House Sitting in Cooper Park, Milwaukee

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Alicia S.
1.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Alicia helped us out last minute when we were on a trip visiting Milwaukee and our dog had separation anxiety and couldn't be left alone. She stayed three nigh… (more)

from
$115
per night
Calendar Recently Updated
Lauren G.
2.
Hardworking, passionate, and lovingWauwatosa, WI, 53226
House Sitting, Drop-In Visits, Dog Walking
3 years of experience

About: I’ve worked in multiple boarding facilities since 2020. I became a surgical vet assistant in 2021 and I’m in school to become a certified veterinary … (more)

from
$60
per night
Calendar Recently Updated
Ali M.
3.
Ali 
Verified Background Check
I love dogs, cats, and herptiles !Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ali gave me such peace of mind when she watched my cat for the weekend. I’ve never used any pet sitting or boarding services prior to meeting Ali, so I really d… (more)

from
$50
per night
Calendar Recently Updated
Sarah K.
4.
Ready for a puur-fect getaway? 🦮🐈Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sarah was a perfect fit for us and our dogs! She was super energetic and affectionate towards our pups. She sent lots of pictures and videos of our doggies and … (more)

from
$33
per night
Calendar Recently Updated
Jessica Z.
Loving sitter, enthusiastic walkerRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jessica's love for animals knows no bounds! She is a kind, big-hearted, animal lover... and not just cats and dogs. I can attest to her grounded demeanor (J… (more)

from
$40
per night
Calendar Recently Updated
6.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

We asked Marina to come in at the last minute to watch our 14 year old dog for a couple of days. She was prompt and asked some great questions. While we were aw… (more)

from
$65
per night
Calendar Recently Updated
7.
"Wag More, Bark Less"Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Margit is highly recommended. Margit is trustworthy, friendly, responsible, a good communicator, and most importantly great with our furry family. We have a fea… (more)

from
$35
per night
Calendar Recently Updated
Never met a dog I didn’t like!Brookfield, WI, 53005
House Sitting, Drop-In Visits, Dog Walking

Brittany has been reliable along with her warm personality. She always communicates extremely well and makes sure that everything is done with intentionality an… (more)

from
$35
per night
Calendar Recently Updated
9.
Active, responsible, kind pet loverWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Provided great care for our two young and high-energy dogs while we were on a weekend trip out of town. Friendly and excellent communication, as well! The photo… (more)

from
$50
per night
10.
** Mission: meet ALL the dogs **Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Rachel was absolutely great! She stayed at my house and watched my dog who always does better at home in her own space. She sent photos throughout the weekend a… (more)

from
$27
per night
11.
Former teacher needs pet loveWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

I can't say enough good things about Mary and the amazing care she took of our pets. She really saved us by being able to take care (in our home) of the 2 cats… (more)

from
$40
per night
Confirmed availability: 4th of July
12.
Wee looove the fur babies ♥️Kops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Yisel came on short notice, for starters! My dog loves her and she was really good with her. I received pictures and updates the whole time they were together. … (more)

from
$70
per night
13.
Love Them Like My OwnBluemound Heights, Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Laura was a fantastic fit for our needs and with our dog, Wally. She stayed at our home for an extended period of time and let him out as needed. She went above… (more)

from
$50
per night
Calendar Recently Updated
14.
Medical student who loves dogsWauwatosa, WI, 53226
House Sitting, Drop-In Visits

Can I add a sixth star? Polina went above and beyond expectations! One of our pups had emergency surgery just days before we were scheduled to have her stay wi… (more)

from
$60
per night
15.
Experienced Flexible ResponsibleWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Shelby is awesome! I came home to a happy dog and a clean house! I recommend her for your pet sitting needs, she is hard working and reliable! (more)

from
$40
per night
Calendar Recently Updated
Love to get outside with your pup!Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Maureen was the best! She took such great care of our Schatzi!! She updated us with pictures as well which was really nice to see. We would highly recommend her… (more)

from
$45
per night
Calendar Recently Updated
17.
Loving Pet SitterEnderis Park, Milwaukee, WI, 53210
House Sitting, Drop-In Visits, Dog Walking
10 years of experience

About: Hello all! I'm a 22 year-old college student currently studying to get my undergraduate degree with plans to go to graduate school in the future. I'v… (more)

from
$30
per night
Calendar Recently Updated
18.
Love all animals like they are mineKops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Doggy Day Care
15 years of experience

About: I have had pets my whole life. I pet sit for my friends often. I love all pets and will treat them as if they are mine. I work from home, so I will … (more)

from
$28
per night
Calendar Recently Updated
19.
Born to care for living creatures.Enderis Park, Milwaukee, WI, 53210
House Sitting, Drop-In Visits, Dog Walking

What a great person! Did an amazing job of watching my dog! They were best friends by the end of it! Absolutely would hire again! (more)

from
$30
per night
Calendar Recently Updated
20.
Lifelong pet owner and animal loverGolden Valley, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking

Allie did a great job watching Butter! She sent us plenty of pictures while we were gone. We will definitely book her again! (more)

from
$28
per night

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: