
from
$32
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
1 year of experience
Lower East Side, Milwaukee, WI, 53202

Tekoya did an excellent job watching our dog while we were on vacation. Communication was great and he was so easy to work with, I highly recommend Tekoya!

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Ashley E.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$39
per night
4.9 out of 5 stars
29 reviews
10 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

I absolutely loved my experience with the sitters! They’re so attentive, communicative, helpful in every way, I definitely will book again. I could tell with the updates that my dog was happy ( from photos I received every day) and very comfortable! It made my getaway so much easier to know he was well taken care of!

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Athena C.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
380 reviews
118 repeat clients
20 years of experience
Brookfield, WI, 53005

I highly recommend and trust Maria & Nayibe in taking care of my fur baby while we are away. Daily communication, updates and photos of my pet are very much appreciated and give peace of mind knowing my dog is in good hands. This mom & daughter care for and love my Zoe as their own. Thank you both

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Judy M.
Sitter Profile Image: Gabriel M.
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Gabriel M.
from
$45
per night
5.0 out of 5 stars
38 reviews
15 repeat clients
5 years of experience
Riverwest, Milwaukee, WI, 53212

Our first time leaving our pup with Gabriel. Received pics, could tell she was happy and she came back to us happy. Gabriel took good care of her.

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Lynn J.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
153 reviews
41 repeat clients
30 years of experience
Glendale, WI, 53217

Kim was a most excellent caretaker for my little chihuahua. Communications were excellent. We will definitely take CoCoChica back to Kim again.

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Lynn J.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
63 reviews
26 repeat clients
15 years of experience
Washington Heights, Milwaukee, WI, 53208

Michelle was an excellent host for Frankie while we were away for the holidays!! She communicates very well, sends regular updates, spoils the pups with homemade treats and nature hikes, and our dog seemed to be very comfortable at her house. We are super happy and grateful; we would absolutely book with Michelle again!

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Alayna & Natalie W.
Sitter Profile Image: Lacey G.
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Lacey G.
from
$40
per night
5.0 out of 5 stars
61 reviews
19 repeat clients
23 years of experience
Bay View, Milwaukee, WI, 53207

Lacey was amazing! Sent pictures and took good care of my pup! He slept the whole day after with all the fun he had and got a lot of cuddles in

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Blake M.
Sitter Profile Image: Kellene M.
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Kellene M.
Star Sitter
from
$36
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
40 years of experience
St. Francis, WI, 53235

As a furbaby mama, there is always a heart tug when I need to leave my dog.. Kellene was just awesome how she would care and love my my dog Precious...Kellene also brought this mama joy and comfort by the updates and pictures throughout my time away from Precious. I would highly recommend her and her dog Coco....

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Mary A.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
9 repeat clients
16 years of experience
Borchert Field, Milwaukee, WI, 53206

Jessica took such great care of Herman! He had so much fun playing with new friends and visiting the dog park- he had just as good of a vacation as we did!

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Kristen R.
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Cat caregivers near you - Sherman Park

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Kathy S.
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Kathy S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
235 reviews
61 repeat clients
40 years of experience
Wauwatosa, WI, 53213

Thank you Kathy for being Pumpkin's favorite babysitter! I'm glad our shy little kitty had grown more comfortable in your company! Kathy is always quick to respond, dependable, and genuinely caring. She's an all star and we're lucky to have her help!

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Brietta D.
Sitter Profile Image: Elizabeth B.
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Elizabeth B.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
18 reviews
8 repeat clients
15 years of experience
Wauwatosa, WI, 53213

Liz was amazing! She was so sweet to our two cats and took excellent care of them. She also took her son over to visit them one night and he was great with them. Can’t recommend her enough, we are immediately rebooking for our next weekend trip.

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Jackson H.
Sitter Profile Image: Kristine K.
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Kristine K.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
93 reviews
32 repeat clients
18 years of experience
Merrill Park, Milwaukee, WI, 53208

Kristy did a great job caring for my kitty. She was prompt and clear with all our communications, starting with the first meeting, and was very pleasant to work with. I'll definitely contact her again next time.

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Karl H.
Sitter Profile Image: Jamila M.
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Jamila M.
Star Sitter
from
$18
per visit
4.9 out of 5 stars
97 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

Jeremy was great! He obviously enjoys taking care of animals and he went the extra mile for us to get an extra feeding visit in. We will happily use him again!

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Jennifer B.
Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$16
per visit
5.0 out of 5 stars
104 reviews
8 repeat clients
12 years of experience
Milwaukee, WI, 53210

Charlotte was super sweet and took great care of my cats! She had to give one of them ear drops and was very good at taking care of that!

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Sophie C.
Sitter Profile Image: Ilene G.
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Ilene G.
Star Sitter
from
$11
per visit
5.0 out of 5 stars
22 reviews
9 repeat clients
12 years of experience
Riverwest, Milwaukee, WI, 53212

Ilene is the best and I'm so glad we found her. My girls love her, even abandoning their favorite food in favor of play time. She's great at communication and provides the best visit summaries every day. So grateful!

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Amanda S.
Sitter Profile Image: Hope S.
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Hope S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
51 reviews
24 repeat clients
11 years of experience
Riverwest, Milwaukee, WI, 53212

Hope was a great companion for my companion while I was out of town. I appreciated her communication, she always arrived on time, and picking up my keys was hassle-free. High recommendations!

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Sara M.
Sitter Profile Image: Abigail L.
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Abigail L.
from
$20
per visit
5.0 out of 5 stars
411 reviews
115 repeat clients
8 years of experience
Riverwest, Milwaukee, WI, 53212

Abigail was so attentive and communicative! I felt so comfortable being away while she cared for Miki. She also was incredibly flexible with her schedule, which was helpful around the holiday season. I would book with Abigail again in a heartbeat!

