Personalized care for your dog or cat - Hillside

Highly-rated overnight sitters - Hillside

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: Linda V.
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Linda V.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 9 reviews
5 repeat clients
6 years of experience
Riverwest, Milwaukee, WI, 53212

“Linda was amazing! She was able to accommodate my dog very last minute, which I truly appreciated. She was very kind and made sure my dog was comfortable and well cared for throughout her stay. She took her on multiple walks each day and kept me updated, which gave me a lot of peace of mind. This was my first time leaving my dog with someone I didn’t know, and Linda made the experience so much easier than I expected. I could tell that she genuinely cared about making sure my dog was happy and comfortable. I’m very grateful for the care she provided and would definitely recommend her to anyone looking for someone dependable and caring to watch their dog!”

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

“Andrew and his family were amazing with Oscar. They treated him like he was a part of their family. I so appreciate everything they did! Thank you so much!!!”

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Nikki M.
Sitter Profile Image: Julia & Colin H.
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Julia & Colin H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
20 years of experience
Milwaukee, WI, 53211

“Working with Julia and Colin was our first Rover experience and we could not be happier with how it went! Julia is extremely communicative and made the process easy. Our dog took to them very quickly and we could tell she was made comfortable in their home. We look forward to booking with them again!”

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Kaitlyn K.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 32 reviews
9 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

“Laura took such good care of our dog, Plum, for a week while we were out of town. She sent me photo updates of Plum playing with her dog Diesel every day, and it was clear that her family was showing him so much love. I am so grateful to Laura for watching over Plum for us and being so responsive, reliable, and warm. Her house was also super close to the airport which made pick up / drop of very convenient and a safe fenced in yard for the dogs to run around in. I highly recommend booking with Laura and will do so again next time!”

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

“Gabriel treated our dog like his own. He took him out for many walks per day and my dog loved playing with his cute little one! He was super communicative and sent us updates every day. We won't hesitate to book with Gabriel again.”

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Natalie H.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$45
per night
5.0 out of 5 stars
• 15 reviews
4 repeat clients
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

“I truly cannot say enough wonderful things about Ashley and her family. Penelope has stayed with Ashley before, and it is so clear how much they genuinely adore her — and the feeling is absolutely mutual! Ashley is incredible about sending me photos and little updates throughout the day, so I always know how Penelope is doing and what kind of fun she is getting into. There is such a difference between knowing your pet is being well cared for and knowing she is being genuinely loved while you’re away, and with Ashley, I never have to worry for a second. Her entire family is so incredibly sweet to Penelope, and she is clearly completely comfortable and happy in their home. When I picked her up today, she genuinely seemed like she would have preferred to stay with them rather than come home with me — which I suppose is the highest praise a pet sitter can receive 😂 Ashley has become someone I completely trust with Penelope, and I feel incredibly lucky to have found her. We will absolutely be back!”

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Catie W.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 62 reviews
29 repeat clients
20 years of experience
West Allis, WI, 53214

“This was my first time using Rover and I could not be happier! Dawn and her husband were wonderful sitters. My dog, Jax, was obviously comfortable within minutes of walking in the house. Through out his stay Dawn would send pictures so I could see for myself how ‘chilled’ Jax was. I highly recommend Dawn and would definitely leave Jax in her care again.”

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Joan H.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 122 reviews
45 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

“Great experience, took great care of my dog while away. Very flexible & understanding when I had travel issues. Would definite recommend as a sitter.”

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DeShawn P.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 239 reviews
103 repeat clients
35 years of experience
Brown Deer, WI, 53223

“I now know why Yolanda has such great reviews! When I went to pick up my Zoe girl 🐾 I could tell that she had a great time with the family. Yolanda sent pictures and updates of my doggie and I really appreciated it! I 100% recommend her for dog sitting needs! Thank you, Yolanda!!!!”

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Crystal H.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 166 reviews
47 repeat clients
30 years of experience
Glendale, WI, 53217

“Kim (and her husband Tom) are the best sitters. Kim is very responsive, communicative, and truly seems to enjoy all of her dog visitors. She has a fenced-in yard, and pets of her own that just go with the flow. Don't like her too much though because I want her to be available for ME! Ha!”

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Jennifer B.
Sitter Profile Image: Kayla D.
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Kayla D.
from
$25
per night
5.0 out of 5 stars
• 3 reviews
5 years of experience
Halyard Park, Milwaukee, WI, 53212

“Kayla was awesome ! Her communication was out of this world . My babygirl 🐶 really enjoyed her staycation . I’ll definitely book again — and if you’re considering booking with Kayla don’t hesitate!”

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Precious G.
Sitter Profile Image: Alisha C.
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Alisha C.
from
$39
per night
4.8 out of 5 stars
• 6 reviews
1 repeat client
7 years of experience
Riverwest, Milwaukee, WI, 53212

“Alisha was great with my two pugs last weekend. She was very understanding of my quirky older dog's needs. Her boxer is so friendly and a wonderful playmate or pillow for doggy guests!”

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Amber R.
Sitter Profile Image: Frank C.
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Frank C.
from
$35
per night
5.0 out of 5 stars
• 15 reviews
5 repeat clients
1 year of experience
Cambridge Heights, Milwaukee, WI, 53211

“My anxious dog settled in beautifully with Frank and his two little dogs, allowing me to enjoy a worry-free two week vacation. Frank sent updates with photos which greatly reassured me that all was going even better than hoped. Honey clearly enjoyed a relaxing time with Frank in his home and made new friends with his dogs. I highly recommend Frank and would not hesitate to rebook with him!”

