House Sitting in South 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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What size are your dogs (lbs)?

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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
5.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
141 reviews
63 repeat clients
from
$55
per night

Blythe was excellent! Gordon was very well taken care of. Blythe went the EXTRA MILE for my guy!! She really gave him extra TLC. He has some leg weaknesses and she was so good with him‼️She’s coming back for another 2 weeks and I know Gordon will be so happy to see her❗️I highly recommend her❤️‼️‼️‼️

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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
9.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
94 reviews
32 repeat clients
from
$59
per night

Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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3. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
10.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
4 repeat clients
from
$50
per night

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!

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Sitter Profile Image: Markita H.
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Sitter Profile Image: Markita H.
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4. Markita H.

Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
70 reviews
6 repeat clients
from
$57
per night

Markita is the best! She took care of my dog the same way I would (probably even better) and left my house spotless. She is a great communicator and made me completely comfortable.

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Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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5. Elba M.

Rover 101
Wiggle waggle and roll!
Cudahy, WI, 53110
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
129 reviews
51 repeat clients
from
$45
per night

Elba did a great job watching my dog at my house for a day. She took her on some adventures and sent great pictures and a thorough update. She also informed my neighbor that my fridge wasn't working when I was out of town which I really appreciate. I won't hesitate to use her again!

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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6. Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
9.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
77 reviews
22 repeat clients
from
$30
per night

Rachel goes above and beyond every time she house sits for us. I hate leaving my pets, but I feel so much better knowing she’s there. She keeps us updated every day, and we always come home to a very happy dog and cat!

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Sitter Profile Image: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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7. Alexy & Dylan G.

Animals are my passion and joy!
Milwaukee, WI, 53207
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$28
per night

Alexy watched my puppy and cat for a few days and gave him constant attention and activity while keeping me updated with frequent pictures. My puppy is very energetic and still going through training and Alexy was accomdating and understanding. Returned home to the house in great shape. I would definitely have Alexy watch my pets again.

Sitter Profile Image: Patricia N.
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Sitter Profile Image: Patricia N.
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8. Patricia N.

Love them all!
Franklin, WI, 53132
9.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
14 repeat clients
from
$30
per night

We really appreciated the periodic updates as we were in New Zealand. Good to know your pup is being taken well care of being so far away. Would definitely use her services again.

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Sitter Profile Image: Ruth W.
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Sitter Profile Image: Ruth W.
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9. Ruth W.

Caring. Depenable. Trustworthy.
Greenfield, WI, 53220
7.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night

Ruth has been taking care of pets for as long as I’ve known her. Ruth has owned a cat, A bunny, two turtles, a total of four dogs, and a green-checked Conard from the past 18 years. She loves her dogs especially because of the relationship they have created over the past 5 years and the dogs love her.

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Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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10. Becca S.

Rover 101
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$60
per night

Becca was super nice,sent updates her whole stay with my puppy Abril. I highly recommend her. I will keep using her services. Thanks Becca for being understanding of my puppy with separation anxiety and made her happy until I got home.

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Sitter Profile Image: Liz N.
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Sitter Profile Image: Liz N.
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11. Liz N.

Fun, energetic animal lover!
Fernwood, Milwaukee, WI, 53207
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$40
per night

Liz was great with my two pups. I was a little nervous about leaving them. I had just adopted a senior pup about 10 months prior and my other pup is pretty attached to me. This was my first time leaving them for such a long time. They were happy and well taken care of. I got pictures and updates through out my trip. It definitely made my trip easier knowing Liz was there loving on them!

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Sitter Profile Image: Bret H.
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Sitter Profile Image: Bret H.
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12. Bret H.

Work from home and reliable
Bay View, Milwaukee, WI, 53207
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$55
per night

Our usual dog sitter was unable to stay at our house so I decided to check Rover. It's a leap of faith to have someone who you don't know staying in your house with your dogs, so I spent a lot of time searching Rover and Bret ended up being our #1 choice. I am thrilled that we chose Bret - he was fantastic! He was great with communication, sent photos, and took impeccable care of our house and dogs. I highly recommend Bret!