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Jess R.
Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$18
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Wauwatosa, WI, 53213

About: I have grown up with Golden Retrievers my whole life as my dad hunted with them and trained them for Field trials. We always had three in our home. Once we even had a litter of puppies and there is nothing better than puppy kisses. I personally have had two Black labs, one that was so content to lounge and be a couch potato and my current lab at 8 years old fools everyone into thinking she is 2 or 3 with how active she is. Because of her I understand the importance of walks and her needing lots of exercise, new sights and smells. I have a flexible work schedule and typically only work 3 days a week so I can be there to ensure your pup gets what they need. Happy to play in the yard or walk as needed to make sure your pup is content. Just let me know what their rules are and I'm happy to follow to ensure they are happy and healthy.

Sitter Profile Image: Leilani W.
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Leilani W.
from
$14
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
2 years of experience
Wauwatosa, WI, 53213

Very timely and responsive

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Sarrah O.
Sitter Profile Image: Sydney P.
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Sydney P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
20 reviews
13 repeat clients
12 years of experience
Wauwatosa, WI, 53213

Sydney took great care of Rocco, and shared great pictures to ease my mind that he was doing fine while I was away!

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Michelle L.
Sitter Profile Image: Emily R.
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Emily R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
100 reviews
27 repeat clients
20 years of experience
Story Hill, Milwaukee, WI, 53213

Emily is an excellent trustworthy cat sitter! She communicates well, follows all instructions for their care, and takes cute photos. Everything was great when I came back. Thank you Emily!

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Virginia I.
Sitter Profile Image: Travis H.
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Travis H.
from
$23
per visit
5.0 out of 5 stars
343 reviews
107 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Highly recommend Travis for all pet sitting needs!!!! Our pets love him and we’ve been so appreciative of his availability even in last minute circumstances! Thank you for everything Travis!

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Leah H.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$22
per visit
5.0 out of 5 stars
51 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

Great as always!

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Nolan K.
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
145 reviews
50 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Jackie was great! Kitties were very well taken care of. Pictures were sent throughout of them playing, having treats, etc which was nice to see while we were away! Would definitely use her again!

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Lindsey M.
Sitter Profile Image: Qian D.
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Qian D.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
2 years of experience
Lower East Side, Milwaukee, WI, 53202

I'm super grateful to have found Qian as a first-time user of Rover! Can't thank her enough! She was very sweet and kind to my kitty. She did a great job completing all the tasks and even added multiple pictures of my kitty to the drop-in! Communication with her is very easy, too! I would definitely request her again and recommend her to anyone!

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Pei Hsuan C.
Sitter Profile Image: Makenzie B.
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Makenzie B.
from
$14
per visit
5 years of experience
Milwaukee, WI, 53208

About: I’ve taken care of lots of cats since a young age, they are my favorite animal and your cat will be my best friend!

Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
178 reviews
45 repeat clients
10 years of experience
Shorewood, WI, 53211

Carrianne was amazing with my cat! My cat has never come out for any sitter before, but with Carrianne he even allowed some pets! She was punctual, reliable and personable, clearly made my cat feel very comfortable! I will definitely be booking her again for my next trip!

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Alexandria L.
Sitter Profile Image: Cassiddy 'Cassie' J.
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Cassiddy 'Cassie' J.
from
$13
per visit
5 years of experience
Milwaukee, WI, 53208

About: As a cat lover my whole life, I have great experiences providing a clean and safe environment for cats. Ensuring they have clean water and food, as well as tiding up littler box areas. As a new cat parent myself, I am dedicated to loving every kitty!

Sitter Profile Image: Riley L.
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Riley L.
from
$14
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
3 years of experience
Avenues West, Milwaukee, WI, 53233

About: Hi! I would be an amazing pet sitter because I love animals. Ever since I was little I have had pets whether dogs, cats, ducks or turtles. I am currently in college and away from my dog Nalla so taking care of your pet would honestly be special for me too. One of the main reasons I am on rover is because I love to walk and hike and figured why not add a companion. Hi! I am currently on break from work and school so I can make anything work! I am available everyday of the week at any hours necessary! I sadly cannot have any pets in my home because I live in an apartment but I can take that out for walks in areas near me! I also am used to taking care of a dog when I am home so can do whatever the owner needs!

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Perfect for high energy dogs - Sherman Park

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Esther J.
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Esther J.
from
$27
per day
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Franklin Heights, Milwaukee, WI, 53206

About: Hi there! We are lifelong dog lover with years of hands-on experience and two sweet pit bulls of my own. Our home is shared with my playful and loving 3-year-old boy and my silly, affectionate 1-year-old girl, who both love making new friends. We've spent many years in responsible dog breeding, which has given me a deep understanding of canine behavior, health, socialization, and individual needs. Whether your pup is shy, energetic, or somewhere in between, We are confident and comfortable caring for all personalities, ages, and breeds. With me, your pets will be treated like part of the family — plenty of love, attention, structure, and fun. I’m committed to creating a safe, positive environment where every dog feels at home. I can’t wait to meet your furry family member! --- If you want, I can also tailor it to a specific service (boarding, drop-ins, walks, etc.) or adjust the tone to be more professional, playful, or concise. I offer flexible scheduling for pet boarding thanks to my role with a property management company, which allows me to be home often and adjust my availability as needed. This flexibility helps me give your pet plenty of attention, supervision, and consistent care throughout their stay. For everyone’s safety and comfort, we kindly require all pets to have their own crate during their stay. Crates provide a secure, familiar space for your dog to rest and relax, especially during downtime or when we briefly step out. Their safety and well-being are always our top priority. Also provide your pet with their favorite food/treats for their stay. We are also able to provide that for an additional fee.

Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
16 reviews
9 repeat clients
16 years of experience
Borchert Field, Milwaukee, WI, 53206

Amazing service! A+++ went above and beyond and I highly recommend!