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Tracy H.
Sitter Profile Image: Mitch C.
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Mitch C.
from
$40
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Bluemound Heights, Milwaukee, WI, 53213

“Mitch was very accommodating with my last minute booking request. After a quick meet and greet, I left my 4 year old pup in good hands for an overnight stay. Mitch has a nice big fenced in yard for the dogs to play, he was very responsive with his communication and provided photo updates. Would definitely recommend.”

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Mike P.
Sitter Profile Image: Nylia G.
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Nylia G.
from
$30
per night
5.0 out of 5 stars
• 7 reviews
8 years of experience
Cold Spring Park, Milwaukee, WI, 53208

“Nylia was amazing to our dog. Nylia fed her on time, walked her when she needed, and cared for her like she was with me. Nylia is the dog babysitter you need to book. We will be booking with her again when we come back to Milwaukee.”

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Jay B.
Sitter Profile Image: Andrew & Taylor O.
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Andrew & Taylor O.
from
$45
per night
5.0 out of 5 stars
• 41 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

“Andrew and Taylor were amazing with Ella! They gave us thorough updates, asked great questions, and gave Ella lots of love! We felt confident and at ease knowing Ella was in great hands. We would definitely re-book again!”

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Rachel M.
Sitter Profile Image: Karlee S.
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Karlee S.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Murray Hill, Milwaukee, WI, 53211

“I’m still fairly new to Rover, and it was truly a pleasure having Karlee watch my Shorkie while I was out of town. She sent updates whenever I requested them and gave my dog a new opportunity to be around a cat, which I really appreciated. What stood out most was how well Karlee was able to understand my dog’s personality. It showed that she genuinely took the time to get to know her and accommodate her individual needs. I truly appreciate the care she provided, would absolutely recommend her, and would definitely request her again!”

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Rachel J.
Sitter Profile Image: Scott S.
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Scott S.
from
$37
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

“Scott is a great communicator. He provided a wonderful environment for Jameson. Very attentive to our needs. Very flexible with drop off and pick up times. I would recommend him to everyone who is interested in getting great care for their dogs!”

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Jacqueline N.
Sitter Profile Image: Lily F.
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Lily F.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
3 years of experience
Kilbourn Town, Milwaukee, WI, 53203

About: I have taken care of dogs and cats of all ages and sizes, even dogs that can be leash, collar, and dog aggressive when walking. I am mostly available later in the week and weekends due to being a full time student, but have breaks in between my school days! There is a green area for dogs down the street from me and a quick 15 minute walk towards the lake for more walking paths!

Sitter Profile Image: Sonja C.
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Sonja C.
from
$50
per night
4.4 out of 5 stars
• 8 reviews
1 repeat client
10 years of experience
Lower East Side, Milwaukee, WI, 53202

“Sonja took great care of my baby. She sent photos and messages to let me know how he was doing. Her communication was excellent and she was very easy to work with.”

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Sherri D.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Hillside

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

1 / 1
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 155 reviews
59 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Jackie did a great job with our cat. The pictures of our cat enjoying plenty of cuddles on the couch made us feel like we were in great hands!”

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Debra H.
Sitter Profile Image: Leandrea R.
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Leandrea R.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
• 283 reviews
78 repeat clients
4 years of experience
Muskego Way, Milwaukee, WI, 53204

“Leandrea did an absolute wonderful job with my kitty! It was the second time I hired her and I have nothing negative to say about the experience! Thank you for everything :’)”

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Allison W.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 226 reviews
67 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

“Jessica did a great job attending to the needs of our cats. She was timely, prompt and provided thorough notes and pictures of her visits. Additionally, she went above and beyond by cleaning up messes and even bringing in a package for us. I would reccomend her to all. Thanks Jessica!”

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Peter P.
Sitter Profile Image: Katarina N.
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Katarina N.
from
$14
per visit
4.8 out of 5 stars
• 18 reviews
15 repeat clients
10 years of experience
Historic Third Ward, Milwaukee, WI, 53202

“Katarina did a great job taking care of my cat. Will definitely book again! 😊”

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Kayla P.
Sitter Profile Image: Josie W.
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Josie W.
from
$14
per visit
4 years of experience
Lower East Side, Milwaukee, WI, 53202

About: Cats have always been a big part of my life, and I currently have cats of my own, so I understand the unique personalities and needs that come with feline care. In addition to caring for my own pets, I've volunteered with many cats, gaining experience with cats of different ages, temperaments, and comfort levels. Whether your cat is playful and social or shy and independent, I'm patient, attentive, and committed to making them feel safe and comfortable while you're away. I'll provide plenty of care, attention, and affection while respecting your cat's routine and boundaries.

Sitter Profile Image: Kristine K.
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Kristine K.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 96 reviews
34 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: Alexy & Kayla G.
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Alexy & Kayla G.
from
$14
per visit
4.9 out of 5 stars
• 93 reviews
26 repeat clients
4 years of experience
Milwaukee, WI, 53202

“Alexy and Christian were great sitters for our 3 cats. Followed instructions well and made sure they were fed properly (some have medicine mixed with their food) Plenty of pictures of the kitties and of what was taken care of were sent to us. Would gladly hire them again to cat sit!”

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Alex H.
Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 379 reviews
116 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

“Travis was great as usual looking after my cats and I know I have nothing to worry about while I’m gone. He was very accommodating of dropping in an extra day when my flights were delayed.”

