House Sitting in Mount Olivet, Milwaukee, WI

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Top rated Mount Olivet house sitters

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Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
5.0 out of 5.0 stars
31 reviews
15 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

10 stars needed! ❤️ left Keisha w/ a huge task!! She went above and beyond from every aspect ~ so accommodating… most importantly~ she took great care of the high maintenance rugrats and notably after being gone for 4 days ~ I know the dog didn’t leave the place spotless 😉 I’m a 1st timer on this app so I was anxious prior to our initial meet and great, having a stranger in your house and trusting them with your little loves was new for me.. No worries were needed… it couldn’t have been a more perfect experience!! ❤️

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Erica O.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$59
per night
5.0 out of 5.0 stars
15 reviews
3 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.

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Lauren S.
Sitter Profile Image: Sonia E.
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Sonia E.
from
$49
per night
5.0 out of 5.0 stars
7 reviews
18 years of experience
Harder's Oaks, Milwaukee, WI, 53215

About: I LOVE DOGS. Their lives are short, and I want to help them enjoy those years with comfort, care, and fun. I have had a dog companion in my life since I was five years old. I especially enjoy caring for high-energy dogs who need regular exercise—I’m always up for long walks, playtime, or outdoor adventures. I also have experience with senior dogs, and I understand the importance of patience, gentle handling, and keeping routines consistent. I’ve successfully trained dogs to potty outside, sit on command, and even walk off-leash. Whether your pup is young and active or older and needs a slower pace, I’ll make sure they’re well cared for while you’re away. I function better with a dog at my side. Dogs help me start my day with purpose—there’s nothing like a good morning walk to get us both moving and ready for breakfast and whatever the day brings. I love building routines that keep dogs active, happy, and well cared for. I work remotely, so my schedule is very flexible and allows me to be fully present for pet care throughout the day. With cats, I understand how much they value consistency. I’m attentive to their morning and evening routines—feeding, cleaning the litter box, and giving them space or affection depending on their mood. I also make time for play and interaction throughout the day, based on each cat’s personality. Communication is everything. I try to make sure I understand each animal's boundaries and needs before providing care, this includes list of allergies and medications.

Sitter Profile Image: Emily S.
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Emily S.
Star Sitter
from
$45
per night
4.9 out of 5.0 stars
44 reviews
25 repeat clients
6 years of experience
West Allis, WI, 53227

Emily did a great job with our older dog. She communicated any concerns she had with him. The house was left in pristine condition. We were thankful to have her staying with Louie.

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Cheryl D.
Sitter Profile Image: Liz B.
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Liz B.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
42 reviews
14 repeat clients
7 years of experience
West Allis, WI, 53214

Liz was wonderful! Excellent communication. This was my first time using Rover and she made for an amazing first experience. I will definitely use her services again.

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Stacy J.
Sitter Profile Image: Daniela & Michael P.
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Daniela & Michael P.
from
$65
per night
4.9 out of 5.0 stars
291 reviews
166 repeat clients
11 years of experience
Bay View, Milwaukee, WI, 53207

Daniela and Mike were amazing! It was so nice knowing our fur babies were being taken care of while we were away for a few days. We received several pictures each day and our babies always looked so happy and relaxed. If I could I would give them 10 stars!

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Kassandra B.
Sitter Profile Image: Alexy & Christian G.
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Alexy & Christian G.
Star Sitter
from
$40
per night
4.9 out of 5.0 stars
78 reviews
22 repeat clients
9 years of experience
Bay View, Milwaukee, WI, 53207

Alexa & Christian did a great job! Sent lots of pics which I love. Mabel seemed very happy when I got home and the house was in order. They walked her & engaged with her. Thank you so much!! ❤️

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Stephanie G.
Sitter Profile Image: Jenn S.
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Jenn S.
Star Sitter
from
$62
per night
5.0 out of 5.0 stars
98 reviews
28 repeat clients
40 years of experience
West Allis, WI, 53227

Jenn was awesome with our pets, we had no worries or anything while we were away. She made us feel very comfortable and took great care of our babies! We would definitely use her again, and would highly recommend!

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Brianna J.
Sitter Profile Image: Sarah J.
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Sarah J.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
413 reviews
83 repeat clients
5 years of experience
West allis, WI, 53219

Sarah is amazing. Happy and safe pups, and she was flexible and worked with us gracefully through some scheduling changes. There was also a bad storm during her stay and she sent pictures and cleaned up some water, which is above and beyond. She sent great pictures and updates of our dogs, made us laugh, and was professional. Highly recommend Sarah.