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Brian B.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$32
per day
5.0 out of 5 stars
153 reviews
41 repeat clients
30 years of experience
Glendale, WI, 53217

Kim is amazing! We always have her watch our dachshund Wendi whenever we go out of town or have an event to go to. She is so responsive and such a kind person! When she’s watching our dog, we know our dog is in great hands.Our dog always comes home happy and sleepy after hanging out with Kim and her dog! Thank you!!

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Michaela B.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$25
per day
4.9 out of 5 stars
199 reviews
102 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

MJ was amazing with Bobo and warmed up to him in such a short amount of time (usually it takes a while and even days!) He knew how to read Bobo and knew exactly how to interact with him. Definitely will be seeking out MJ to look after Bobo many more times.

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Calvin E.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
63 reviews
26 repeat clients
15 years of experience
Washington Heights, Milwaukee, WI, 53208

Michelle took care of my very shy basset and he had a great time. He warmed up to her immediately and I was confident that they would do well together for the day. She sent several pictures of what they were doing over the course of the day. I am very pleased with Michelle and will definitely use her again.

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Janet W.
Sitter Profile Image: Evita E.
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Evita E.
from
$40
per day
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

About: I have been the go-to pet sitter for my large family & friends for years and just decided to see if anyone else would need the service. I have no pets or kids but I am a pet lover in a nice home with a big fenced in yard. I like hanging out with the pets like little buddies, getting some days of cuddles and then sending them home 😅. It’s the perfect way to get some fur baby time until I’m ready for my next dog or cat in the future. This is not a business for me, it’s something I have enjoyed doing for my family and friends, and if you want your beloved pet to be in a calm but fun, comfortable environment while you’re away, I can extend my service to you. I recently started doing home stays/drop ins for the pet sitting too and enjoyed it. I currently have a really flexible schedule with a lot of availability. I live with my dad that occasionally says hi if the dog or cat is friendly but mostly the house is big enough that they never cross paths. I have a fenced in yard and a big house with a lot of space that I can also section off by closing doors. I typically take the animals out several times a day, feed them, and let them roam around the house or snuggle with me. I like when pet owners bring a bed for their pets so I can make them their own space but they’re welcome to chill with me in whatever I’m doing. I’m youthful, active, and responsible. I have a naturally friendly, calm demeanor that animals and people respond well to. I have no pets right now but used to have a pit/black lab mix that I loved dearly so I love pits and other breeds with historically bad reputations. I frequently sit my aunt’s beagle mix who’s just a little old pup that sparked my interest for pet sitting cuz it was so fun to have visits from him. He and my old dog are in a bunch of my pics. With all animals I just try to make them comfortable and let them feel at home.

Sitter Profile Image: Drew B.
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Drew B.
from
$25
per day
5.0 out of 5 stars
4 reviews
2 repeat clients
2 years of experience
Washington Heights, Milwaukee, WI, 53208

Drew and Rue are awesome hosts! Luna and Rue became fast friends and they spent a lot of time playing and running around. Drew was kind enough to send pics and video to this nervous fur mom. He also asked if she had any particular routines to follow which was so appreciated. Luna has been good and tired out today so I could get some work done after I picked her up! Highly recommend Drew and Rue, we will be regular clients of theirs moving forward.

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Luna
Sitter Profile Image: Ashley M.
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Ashley M.
from
$40
per day
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

About: I’m a true animal lover. If it has paws, scales, fins, or whiskers, I’m already invested. I’ve cared for and fostered all kinds of pets over the years—dogs, cats, aquatic babies, reptiles, and the tiniest furry friends like bunnies and hamsters—so I’m comfortable across the board. To me, pets aren’t “just pets”…they’re family. My approach is calm, patient, and gentle. I pay close attention to each animal’s personality and respect their boundaries so they always feel safe, understood, and comfortable. At home, I’ve got my own little zoo—2 sweet cats, a bearded dragon, 2 geckos, 4 snakes, and an adorable mouse—so trust me, I’m no stranger to unique personalities and specialized care. I would love to care for your pet when you need a break, go on vacation or when you make other plans. You can be assured that your pet is in good hands. To offer the best care, my max capacity is currently 2 pets per day. 📍 Located in Milwaukee – Capitol Heights area 🌻 I work from home so I’ll always have time to play, feed and love on your pet babies. I’m always flexible with their needs (bathroom breaks, medication, shyness) to make sure they are always comfortable. If my schedule or availability changes, I always send out updates to my calendar right away. ❤️ To offer the best care, my max capacity is currently 2 pets per day. I have a fenced in back yard with plenty of space for pets to roam, play and toilet if needed. Pets are always welcome to bring their own items. My 2 lovely cats are usually shy and more of the watching type, so they won’t bother your pets but will surely admire them from their cat trees. All activities and toileting are supervised. There is no smoking of any kind in my home or pet areas. There are some pictures of our living space in the photo collection on my Rover profile.

Sitter Profile Image: Julie O.
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Julie O.
from
$31
per day
1 repeat client
40 years of experience
Wauwatosa, WI, 53213

About: I’m a psychotherapist by day and am in general a very calm person. I pay attention to your pets moods and energy level and remember that during the time they’re playing with me, they’re missing you! So I treat them as if they were my own. I’m a psychotherapist by day and am in general very calm: I pay attention to your pet’s moods and energy level. I keep in mind that all the while your fur baby is with me, they’re missing you! I treat them as I do my own puppy. I have a fenced yard. (2) 1/2 hour walks a day: 2-4 hour potty breaks. Lots of play time with balls and curiosity toys !