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Kyle R.
Sitter Profile Image: Lindsay K.
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Lindsay K.
from
$15
per visit
5.0 out of 5 stars
• 16 reviews
4 repeat clients
5 years of experience
Lower East Side, Milwaukee, WI, 53202

“Lindsay was great! My cat loved her right away, and she was consistent and communicative during my time away from home. Will definitely rebook!”

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Margaret G.
Sitter Profile Image: Cathy L.
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Cathy L.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
• 78 reviews
24 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Cathy took care of our two cats over the holiday, and she was very communicative, reliable, and just generally kind! She went above and beyond to care for our cats by walking to our house when the roads were too icy after the Christmas storm. We really appreciated it and would definitely trust her again for the care for our cats.”

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Rachel O.
Sitter Profile Image: Ilene G.
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Ilene G.
from
$11
per visit
5.0 out of 5 stars
• 25 reviews
9 repeat clients
12 years of experience
Riverwest, Milwaukee, WI, 53212

“Ilene was a great sitter for our two-year-old kitty! She was very communicative, flexible and laid-back. She was able to come for a meet-and-greet ahead of time and amended the drop-in time, per my request, partway through our trip. We really appreciated her detailed write-ups and quality photos. Thank you, Ilene!”

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Annamarie H.
Sitter Profile Image: Chelsea R.
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Chelsea R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 74 reviews
32 repeat clients
20 years of experience
Harbor View, Milwaukee, WI, 53204

“Chelsea came by while I was out-of-town to drop-in on my cat José for three days. She fed him, changed his water, cleaned out his litter box, and played with him. I would definitely book Chelsea again and would recommend her to anyone looking for drop-ins!”

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Marc L.
Sitter Profile Image: Jessica K.
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Jessica K.
from
$20
per visit
20 years of experience
Murray Hill, Milwaukee, WI, 53211

About: I'm a fur-baby "empty nester" who isn't quite ready to bring another cat into our home, but I still have plenty of love to give. Our sweet Oliver passed away in March 2026 at the age of 19. He was the last of our four beloved cats, all of whom lived long, happy lives into their senior years. Between my partner and me, we've loved and cared for four cats from kittenhood through their senior years. I personally adopted two of my cats as kittens from the Wisconsin Humane Society, and together we cared for all four through every stage of life. That experience taught me not only how to care for playful, energetic kittens, but also how to patiently support senior cats who may need a little extra time, gentleness, or help with their daily routines. I believe every cat benefits from mental stimulation and play. Whether it's hide-and-seek, chasing a laser pointer, pouncing on toy mice, or simply spending quiet time together, I'm happy to tailor my visits to your cat's unique personality and needs. I know how much our pets mean to us because mine were truly family. My goal is to make sure your cat feels safe, comfortable, loved, and well cared for while you're away.

Sitter Profile Image: Melanie H.
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Melanie H.
from
$12
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
10 years of experience
Riverwest, Milwaukee, WI, 53212

“Melanie was so lovely to have come by and check in on Norman. We got regular updates and lots of cute pictures! Thank you!”

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Gillianne O.
Sitter Profile Image: Megan D.
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Megan D.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
• 67 reviews
17 repeat clients
12 years of experience
Milwaukee, WI, 53204

“Megan has checked on my cat, Beans, twice now - when I’ve been out of town for the weekend. She has taken such good care of him, and she sends me the cutest pictures and videos of him! I am glad I found her through Rover. Will continue to book her for the weekends where I am out of town!”

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Grace G.
Sitter Profile Image: Mikalanne T.
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Mikalanne T.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 64 reviews
23 repeat clients
4 years of experience
Riverwest, Milwaukee, WI, 53212

“Mika did a good job with my rowdy bunch 🥰”

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Jennifer B.
Sitter Profile Image: Rylee F.
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Rylee F.
from
$15
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
25 years of experience
Historic Third Ward, Milwaukee, WI, 53202

About: I’ve grown up with cats my entire life and currently have two of my own, so I’m very comfortable with all kinds of personalities! From shy hiders to confident attention seekers, volunteering at the Austin Animal Center for the past year and half has given me hands on experience with cats of all temperaments and needs. I understand that every cat has their own routine, quirks, and comfort level, and I always aim to keep things as stress-free and familiar as possible while you’re away. As a certified crazy cat lady, I can promise your fur babies are in good hands with me 💓

Sitter Profile Image: Jessica W.
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Jessica W.
from
$23
per visit
5.0 out of 5 stars
• 58 reviews
12 repeat clients
10 years of experience
Lower East Side, Milwaukee, WI, 53202

“Jessica did a great job running energy off our active Australian Shepherd. She was content when we got home. PLUS she took an amazing picture of Maisy playing tetherball!!”

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Eliz G.
Sitter Profile Image: Camryn U.
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Camryn U.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
3 years of experience
Juneau Town, Milwaukee, WI, 53202

“Amazing job! Definitely would recommend. Took great care of my animals and even went above and beyond and cleaned up after them.”

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Kayla A.
Sitter Profile Image: Zoe M.
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Zoe M.
from
$17
per visit
11 years of experience
Milwaukee, WI, 53202

About: I’ve been a pet sitter since I was a kid and i’ve loved every second of it. I know that each animal is different and i’m prepared to give your pet the care it deserves. I’m working part time with a flexible schedule but I am mostly unavailable in the mornings. I will be more available in the late afternoon and night. I have been around dogs my whole life so I am experienced in the needs of dogs in their homes. I always prioritize the pets safety according to their owners instructions.

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Why choose a sitter on Rover

  • Background-checked house sitters

    Every sitter profile has been reviewed and approved by Rover before joining our community.

