House Sitting in Kilbourn Town, 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
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5 out of 5.0 stars
20 reviews
7 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 7 days ago
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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2. Lily S.

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

This was our first time using a dog sitting service and we couldn’t have been more lucky to have Lily watch our dogs. She met with us multiple times to meet our pups and walk through our routine. During our trip she sent plenty of updates and pictures to keep us up to date. We couldn’t have asked for a better sitter for our pups and will definitely book Lily in the future!

Availability updated 2 days ago
Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
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3. Keisha P.

Star Sitter
Your Furbabies will Love Me
Clarke Square, Milwaukee, WI, 53204
1.9 mi. away
House Sitting, Drop-In Visits
from
$31
per night
5 out of 5.0 stars
11 reviews
7 repeat clients
Profile image

Keisha was amazing! She helped us out when another sitter cancelled. She took amazing care of our 2 dogs while we were away! She was very responsive, sent lots of pictures, and kept us posted the whole weekend! She truly understood and embraced my dog’s personalities! I would highly recommend her and will be using her again in the future!

Availability updated today
Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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4. 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 out of 5.0 stars
151 reviews
46 repeat clients
Profile image

Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!

Availability updated today
Sitter Profile Image: Linnea G.
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Sitter Profile Image: Linnea G.
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5. Linnea G.

Rover 101
Home Full Time Dog Lover!
Lower East Side, Milwaukee, WI, 53202
0.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 4.9 stars
47 reviews
14 repeat clients
Profile image

Linnea was absolutely amazing! She went above and beyond to make sure my puppy was well taken care of (which included a vet visit). I could not recommend Linnea enough. She was super communicative and my puppy loved her. She also was a perfect house guest.

Availability updated today
Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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6. Carole & Shannon C.

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

Carole and Shannon are fantastic house and pet sitters! My A/C unit began leaking while I was gone and Carole was flexible and helpful with accommodating a repair person on several days. My plants are happy, my Great Dane is thrilled, and I'm so glad they were available!

Availability updated today
Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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7. Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
13 reviews
5 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 5 days ago
Sitter Profile Image: Joanne & Becky J.
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Sitter Profile Image: Joanne & Becky J.
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8. Joanne & Becky J.

Wannabe Fur Moms - For Our Fur Fund
Milwaukee, WI, 53203
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
4 reviews
2 repeat clients
Profile image

Joann and Becky stayed with our dog and cat for almost a week a d they were terrific! They sent lots of updates and pics, and I could see my pets were comfortable, happy and well cared for. I will book with them again in the future. Highly recommend!

Availability updated 9 days ago
Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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9. Melissa H.

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

I’ve had Melissa watch my pups multiple times now and it makes traveling so much easier. She is very attentive to the dogs needs makes sure to give them the stimulation they need. I will continue booking her for when I’m traveling

Availability updated 2 days ago
Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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10. Emily R.

Rover 101
Star Sitter
Pawsitively excellent pet sitter!
Milwaukee, WI, 53204
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$77
per night
5 out of 5.0 stars
74 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 yesterday
Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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11. Blythe R.

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

Blythe was amazing! I booked with her based on her endless positive reviews and was not disappointed. I have a blind senior dog who needs medication and Blythe went above and beyond to make me feel less anxious about leaving her for the first time for a long weekend. She was communicative, patient and kind—I will definitely be booking with her for my next trip.

Availability updated 16 days ago
Sitter Profile Image: Molly S.
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Sitter Profile Image: Molly S.
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12. Molly S.

Star Sitter
Smiles at every single dog I see
Kilbourn Town, Milwaukee, WI, 53203
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5 out of 5.0 stars
17 reviews
5 repeat clients
Profile image

Molly very kindly agreed to watch Bernie on short notice. She worked with my schedule to come meet him prior and was communicative while we were gone.

Availability updated 36 days ago
Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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13. Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Bay View, Milwaukee, WI, 53207
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
288 reviews
165 repeat clients
Profile image

Excellent! Very calm and professional. Interacted well with Norman who can take time to warm up. Cats came out quickly which is a sign of comfort, they r often slow to come out. All went very well, will definitely rebook

Availability updated 21 days ago
Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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14. Jackie C.

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

Jackie was absolutely wonderful! Not only did she take excellent care of our high-need 16.5-year-old dog, she also took great care of our home. She provided updates along the way and followed all of our instructions for caring for Jack (no small feat). We can't speak highly enough about Jackie.

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

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

Taylor watched our shy pitty for a long weekend while we were away getting married! She was wonderful, sent pictures, assured us Lucy was doing great and took care of our home. Would absolutely book Taylor again. ?

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

Star Sitter
Looking forward to meeting your pet
Lower East Side, Milwaukee, WI, 53202
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
28 reviews
10 repeat clients
Profile image

We loved having Vilma take care of our cat Ozzie! She sent lots of updates with pictures and was extremely responsive to our messages. We were away for two weeks and Vilma made sure Ozzie got tons of treats and attention. We were able to relax knowing Ozzie was in good hands. Thank you Vilma!

Availability updated 9 days ago
Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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17. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
90 reviews
23 repeat clients
Profile image

Rachel was great with our pup and cats, as always! While away we can feel confident the house and pets are being cared for and they all get lots of snuggles!

Availability updated 4 days ago
Sitter Profile Image: Alexy & Christian G.
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Sitter Profile Image: Alexy & Christian G.
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18. Alexy & Christian G.

Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
63 reviews
17 repeat clients
Profile image

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.

Availability updated 2 days ago
Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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19. Becca S.

Rover 101
Star Sitter
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
1.0 mi. away
House Sitting
from
$60
per night
5 out of 5.0 stars
32 reviews
11 repeat clients
Profile image

Becca took such great care of our dog, Annabelle! We were gone over the weekend and it was Annabelle’s first time staying with someone besides family. Obviously, we were nervous and a little scared, but Becca did a tremendous job of updating us, sending lots of pictures, and most importantly, making Annabelle feel comfortable. Highly recommend! 😊

Availability updated 31 days ago
Sitter Profile Image: Maggie M.
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Sitter Profile Image: Maggie M.
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20. Maggie M.

Attentive and caring pet sitter
Bay View, Milwaukee, WI, 53226
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
Profile image

Maggie was incredible! She sent lots of amazing pictures and would always update us on anything. Would highly recommend anyone to use her in the future!

Availability updated 4 days ago

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