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Sitter Profile Image: Melanie C.
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Sitter Profile Image: Melanie C.
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13. Melanie C.

Trust worthy, Dependable, & Fun!
St Francis, WI, 53235
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$30
per night

Mell is great with our pup! He gets lots of love and affection while we are away. Mell is very responsible and considerate when she is in our home. She does a wonderful job and we are happy to trust her with taking care of our dog.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Felicity W.
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Sitter Profile Image: Felicity W.
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14. Felicity W.

Animals are my full time passion 🤍
St Francis, WI, 53235
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
11 repeat clients
from
$50
per night

Felicity was wonderful while we were away. She took great care of the animals and the house and she sent lots of pictures which I always appreciate! It's so nice to come home to relaxed animals who are just happy to see us and not stressed that we left!

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Sitter Profile Image: Carolina G.
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Sitter Profile Image: Carolina G.
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15. Carolina G.

I enjoy pets company!
Cudahy, WI, 53110
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$40
per night

I had Carolina do some dog sitting in my home while I was out of town and I could not be happier. She took great care of my senior dog, Joey. He had plenty of exercise and walks, was well loved, she kept him great company and treated him like he was her own. Joey has some medical issues and requires medications throughout the day and she was very diligent about following his schedule. She gave constant updates, pictures and videos, which was much appreciated. Carolina was extremely respectful of my home, and pretty sure my place looked better than when I left. The next time I need someone to look after my old guy, I hope Carolina is available, I highly recommend her.

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Sitter Profile Image: Samantha R.
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Sitter Profile Image: Samantha R.
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16. Samantha R.

Rover 101
It’s like a dog hotel but better ;)
Cudahy, WI, 53110
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
103 reviews
41 repeat clients
from
$60
per night

Samantha is an absolute angel!!! She came through last minute, great communicator and went above and beyond to take care of my pup! Will definitely beck in with her before booking anyone else! Thanks again Samantha!

Sitter Profile Image: Stephanie R.
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Sitter Profile Image: Stephanie R.
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17. Stephanie R.

I love all animals
South Milwaukee, WI, 53172
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
64 reviews
19 repeat clients
from
$50
per night

Stephanie was amazing watching our baby! Great updates, she stayed at our place so it was an easier adjustment for our pup. We came home to a nice letter letting us know how it went and she was so kind to vacuum. Definitely will use again!

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Sitter Profile Image: Rita B.
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Sitter Profile Image: Rita B.
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18. Rita B.

Rover 101
Pets Thrive, Owners Relax!
Oak Creek, WI, 53154
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
49 reviews
30 repeat clients
from
$85
per night

Rita was great … kept me updated and sent lots of pictures and walked them. I wasn’t worried about them at all. I will definitely book with her again.

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Sitter Profile Image: Julia M.
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Sitter Profile Image: Julia M.
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19. Julia M.

Wags to Whiskers
Oak Creek, WI, 53154
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$25
per night

Julia was perfect! She sent pictures of our pets to ease our minds. Always answered me anytime I had a question. Will definitely book again, regularly! Price was very reasonable too!

Sitter Profile Image: Sasa S.
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Sitter Profile Image: Sasa S.
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20. Sasa S.

🌿💖🌿
Oak Creek, WI, 53154
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$60
per night

She did really good care of both of my huskies for three days and she provided frequent updates with photos all the time. Highly recommended.

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South Milwaukee House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in South Milwaukee are rated on average 5 out of 5 stars based on 48 reviews.

Rover also offers House Sitting in:

Rover also offers other services in South Milwaukee:

As dog lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect house sitter in seconds on Rover.com. If you're looking for trusted house sitters while you're away, whether it's for one night or a whole month, you can find a sitter who meets your - and your pet's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet - including background checks, sitter testimonials, community reviews. We also offer training and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your pet. Rover is proud to be the nation's largest network of pet lovers for hire.

House Sitting