  • A perfect match for every pet

    Read sitter profiles to find 5-star reviews and specialists who understand your pet's unique personality.

  • Connection before booking

    Schedule a free in-person meeting to ensure a perfect fit before you ever book.

Perfect for high energy dogs - Hillside

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

1 / 1
Sitter Profile Image: Linda V.
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Linda V.
Star Sitter
from
$28
per day
5.0 out of 5 stars
• 9 reviews
5 repeat clients
6 years of experience
Riverwest, Milwaukee, WI, 53212

“Linda was super accommodating for a last minute booking, she was very flexible with the pick up and drop off times and she was very kind to us and amazing with our babies!”

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Sofia G.
Sitter Profile Image: Ixzel R.
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Ixzel R.
from
$35
per day
5.0 out of 5 stars
• 5 reviews
1 repeat client
7 years of experience
Kilbourn Town, Milwaukee, WI, 53233

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: Alisha C.
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Alisha C.
from
$35
per day
4.8 out of 5 stars
• 6 reviews
1 repeat client
7 years of experience
Riverwest, Milwaukee, WI, 53212

About: My name is Alisha. I work as a professional dog trainer. I have 7 years of professional experience with both cats and dogs. I have also house-sat multiple times and have great references! I know how to give cats and dogs proper care and attention. I have worked with hundreds of animals professionally through my work in multiple animal shelters as a kennel tech and shelter manager. I am working towards certification in dog training too! While watching or walking your pup I will be sure to watch for opportunities to learn! When it comes to your pets care you deserve someone who knows all about them! I will take the time to learn about your pet and your routines to keep your pet comfortable and happy in your absence! I am currently working part time! I have plenty of time throughout the day most days to do check ins and walks for your pets! I have 7 years of professional experience and 4 years of education in animal behavior. With this I am able to keep a keen eye on the safety of your pets environment!

Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$32
per day
5.0 out of 5 stars
• 166 reviews
47 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: Nylia G.
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Nylia G.
from
$29
per day
5.0 out of 5 stars
• 7 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
$33
per day
5.0 out of 5 stars
• 55 reviews
17 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: Hannah N.
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Hannah N.
from
$45
per day
5.0 out of 5 stars
• 18 reviews
6 repeat clients
15 years of experience
Historic Third Ward, Milwaukee, WI, 53202

“Hannah was super great and took the best care of Miller! Would highly recommend her!”

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Aly M.
Sitter Profile Image: Nicole Z.
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Nicole Z.
from
$40
per day
5.0 out of 5 stars
• 24 reviews
7 repeat clients
10 years of experience
Walker's Point, Milwaukee, WI, 53204

About: Hi! My name is Nikki! I am a yoga, travel, and pet lover! I have years of experience fostering dogs and cats in the past. I have fostered special needs cats and dogs and do have experience in that area. My last experience was fostering a beautiful one eyed special needs pup who got adopted within weeks! I can't wait to start meeting new furry friends! I have a very flexible schedule! I am home all day as I work remote in Human Resources. I am available all day and have a very flexible schedule for last minute needs. I know that things come up with busy schedules and I am very accommodating for those last minute emergencies. I am home all day working and am available for frequent potty breaks or walks. I am very active as well and don’t mind longer walks with active dogs. I am available for walks or visits in a home. I’m also available for day care with my wonderful cockapoo - Johnny, who loves all animals. Open to bed cuddles if needed!

Sitter Profile Image: Evita E.
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Evita E.
Star Sitter
from
$50
per day
5.0 out of 5 stars
• 22 reviews
4 repeat clients
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

About: After several busy months on Rover with almost nonstop bookings, I have had such great stays with dozens of dogs, no accidents in the houses, no bites, no runaways, zero negative experiences. I feel confident that with me, you’re getting a premium stay for your pets for a really good value! I’m incredibly hands on and present with the pets, with them 24/7 and very adaptable with the different needs and personalities. I’m attentive with different care instructions and really shower the animals with positive attention 😊 I have no pets or kids but I am a pet lover in a nice home with a big fenced in yard. 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 because 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: Sara & Ethan C.
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Sara & Ethan C.
from
$50
per day
5.0 out of 5 stars
• 10 reviews
7 years of experience
Lower East Side, Milwaukee, WI, 53202

About: We love animals but aren’t in a place in our lives to have our own. We’d love to be able to get some pet love while still being able to keep our flexible lifestyle. We thought pet sitting would be the best way to do so! We genuinely love pet sitting/housesitting since we just love doing new things together. We are very responsible and are almost always reachable by text. We have a car and are willing to travel to you. We are excited to hear from you soon :) I only work in office Tuesday through Thursday from 9-5, other than that I am usually home. On those days I can feed them before and after work. Ethan (my boyfriend) also works fully remote so he’ll be around to take care of the pets on the days I’m in office. A midday walk is a great way to get him out of the house We have the top level of a duplex. It’s a pretty open space. We love to go on walks and spend time with furry friends. We’re really good about sending photo updates and checking in with the owners throughout the day.

Sitter Profile Image: Esther J.
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Esther J.
Star Sitter
from
$27
per day
5.0 out of 5 stars
• 6 reviews
3 repeat clients
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: Ray L.
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Ray L.
from
$49
per day
5.0 out of 5 stars
• 13 reviews
2 repeat clients
25 years of experience
Riverwest, Milwaukee, WI, 53212

“My very anxious mini bernadoodle immediately bonded with Ray! She had a great time and came home with exhausted! Ray is conscientious and loving, my dog loves her! We will definitely call her the next time we need someone to watch Georgie!”

