House Sitting North Division

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North Division, Find top rated house sitting

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: Alexandra I.
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Alexandra I.
Star Sitter
from
$70
per night
5.0 out of 5 stars
22 reviews
4 repeat clients
11 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex did a great job with Tucker. She bonded with him immediately, he was feed, walked and pampered. Communication was excellent, we got lots of photos and updates. We will definitely use Alex again

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Phil S.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$45
per night
4.9 out of 5 stars
47 reviews
21 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha took such great care of our two French bulldogs that are not exactly the easiest. She also did a great job trouble shooting some unanticipated situations like transportation issues and getting locked out — we will 100% use her again.

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Brock P.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
7 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.
Sitter Profile Image: Carole C.
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Carole C.
Star Sitter
from
$80
per night
5.0 out of 5 stars
187 reviews
41 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

Carole did a great job caring for our pets while we were out of town for the weekend! She sent us lots of pictures of Moose and Kitty while we were away. And we came home to a clean house and she even washed the bedding and remade the bed! We hate having to leave our pets to go out of town, but Carole kept us updated on how they were doing and that brought peace of mind so that we could enjoy our trip! Would definitely recommend and book again!

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Emily S.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$50
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
13 years of experience
Juneau Town, Milwaukee, WI, 53202

Ashley took absolutely excellent care of our cat while we were out of the country for a week! I knew from the moment she met our cat during our meet and greet that our little girl was going to be in great hands. Throughout the trip, Ashley reached out with check-ins and photos reflecting how well she was being taken care of. She also responded quickly to any messages and went above and beyond watching our place. We (and our cat) look forward to seeing her again in the future!

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Jeremiah W.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$59
per night
5.0 out of 5 stars
38 reviews
9 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: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
208 reviews
63 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.

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Toni P.
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
147 reviews
54 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Jackie stayed in our house with our dog for the weekend and she was great. Our husky Zero is our baby and a bit particular sometimes but she took it all in stride. She sent pictures throughout the weekend and reached out when she had questions. We also tried to make the house nice and neat for her time here and when she left we were wondering if she actually touched anything it was still so clean! We highly recommend Jackie and plan on booking her in the future when we're away for any extended amount of time.

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Brandon C.
Sitter Profile Image: Catherine R.
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Catherine R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
26 reviews
10 repeat clients
1 year of experience
Murray Hill, Milwaukee, WI, 53211

Catherine did a great job house sitting and pet sitting my golden retriever for 5 nights. She was extremely professional throughout the entire process and left my home clean and tidy. I would not hesitate to book with her again!

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Kirstyn W.
Sitter Profile Image: Julianna W.
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Julianna W.
from
$44
per night
5.0 out of 5 stars
13 reviews
1 repeat client
30 years of experience
Milwaukee, WI, 53202

Julianna Stayed in my house for five nights/six days and took excellent care of my large, high-energy Siberian Husky. It can be hard to find a trustworthy house/dog sitter sitter outside of personal friends and family, but I couldn’t have been more satisfied.

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Josh K.
Sitter Profile Image: Alhana S.
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Alhana S.
from
$45
per night
4.7 out of 5 stars
7 reviews
4 repeat clients
10 years of experience
Murray Hill, Milwaukee, WI, 53211

Alhana was great with Coco. My little dog was recovering from knee surgery and she followed instructions beautifully for he night I had to be away. Thank you!

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Christine H.
Sitter Profile Image: Rebecca M.
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Rebecca M.
from
$28
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

About: I’ve been caring for dogs for over 5 years, and I truly love getting to know each pet’s personality and routine. Friends, neighbors, and family have trusted me to walk, feed, play with, and stay with their pets while they’re away. I especially enjoy longer stays because it gives dogs time to feel comfortable and settled, and I love being able to build that trust with them. One of my favorite parts is taking dogs on enriching walks, keeping them active, engaged, and happy, and making sure they feel safe, loved, and well cared for while their owners are away. I work remotely, which gives me a flexible schedule and allows me to give pets plenty of attention throughout the day. I’m able to keep up with walks, feeding schedules, playtime, potty breaks, and companionship, especially during longer stays when consistency and routine are important. I always try to make pets feel as comfortable and relaxed as possible by sticking closely to their normal routine and giving them lots of attention and care. I pay close attention to each dog’s personality, energy level, and needs to make sure they feel safe, happy, and comfortable while their owners are away. I’m attentive on walks, respectful of clients’ homes, and committed to providing reliable communication and updates throughout each stay.

Sitter Profile Image: Tishara M.
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Tishara M.
from
$35
per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Midtown, Milwaukee, WI, 53208

Tishara was a wonderful and caring pet sitter. She stayed at our home and ensured our pups were loved on while we were gone. She was quick to communicate with us when needed and shared great photos. One of our dogs requires medicine 2x daily so Tishara made sure she understood how to administer it as well as any emergency contacts she might need while we’re gone. It is so reassuring to know someone is looking after your pets with that much care and concern.

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Megan T.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
57 reviews
22 repeat clients
40 years of experience
Milwaukee, WI, 53202

My cats love Melissa! They are in great spirits when I come home and well taken care of when I’m away. Thank you Melissa for watching and caring for them!

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Elizabeth M.
Sitter Profile Image: Lily S.
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Lily S.
from
$125
per night
5.0 out of 5 stars
64 reviews
18 repeat clients
25 years of experience
Milwaukee, WI, 53212

This was our first time using a dog sitting service and we couldn’t have been more lucky to have Lily watch our dogs. She met with us multiple times to meet our pups and walk through our routine. During our trip she sent plenty of updates and pictures to keep us up to date. We couldn’t have asked for a better sitter for our pups and will definitely book Lily in the future!

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Shiloh F.
Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
110 reviews
20 repeat clients
17 years of experience
Fox Point, WI, 53217

Charley was amazing with our pup Maisy! She was calm and happy when we got home from an 8 day trip. PLUS - our house was spotless! Fantastic job, we will use him again.

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Eliz G.
Sitter Profile Image: Madeline R.
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Madeline R.
from
$27
per night
5.0 out of 5 stars
5 reviews
1 repeat client
11 years of experience
Lower East Side, Milwaukee, WI, 53202

Madeline house sat for me for over a week and did a great job with my timid Chihuahua and Cat. She gave me daily updates and handled their daily routine and activity needs effortlessly. My dog who's slow to warm up to new people was actually sad to see her leave by the end of the sitting period. Highly recommended.

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Ryan O.
Sitter Profile Image: Riley N.
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Riley N.
from
$60
per night
5.0 out of 5 stars
28 reviews
4 repeat clients
10 years of experience
Milwaukee, WI, 53212

Riley is great with our crabby old men and we appreciate all the pictures she sends! It was even their birthday on Monday and she sent a video of her singing happy birthday to them 🥺

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Josie H.
Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$80
per night
5.0 out of 5 stars
355 reviews
110 repeat clients
35 years of experience
Milwaukee, WI, 53212

Travis was amazing and I would highly recommend! He sent daily pictures of the dogs and I know they were very well cared for. He had great communication and was very easy to work with. I was able to actually enjoy my vacation and not have to worry about my dogs being cared for properly as he did an amazing job.

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Dayna R.
Sitter Profile Image: Lauren S.
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Lauren S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
18 reviews
8 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.
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The median cost per night for house sitting in North Division is $50

Pet parents share their Rover experiences - North Division

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5.0 out of 5 stars

Madeline house sat for me for over a week and did a great job with my timid Chihuahua and Cat. She gave me daily updates and handled their daily routine and activity needs effortlessly. My dog who's slow to warm up to new people was actually sad to see her leave by the end of the sitting period. Highly recommended.

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Ryan O.
House Sitting
5.0 out of 5 stars

Alena did a great job. Cosmo seemed to be really well taken care of was very calm when we got back. Alena also left the house in great shape.

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Ronald S.
House Sitting
5.0 out of 5 stars

Cassidy was great! Very communicative, responsible and trustworthy! She sent pictures and took very good care of our dogs! We would love to have her stay with them again for sure!

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Shelley M.
House Sitting
5.0 out of 5 stars

Thanks so much Yacob! Appreciate all you do for our Harvey. We are licky to have you and your support.

