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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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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1. Blythe R.

Star Sitter
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
146 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!

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Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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2. Lily S.

All-Day in Home Care For Critters
Milwaukee, WI, 53212
10.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
8 repeat clients
from
$60
per night
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Lily was a blessing for our family!! This was the very 1st time we have used rover. We ended up adopting a dog 2 weeks before a preplanned vacation. Lily was so patient and understanding with us as we had very little information about our new family member when we booked with her. We were able to leave her with notes on training our new dog had and we gave her the ability to address and immediate concerns with positive training as she saw fit to help her week go smoothly. Lily was able to help bridge the gap with consistent training while we were gone to ensure we didn’t lose precious training time. She was also able to pivot and help address any behavioral issues or quirks that arose that we were unaware of. She even sent us videos and a great description of how she addressed them. She sent updates everyday and didn’t hesitate to reach out with questions. She put away our grocery order before we arrived and made sure to have the house cleaned up and even washed the towels I left out for her. We definitely will be booking with her again.

Sitter Profile Image: Markita H.
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Sitter Profile Image: Markita H.
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3. Markita H.

Star Sitter
Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
74 reviews
6 repeat clients
from
$57
per night
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Markita is an excellent dog sitter. She is my go to gal for staying the weekend at my house. She communicates well and gives adorable updates. Her love for animals is obvious!

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

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

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Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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5. Rachel H.

Star Sitter
** 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
82 reviews
23 repeat clients
from
$30
per night
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I’m so happy we were able to book Rachel to watch our dogs and home while we went out of town. We did a meet and great before the trip, and I was certain they would be in good hands. We enjoyed getting daily pics too. She left our place looking nice than how we left it. I would not hesitate to book her again.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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6. Elba M.

Rover 101
Star Sitter
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
133 reviews
51 repeat clients
from
$45
per night
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Elba was amazing. She took great care of our boys, and kept us in the loop of everything they were doing. A ton of pictures were taken, and I think our boys are excited to be watched by her again. Thank you!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Kelsey S.
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Sitter Profile Image: Kelsey S.
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7. Kelsey S.

Dogs over People
Milwaukee, WI, 53221
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$60
per night
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Kelsey did a great job watching Foxy while staying at our house! She sent lots of updates and pictures.

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Sitter Profile Image: Stephanie R.
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Sitter Profile Image: Stephanie R.
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8. 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
67 reviews
21 repeat clients
from
$50
per night
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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!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Carolina G.
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Sitter Profile Image: Carolina G.
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9. 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
10 reviews
4 repeat clients
from
$40
per night
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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.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Berenice B.
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Sitter Profile Image: Berenice B.
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10. Berenice B.

Rover 101
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
6.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
60 reviews
25 repeat clients
from
$75
per night
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Berenice has a great heart for animals. Our dog has special needs and required hand feeding for meals. I think she would be a wonderful addition to your household, as an animal sitter. She has a kind disposition and will treat your pet with the utmost care. She left the house clean and played with our dog outside - he likes to sleep and can be lazy (so it was nice she provided enrichment playtime)! We got picture updates. She was on time for the meet and greet / when we left for our family trip to see relatives. Our dog seemed happy and content when we got home.

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Sitter Profile Image: Kait S.
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Sitter Profile Image: Kait S.
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11. Kait S.

professional dog mama
Morgandale, Milwaukee, WI, 53215
6.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
36 reviews
15 repeat clients
from
$65
per night
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Kait was great with Wicket! We have a very large dog and she was able to play and walk him with no problems. We will definitely be using her again.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Bret H.
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Sitter Profile Image: Bret H.
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12. Bret H.

Star Sitter
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
10 reviews
6 repeat clients
from
$55
per night
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We left our 2 dogs and 2 cats in Bret’s care while we were on vacation in Hawaii. I can’t begin to tell you what a wonderful and caring person Bret is. He instantly bonded with our fur babies (even our boy who has high anxiety) and took such good care of them and our home while we were gone. He sent pics and updates often and left me feeling so calm and assured that everything was fine at home. We would love to have Bret back again any time.

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Sitter Profile Image: Liz N.
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Sitter Profile Image: Liz N.
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13. 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
5 reviews
3 repeat clients
from
$45
per night
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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!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Larissa M.
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Sitter Profile Image: Larissa M.
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14. Larissa M.

Playful Pet Sitter
Milwaukee, WI, 53207
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$60
per night
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Larissa is such a great dog sitter! She took such great care of our dog while we were out, and we would definitely love to have her dog sit again!

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Sitter Profile Image: Lizbeth L.
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Sitter Profile Image: Lizbeth L.
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15. Lizbeth L.

Trustworthy and punctual
Saint Francis, WI, 53235
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$38
per night

I found Lizbeth to be a very responsible person who truly enjoys caring for animals. She is very caring and loves playing with your pet. I would highly recommend her for pet sitting. She does a great job and your pets will love her too.

Sitter Profile Image: Felicity W.
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Sitter Profile Image: Felicity W.
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16. 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
26 reviews
12 repeat clients
from
$47
per night
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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: Elena D.
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Sitter Profile Image: Elena D.
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17. Elena D.

Pawsome Pet Lover
South Milwaukee, WI, 53172
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$50
per night

I can't recommend Elena enough when it comes to caring for our furry friends. Whenever I've been away or needed assistance with my pets, Elena has stepped up to the plate with unparalleled dedication and compassion. Not only does she possess a deep understanding of various pet needs, but she also goes the extra mile to ensure their safety, comfort, and happiness.

Sitter Profile Image: Breanna R.
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Sitter Profile Image: Breanna R.
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18. Breanna R.

Let’s get them 4 legged animals out
Oak Creek, WI, 53154
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
10 reviews
from
$40
per night

Breanna is super friendly ! She did a great job with Kobe ! Very flexible and very professional and trustworthy ! Highly recommend her for anyone !

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Sitter Profile Image: Rita B.
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Sitter Profile Image: Rita B.
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19. 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
31 repeat clients
from
$85
per night
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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.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Berenice D.
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Sitter Profile Image: Berenice D.
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20. Berenice D.

Pet lover for over 10+ years 🥰
Oak Creek, WI, 53154
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$50
per night
Profile image

We are so happy to have found Berenice for our two babies. She accommodated us with only a few weeks notice for a 18 day stay. The house was in great condition and most of all, our dogs seemed to love Berenice. We got lots of videos and photos during our absence and they seemed very well loved. We will definitely contact her again!

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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