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Jeanne R.
Sitter Profile Image: Emily E.
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Emily E.
from
$28
per day
5.0 out of 5 stars
• 11 reviews
3 repeat clients
10 years of experience
Northpoint, Milwaukee, WI, 53202

“Emily was absolutely amazing! She kept me updated throughout the day with lots of pictures and messages, which made me feel so comfortable knowing my puppy was in such great hands. It was clear she genuinely cared for him and treated him like her own. I couldn’t have asked for a better sitter, and I can’t wait for our next visit. Emily is truly amazing, and I highly recommend her!”

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Isabel W.
Sitter Profile Image: Kiersten F.
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Kiersten F.
from
$28
per day
5 years of experience
Lower East Side, Milwaukee, WI, 53202

About: Hi, I’m Kiersten! I’m a lifelong animal lover who can’t help but treat your pets like my very own. Whether it’s walks, playtime, or snuggles, I make sure they feel happy and cared for while you’re away. Whether it’s training a puppy or administering daily medications, I'm comfortable caring for all pets, no matter their needs. Reliable, caring, and attentive — To both you and your pet, because I know how special those photos are while you’re apart ;) I’m an artist by day, server by night! When I'm not painting, creating, or designing, I enjoy spending time with animals. Their love, energy, and presence brings me lots of joy. I have a deep appreciation for space and will absolutely respect (and admire) yours while caring for your pet. I am very detail oriented and observant which allows me to intuitively care for your furry friend(s)!

Sitter Profile Image: Alexandrea S.
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Alexandrea S.
from
$30
per day
5.0 out of 5 stars
• 32 reviews
15 repeat clients
4 years of experience
Bay View, Milwaukee, WI, 53207

“Alexandrea took great care of my 12 week old puppy Driggs. 😊 She sent me lots of photos of Driggs and kept me updated on how he was doing. She also watched him back to back last minute and I appreciated her willingness to do so! I will definitely be using her again and totally recommend her!”

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Marissa T.
Sitter Profile Image: Gabriel T.
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Gabriel T.
from
$38
per day
4.9 out of 5 stars
• 17 reviews
4 repeat clients
7 years of experience
Upper East Side, Milwaukee, WI, 53211

“Gabriel took Lucy to the lake, introduced her to other dogs, and she didn't want to leave when I picked her up. He accommodated my short notice request and I'm so grateful that Lucy had somewhere safe to go while I headed to work.”

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Kristin M.
Sitter Profile Image: Xiong L.
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Xiong L.
from
$25
per day
10 years of experience
Washington Park, Milwaukee, WI, 53208

About: I have taken care of pets, dogs and cats, of all sizes from toy to giant breeds! I have also worked as a Camp Counselor at Camp Bow Wow where I was able to attain many skills and excell in pet care! I am doing Rover full time. I am able to take care of any animal's needs all day whether it be feeding, bathing, and potty breaks. I have a fenced yard front and back. The backyard has woodchips which makes it much easier for me to clean and pick up after the dogs!

Sitter Profile Image: Tresa T.
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Tresa T.
from
$35
per day
30 years of experience
Riverwest, Milwaukee, WI, 53212

About: I know how important it is to have someone you truly trust caring for your pets while you’re away. I provide dependable, loving care and plenty of attention, affection, and companionship while keeping your pet’s normal routine as comfortable and familiar as possible. Whether I’m staying in your home or stopping in for a visit, I’ll care for your pets like they’re my own. 🐾 My schedule is flexible, which allows me to easily fit pet care into my daily routine. I’m available throughout the day for drop-in visits, feeding, playtime, companionship, and plenty of attention. When house sitting, I’m able to spend quality time with your pets and keep them comfortable with the routines they’re used to while you’re away. Your pet’s safety and comfort are always my priority. In your home, I’ll carefully follow your instructions and keep your pet’s feeding, medication, potty, and daily routines as consistent as possible. I’m respectful of both your home and your privacy, and I’ll make sure doors, gates, and other areas are secure. I take the time to learn each pet’s personality and comfort level so they feel safe and relaxed in my care. I’ll also keep you updated while you’re away, so you can have peace of mind knowing your pet and home are being well cared for.

Sitter Profile Image: Melissa A.
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Melissa A.
from
$40
per day
5.0 out of 5 stars
• 22 reviews
10 repeat clients
12 years of experience
Northpoint, Milwaukee, WI, 53202

About: I had a 12 year old puggle who was my best friend! He was walked every day of his life. Now that he has passed, I am looking to spend time with other furry companions! I am recently retired, so I have lots of time and a very flexible schedule! I love all dogs and am very gentle with all pets. I love downtown and know all kinds of routes for your pets. I am an active person so long or short walks are easy for me to do!

Sitter Profile Image: Monica M.
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Monica M.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 164 reviews
63 repeat clients
16 years of experience
Lower East Side, Milwaukee, WI, 53202

“monica was so nice and professional. pinot was so happy and tired from all the walks when he came back home. monica sent me 3 pictures throughout the day when my dog was at her doggy day care.”

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Pegah P.
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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Hillside

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: Jodi C.
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Jodi C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 39 reviews
14 repeat clients
40 years of experience
Harambee, Milwaukee, WI, 53212

“Jodi is so great! She is very flexible with my last minute booking and has been great with our dog! She presents with great communication as well! Would recommend!”