Sitter Profile Image: Nylia G.
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Nylia G.
from
$29
per day
5.0 out of 5 stars
3 reviews
8 years of experience
Cold Spring Park, Milwaukee, WI, 53208

About: All my life animals have been a part of my life! I have always had a dog or cat in the home growing up. I just love spending time with my dog, taking him on walks, cuddling with him, and playing fetch with him! Same with my kitten she can be the biggest cuddle bug, or Ms. Independent (I love her either way)! I am currently exploring pet care as a full time job! I have open/available for all your pet care needs day/evening care, boarding, walks! Let’s communicate, I’d love to help you with your pet care needs Currently I have 1 dog a 13 year old chihuahua, and a 6 month old kitten. scrappy and Anastasia are very friendly, and get along great with other animals! We take walks daily, and visit a local dog park 2 to 3 times a week.

Sitter Profile Image: Jessica K.
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Jessica K.
Star Sitter
from
$30
per day
5.0 out of 5 stars
39 reviews
11 repeat clients
15 years of experience
Northpoint, Milwaukee, WI, 53211

Mickey loved his afternoon with Jessica! She took him for walks and made him feel at home. He was relaxed and happy when I picked him up. Jessica is such a kind soul, we feel extemely fortunate to have found her!

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Sally K.
Sitter Profile Image: Dane R.
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Dane R.
from
$40
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
7 years of experience
Whitefish Bay, WI, 53217

My dog Nala loves going to daycare with Dane. He is very flexible and does a great job taking care of Nala. She also really enjoys hanging out with his dogs and having a yard to hang out in for the day. Would recommend Dane 10/10.

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Mathea R.
Sitter Profile Image: Dawn K.
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Dawn K.
from
$40
per day
5.0 out of 5 stars
9 reviews
2 repeat clients
13 years of experience
Wauwatosa, WI, 53213

About: Are you seeking compassionate care for your pup? I specialize in providing dedicated care for senior dogs, tailored to their unique needs. I am also open to caring for younger pups and/or cats. 🐶 About Me: With experience caring for my diabetic dog, Cody, I understand the importance of attentive care and patience. Unfortunately, we recently had to put our Cody boy down due to old age and diabetes. I am now open for dog walking, drop-ins, boarding and in-home care. 🩺 Specialized Care: Whether your pup requires medication, insulin shots every twelve hours, or a gentle hand, I'm here to provide the attention and assistance they need. 📞 Contact: Reach out today to discuss your dog's needs and schedule a meet-and-greet! I am currently on a career break and have plenty of flexibility in my schedule to come to your home for pet care. I can be flexible for drop-in care and/or walks throughout the day I will tailor care for your pet depending on their individual needs. I have experience with administering medicine if needed. Each pet has their own needs and schedule.

Sitter Profile Image: Yshonda H.
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Yshonda H.
Star Sitter
from
$34
per day
5.0 out of 5 stars
17 reviews
2 repeat clients
20 years of experience
White Manor, Milwaukee,Wautosa,Greenfield,New Berwlin,River West,West Allis, WI, 53219

Yshonda was absolutely wonderful to work with. We were a bit nervous because we have two fur babies with two different personalities and unique needs and Yshonda was very accommodating and flexible and was able to set our minds at ease. The babies are comfortable with her and seem to really enjoy her company. She’s friendly, personable and obviously loves dogs. She’s an amazing sitter and I would recommend her to anyone especially people who have never tried a dog sitter before. Check her out!

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Reno W.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$24
per day
4.9 out of 5 stars
29 reviews
10 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Aidan is responsive and has a lot of experience with pet care. She sends photos and keeps you updated on how your pet is doing. Will book again.

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James S.
Sitter Profile Image: Erin K.
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Erin K.
from
$56
per day
4.9 out of 5 stars
55 reviews
21 repeat clients
5 years of experience
Cooper Park, Milwaukee, WI, 53222

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.

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Carrie S.
Sitter Profile Image: Auria R.
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Auria R.
Star Sitter
from
$45
per day
5.0 out of 5 stars
159 reviews
69 repeat clients
40 years of experience
Glendale, WI, 53209

Auria is so great with dogs! Our 6 mo old French bulldog has a great time with her and her dog Dallas. She was great giving him special attention today as he is healing a fractured leg, she understood his restrictions and made us feel assured that he was safely able to have fun at her house. This was Tucker’s second stay by Auria and he hates to leave!

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Jill H.
Sitter Profile Image: Monica M.
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Monica M.
from
$45
per day
5.0 out of 5 stars
162 reviews
62 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: Daniel & Holly L.
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Daniel & Holly L.
from
$34
per day
4.9 out of 5 stars
482 reviews
197 repeat clients
45 years of experience
West Allis, WI, 53219

Dan didn't mind my early drop off and definitely spoiled my puppy. He sent lots of pictures and gave great updates throughout the day. I would definitely recommend him to anyone.

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Katie L.
Sitter Profile Image: Samantha S.
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Samantha S.
from
$55
per day
5.0 out of 5 stars
46 reviews
20 repeat clients
15 years of experience
Riverwest, Milwaukee, WI, 53212

About: Hi! My name is Sam, and I have a huge love for animals — especially dogs. I live on the first floor of a duplex in Riverwest and work from home full-time, which gives me a flexible schedule and lots of time to give pets the attention they deserve. I have two cats and a dog of my own, so I’m very used to different personalities, needs, and energy levels. I’m currently available for dog walking, dog day care, and drop-in visits for both dogs and cats. Pets in my care get plenty of cuddles, playtime, exercise, love, and attention. I treat every animal like they’re one of my own. To make sure every pet gets calm, focused care, I take a limited number of bookings each day. I typically take up to two walks or drop-in visits per day, depending on timing and location. If I’m providing dog day care in my home, I usually don’t schedule additional walks or drop-ins that day so everyone gets the attention they deserve. If you have any questions, please don’t hesitate to reach out! I work from home full time during the week. My schedule is overall very flexible and I provide frequent outdoor time and exercise. My yard is fenced in and secure. Pets I watch are treated like royalty and get lots of attention, exercise, and loving! I allow dogs on my furniture and provide a lot of positive reinforcement.