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Nick A.
House Sitting
5.0 out of 5 stars

Jamie was simply amazing & incredibly reliable! I was in the UK for nearly one full month and Jamie house sat with my two dogs and two cats. One of my dogs is very high energy and the other is 15. During my travels, my older dog, Macy, developed a second round of vestibular disease. Jamie immediately noticed the change in Macy's coordination and reached out to me. We coordinated a same-day visit to the vet, followed by regular medication. The condition required Jamie to carry Macy up and down the stairs for the remainder of the sit. Jamie took care of Macy while still ensuring my high-energy dog got the play time he needed. I cannot say enough about Jamie's dedication and communication skills. Highly recommend!

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Kristin S.
House Sitting
5.0 out of 5 stars

Lily absolutely exceeded my expectations with her attention to detail, genuine care and concern for my pups, and thoroughness! My dogs were well taken care of with feeding, walking (carefully in a heat wave), fireworks, and just general companionship. I also returned to my home probably looking better than how I left it - well cared for, cleaned, and plants alive and well. The daily updates were fantastic and very reassuring. Lily is amazing and I hope we can book again :)

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K D.
House Sitting
5.0 out of 5 stars

Alex was amazing with my dogs! She sent updates throughout the stay and took great care of my house. My dogs receive medications and she handled it all amazingly!

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Stefanie S.
House Sitting
5.0 out of 5 stars

Travis took incredible care of our two dogs and handled a genuinely chaotic situation with so much calm and flexibility. The night before we left, our AC failed during a heat wave. While we were stuck across the country juggling an HVAC company and a landlord who wasn’t prioritizing the issue at all, Travis kept the dogs safe, comfortable, and monitored. He checked in regularly so we knew how they were doing, and he adjusted his schedule so repairs could be made. His support made a huge difference for our peace of mind during a very stressful situation for us and I’m sure him. One of our dogs is anxious, skittish, and extremely high‑energy, and Travis did an amazing job letting her warm up at her own pace while still getting her out for consistent walks. Both dogs were well cared for the entire stay. We’re so grateful for how he handled everything and will absolutely book with him Again. Thank you Travis!

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Charlotte B.
House Sitting
5.0 out of 5 stars

Elizabeth was awesome, and super flexible when my travel plans got switched up at the last minute. Will definitely rebook!

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Margaret G.
House Sitting
5.0 out of 5 stars

Nikki went above and beyond for our dog and two birds when house sitting for us! We received regular pictures and updates and they were well cared for.

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Barret S.
House Sitting
5.0 out of 5 stars

Ashley took great care of my pet and my home!! She was very reliable and great about sending updates. I would absolutely book her again!

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Kristen H.
House Sitting
5.0 out of 5 stars

Riley was wonderful with our boys. They are relatively recent rescues, so have some behavioral quirks. Riley quickly sussed out how to approach the boys. She sent regular updates and photos, which I so appreciated!! I wouldn't hesitate to have her stay with Rocky and Gordo anytime!

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Cathi W.
House Sitting
5.0 out of 5 stars

Kiara was so happy to see Melissa, and we could be out for the evening knowing our pup was in good hands.

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Kristin S.
House Sitting
5.0 out of 5 stars

Cindy is amazing! She stays in communication your whole trip and provides photo updates. Our fur babies love her so much!

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Jaclyn A.
House Sitting
5.0 out of 5 stars

Lauren was great! She stayed with my pups while I was at summerfest for the day. She was so responsive, gave updates, and my boys loved her. She was extremely respectful of my space and even sent a video of locking the door and giving the key back since I wasn’t home yet. Will be using her services again!

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Emma P.
House Sitting
5.0 out of 5 stars

Grace took great care of my two cats!! She kept me updated on how they were doing, sent pictures of them, & played with them. My kitties seemed happy and very well taken care of when I got home.

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Megan B.
House Sitting
5.0 out of 5 stars

Ana is the best! So easy to work with and great with our little guy, can't say enough good things about her really.

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Amy G.
House Sitting
5.0 out of 5 stars

Nora did a great job taking care of my pup! She provided lots of pics and updates and my dog warmed up to her really quickly!

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Sara E.
House Sitting
5.0 out of 5 stars

Andrea was spectacular! Cooper seemed really happy when we got back from our trip and she too k good care of the house. Andrea will absolutely be our first choice going forward because we would love to book her again for Cooper!

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Tim and Molly H.
House Sitting
5.0 out of 5 stars

Nina is kind and caring and communicative. She took great care of my dog and kept me updated while I was gone

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Julia S.
House Sitting
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Sitters in North Division average 4
repeat house sitting clients

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