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Kinga P.
Sitter Profile Image: Ixzel R.
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Ixzel R.
from
$14
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
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: Jessica Z.
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Jessica Z.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 226 reviews
67 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

“Jessica went above and beyond all expectations! She was great with Sullivan and even brought in a package off of our porch when she dropped sully off. Amazing walker and will definitely book again! ☺️”

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Markie J.
Sitter Profile Image: Mikalanne T.
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Mikalanne T.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 64 reviews
23 repeat clients
4 years of experience
Riverwest, Milwaukee, WI, 53212

“Mika was amazing. They took the time to connect with my boy. My boy is hesitant about letting people getting him out of the crate and Mika was so sweet with Salvador. We will definitely be booking with them again!”

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Paula O.
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 155 reviews
59 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Jackie was extremely attentive and great with our Daisy! Our dog warmed up to Jackie right away, and thoroughly enjoyed the walk with her. We are looking forward to many more!”

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Nina S.
Sitter Profile Image: Jessica K.
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Jessica K.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 55 reviews
17 repeat clients
15 years of experience
Northpoint, Milwaukee, WI, 53211

“Yesterday was the first time walking our dog. Jessica communicated when she would arrive, when walking our dog, where they walked and shared photos of our dog taking a walk. I was out of town and felt very confident that Jessica was taking good care of our dog. We will have Jessica take care of Louie, our dog, again.”

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Vicki H.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 19 reviews
13 repeat clients
17 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: Melissa A.
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Melissa A.
from
$18
per walk
5.0 out of 5 stars
• 22 reviews
10 repeat clients
12 years of experience
Northpoint, Milwaukee, WI, 53202

“Melissa did a great job watching my dog while I was out of town. She was prompt, reliable, communicative, and I'd definitely ask Melissa to watch him again!”

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Sarah H.
Sitter Profile Image: Reese K.
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Reese K.
from
$25
per walk
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

About: I have always had a dog ever since I was a little girl. As I got older, I started walking my neighbors' dogs and dog-sitting, and I even considered being a vet for a while because of my passion for animals. I’m a graduate student at Marquette University. I have flexibility this semester to spend ample time with dogs and take them on walks. I can come in the mornings and at nights, depending on the day. I have always had dogs and can handle a wide range of sizes. My childhood dog was 125 pounds, so I can handle big dogs and little ones too. I know how to properly walk them and care for them.

Sitter Profile Image: Robert E.
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Robert E.
from
$16
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Northpoint, Milwaukee, WI, 53211

“Robert was great! He was easy to work with, communicative, and understood directions clearly. He even helped clean up after my pup! I would definitely recommend him and will book with him again!”

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Andi G.
Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 379 reviews
116 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

“Travis is amazing with our two dogs! We feel lucky to have found him. He welcomes and follows our detailed dog care instructions. The dogs always seem happy and tired after spending time with him.”

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Brent W.
Sitter Profile Image: Hailey K.
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Hailey K.
from
$20
per walk
4.8 out of 5 stars
• 16 reviews
3 repeat clients
14 years of experience
Milwaukee, WI, 53202

About: My sister and I grew up playing and helping our older neighbors in the area walk and take care of their dogs. My family has had cats my whole life that I’ve had experience taking care of. In high school I’d house/pet sit friends & family friends’ dogs & cats while they were on vacation, & started rover sitting during college! An actor, bartender, & graduate of UWMilwaukee with an open schedule! Looking to fill that time taking care of, spending time with, and getting to know your pets! I love the outdoors and I can take your dogs on lots of walks based on their needs! I always check if doors are locked before I leave/sleep & make sure to put away anything that pets can get into if they are left to roam. I stay clean so I make sure to clean any mess I or the pets create. I can also crate your pets if needed.

Sitter Profile Image: Cathy L.
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Cathy L.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 78 reviews
24 repeat clients
20 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Cathy is so sweet! You can tell she really cares about animals. She went above and beyond to take care of my Laird. Thanks so much Cathy”

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Chip N.
Sitter Profile Image: Camryn U.
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Camryn U.
from
$18
per walk
5.0 out of 5 stars
• 3 reviews
3 years of experience
Juneau Town, Milwaukee, WI, 53202

About: I have worked at a dog and cat boarding center for 3+ years now, and have exceptional experience in animal care. I also recently adopted a dog of my own this past year, which has taught me a lot about day to day life with dogs! I am currently a college student who has mostly online courses. I have a lot of free time and a passionate love for animals, so why not combine it into one! I have my own dog that I care for deeply, and would treat your pet as if it were my own. Making sure your pet is well cared for and happy is always my goal!

Sitter Profile Image: Aubrey A.
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Aubrey A.
from
$23
per walk
5.0 out of 5 stars
• 65 reviews
18 repeat clients
27 years of experience
Lower East Side, Milwaukee, WI, 53202

“Aubrey did so great with Philly! Communication is great and I appreciate all the pictures she left us! Looks like our dog warmed up to her right away!”

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Kinga P.
Sitter Profile Image: Dana T.
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Dana T.
from
$15
per walk
7 years of experience
Milwaukee, WI, 53202

About: I have worked at a dog daycare for the last 7 years and have watched friends, family, and neighbors pets including dogs, cats, and lizards. I also babysit. I am now working as a dolphin trainer and am usually only available on my days off, but the timing of my shifts does vary daily and weekly. I just moved to the area so caring for your pets will help me get to know the area better. I am a full time zoological specialist so I’m really only available on my days off or if your pet is okay on their own for a longer period of time. I am currently in an apartment so I am only able to come to clients homes, but that doesn’t mean my level of care is any less!

