House Sitting in Garden Homes, 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
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sitter Profile Image: Blythe R.
Verified Background Check
Sitter Profile Image: Blythe R.
Verified Background Check

1. Blythe R.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
7.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
143 reviews
65 repeat clients
from
$55
per night
Profile image

We can’t say enough good things here. We had a really bad boarding experience and needed to do something different. We were a little hesitant with having someone in our home but Blythe was awesome. We have a large dog who is pretty needy and a little old man. She took pics, gave us updates and did everything we asked and our home looked the exact way we left it. Would highly recommend!

Calendar Recently Updated
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check

2. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
34 repeat clients
from
$59
per night
Profile image

Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!

Calendar Recently Updated
Sitter Profile Image: Lily S.
Verified Enhanced Background Check
Sitter Profile Image: Lily S.
Verified Enhanced Background Check

3. Lily S.

All-Day in Home Care For Critters
Milwaukee, WI, 53212
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$60
per night
Profile image

This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!

Calendar Recently Updated
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check

4. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
71 reviews
22 repeat clients
from
$65
per night
Profile image

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!!

Calendar Recently Updated
Sitter Profile Image: Ali M.
Verified Background Check
Sitter Profile Image: Ali M.
Verified Background Check

5. Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
19 repeat clients
from
$65
per night
Profile image

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 didn’t know what to expect. She was very professional, friendly, and helpful with the entire process. She sent me photo updates of my cat when she stopped in and she took such good care of everything I asked her to do. I will definitely be using her again.

Calendar Recently Updated
Sitter Profile Image: Beth P.
Verified Enhanced Background Check
Sitter Profile Image: Beth P.
Verified Enhanced Background Check

6. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53212
2.7 mi. away
House Sitting
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night
Profile image

Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back to a tidy house and relaxed animals. She took our dog on two mile walks and sent photos and updates regularly. We couldn’t have asked for a better sitter. She is kind and considerate. We highly recommend Beth!

Confirmed availability: Juneteenth
Sitter Profile Image: Isabella W.
Verified Background Check
Sitter Profile Image: Isabella W.
Verified Background Check

7. Isabella W.

Your Pet's New Best Friend
Milwaukee, WI, 53211
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
6 repeat clients
from
$50
per night
Profile image

Isabella is a very conscientious and considerate caretaker of animals. The dogs quickly warmed up to her and she cared for them as if they were her own. Very communicative and responsive, Isabella stayed in our home and the dogs didn’t miss a beat. Highly recommend her services!!

Confirmed availability: Juneteenth
Sitter Profile Image: Marilia D.
Verified Enhanced Background Check
Sitter Profile Image: Marilia D.
Verified Enhanced Background Check

8. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
8 repeat clients
from
$70
per night
Profile image

My kitties had a great time with their new friend Marilia. When Marilia came back to the house, even my shy Chico cat came to see her. So I guess the cats say it all. When they come to the door to greet the pet sitter, that is all I need to say. They love her.

Calendar Recently Updated
Sitter Profile Image: Danielle A.
Verified Enhanced Background Check
Sitter Profile Image: Danielle A.
Verified Enhanced Background Check

9. Danielle A.

Star Sitter
Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
13 repeat clients
from
$75
per night
Profile image

Incredible, as always. We were so lucky to have found you, and so lucky that you have been able to watch our boys. Thank you thank you thank you!!!

Calendar Recently Updated
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check

10. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
8 repeat clients
from
$62
per night
Profile image

Cindy never fails to please! I was able to leave my dog Daisy with her while we attended a wedding. Cindy sent lots of pictures, and it was clear that Daisy was getting along well with her little pups! Daisy is an older dog, and easily becomes stressed and anxious. At home, she becomes distressed if she awakes and I am not in the room. When I went to pick her up at Cindy's, she looked as though she was feeling totally safe and secure right where she was! It warms my heart to see her so content.

Sitter Profile Image: Micaela B.
Verified Background Check
Sitter Profile Image: Micaela B.
Verified Background Check

11. Micaela B.

Star Sitter
Pet lover looking for new friends!
Riverwest, Milwaukee, WI, 53212
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$50
per night
Profile image

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.

Calendar Recently Updated
Sitter Profile Image: Jeff G.
Verified Enhanced Background Check
Sitter Profile Image: Jeff G.
Verified Enhanced Background Check

12. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
10 repeat clients
from
$68
per night
Profile image

We are so grateful to have met Jeff! He treated our dogs like his own, was so easy to coordinate with, and very respectful and accommodating. Jeff stayed with our dogs in our home for about 10 hours. He gave frequent updates with pictures and brought us so much peace of mind that our dogs were in such caring hands.

Sitter Profile Image: Daniela & Michael P.
Verified Background Check
Sitter Profile Image: Daniela & Michael P.
Verified Background Check

13. Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
282 reviews
160 repeat clients
from
$65
per night
Profile image

Daniela was so great with my dog Joanie. She came over for a meet and greet beforehand, which I really appreciated. She took her for a walk and was great with her. She took lots of photos, sent notes and was really responsive. I will absolutely have her watch Joanie again!

Confirmed availability: Juneteenth
Sitter Profile Image: Talor G.
Verified Background Check
Sitter Profile Image: Talor G.
Verified Background Check

14. Talor G.

Star Sitter
I <3 furry friends & miss my fam’s
Lower East Side, Milwaukee, WI, 53202
3.5 mi. away
Boarding, House Sitting
5.0 out of 5 stars
35 reviews
9 repeat clients
from
$75
per night
Profile image

Talor dogsat our 2 pups over our first long weekend out of town away from them. Our two dogs have really different personalities and Talor was patient with them both and kept them comfortable for the weekend. They are a handful but she handled everything very professionally and kept me in the loop the entire time.

Confirmed availability: Juneteenth
Sitter Profile Image: Lance C.
Verified Enhanced Background Check
Sitter Profile Image: Lance C.
Verified Enhanced Background Check

15. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$38
per night

Lance has watched my dog Lupe a number of times. My dog loves him! He gets a lot of love, walks, and hang out time. He's very responsible, asks all the right questions and provides updates to make sure my wife and I are never concerned. I highly recommend Lance if you want peace of mind while you're away.

Confirmed availability: Juneteenth
Sitter Profile Image: Kathryn D.
Verified Enhanced Background Check
Sitter Profile Image: Kathryn D.
Verified Enhanced Background Check

16. Kathryn D.

Star Sitter
Excited to meet your furry friend!
Milwaukee, WI, 53211
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$35
per night
Profile image

Kathryn has been amazing! She picked up a request super last minute and was so sweet to my pup. She really goes above and beyond what a typical dog watcher would do. Would definitely recommend!!

Confirmed availability: Juneteenth
Sitter Profile Image: Jeremy M.
Verified Background Check
Sitter Profile Image: Jeremy M.
Verified Background Check

17. Jeremy M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
21 repeat clients
from
$55
per night
Profile image

I'm not sure how I can begin to describe how much of a relief it was to have Jamila caring for my two dogs for a week. Not only did she make sure that they were taken care of as if they were her own, she also provided extra peace of mind with daily pictures (which I loved)!

Confirmed availability: Juneteenth
Sitter Profile Image: Luke G.
Verified Enhanced Background Check
Sitter Profile Image: Luke G.
Verified Enhanced Background Check

18. Luke G.

A Lifetime of Pet Care
Riverwest, Milwaukee, WI, 53212
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$28
per night
Profile image

Luke was amazing. He took such good care of Lulu and was timely. Sent photos of her on walks. Just an all around super star dog sitter. I would recommend him with 6 stars !!!

Calendar Recently Updated
Sitter Profile Image: Erica L.
Verified Background Check
Sitter Profile Image: Erica L.
Verified Background Check

19. Erica L.

Rover 101
Pro. Dog Handler with WFH job!
Park West, Milwaukee, WI, 53206
1.4 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
84 reviews
29 repeat clients
from
$83
per night
Profile image

Erica was an outstanding sitter. She left the house spotless and updated us several times a day with how our pup was doing. She stuck to our dogs schedule as if we were home and tracked all of our dogs care instructions on an organized spreadsheet. Very pleased overall!

Sitter Profile Image: Alyssa B.
Verified Enhanced Background Check
Sitter Profile Image: Alyssa B.
Verified Enhanced Background Check

20. Alyssa B.

Compassionate Pet Sitter
Whitefish Bay, WI, 53217
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$50
per night
Profile image

I loved Alyssa's help taking care of my dog ​​Tango. She did everything I asked her to do. She was very responsible and my dog ​​Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.

Search Map

Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Garden Homes:

In Garden Homes, Milwaukee, WI, dog lovers trust Rover.com for their house sitting needs. Over 1089 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.

House Sitting