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
Which dates do you need?
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
137 reviews
61 repeat clients
from
$55
per night

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: Markita H.
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Sitter Profile Image: Markita H.
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2. 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
64 reviews
6 repeat clients
from
$50
per night

Markita is extremely reliable, and provided daily updates and took great care of my babies and my home.

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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3. 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
87 reviews
31 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.

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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4. 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 is amazing! One of our dogs is hesitant with new people, and Rachel deals well with her noise and makes her feel comfortable quickly every time. Our dogs love spending time with Rachel and we love getting regular photos of all the fun they're having :)

Sitter Profile Image: Jillian G.
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Sitter Profile Image: Jillian G.
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5. Jillian G.

your go-to cat girl
Bay View, Milwaukee, WI, 53207
6.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$50
per night

Jillian is the best! We are so lucky to have found her to care for our two cats while we are away. She’s so thorough and a great communicator, and our cats absolutely love her!

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Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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6. 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
123 reviews
48 repeat clients
from
$45
per night

Elba is the best person I could have ever asked for. My Sweet Lola loves her so very much. I do too! Would I would recommend her to anyone that wants such incredible care, love and attention and exercise! She will be my Angel if she ever wants to take care of my baby again for a House Visit and stay by me. There would be no question about it. She’s the best 🩷

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Sitter Profile Image: Bret H.
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Sitter Profile Image: Bret H.
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7. 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
7 reviews
4 repeat clients
from
$50
per night

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.

Sitter Profile Image: Stephanie R.
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Sitter Profile Image: Stephanie R.
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8. Stephanie R.

Lots of freetime=More time with dog
South Milwaukee, WI, 53172
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
57 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: Felicity W.
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Sitter Profile Image: Felicity W.
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9. 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
24 reviews
12 repeat clients
from
$50
per night

Felicity was amazing! Great communication, super friendly, and kept us in the loop while she watched our two big dogs and our house while away. We will definitely be rebooking!

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Sitter Profile Image: Liz N.
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Sitter Profile Image: Liz N.
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10. 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!

Confirmed availability: Easter Weekend
Sitter Profile Image: Larissa M.
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Sitter Profile Image: Larissa M.
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11. 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

Larissa housesat for us and cared for our two dogs over a weekend while we traveled. She did a wonderful job and we would love to use her again in the future. She was great with communication and left everything in immaculate shape. Larissa is highly recommended!

Confirmed availability: Easter Weekend
Sitter Profile Image: Rita B.
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Sitter Profile Image: Rita B.
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12. 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
48 reviews
29 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.

Confirmed availability: Easter Weekend
Sitter Profile Image: Sasa S.
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Sitter Profile Image: Sasa S.
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13. 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.

Sitter Profile Image: Alexy G.
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Sitter Profile Image: Alexy G.
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14. Alexy 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
10 reviews
3 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.

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Sitter Profile Image: Breanna G.
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Sitter Profile Image: Breanna G.
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15. Breanna G.

I'm a natural nurture!
South Milwaukee, WI, 53172
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$50
per night

About: I'm a natural nurture! Aka the "mom" friend. I'm oldest daughter of 8 kids. Always had pets growing up, cats, dogs, bunnies, hamsters, ferrets, snakes to just make a few. I have quite the experience in all pet care duties. Im owner of a cleaning business in which I am now taking on less duties, so I am extremely flexible. I've been pet sitting on other sites figured I'd give this one a try as well :) Im flexible and can do what you know is best for your loved one. Either that being bring to dog park, drop off at doggie day care for few hours, go on walks, stay home ect.

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Sitter Profile Image: Julia M.
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Sitter Profile Image: Julia M.
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16. 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
6 reviews
from
$25
per night

Julia was amazing with our house full of critters!! She kept to their usual routine and took great care of our senior dog with special needs. I don’t think any of them missed us while we were gone! We will definitely use her for pet sitting again in the future!!

Confirmed availability: Easter Weekend
Sitter Profile Image: Carolina G.
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Sitter Profile Image: Carolina G.
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17. 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
7 reviews
3 repeat clients
from
$40
per night

My previous sitter had to back out due to an emegiency and needed to find a sitter in less than 24hrs of leaving the country. She confirmed right away and met my fur babies the night before I left. She took the best care of my animals. Even going so far as finding my cat houdini who got out prior to her arrival. Would definately recommend and will be using again. ?

Confirmed availability: Easter Weekend
Sitter Profile Image: Samantha R.
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Sitter Profile Image: Samantha R.
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18. Samantha R.

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

Samantha house sat my 2 (extremely hyper) dogs while my family went away over the weekend. When she came for the meet and greet she asked in detail about the dogs mannerisms and routines. She gave updates and pictures everyday. One of my dogs took her shoe outside in the dirt and decided to use it as a toy :( Samantha was EXTREMELY nice and understanding about the situation. I highly recommend Samantha and I look forward to using her services in the future.

Confirmed availability: Easter Weekend
Sitter Profile Image: Franny H.
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Sitter Profile Image: Franny H.
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19. Franny H.

Experienced dog owner and sitter
South Milwaukee, WI, 53172
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
15 years of experience
from
$40
per night

About: I have been surrounded by animals ever since I was a little kid. Dogs, cats, and much more have always been around. Right now I live and care for a German Shepard as well as a Collie. I have had experience walking and caring for other dogs within my neighborhood as well as caring for pets of family friends. My lifetime experience with animals reflects my ability to care for your furry little friends! I am currently between jobs so my schedule is relatively flexible. I am also a very active so I am willing to work with your pet(s) multiple times a day. I have a fenced yard and two dogs who are great with others. The dogs get walked at least once a day and also play frisbee/fetch in the backyard. Dogs get fed twice a day and medication is also administered depending on the dog.

Confirmed availability: Easter Weekend
Sitter Profile Image: Alexa F.
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Sitter Profile Image: Alexa F.
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20. Alexa F.

Best Sitter In Town! I Train Too!!
Milwaukee, WI, 53172
0.7 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$25
per night

Alexa is a very responsible person when it comes to animals! She wants to have her own animal rescue one day! She is great with dogs! I’ve never seen a dog that didn’t get along with her! I would definitely recommend this job for her!

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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