Sitter Profile Image: David K.
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David K.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
45 years of experience
Milwaukee, WI, 53212

About: I don't actually call myself that, that's what my friends say I am. I've literally never met a dog I didn't get on famously with. I respect the fact that they are individuals with their own needs. I don't mean to sound too self assured with the title, but I earned it from friends. Whether it's running on the Lake Michigan shore or just finding a nice sunny spot to sit for a while, your pup is going to have a fulfilling day. I have huge flexibility so no worries! A last minute trip or planned weeks in advance, we can work something out. I'm here for you! Even same day! I strive for communication as much as possible between animal and human. If they're not feeling like socializing, I don't force anything. Everyone has different needs. My experience in a dog daycare really helped me read and understand dog body language to head off any issues that may arise when you're watching 12 dogs.

Sitter Profile Image: Karla D.
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Karla D.
from
$18
per walk
4.8 out of 5 stars
• 11 reviews
5 repeat clients
5 years of experience
Juneau Town, Milwaukee, WI, 53202

About: Hi there! I’m Karla DJ, your soon-to-be pet care companion! By day, I work at a desk with computers, so I cherish the breaks I get to spend caring for pets—it’s the perfect way to recharge! In my free time, I love DIY projects and training my own dog, Lola. I’ve been an animal lover all my life, growing up with two turtles, a guinea pig named Bobo, a Shih Tzu mix named Chucho, and a Pomeranian named Princess. Over the years, I’ve also been a rescue mom and the go-to dog sitter for friends and family. One of my favorite stories? While living in Houston, I met the sweetest rescue pup and instantly knew she was meant to be mine—that’s how Lola, my loving Carolina mix (and partner in crime!), joined my life. Now, as I train Lola at home, I’d love to extend that care to your pets too! Whether it’s a refreshing walk, a fresh bowl of water, or some extra playtime and treats, I’m here to make their day brighter. Plus, I live with my sister, so your furry friends will get double the love and attention! I can’t wait to meet your pets and help make their days happier! I'm a morning person and my day starts a 5am! With so much time I'd love to be more productive and help others with their pets. I'm available all day Saturday to Sunday and during the week depends but very flexible from Monday to Wednesday. **I'm happy to help with all your pet care needs!** Whether it's refilling food and water, administering medications, keeping your home pet-secure, or providing walks and car rides - I've got you covered. Your pet's comfort and safety are my top priorities! Let me know how I can best care for your furry friend. I look forward to helping!

Sitter Profile Image: Hannah N.
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Hannah N.
from
$27
per walk
5.0 out of 5 stars
• 18 reviews
6 repeat clients
15 years of experience
Historic Third Ward, Milwaukee, WI, 53202

About: I’m a regular dog foster and walker at MADACC, so I’m comfortable catering to all different pup personalities and needs! I’ve taken care of all kinds of dogs since I was young, from puppies to senior with medical needs. I work remote 3 days a week and have no pets of my own, so I have lots of availability to give your dog the attention and care they need! Whether you’re looking for a walker or somewhere to take your pup for a long weekend, I can make most things work. I have a spacious apartment in a dog-friendly building where your dog will have plenty of space to lounge around! I live close to the Summerfest grounds so I have plenty of access to green space for long walks, or just a quick jaunt around the block depending on their preferences. I treat every dog I care for like my own, so you can rest assured your pup will be well cared for with me!

Sitter Profile Image: Benjamin R.
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Benjamin R.
from
$20
per walk
5.0 out of 5 stars
• 1 review
4 repeat clients
2 years of experience
Milwaukee, WI, 53202

About: Experienced in long term pet care, taking care of dogs for extended time periods when owners are on vacation and everyday experience taking care of pets while families are working, including drop ins and dog walks I work remotely and have a lot of free time open during the day for drop ins and dog walks. I’m available in the mornings, afternoons, and nights! Will respect any rules of the house and am very open to watch / play with the dogs in any way they’re comfortable with and used to

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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Hillside

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: Linda V.
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Linda V.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 9 reviews
5 repeat clients
6 years of experience
Riverwest, Milwaukee, WI, 53212

“Linda was amazing! She was able to accommodate my dog very last minute, which I truly appreciated. She was very kind and made sure my dog was comfortable and well cared for throughout her stay. She took her on multiple walks each day and kept me updated, which gave me a lot of peace of mind. This was my first time leaving my dog with someone I didn’t know, and Linda made the experience so much easier than I expected. I could tell that she genuinely cared about making sure my dog was happy and comfortable. I’m very grateful for the care she provided and would definitely recommend her to anyone looking for someone dependable and caring to watch their dog!”

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

“Andrew and his family were amazing with Oscar. They treated him like he was a part of their family. I so appreciate everything they did! Thank you so much!!!”

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Nikki M.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 32 reviews
9 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

“Laura took such good care of our dog, Plum, for a week while we were out of town. She sent me photo updates of Plum playing with her dog Diesel every day, and it was clear that her family was showing him so much love. I am so grateful to Laura for watching over Plum for us and being so responsive, reliable, and warm. Her house was also super close to the airport which made pick up / drop of very convenient and a safe fenced in yard for the dogs to run around in. I highly recommend booking with Laura and will do so again next time!”

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Anjali T.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 62 reviews
29 repeat clients
20 years of experience
West Allis, WI, 53214

“This was my first time using Rover and I could not be happier! Dawn and her husband were wonderful sitters. My dog, Jax, was obviously comfortable within minutes of walking in the house. Through out his stay Dawn would send pictures so I could see for myself how ‘chilled’ Jax was. I highly recommend Dawn and would definitely leave Jax in her care again.”

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Joan H.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 122 reviews
45 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

“Great experience, took great care of my dog while away. Very flexible & understanding when I had travel issues. Would definite recommend as a sitter.”

