House Sitting in North Division, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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1.

Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
116 reviews
58 repeat clients
from
$55
per night

Blythe was so wonderful with our senior Cavalier. Great communication and I came home to a spotless house and a happy well loved pup. I’d absolutely recommend her!

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Sitter Profile Image: Jordanne H.
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Sitter Profile Image: Jordanne H.
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2.

Jordanne H.

I’m a teacher with all summer off!!
Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
5 repeat clients
from
$50
per night

We were happy to re-connect with Jordanne for dog sitting this summer. She is prompt, attentive and responsible, and so we are very comfortable with her caring for our senior dog Connor. We have already booked her for another visit!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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3.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
72 reviews
24 repeat clients
from
$55
per night

Jessica was so wonderful with our husky. She provided excellent care, great communication, and lots of updates. We felt very relaxed knowing our dog was in such good hands!

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Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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4.

Micaela B.

Pet lover looking for new friends!
Riverwest, Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
26 reviews
6 repeat clients
from
$45
per night

Micaela put us at ease when my husband & I left our dog with someone other than family for the first time. She sent regular updates & her communication was wonderful overall. Would absolutely book Micaela again.

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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5.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
80 reviews
30 repeat clients
from
$60
per night

Leandrea is wonderful! She took great care of our dog while we were out of town and sent lots of pictures and updates to put our mind at ease. Our dog LOVED playing with her pup too, which was a nice bonus! We will definitely be booking Leandrea again in the future.

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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6.

Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
9 repeat clients
from
$55
per night

Wonderful! Molly was great again! Took care of Pearl like she was her own, and had great communication. I always feel comfortable leaving Pearl with Molly

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Sitter Profile Image: Tabitha K.
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Sitter Profile Image: Tabitha K.
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7.

Tabitha K.

Student Sitter!
Kilbourn Town, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per night

We love Tabitha! She has watched our dog overnight in our home, and stopped in to let him out during the day when we have been away. She is caring, reliable, and trustworthy. She quickly bonded with Tucker and provided excellent care.

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Sitter Profile Image: Jeremy M.
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Sitter Profile Image: Jeremy M.
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8.

Jeremy M.

Rover 101
Neighbor providing additional love
Juneau Town, milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
48 reviews
21 repeat clients
from
$55
per night

I am so thankful for J! They too such great care of my babies while I was gone. I get so nervous leaving my babies but with J I felt totally at ease. I got consistent updates on how my pups were doing and J left the house in tip-top condition. I will be booking all my stays with J!

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Sitter Profile Image: Miri D.
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Sitter Profile Image: Miri D.
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9.

Miri D.

The purrfect lady for you
Shorewood, WI, 53211
House Sitting, Drop-In Visits
5.0
3 reviews
1 repeat client
from
$35
per night

Miri is very punctual, communicative and responsible. My cat loved spending a week with her. Miri sent updates and pictures everyday. We will book her again❤️

Sitter Profile Image: Mackenzie A.
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Sitter Profile Image: Mackenzie A.
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10.

Mackenzie A.

Animal Lover
Juneau Town, Milwaukee, WI, 53202
House Sitting, Drop-In Visits
5.0
7 reviews
1 repeat client
from
$40
per night

Mackenzie took really good care of our dog! Very responsive with messages and sent me pictures throughout the day. We asked Mackenzie to look after our dog so that we didn’t have to crate her all day. But Mackenzie played with our girl and kept her entertained to the point that our dog slept all night after Mackenzie left. Would highly recommend Mackenzie as a dog sitter!

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Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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11.

Maggie P.

Will love your pet like my own :)
Riverwest, Milwaukee, WI, 53221
House Sitting, Drop-In Visits, Dog Walking
5.0
18 reviews
12 repeat clients
from
$50
per night

We were delighted to have Maggie housesit with Connor. Everything was thorough and efficient with his med schedule, and she is very experienced which we appreciated. We would definitely recommend Maggie to others, as well as have her back again ourselves.

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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12.

Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
27 reviews
10 repeat clients
from
$65
per night

Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!

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Sitter Profile Image: Kait S.
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Sitter Profile Image: Kait S.
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13.

