House Sitting in Garden Homes, 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

Confirmed availability: Memorial Day
Kadijah L.
I’m a dog lover! ?Lincoln Creek, Milwaukee, WI, 53216
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kadijah was great! Would definitely feel comfortable having her board my dog again and would recommend her to any friends or family that needed a dog boarded. … (more)

from
$60
per night
Rhonda G.
2.
Love to walk and cuddle.Whitefish Bay, WI, 53217
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Rhonda was amazing! She would send my wife and I daily updates of her and Bella's adventures. When we pulled up to Rhonda's house, Bella was chilling on her lap… (more)

from
$30
per night
Calendar Recently Updated
Deann R.
3.
Multiple walks and cuddles!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, Doggy Day Care

My pup Walter always comes home from Deann happy and tired from playing with the other dogs! Deann is so flexible and easy to work with. I really appreciated th… (more)

from
$35
per night
Confirmed availability: Memorial Day
Cindy T.
4.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Cindy was great to work with and very flexible with scheduling. We received text messages with photos and updates while we were away. We will be using her servi… (more)

from
$35
per night
Calendar Recently Updated
Isabella C.
Open and flexible dog attendeeKilbourn Town, 53233, WI, 53233
Dog Boarding, Doggy Day Care, Dog Walking

Isabella was amazing! She help us out with taking care of our little pup Bigos on last minute request. She was very flexible and easy to communicate and Bigos w… (more)

from
$35
per night
Calendar Recently Updated
6.
Dog lover work from homeWest Allis, WI, 53214
Dog Boarding, Doggy Day Care

It was our dogs first time away from us for a whole week!!! I was very nervous, but Jill was amazing! Send me pictures and kept me updated! Definitely recommend… (more)

from
$45
per night
7.
Kim 
Verified Enhanced Background Check
Fenced yard and lots of love!Timmerman West, MILWAUKEE, WI, 53225
Dog Boarding

I could not have asked for better sitters than Kim and Joe. They took such great care of our dog Bonnie and sent updates to let us know how she was doing. Their… (more)

from
$27
per night
Calendar Recently Updated
8.
I love pets! Pets are family :)Avenues West, Milwaukee, WI, 53233
Dog Boarding, Drop-In Visits, Dog Walking

Megan would be great dog sitter. She has taken loving care of our 9 year old cockapoo and has taken care of our neighbors dogs - Golden Retreiver and Golden Do… (more)

from
$35
per night
We’ll meet your dog's needs!Grasslyn Manor, Milwaukee, WI, 53216
Dog Boarding, Drop-In Visits, Dog Walking

Elizabeth and her family are awesome. She took excellent care of Lovey and kept me updated with daily pictures and messages. I would rebook without hesistatio… (more)

from
$32
per night
Confirmed availability: Memorial Day
10.
Wee looove the fur babies ♥️Kops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Yisel was absolutely wonderful! Lots of updates and it was obvious our dog had a great time! (more)

from
$40
per night
Calendar Recently Updated
11.
Mae 
Verified Background Check
Welcome to Our Pawsome Family!Washington Park, Milwaukee, WI, 53208
Dog Boarding, Drop-In Visits, Dog Walking

Mae did such a wonderful job with my boys that they did not want to come back home. Very personable and fast responses. Would definitely book again! ? (more)

from
$55
per night
Calendar Recently Updated
Your dogs second best friend.Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jennifer was amazing! My pup Stella loved spending time with her. I was nervous about leaving her with someone for our 3 week off island trip, but Jennifer made… (more)

from
$45
per night
13.
I Absolutely Love Fur Babies ❤️❤️Hampton Heights, Mikeaukee, WI, 53218
Dog Boarding
14 years of experience

About: I’ve known how to care and create bonds with animals at a very young age. I’m 34 and we’ll seasoned with pets of all ages. I really enjoy the persona… (more)

from
$60
per night
Calendar Recently Updated
14.
Where your pups are loved and comfyUptown, Milwaukee, WI, 53210
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Laila had a great time and I can tell she was well cared for, Ariel was fun, sweet, and respectful thru out. Thanks Again (more)

from
$60
per night
Calendar Recently Updated
15.
I am a avid pet lover.West Allis, WI, 53214
Dog Boarding

Dawn and her husband were great! Messaged and sent pictures of our pup multiple times a day and we could tell our girl was a happy camper!! That definitely put … (more)

from
$40
per night
Calendar Recently Updated
16.
Loving and caring dog momWest Milwaukee, WI, 53214
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Mary took great care of our dog and took photos to boot, keeping us informed as to his stay. We will definitely be having Mary watch our dog again. (more)

from
$42
per night
Calendar Recently Updated
17.
Warm, loving, home like suroundingsWest Allis, WI, 53219
Dog Boarding, Doggy Day Care

We had our first stay recently and our puppy was well taken care of and loved. We received updates and photos throughout her stay as well. Such a nice family an… (more)

from
$35
per night
Calendar Recently Updated
18.
Jen 
Verified Background Check
Unoffended by slobber & muddy pawsEnderis Park, Milwaukee, WI, 53210
Dog Boarding, Doggy Day Care

Jen was an amazing sitter for my chug Izzy! She was patient with my somewhat shy dog, who quickly grew close with the family. Thank you again! We’ll be in touch… (more)

from
$27
per night
Calendar Recently Updated
19.
Accommodating, responsible, lovingKops Park, MILWAUKEE, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Sara was such a great choice for my dog. It was very late notice but she really came through and took great care of Bubba. She updated me multiple times during … (more)

from
$34
per night
Calendar Recently Updated
20.
Dog loving familyWest Allis, WI, 53214
Dog Boarding, Doggy Day Care

Ismael was great! Very friendly and communicative. We loved the photos and videos. Very homey place for our dog while we were away. Will definitely use them ag… (more)

from
$48
per night

In Garden Homes, 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 Garden Homes 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.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Garden Homes house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Garden Homes, Milwaukee who can provide the care your dog needs, when they need it.

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 Garden Homes, 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: