House Sitting in Southgate, 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
2.6 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

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: 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
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
93 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.

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

Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
3.9 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.

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

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
5.2 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!

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

** Mission: meet ALL the dogs **
West Allis, WI, 53214
3.0 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 was wonderful! She kept us updated the whole time and our boy was so happy! She took him to the dog park every day and made sure she had a great time while we were gone. We’ll use her every time we can if she’s free!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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6. Jenn S.

Dog lover and cat mom of 3 🐈🐈‍⬛🐈
West Allis, WI, 53227
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
10 repeat clients
from
$60
per night

Jenn was absolutely PHENOMENAL with our furbabies, and we have a lot! She sent regular updates and we felt so comfortable knowing that she was okay with both cats and dogs. We would absolutely hire her again.

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Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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7. Elba M.

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

Elba was the best sitter for my pups while I was out of town! Daily updates and photos kept my worries at bay. She provided lots of playtime and multiple walks for my reactive dogs. I will absolutely have her house sit for me every time I need a sitter!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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8. Erica L.

I'll love them like my own
West Allis, WI, 53227
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
82 reviews
43 repeat clients
from
$37
per night

Erica was great to work with and she was great with our dogs and cat. It was so nice to not have to worry about them while we were gone, especially with an anxious dog that doesn’t handle change well.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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9. Jackie C.

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

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!!

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Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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10. Megan M.

Passionate pet sitter
Milwaukee, WI, 53215
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$28
per night

Megan did a great job with bella. She was attentive to her needs, mande sure she got pain medications if she needed it, and was diligent about timely bathroom breaks. Bella was happy and healthy when we returned. She was also worn-out enough to not be too crazy. I would happily use Megan again

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Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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11. Katherine B.

Dogs are happiness 😊
West Allis, WI, 53219
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$50
per night

I could not say enough great things about katie! As a new dog mom to a puppy, she was so patient and so attentive to my boy. Katie sent tons of pictures, videos and kept me updated routinely on anything that had changed. She was a respectful house guest and provided excellent care to my dog while I was working very long hours for three consecutive days. My mama heart was at ease knowing I had such an excellent person taking the best care of my dog!!

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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
3.0 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!

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

Animals are my passion and joy!
Milwaukee, WI, 53207
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
6 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: Kelli H.
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Sitter Profile Image: Kelli H.
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14. Kelli H.

Dog and exercise lover!
Bay View, Milwaukee, WI, 53207
3.2 mi. away
Boarding, House Sitting
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$45
per night

Kelli was awesome house sitting for us. She was an awesome house guest and got along great with our dog. He was in high spirits while we were away. We appreciated all the photos Kelli sent and she was very responsive to our messages. 10 stars.

Sitter Profile Image: Ruth W.
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Sitter Profile Image: Ruth W.
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15. Ruth W.

Caring. Depenable. Trustworthy.
Greenfield, WI, 53220
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night

Ruth has been a loving dog owner of several dogs and cats for more than 20 years. Most recently Bolt and Lady. I believe she would be a diligent and kind addition to the Rover workforce.

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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16. Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
104 reviews
37 repeat clients
from
$60
per night

Leandrea is wonderful! She took great care of our dog while we were out of town and sent lots of pictures and updates to put our mind at ease. Our dog LOVED playing with her pup too, which was a nice bonus! We will definitely be booking Leandrea again in the future.

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Sitter Profile Image: Linsey C.
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Sitter Profile Image: Linsey C.
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17. Linsey C.

Passionate about Pet Happiness ❤️
Bay View, Milwaukee, WI, 53207
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night

Linsey has been a very reliable dog and cat sitter of mine for several years. She is always dependable and takes great care of my little fur babies. She always provides consistent updates and pictures which makes us feel at ease while we are away. Highly recommend her!

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Sitter Profile Image: Natalia B.
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Sitter Profile Image: Natalia B.
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18. Natalia B.

Just want to make fur babies happy
Milwaukee, WI, 53219
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$90
per night

Natalia has watched our dog Leila at our house a few times now, and we are so happy to have found her on Rover. It’s important to me that Leila has someone with her in the house when we’re gone to keep her company, affection, long walks, and attentiveness. I can tell she is engaged with her by the questions, updates, and photos I get. I trust her, and would recommend her to anyone looking for reliable pet care!

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Sitter Profile Image: Kait S.
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Sitter Profile Image: Kait S.
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19. Kait S.

professional dog mama
Morgandale, Milwaukee, WI, 53215
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
34 reviews
15 repeat clients
from
$65
per night

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.

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Sitter Profile Image: Atziry R.
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Sitter Profile Image: Atziry R.
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20. Atziry R.

Excited to meet your adorable pets!
Polonia, Milwaukee, WI, 53215
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
6 repeat clients
from
$40
per night

Atziry was FANTASTIC! She was very communicative (including photos and messages) throughout her stay with my dog, Hodge Podge. When I got home he was happy, healthy, and the house was just as I left it (a long 11 days earlier). I would absolutely recommend Atziry to anyone looking for a kind, responsible, trustworthy person to care for their pet. Hodge Podge and I will definitely be reaching out to Atziry in the future for her excellent care and service.

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Pet parents in Southgate, Milwaukee, WI love dog sitters on Rover.com. 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Southgate, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Southgate, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Southgate house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Southgate, Milwaukee, WI for your dog: people who'll treat him like family.

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