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Adventure-ready dog walkers - Sherman Park

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Kathy S.
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Kathy S.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
235 reviews
61 repeat clients
40 years of experience
Wauwatosa, WI, 53213

My little Mario 🐾 gets excited when I tell him Kathy is coming to walk him. She took him for a car ride and to the park for an extra fun time. I got a full report on how my little guy is doing and I’m so happy Kathy takes such good care while I’m away.

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Paula L.
Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$21
per walk
5.0 out of 5 stars
104 reviews
8 repeat clients
12 years of experience
Milwaukee, WI, 53210

Charlotte was awesome. The dogs were a bit over excited at first but she did a great job of calming them down. Would recommend.

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J F.
Sitter Profile Image: Ivy G.
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Ivy G.
from
$20
per walk
5.0 out of 5 stars
39 reviews
13 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Ivy is so great! Kobe is a happy pup when she’s take him for a walk!

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Natalie F.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
16 reviews
9 repeat clients
16 years of experience
Milwaukee, WI, 53206

Jessica is amazing! Our dog Gabby stayed with her during the day and they got to enjoy nice walks, go to the park and get lots of play time. Jessica kept us updated during the day and sent us lots of cute pictures. Gabby is excited to see her again!

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Chadwick and Mayara M.
Sitter Profile Image: Evita E.
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Evita E.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

About: I have been the go-to pet sitter for my large family & friends for years and just decided to see if anyone else would need the service. I have no pets or kids but I am a pet lover in a nice home with a big fenced in yard. I like hanging out with the pets like little buddies, getting some days of cuddles and then sending them home 😅. It’s the perfect way to get some fur baby time until I’m ready for my next dog or cat in the future. This is not a business for me, it’s something I have enjoyed doing for my family and friends, and if you want your beloved pet to be in a calm but fun, comfortable environment while you’re away, I can extend my service to you. I recently started doing home stays/drop ins for the pet sitting too and enjoyed it. I currently have a really flexible schedule with a lot of availability. I live with my dad that occasionally says hi if the dog or cat is friendly but mostly the house is big enough that they never cross paths. I have a fenced in yard and a big house with a lot of space that I can also section off by closing doors. I typically take the animals out several times a day, feed them, and let them roam around the house or snuggle with me. I like when pet owners bring a bed for their pets so I can make them their own space but they’re welcome to chill with me in whatever I’m doing. I’m youthful, active, and responsible. I have a naturally friendly, calm demeanor that animals and people respond well to. I have no pets right now but used to have a pit/black lab mix that I loved dearly so I love pits and other breeds with historically bad reputations. I frequently sit my aunt’s beagle mix who’s just a little old pup that sparked my interest for pet sitting cuz it was so fun to have visits from him. He and my old dog are in a bunch of my pics. With all animals I just try to make them comfortable and let them feel at home.

Sitter Profile Image: Elizabeth B.
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Elizabeth B.
Star Sitter
from
$12
per walk
5.0 out of 5 stars
18 reviews
8 repeat clients
15 years of experience
Wauwatosa, WI, 53213

I really appreciated Elizabeth's willingness to do a meet and greet before the first walk. She was super patient and understanding with my anxious pup. Would recommend!

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Melissa D.
Sitter Profile Image: Riley L.
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Riley L.
from
$16
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
3 years of experience
Avenues West, Milwaukee, WI, 53233

Riley was wonderful with Rocky! It was great to receive pictures from their walks each day. I’d definitely recommend her to anyone looking for a reliable walker :)

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Emily D.
Sitter Profile Image: Makenzie B.
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Makenzie B.
from
$15
per walk
10 years of experience
Milwaukee, WI, 53208

About: I’ve worked as a dog groomer and at a dog kennel and I’ve also had lots of personal pets of my own from Puppies, Kittens, elder dogs with medications. So I can give your pets medications along with grooming and taking care of them in the aspect of making sure they’re healthy from working in a veterinary clinic in the grooming department. I am completely open, I have a pet cat that lives with my grandma so she’s taken care of fully so I can take care of your pets as needed as much as possible! I can take care of what you need in every aspect, whether you need your dog washed, nails trimmed, brush teeth, cat nail clipping, anything you ask I can bring and do for you for extra if needed! I also have a traveling pet bath with waterless shampoo and brush set for a good grooming if your pet needs it!

Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$16
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Wauwatosa, WI, 53213

Jennifer was great with my anxious dog. Very kind and understanding! I appreciated her willingness to do a meet and greet before the first walk!

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Melissa D.
Sitter Profile Image: Melainie T.
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Melainie T.
from
$25
per walk
5.0 out of 5 stars
43 reviews
15 repeat clients
25 years of experience
Enderis Park, Milwaukee, WI, 53210

Melainie is so great with our chihuahua mix, Bowser. Bowser is a great judge of character and is very selective with who he will allow to rub his belly and he loved Melainie the second he met her!

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Jessica L.
Sitter Profile Image: Leilani W.
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Leilani W.
from
$15
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
2 years of experience
Wauwatosa, WI, 53213

About: I've been around dogs all my life and love giving them plenty of play time and attention. I also just recently gained experience with puppies. They are my favorites 🙂‍↕️ Availability: Wednesday: 8am to 10:30am/ 5pm to 10pm Thursday: 5pm to 10pm Open availability on Friday, Saturday and Sunday If you have any questions or requests outside of my schedule, I will do my best to work with you. I am a student in college currently. I typically do drop ins, I feed according to how the owner wants their pet fed, I play with them as much as possible and give plenty of love and attention

Sitter Profile Image: Skylyn S.
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Skylyn S.
from
$12
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
9 years of experience
Wauwatosa, WI, 53213

Skylab walked our dog 3 days in a row. Shawnee loved going with her and she was very dependable. We were so thankful for her help. We would highly recommend her.