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DeShawn P.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 239 reviews
103 repeat clients
35 years of experience
Brown Deer, WI, 53223

“I now know why Yolanda has such great reviews! When I went to pick up my Zoe girl 🐾 I could tell that she had a great time with the family. Yolanda sent pictures and updates of my doggie and I really appreciated it! I 100% recommend her for dog sitting needs! Thank you, Yolanda!!!!”

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Crystal H.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 166 reviews
47 repeat clients
30 years of experience
Glendale, WI, 53217

“Kim (and her husband Tom) are the best sitters. Kim is very responsive, communicative, and truly seems to enjoy all of her dog visitors. She has a fenced-in yard, and pets of her own that just go with the flow. Don't like her too much though because I want her to be available for ME! Ha!”

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Jennifer B.
Sitter Profile Image: Kayla D.
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Kayla D.
from
$25
per night
5.0 out of 5 stars
• 3 reviews
5 years of experience
Halyard Park, Milwaukee, WI, 53212

“Kayla was awesome ! Her communication was out of this world . My babygirl 🐶 really enjoyed her staycation . I’ll definitely book again — and if you’re considering booking with Kayla don’t hesitate!”

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Precious G.
Sitter Profile Image: Alisha C.
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Alisha C.
from
$39
per night
4.8 out of 5 stars
• 6 reviews
1 repeat client
7 years of experience
Riverwest, Milwaukee, WI, 53212

“Alisha was great with my two pugs last weekend. She was very understanding of my quirky older dog's needs. Her boxer is so friendly and a wonderful playmate or pillow for doggy guests!”

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Amber R.
Sitter Profile Image: Mitch C.
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Mitch C.
from
$40
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Bluemound Heights, Milwaukee, WI, 53213

“Mitch was very accommodating with my last minute booking request. After a quick meet and greet, I left my 4 year old pup in good hands for an overnight stay. Mitch has a nice big fenced in yard for the dogs to play, he was very responsive with his communication and provided photo updates. Would definitely recommend.”

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Mike P.
Sitter Profile Image: Nylia G.
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Nylia G.
from
$30
per night
5.0 out of 5 stars
• 7 reviews
8 years of experience
Cold Spring Park, Milwaukee, WI, 53208

“Nylia was amazing to our dog. Nylia fed her on time, walked her when she needed, and cared for her like she was with me. Nylia is the dog babysitter you need to book. We will be booking with her again when we come back to Milwaukee.”

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Jay B.
Sitter Profile Image: Andrew & Taylor O.
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Andrew & Taylor O.
from
$45
per night
5.0 out of 5 stars
• 41 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

“Andrew and Taylor were amazing with Ella! They gave us thorough updates, asked great questions, and gave Ella lots of love! We felt confident and at ease knowing Ella was in great hands. We would definitely re-book again!”

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Rachel M.
Sitter Profile Image: Scott S.
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Scott S.
from
$37
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

“Scott is a great communicator. He provided a wonderful environment for Jameson. Very attentive to our needs. Very flexible with drop off and pick up times. I would recommend him to everyone who is interested in getting great care for their dogs!”

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Jacqueline N.
Sitter Profile Image: Lily F.
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Lily F.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
3 years of experience
Kilbourn Town, Milwaukee, WI, 53203

About: I have taken care of dogs and cats of all ages and sizes, even dogs that can be leash, collar, and dog aggressive when walking. I am mostly available later in the week and weekends due to being a full time student, but have breaks in between my school days! There is a green area for dogs down the street from me and a quick 15 minute walk towards the lake for more walking paths!

Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 188 reviews
56 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

“Rebecca and Dave did a wonderful job with my dog Suki and were very communicative from start to finish. They have a great environment for the pups and are good people. I know my lil girl had a great vacation while I was on mine!”

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Jon M.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$30
per night
5.0 out of 5 stars
• 26 reviews
6 repeat clients
20 years of experience
Wauwatosa, WI, 53213

“Sarah, Dan and their girls were amazing! Badger loves children and had a ball. They provided pictures during the stay which helped calm our nerves. We noticed he was exhausted when he got home which is a good sign. We would definitely use them again.”

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Tammy W.
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
• 210 reviews
104 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

“Absolutely a wonderful visit with Michael for my little dog, Rosie. So much attention and care was given to her. Photos and updates were provided daily. Most importantly, Rosie was given affection and gentle kind care. I can definitely recommend Michael for wonderful pet care.”

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Yvonne R.
Sitter Profile Image: Mary H.
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Mary H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 30 reviews
8 repeat clients
25 years of experience
Fernwood, Milwaukee, WI, 53207

“Mary is the best!!! She’s taken care of our pup many times and she’s our go-to sitter. We always get lots of pictures of their walks and adventures and we can tell our dog loves being with her! Highly recommend Mary for pet care!!”

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Kyle S.
Sitter Profile Image: Kristine K.
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Kristine K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 96 reviews
34 repeat clients
18 years of experience
Merrill Park, Milwaukee, WI, 53208

“Kristine took great care of our cat and dog while we were out of town. She gave us daily updates which we appreciated. Would definitely book her again.”

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Brian and Nicole K.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$40
per night
5.0 out of 5 stars
• 41 reviews
11 repeat clients
5 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

“Elizabeth and her family took really good care of my boy soap. They sent pics every day and updated text messages. I couldn’t be more satisfied with the care that they showed my fur baby and he had the time of his life also. I think he didn’t want to leave when I came to pick him up. Thank Elizabeth and family for taking such good care of my boy soap.”

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Troy J.
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