House Sitting in Hillside, Milwaukee

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Sitter Profile Image: Megan D.
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Sitter Profile Image: Megan D.
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1. Megan D.

Star Sitter
Please pick me!
Milwaukee, WI, 53204
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$57
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
Profile image

Megan was so lovely! She was so great with my (big) dog and I felt really confident leaving my pup with her. She kept me updated the whole time and sent a lot of pics. I came home to my apartment the same way I left it and Megan even left a sweet card. Highly recommend Megan!

Availability updated today
Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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2. Blythe R.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
4.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
162 reviews
65 repeat clients
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!

Availability updated 5 days ago
Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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3. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
2.2 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5.0 out of 5 stars
100 reviews
31 repeat clients
Profile image

They were amazing with Bodhi - on our return he seemed so happy and well cared for. They also left the house immaculate. We were just very pleased with their care of Bodhi and our house. They are great and we very much appreciate their care.

Availability updated 7 days ago
Sitter Profile Image: Amanda C.
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Sitter Profile Image: Amanda C.
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4. Amanda C.

Rover 101
Trusted, Loving Care for Your Pets!
Milwaukee, WI, 53213
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
7 reviews
1 repeat client
Profile image

Amanda was great to work with! She was prompt to respond and set up a meet and greet. She had a questionnaire for me to fill out covering all bases about Theo’s care and house sitting which I thought was really helpful! Theo seemed to like her a lot and was quite relaxed when I returned from my trip. I got daily updates with pictures. Would definitely like to work with her again :)

Availability updated today
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
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5.0 out of 5 stars
88 reviews
23 repeat clients
Profile image

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!

Availability updated 11 days ago
Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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6. Melissa H.

Star Sitter
Their Favorite Pawsome Auntie 🐾
Milwaukee, WI, 53211
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
Profile image

Melissa is a great overnight dogsitter. She followed all the instructions for my dog and bullies have a lot of instructions. Ha! She provided updates everyday and you can tell she enjoys dogsitting. I came back to happy dog.

Availability updated yesterday
Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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7. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$64
per night
5.0 out of 5 stars
143 reviews
44 repeat clients
Profile image

Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.

Availability updated today
Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
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8. Keisha P.

Star Sitter
Your Furbabies will Love Me
Clarke Square, Milwaukee, WI, 53204
2.5 mi. away
House Sitting, Drop-In Visits
from
$30
per night
5.0 out of 5 stars
5 reviews
4 repeat clients
Profile image

We had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!

Availability updated today
Sitter Profile Image: Casey R.
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Sitter Profile Image: Casey R.
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9. Casey R.

Star Sitter
Let me love your pet!
Murray Hill, Milwaukee, WI, 53211
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
4.9 out of 5 stars
53 reviews
14 repeat clients
Profile image

Casey is the best! We always feel like they are taking care of our dog (and our home!!) whenever we hire them. Will ABSOLUTELY hire again, thanks Casey!

Availability updated 24 days ago
Sitter Profile Image: Jamila M.
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Sitter Profile Image: Jamila M.
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10. Jamila M.

Rover 101
Star Sitter
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$57
per night
4.9 out of 5 stars
79 reviews
24 repeat clients
Profile image

Jamila is absolutely amazing! We were so impressed and thrilled with the attention to detail while housesitting in addition to all the love and affection given to our cats!! Hands down we have found our go to cat sitter! Perfect

Availability updated 20 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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11. Becca S.

Rover 101
Star Sitter
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
29 reviews
10 repeat clients
Profile image

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.

Availability updated yesterday
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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12. Lily S.

Star Sitter
Certified Sitter!
Milwaukee, WI, 53212
0.4 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5.0 out of 5 stars
35 reviews
12 repeat clients
Profile image

Lily was fantastic with my animals! She got sick while I was gone, poor thing, but worked right through it, even cleaned the carpet when one of my babies threw up. I would definitely trust her with my animals and place and will be using her services in the future!

Availability updated 55 days ago
Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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13. Emily R.

Rover 101
Star Sitter
Pawsitively excellent pet sitter!
Milwaukee, WI, 53204
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$77
per night
5.0 out of 5 stars
73 reviews
20 repeat clients
Profile image

Emily was prompt, respectful, and communicative. She sent pictures and updates and my dog seemed very comfortable and calm when I returned. I highly recommend Emily and will happily book her again in the future if I need a dog sitter!

Availability updated 4 days ago
Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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14. Travis H.

Rover 101
Star Sitter
Love & Exercise for your dog or cat
Riverwest, Milwaukee, WI, 53212
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$62
per night
5.0 out of 5 stars
242 reviews
90 repeat clients
Profile image

We met Travis for a meet and greet ahead of time and he was always very attentive, friendly, communicative, and willing to listen. He took great care of our pup for a week and kept our apartment just how it was when we left. We're looking forward to working with him again in the future!

Availability updated 13 days ago
Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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15. Jackie C.

Star Sitter
Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
100 reviews
31 repeat clients
Profile image

Jackie took such great care of Daisy for me while I was out of town for several days. I didn't worry about a thing while I was gone, she sent texts with photos and updates. Everything was fantastic and I will definitely call her again!

Availability updated yesterday
Sitter Profile Image: Jenna M.
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Sitter Profile Image: Jenna M.
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16. Jenna M.

Caring and attentive pet sitter
Milwaukee, WI, 53202
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
20 reviews
3 repeat clients
Profile image

We couldn’t be happier with Jenna! Our pup has separation anxiety and Jenna navigates that with compassion and care. Highly recommend!

Availability updated yesterday
Sitter Profile Image: Vilma C.
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Sitter Profile Image: Vilma C.
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17. Vilma C.

Star Sitter
Looking forward to meeting your pet
Walker's Point, Milwaukee, WI, 53204
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
Profile image

Vilma was great, my dog and house were well taken care of by her. Thank you!

Availability updated 2 days ago
Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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18. Ashley W.

Active person loves active dogs
Milwaukee, WI, 53202
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
Profile image

Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Rachel M.
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Sitter Profile Image: Rachel M.
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19. Rachel M.

Loving and Attentive Pet Care!
Lower East Side, Milwaukee, WI, 53202
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5.0 out of 5 stars
7 reviews
1 repeat client
Profile image

Rachel cat sat for me. She was very easy to work with and took great care of my kitties!

Availability updated today
Sitter Profile Image: Talor G.
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Sitter Profile Image: Talor G.
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20. Talor G.

Star Sitter
I <3 furry friends & miss my fam’s
Milwaukee, WI, 53202
1.2 mi. away
Boarding, House Sitting
from
$95
per night
5.0 out of 5 stars
46 reviews
13 repeat clients
Profile image

I came home a very tired lady from a long day and almost 9 days gone. Besides a few misunderstandings that were figured out right away, Talor was an awesome sitter for my Lola. my Lola is 13 years old and I am a worrying mama. Talor took special care of her and I could see how much Lola loved her too! She was awesome with an older dog. Treated her with a lot of gentleness. I came home to a very straightened out clean house. I have not even finished unpacking and it’s 1:42 AM in the morning and I had to quit and just sit down. I loved the pictures that were sent and I would definitely recommend Talor to anyone that needs an awesome sitter and I will definitely keep her on my list when I need one again. I hope she enjoyed her house sitting experience at my home as much as we both enjoyed her 🩷 Thank you very much, Talor. I appreciate how well you took care of my sweet Lola and made her so happy! Of course she has always been easy to love 🩷

Availability updated 4 days ago

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