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Margaret M.
Sitter Profile Image: Thomas M.
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Thomas M.
from
$16
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
30 years of experience
Wauwatosa, WI, 53213

About: I've had multiple dogs over the last 30 years. Mainly Bull Mastiffs, Border Collie Mix, and multiple Pitties. We lately have been adopting older dogs to give them the best end of life possible. For friends I've watched many smaller to larger dogs, comfortable with all. I have experience with all sorts of meds and care, although I prefer to stay away from anything with needles when possible. We've been to the vet more times than I can count, and have gotten good at understanding/reading dog behavior and signs of distress. I have experience with all soft of personalities...shy or alpha, lazy or rambunctious, etc. I like to understand them and work with them where they are at so they enjoy themselves and are happy. I'm a pretty calm presence and in general dogs trust me right away. My wife will joke that I am a dog whisperer as dogs tend to follow my lead easily, but I think it is simply being confident and projecting that you are there to take care of them. I have a very flexible work schedule and am home most of the time. I only have 1 dog right now (Oscar, 82 lb Pitty who loves everything and everyone...he walks around with soft toys like they are his dolls), but will likely be back to 2 in the near future. I walk my pup(s) pretty much every day. We live near Hart Park and the Oak Leaf Trail so getting out to walk along the river/parks is very easy. New to doing this formally rather than just for friends. Normally watch friends dogs at their place. If we take care of your pup in our home, we will always have 1+ pups that will be other-dog friendly. My wife and I have a small Tosa home but fully fenced-in yard to be able to let them out at any time day or night without worry. We have a small main floor but it has 3-4 dog beds and multiple toys (prefer dogs who are ok with soft toys, as our pup(s) don't rip those up. Will likely prefer caring for your pup in your home, it simply mitigates the crowding in the house and any potential conflicts. If I look after any cats, those would be at your house. We no longer have cats and aren't prepped for that in any way.

Sitter Profile Image: Ixzel R.
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Ixzel R.
from
$14
per walk
7 years of experience
Milwaukee, WI, 53212

About: What sets me apart is both my personal and professional experience caring for animals of all ages, sizes, and personalities. I’ve grown up around dogs my entire life and currently work at Dogtopia, where I care for and supervise dogs daily. This has helped me become patient, attentive, and comfortable working with different temperaments and energy levels. I also have experience with both senior dogs and puppies. My senior dog, Otis, had arthritis, so I learned how important patience, comfort, and attentive care are for older pets. I also helped raise and train our pug puppy with basic training, routines, and socialization. Because of these experiences, I understand that every pet has different needs depending on their age and personality, and I always try to make pets feel safe, active, and cared for like they’re my own.⭐️😊 Pet care is already a big part of my daily routine. I work at Dogtopia, where I help maintain a safe, clean, and fun environment for dogs of all sizes and personalities. 🐾 My job has taught me the importance of paying close attention to dogs’ behavior, safety, and overall well-being throughout the day. When I’m home, I also spend a lot of time caring for my own dog. I enjoy taking him on long walks by the lake, staying active with him through runs and playtime, and making sure he gets plenty of attention, exercise, and care every day.🦮🏃‍♀️❤️ When caring for pets in my home or a client’s home, I always prioritize safety, comfort, and keeping pets on their normal routine as much as possible. I make sure the environment is clean and secure by checking doors, gates, food, and anything that could be unsafe or easily gotten into by curious pets.🤗 I also pay close attention to each pet’s behavior, energy level, and individual needs to help them feel comfortable and stress-free while their owner is away. Whether it’s feeding, walks, playtime, medication reminders, or simply giving them attention and companionship, I always try to make pets feel safe, cared for, and at home.

Sitter Profile Image: Cassiddy 'Cassie' J.
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Cassiddy 'Cassie' J.
from
$16
per walk
8 years of experience
Milwaukee, WI, 53233

About: I have been taking care of animals since I was little. We adopted my first dog when I was 9 years old, and now he is a senior dog that requires time, care and attention. I have experience with all ages of dogs and cats, and am dedicated to making your fur baby feel comfortable and happy. My goal is to make sure your cat or dog gets the best time and attention even when you are not home. I am currently working part-time at a yoga studio! I have plenty of time on the side to play with your pups or hangout with some cats! I have availability during the day M-F and Saturday mornings currently. I can be very flexible to accommodate your schedule to make sure your fur babies are taken care of. Your pet's safety, comfort, and happiness are always my top priorities. I take the time to learn each pet's routine, preferences, and any special needs to ensure they feel secure and cared for while you're away. Whether I'm caring for pets in my home or yours, I provide plenty of attention, exercise, playtime, and affection while maintaining a clean and safe environment. I understand how important trust is when leaving your pet in someone else's care, so I will keep you updated with messages and photos throughout my visits. As a psychology graduate with experience working in caregiving and support roles, I am patient, attentive, and committed to creating a positive experience for both pets and their owners.

Sitter Profile Image: Destiny T.
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Destiny T.
from
$15
per walk
4 years of experience
Franklin Heights, Milwaukee, WI, 53206

About: I’ve grown up around animals my entire life and have experience caring for dogs, cats, rabbits, guinea pigs, birds, and more. I currently work as an enrichment specialist/dog handler at a dog daycare, where I supervise and care for dogs of all sizes with all kinds of personalities, energy levels, and needs. Before working professionally with dogs, I also spent years walking and caring for pets for friends, neighbors, and family. I’m comfortable with shy dogs, high-energy dogs, puppies, and senior pets, and I always focus on making animals feel safe, comfortable, and cared for. I’m very attentive to behavior, routines, and body language, and I genuinely enjoy spending quality time with animals instead of just rushing through visits or walks. Your pet’s comfort, safety, and happiness are my priority. I’m currently working part-time so I have lots of free time and space for your pup(s)! I am free every Sunday, Monday, Wednesday, and Friday with all day availability and flexibility! Your pet’s safety and comfort always come first. I have professional dog handling experience, pay close attention to behavior and routines, and have a fenced yard for safe playtime. Something I’d also prioritize are play breaks! Play breaks/rest for dogs are just as important as exercise, which is something most people miss!

Sitter Profile Image: Tishara M.
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Tishara M.
from
$28
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Midtown, Milwaukee, WI, 53208

About: My name is Tishara, and I’m from Milwaukee, Wisconsin. I have volunteered with multiple humane societies for over a year, where I worked with a wide variety of pets and learned a great deal about animal behavior, care, and compassion. I’ve also had the opportunity to travel abroad for work, and whenever I’m back home, I truly enjoy working with Rover and reconnecting with pets in my community. While I was away, my dog Teddi who had been by my side for 11 years passed away in October 2025. Losing him was incredibly hard, that was really my baby🥺but being part of Rover has brought me comfort by allowing me to continue giving love, care, and attention to other animals. I treat every pet as if they were my own, with the same patience, respect, and affection I would want for them. I am an animal lover and genuinely enjoy spending time building trust with each companion. I look forward to continuing to grow my experience with you while providing dependable, loving care for both companions and their owners. I work a part-time schedule Wednesday through Friday from 8:30 a.m. to 4:30 p.m., which allows me to be flexible and intentional with pet care. On workdays, I build pet care into my mornings and evenings by providing meals, refreshing water, and spending quality time through walks or play before and after work. Once I’m home, I dedicate time to longer walks or more active engagement to ensure pets receive the exercise and attention they need. On my days off and weekends, I have even more availability for extended care, including longer outings, park visits, grooming, socialization, and vet appointments if needed. I stay consistent with feeding, cleaning, and routine schedules, and I always make sure pets feel loved, comfortable, and well cared for, even during busy weeks. When caring for pets in my home, I maintain a clean, safe, and pet-friendly environment. I follow a consistent routine that includes regular feeding, fresh water, exercise, playtime, and any special care based on the pet’s needs, such as medication or grooming. I also make sure the space is secure and enriched with toys, comfort items, and plenty of interaction to keep pets happy and stress-free.

Sitter Profile Image: Ray L.
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Ray L.
from
$19
per walk
5.0 out of 5 stars
13 reviews
2 repeat clients
25 years of experience
Milwaukee, WI, 53208

Ray is a conscientious, kind, caring animal charmer. Anyone who can tame my daughter’s little ball of anxiety Maltese is a miracle worker. We will be booking her again.

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Mary V.
Sitter Profile Image: Chelsea R.
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Chelsea R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
69 reviews
31 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

Chelsea too very good care of my dog - hanging out when he preferred a cuddle over a walk or spending time outside when that was his preference. All the while, she kept me up to date with messages and photos.

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Becca S.
Sitter Profile Image: Nina W.
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Nina W.
from
$16
per walk
10 years of experience
Avenues West, Milwaukee, WI, 53233

About: I provide dependable, attentive care and treat every pet like they are my own. I understand that every animal has different needs and personalities, so I take the time to make pets feel comfortable, safe, and loved while their owners are away. I’m patient with shy or anxious pets, energetic with playful dogs, and gentle with senior animals who may need extra support and slower-paced care. I’m also very detail-oriented and make sure routines are followed closely, including feeding schedules, medications, walks, potty breaks, and playtime. I communicate consistently with pet owners through updates and photos so they always know their pet is happy and well cared for. What sets me apart most is the amount of genuine attention and affection I give to each pet. I don’t just “watch” animals — I spend quality time with them to make sure they feel comfortable, engaged, and cared for while you’re away. I'm currently nannying on weekdays from 8:00am - 4:30 pm, so I’m available for morning visits before work, evening walks/check-ins, and overnight care depending on the pet’s needs. I’m especially flexible on weekends and have much more availability for walks, drop-ins, extended stays, and quality playtime. When caring for pets in a client’s home, I focus on keeping their routine consistent, stress-free, and fun. I make sure pets are fed on schedule, get plenty of exercise, attention, and playtime, and feel comfortable while their owners are away. I have experience with dogs of all sizes. I have two large-breed dogs at home, so I’m comfortable handling bigger, high-energy dogs, and I have also frequently dog sat for smaller-breed dogs with different temperaments and care needs. I’m reliable, detail-oriented, and always follow owner instructions closely, including feeding schedules, walks, medications, and any special care requests.

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Large dog specialists near you - Sherman Park

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Andrew J.
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Andrew J.
Star Sitter
from
$38
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

Andrew and his family treated my Oscar as part of their family. He was in constant communication with me while I was away in Italy for almost 3 weeks. Andrew is very kind and very easy/flexible. I would recommend him to anyone that needs a trustworthy person to watch their furbabies! Thank you Andrew!

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Nikki M.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!

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Jack P.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
109 reviews
39 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee did wonderful taking care of my 11yo Shih tzu and 2yo Goldendoodle. She took them on walks, and sent me updates while I was on my trip!! She was flexible with the time changes in my travel and made it easy for me to pick them up!! I know my pups were in great care with Ashlee!! Thanks again ☺️

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Bianca R.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
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$40
per night
5.0 out of 5 stars
37 reviews
10 repeat clients
5 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Elizabeth provided 4 days of boarding for our dog. We were able to book her with short notice. Although my dog was nervous around children, she was able to help my dog get used to them. She is responsive and very accommodating. Our return flight was late and she was able to adjust our pickup time without any issues. Would highly recommend for boarding your dog.

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Mrigank G.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
193 reviews
83 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda and her family did a wonderful job with Gizmo. It was our first time leaving him for a week and with someone through Rover. Yolanda's patience, kindness, and experience brought me relief knowing that my dog was in great hands. She did everything possible to calm my anxiety-ridden fur baby and made him comfortable; kept me updated and was responsive; sent me photos; and was very easy/flexible to work with. By the end of the week, Gizmo was playing with other dogs and taking long walks twice a day, which he never does! He's been home for almost 24 hours and I can tell he misses Yolanda, but mostly, he's been sleeping like a baby. LOL. I couldn't thank Yolanda and her family enough. I finally found someone who was willing to take in my dog and refused to give up on him even when times were hard. I highly recommend her services! I've found my FOREVER dog sitter :) Thank you again Yolanda!!

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Kathy Mn' L.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
348 reviews
100 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa took great care of my dog while I was away for about a week! She sent lots of cute and cozy pictures of him hanging out with her animals and was always easy to get in touch with. She also did a good job handling his food aggression and making adjustments to make things work for everyone. I’d definitely recommend her!

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Sylvia B.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$40
per night
4.9 out of 5 stars
199 reviews
102 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

MJ takes good care of Dimitri. He messages us about Dimitri’s daily activities and his concerns during Dimitri’s stay! He makes sure Dimitri is healthy, eat and drink well. Will rebook again!

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Tu-Tu Y.
Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
22 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53213

Sarah and her family provided constant updates of my dog throughout the week. Her daughters seemed really engaged and loving on my dog, making me feel confident she was receiving all the love and affection she gets at home. When I picked her up, my dog seemed so relaxed, almost as if she hadn’t been gone all that time, helping me feel confident she was safe and loved on. Usually after boarding in a facility, my dog is highly anxious, extra agitated and disheveled. None of that here with Sarah. Her and her family were truly the best sitters. I never worried once while away.

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Rachel S.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$41
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura was great! Our dog Dolly seemed well taken care of. Dolly got along really good with her labrador Diesel. He is a sweet boy. Highly recommend her and have scheduled for future plans. Theresa W.

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Theresa W.
Sitter Profile Image: Tekoya C.
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Tekoya C.
from
$32
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
1 year of experience
Lower East Side, Milwaukee, WI, 53202

Tekoya did an excellent job watching our dog while we were on vacation. Communication was great and he was so easy to work with, I highly recommend Tekoya!

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Ashley E.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$39
per night
4.9 out of 5 stars
29 reviews
10 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

I absolutely loved my experience with the sitters! They’re so attentive, communicative, helpful in every way, I definitely will book again. I could tell with the updates that my dog was happy ( from photos I received every day) and very comfortable! It made my getaway so much easier to know he was well taken care of!

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Athena C.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
153 reviews
41 repeat clients
30 years of experience
Glendale, WI, 53217

Kim was a most excellent caretaker for my little chihuahua. Communications were excellent. We will definitely take CoCoChica back to Kim again.

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Lynn J.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
63 reviews
26 repeat clients
15 years of experience
Washington Heights, Milwaukee, WI, 53208

Michelle was an excellent host for Frankie while we were away for the holidays!! She communicates very well, sends regular updates, spoils the pups with homemade treats and nature hikes, and our dog seemed to be very comfortable at her house. We are super happy and grateful; we would absolutely book with Michelle again!

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Alayna & Natalie W.
Sitter Profile Image: Lacey G.
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Lacey G.
from
$40
per night
5.0 out of 5 stars
61 reviews
19 repeat clients
23 years of experience
Bay View, Milwaukee, WI, 53207

Lacey was amazing! Sent pictures and took good care of my pup! He slept the whole day after with all the fun he had and got a lot of cuddles in

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Blake M.
Sitter Profile Image: Kellene M.
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Kellene M.
Star Sitter
from
$36
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
40 years of experience
St. Francis, WI, 53235

As a furbaby mama, there is always a heart tug when I need to leave my dog.. Kellene was just awesome how she would care and love my my dog Precious...Kellene also brought this mama joy and comfort by the updates and pictures throughout my time away from Precious. I would highly recommend her and her dog Coco....

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Mary A.
Sitter Profile Image: Ann & Arman M.
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Ann & Arman M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
35 reviews
13 repeat clients
26 years of experience
Fox Point, WI, 53217

Ann and Arman were awesome hosts for Finn while I was traveling for work. They treated him like family, and he clearly settled in quickly (note that they did a great job of providing pictures and updates). He enjoyed his walks with them, loved playing with their children, and was treated with love! Ann and Arman were a joy to work with, and Finn looks forward to returning soon.

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Dustin B.
Sitter Profile Image: Esther J.
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Esther J.
from
$30
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Franklin Heights, Milwaukee, WI, 53206

Ester was great with Zeus. Zeus is very energetic, and had a wonderful time. I was sent videos of him during his stay. Will definitely book with Ester again.

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Heather B.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
4.9 out of 5 stars
56 reviews
28 repeat clients
20 years of experience
West Allis, WI, 53214

Stella stayed with Dawn and her family for a few days. Overall, the stay sounds like it went well. She has a nice fenced yard for her to run and play ball. They communicated and sent pictures and were quick to respond to messages.

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Carrie L.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$40
per night
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

Ashley and her family did an excellent job watching my two pups. Both seemed to be enjoying themselves while I was away. I got updates and pictures periodically so I was always in the know of what they were up to. Ashley was accommodating with time drop off and pick up. I appreciate the time and love you spent with my babies.

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Kyla T.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
181 reviews
55 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

She provided pictures throughout the day and made sure Apollo felt right at home. I’m very particular about who I trust to care for him, but she made me feel completely comfortable. It meant so much knowing he was safe, loved, and well taken care of. I truly appreciated the updates and the attention she gave him. I would definitely book with her again!

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Camille S.
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