House Sitting in Cooper Park, 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
133 reviews
60 repeat clients
from
$55
per night

Blythe was awesome with my Aussie! My dog even wanted to sleep in bed with her, which is reserved only for people she really likes :) thank you so much!!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2.

Jessica Z.

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

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.

Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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3.

Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
House Sitting, Drop-In Visits, Dog Walking
5.0
274 reviews
158 repeat clients
from
$65
per night

This was our first time using Daniela and she was amazing! Dealing with a wind storm, a power outage and some overprotective dog parents is not easy. But, both our dogs loved her and she made our trip worry free. Daniela is highly recommended and we would not hesitate to use her again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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4.

Jenn S.

Animal lover & cat mom of 3 ❤️
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
29 reviews
9 repeat clients
from
$60
per night

Jenn is a amazing! She is the most kind and compassionate woman. This is the very first time we have ever left our two rescue dogs, so I wasn’t sure what to expect with our two pups and how they would react to anyone other than family watching them. she watched them for two stretches of time periods, one stretch of time was for a few hours while we were at a rehearsal dinner and with a second stretch of time it was for over 12 hours at our daughters wedding. The first stretch of time they barked continuously, and poor Jenn soldiered through like a champ, unscathed. I was afraid she wouldn’t show up the next day, but there she was bright and early the next day, ready to meet the challenge! Within 10 minutes, she texted me with a photo that our two beautiful pups were fast asleep and quiet. She had a wonderful day. It just took a while for them to get used to being with someone other than their owners. She was wonderful, kept us up-to-date throughout our time away. With photos and brief updates. Highly recommend, if I could leave more than five stars, I would!⭐️

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Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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5.

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
26 reviews
7 repeat clients
from
$35
per night

Lexi is wonderful with our elderly pup Daisy. Daisy becomes stressed when we are not home, but with Lexi there, she was calm as a cucumber when we returned from an evening out! It was clear she felt safe and cared for by Lexi.

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Sitter Profile Image: Heidi F.
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Sitter Profile Image: Heidi F.
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6.

Heidi F.

Sit Stay Dog Care
Wauwatosa, WI, 53226
House Sitting, Dog Walking
5.0
4 reviews
from
$50
per night

House sat for me while I was away and watched my dog Hadley. Checked in frequently and communicated with me with any questions she had. Was a great guest and would have her watch my dog again.

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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7.

Erica L.

I'll love them like my own
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
76 reviews
37 repeat clients
from
$37
per night

This was our first time having someone stay in our home and it was such a great experience! Erica was wonderful with Bear and Bean and sent photos and updates each day. We got to be with our pups until we left and immediately when we arrived home. Also, no packing food and toys, no drop-off and pickup, no worrying about our house being empty. Highly recommend!

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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8.

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
84 reviews
32 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.

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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9.

Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
72 reviews
22 repeat clients
from
$27
per night

Rachel was wonderful! She kept us updated the whole time and our boy was so happy! She took him to the dog park every day and made sure she had a great time while we were gone. We’ll use her every time we can if she’s free!

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Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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10.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
17 reviews
2 repeat clients
from
$55
per night

Cindy did a fantastic job taking care of my furbabies. Great communication and lots of pictures. No doubt Prema went on more walks than she does when I'm home with her and even an exciting day out on a hike and visiting her mom so there were definitely smiles all around. Thank you so much Cindy for helping to qualm my nerves while I was away and sending extra pictures!

Sitter Profile Image: Kira W.
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Sitter Profile Image: Kira W.
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11.

Kira W.

Flexible Scheduling, Cats and Dogs
Lenox Heights, Milwaukee, WI, 53210
House Sitting
5.0
3 reviews
1 repeat client
from
$35
per night

Kira was amazing with our quirky doggo. We couldn't have asked for a better experience. She provided daily updates and loved on our pup while we were away for a long weekend. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Kira again.

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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12.

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: Jess W.
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Sitter Profile Image: Jess W.
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13.

Jess W.

Human Available for All Pet Needs
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$50
per night

Jess was a life saver! We had a last minute cancellation from our other sitter and Jess was up for it without even meeting us in person. She has a natural gift to bond and earn trust with fur babies. We are so glad we found each other. Our cat was stuck to her the entire time and she spent almost everyday and night with our baby. Couldn’t have asked for anything more. She engaged in play whenever he asked for it and followed through with our cat diet religiously. She sent us pics everyday to reassure us. We would definitely have her again and recommend her to anyone looking for an experienced animal lover to take care of their fur baby

Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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14.

Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
40 reviews
17 repeat clients
from
$65
per night

Stephen and Wipawee were the absolute best. Super communicative, tons of pictures, and most importantly took great care of our boys. It was clear that the dogs were their top priority while they were here. We would welcome them back without hesitation.

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Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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15.

Travis H.

Rover 101
Love & Exercise for your dog or cat
Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking
5.0
179 reviews
72 repeat clients
from
$62
per night

Once again Travis was wonderful! He stayed overnight with our pups for nearly a week and sent photos everyday. He also left the house cleaner than he found it and made sure everything was nice and tidy when we returned. Highly recommend!

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Sitter Profile Image: Joan P.
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Sitter Profile Image: Joan P.
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16.

Joan P.

Dogs are my BFF!
Grantosa, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
from
$25
per night

I’m so pleased to have Joan take care of my Bella. You certainly can tell she loves animals. I felt very comfortable having Joan watch my dog overnight. I would recommend her to my family and friends. So, if you need a reliable and caring sitter, I suggest you book with her. I will be booking with her again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Margit B.
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Sitter Profile Image: Margit B.
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17.

Margit B.

"Wag More, Bark Less"
Milwaukee, WI, 53222
House Sitting, Drop-In Visits
5.0
27 reviews
6 repeat clients
from
$40
per night

Repeat clients here! Margit always takes such great care of our babies and our home while we’re away. She is caring and communicative, and we can’t recommend her enough. Looking forward to our next booking in a few months! Thanks for everything, Margit.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kim L.
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Sitter Profile Image: Kim L.
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18.

Kim L.

Caring and experience dog lover
Wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
9 reviews
2 repeat clients
from
$35
per night

Kim has watched my special needs pups. Administered medication and helped them to feel calm. She’s practical and good with directions. Spoils with love and attention without allowing bad habits and behavior. The pups respond really well to her!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Amari I.
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Sitter Profile Image: Amari I.
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19.

Amari I.

🐾💛 The Pawfect Pal 💛🐾
Milwaukee, WI, 53216
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
2 repeat clients
from
$55
per night

I needed a dog sitter last minute and contacted Amari about taking care of my 70 lb Belgian Malinois rescue. I do not know how many times my dog has been re-homed so I was very anxious about leaving her with a stranger. When I got home after being away for 3 days my dog was happy as a clam and all of the signs of emotional distress she showed after previous trips -- not eating, not defecating, etc. -- were absent. Amari did a wonderful job! I will definitely employ her in the future.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Erin K.
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Sitter Profile Image: Erin K.
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20.

Erin K.

Small furry groups, full time care
Cooper Park, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
40 reviews
14 repeat clients
from
$62
per night

Erin was spectacular and I would use her again in a heartbeat. Our animals loved her and were well cared for while we were gone - she also was great about sending pictures and letting us know how they were faring while we were away.

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In Cooper Park, Milwaukee, WI, dog lovers trust Rover.com for their house sitting needs. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting in Cooper Park can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book house sitting in Milwaukee on Rover? Check out our average house sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Cooper Park, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Cooper Park, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Cooper Park house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Cooper Park, Milwaukee, WI for your dog: people who'll treat him like family.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Cooper Park, 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:

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