Kait S.

professional dog mama
Shorewood, WI, 53211
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
20 reviews
7 repeat clients
from
$60
per night

Kait was great with Wicket! We have a very large dog and she was able to play and walk him with no problems. We will definitely be using her again.

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Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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14.

Danielle A.

Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
7 repeat clients
from
$75
per night

We had the best house sitting experience with Danielle! I was nervous as this is the first time we’ve used a Rover for our dog, but she exceeded our expectations in every way. Danielle is attentive, compassionate, responsible, communicative, and really went the extra mile for us. Can’t thank her enough for giving us peace of mind during our trip knowing our boy was well looked after!!

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Sitter Profile Image: Ronald P.
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Sitter Profile Image: Ronald P.
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15.

Ronald P.

Young professional who loves pets!
Milwaukee, WI, 53204
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
4 repeat clients
from
$76
per night

Highly recommend Ronald for all your pet needs!!! He took great care of our two dogs and was very respectful of our space while staying in our home. He sent picture updates and gave us peace of mind. It’s hard to choose a sitter on here, but I can say from experience that we will definitely be using his services again :) and would highly recommend him!

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Sitter Profile Image: Hannah J.
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Sitter Profile Image: Hannah J.
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16.

Hannah J.

Reliable and friendly sitter
Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
7 repeat clients
from
$60
per night

Hannah is the best! She was so good with our unruly bunch. We received updates and photos every day. The house was spotless and the animals happy! If we could give her 10 stars we would?

Sitter Profile Image: Yazmin G.
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Sitter Profile Image: Yazmin G.
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17.

Yazmin G.

Dog-Walker! Cat-Host! Let’s talk!:)
Harambee, Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
10 reviews
1 repeat client
from
$45
per night

Yazmin stayed at my house over the weekend and cared for my senior dog- Gloria. She did a wonderful job especially caring for Gloria when she broke a nail on her front paw. Yazmin went out and purchased bandages and antibiotic and figured out a way to keep Gloria from chewing the bandage off until I was able to get home and take her to the Vet on Monday. I highly recommend Yazmin for care of your pet.

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Sitter Profile Image: Jennifer T.
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Sitter Profile Image: Jennifer T.
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18.

Jennifer T.

Your dogs second best friend.
Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
89 reviews
26 repeat clients
from
$45
per night

Jennifer did a wonderful job caring for my pups, one of whom has only been with us for 4 months and has some quirky behaviors. She adjusts to their needs (and ours), checks in daily with pictures and updates, and had them all packed up and ready to go at the door when I came to grab them after a day on the road. When we walked in for drop off, her living space truly looked like a legit dog vacay spot with lots of open space, soft things for lounging, and water bowls set out with treats sprinkled around them. She’s a total pro. We will definitely be using her again!

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Sitter Profile Image: Liz B.
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Sitter Profile Image: Liz B.
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19.

Liz B.

Senior pet lover and expert!
Avenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$28
per night

Liz has such a tender heart and caring attitude towards animals! I have watched them go from volunteering to adopting, and fostering, too! No matter the relationship they have with an animal, they care as if the animal is their own! I have a "covid puppy" so socialization was originally (and still is) limited and it takes a lot for me to feel safe and comfortable leaving my dog with someone that's not me or immediate family- so when I say I trust Liz to care for Willow, I mean it. I highly recommend Liz for walking your dog, because they'll listen and respect the needs of your pet and love them fully!

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Sitter Profile Image: Kirsten A.
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Sitter Profile Image: Kirsten A.
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20.

Kirsten A.

Looking for a walk buddy!
Milwaukee, WI, 53202
House Sitting, Dog Walking
3 reviews
from
$30
per night

Kirsten is a-maz-ing! She has been watching my furry BFF for the last 6 months, and Zazi always loves going to her place. The apartment is spacious enough for a large dog and very clean/well kept. I was recommended her from a mutual friend, and I finally convinced her to try Rover. So excited for other doggos to have a home away from home! Look no further.

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Dog owners in North Division, Milwaukee, WI love booking house sitting with sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in North Division.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect North Division house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in North Division, Milwaukee, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in North Division, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including:

House Sitting