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Claire L.
Sitter Profile Image: Berenice B.
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Berenice B.
from
$75
per night
4.9 out of 5.0 stars
229 reviews
94 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice has a great heart for animals. Our dog has special needs and required hand feeding for meals. I think she would be a wonderful addition to your household, as an animal sitter. She has a kind disposition and will treat your pet with the utmost care. She left the house clean and played with our dog outside - he likes to sleep and can be lazy (so it was nice she provided enrichment playtime)! We got picture updates. She was on time for the meet and greet / when we left for our family trip to see relatives. Our dog seemed happy and content when we got home.

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Chris P.
Sitter Profile Image: Rachel H.
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Rachel H.
Star Sitter
from
$30
per night
5.0 out of 5.0 stars
95 reviews
24 repeat clients
11 years of experience
West Allis, WI, 53214

Rachel was great with our two crazy dogs and her ability to watch them in our home was priceless. Our beagle has anxiety and does best in her own environment. Rachel kept us informed with texts and pictures and really provided peace of mind that our pups were in good hands.

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Sarah N.
Sitter Profile Image: Lauren S.
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Lauren S.
Star Sitter
from
$75
per night
5.0 out of 5.0 stars
9 reviews
6 repeat clients
10 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Lauren did a great job taking care of the boys while we were away. She gave them plenty of exercise and engagement as well as keeping them on their regular schedule. Very much appreciated and we hope to book again.

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Alex J.
Sitter Profile Image: Alissa A.
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Alissa A.
from
$70
per night
5.0 out of 5.0 stars
7 reviews
1 repeat client
20 years of experience
Greenfield, WI, 53221

Excellent communication from the start. Came for a greet and meet and easy to be with and obvious knew dogs well. Ended up a friend of mine knows Alissa so a double excellent reference. She communicated with me constantly throughout the stay. My dog is a senior and she did well with him and when I returned he kept roaming into where she was staying in my place. Would have back again as she is available.

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Cindy S.
Sitter Profile Image: Carolina G.
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Carolina G.
from
$40
per night
5.0 out of 5.0 stars
30 reviews
7 repeat clients
9 years of experience
Cudahy, WI, 53110

I have a couple challenging pets, including an anxious, blind senior dog but Carolina moved at their pace and took great care of them. She was communicative and I got pictures every day. We came home to the house exactly as we left it. She’s kind and respectful.

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Megan S.
Sitter Profile Image: Lisandra V.
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Lisandra V.
from
$40
per night
5.0 out of 5.0 stars
108 reviews
23 repeat clients
10 years of experience
West Allis, WI, 53227

Lisandra was the perfect house sitter for our two unique dogs while we were out of town for a week. The dogs loved her and she worked around Boomers quirks without issue. It’s relieving to be able to leave them in such good hands!

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Jared G.
Sitter Profile Image: Ivy G.
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Ivy G.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
17 reviews
5 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Ivy was a fantastic sitter for our dog! He can be fearful meeting new people, but Ivy was so patient with him and they were besties in no time. We received lots of updates and photos, our apartment was left in great condition and our dog’s needs were met above and beyond. Knowing he was in good hands made being away a lot easier. :)

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Nina L.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
9 reviews
4 repeat clients
7 years of experience
Wauwatosa, WI, 53213

Elizabeth went above and beyond to take care of our pup and our home during her stay. She provided multiple updates and photos throughout the day and kept our dog safe and happy while we were away. Can’t recommend her enough!

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Emily F.
Sitter Profile Image: Devon W.
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Devon W.
Star Sitter
from
$55
per night
5.0 out of 5.0 stars
115 reviews
48 repeat clients
20 years of experience
Fernwood, Milwaukee, WI, 53207

Devon did an awesome jobs taking care of our pups! She cared about them like they were her own and made sure they were comfortable the whole time we were away.

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stephanie j.
Sitter Profile Image: Kelli H.
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Kelli H.
from
$50
per night
5.0 out of 5.0 stars
24 reviews
4 repeat clients
20 years of experience
Bay View, Milwaukee, WI, 53207

Kelli was awesome house sitting for us. She was an awesome house guest and got along great with our dog. He was in high spirits while we were away. We appreciated all the photos Kelli sent and she was very responsive to our messages. 10 stars.

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David W.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$38
per night
5.0 out of 5.0 stars
14 reviews
3 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth was wonderful! Our pups were well loved and safe. She was trustworthy and went above and beyond to make sure the house was left in excellent condition. We look forward to having her back.

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Kimberly P.
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