House Sitting in Parkway Hills, 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.

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Malissa N.
Specialized in House/Dog SittingUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Malissa is awesome. My furbabies loved their staycation with her. She sent updates and pictures during their time together which I appreciated. (more)

from
$65
per night
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Dominique L.
Flexible and willing to travel!Murray Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Dominique is reliable and responsive. She kept me informed during my time away, sending photos and assurances that Lexi was safe and well. She left my house imm… (more)

from
$37
per night
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Jessica Z.
Loving sitter, enthusiastic walkerRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

I have known Jessica for years and have seen her abundant love for all creatures. Dogs, cats, otters, you name it, she cares and advocates for them! (more)

from
$40
per night
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Ali M.
4.
Ali 
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I love dogs, cats, and herptiles !Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ali was so great with both our house and our dog while we were away from home for 6 days! It was obvious from the Meet & Greet that Ali is very comfortable arou… (more)

from
$50
per night
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Margit B.
5.
"Wag More, Bark Less"Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Margit is a superhero when it comes to dog sitting!! My dog Jackson unfortunately suffers from separation anxiety and she was exceptional in her care for Jackso… (more)

from
$35
per night
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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
Confirmed availability: 4th of July
7.
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
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8.
The Friendly, Neighborhood Pet LadyBrown Deer, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I will for sure be using Jaclyn in the future! She is wonderful, sending pictures and my dogs just loved her. I do think my dogs were a little sad to see her le… (more)

from
$40
per night
9.
Teacher-open evenings/weekendsGlendale, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

Karina took great care of my pets. My dog loved playing fetch with and my cat took to her immediately. I would definitely use Karina again! (more)

from
$32
per night
10.
Former teacher needs pet loveWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Mary is so wonderful! We were gone for 5 days and felt very comfortable with Mary staying at our house with our 10 year old pup! Really happy we found her! (more)

from
$40
per night
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11.
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
12.
Love working with all dogs/catsMenomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking

I recommend Keeley 110%! She is my first choice when I need care for my dog. Her background with her own pets and working with dogs at the doggy day care make… (more)

from
$50
per night
13.
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
14.
The Pawfect Pal 💚🐾Silver Swan, Milwaukee, WI, 53225
House Sitting, Drop-In Visits, Dog Walking

Kind, intelligent, responsive & overall OUTSTANDING! Above & beyond our expectations. (more)

from
$50
per night
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15.
Medical student who loves dogsWauwatosa, WI, 53226
House Sitting, Drop-In Visits

Polina was so amazing with Raj (our Great Pyrenees). She's responsive, able to handle a senior giant dog and our dog seemed to love her (he's usually anxious wh… (more)

from
$60
per night
16.
Your pets are in good paws with us.Silver Spring, Milwaukee, WI, 53218
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Fonshe is a great pet sitter. She dog sit my Chloe for me and my Chloe loved her. They got along great! Your going to fall in love with her, she’s the best!! (more)

from
$75
per night
Confirmed availability: 4th of July
17.
I can help your pet with everydayMenomonee River Hills, Milwaukee, WI, 53218
House Sitting, Dog Walking
5 years of experience

About: I use to work in a pet day care so I'm use to all and any pets and I will care for your pet as if it was my own Morning to go for the first walk or … (more)

from
$50
per night
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18.
Animals are my jam!Timmerman West, Milwaukee, WI, 53225
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Karissa was awesome! She communicated throughout the day, sending us photos of our dogs. She treated our home like her own and was very respectful! I’ll definit… (more)

from
$35
per night
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19.
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
20.
Raising the WOOF and the bar!Wauwatosa, WI, 53225
House Sitting, Drop-In Visits, Dog Walking

Daniel did a great job of watching our old man Emmitt and our house while we were out of town. When we're out of town knowing your dog is well taken care of an… (more)

from
$105
per night

In Parkway Hills, 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 Parkway Hills 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.com is the simple, savvy way to find and book Parkway Hills house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Parkway Hills, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Parkway Hills house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Parkway Hills, 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: