House Sitting in Jackson Park, Milwaukee

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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
3.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
160 reviews
65 repeat clients
Profile image

I booked house sitting with Blythe because pet hotels stress my senior baby out. Blythe went above and beyond taking care of my senior baby. She did everything I asked and more. She updated me with pictures and my baby looked very comfy and happy. The whole process was very smooth and stress free. I will definitely be booking with Blythe again and recommend you do as well!

Availability updated 5 days ago
Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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2. Rachel H.

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

Rachel is SO great! Excellent communication, took care of the special needs of our dog and his meds. Came back to happy pets and a spotless house!

Availability updated 7 days ago
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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3. Sarah J.

Star Sitter
I’m awkward with humans.
West allis, WI, 53219
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
226 reviews
61 repeat clients
Profile image

Sarah was a spectacular house sitter for our pets and home. She was kind, friendly and respectful of the home! I would highly recommend to anyone in the Milwaukee area!

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
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$59
per night
5.0 out of 5 stars
138 reviews
42 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
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
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5. Keisha P.

Star Sitter
Your Furbabies will Love Me
Clarke Square, Milwaukee, WI, 53204
2.3 mi. away
House Sitting, Drop-In Visits
from
$28
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
Profile image

We were very happy with the communication and attention to detail while watching bella. Not only did she take great care of our dog but also our house 🧡 we would definitely recommend her and use her in the future

Availability updated today
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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6. Lily S.

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

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!

Availability updated 26 days ago
Sitter Profile Image: Emily S.
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Sitter Profile Image: Emily S.
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7. Emily S.

Enjoy making pets happy and loved
West Allis, WI, 53227
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
4.8 out of 5 stars
12 reviews
7 repeat clients
Profile image

Quick to respond and Bella loved her. We will definitely keep Emily in mind for future needs

Availability updated today
Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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8. Daniela & Michael P.

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

Daniela was so great with my dog Joanie. She came over for a meet and greet beforehand, which I really appreciated. She took her for a walk and was great with her. She took lots of photos, sent notes and was really responsive. I will absolutely have her watch Joanie again!

Availability updated 3 months ago
Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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9. Megan M.

Star Sitter
Passionate pet sitter
Milwaukee, WI, 53215
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
Profile image

Megan is definitely the first rover sitter I reach out to, to see if she can come house sit for my pup. She's very respectful of my home and I feel very comfortable having her take care of Frankie when I'm away.

Availability updated 8 days ago
Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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10. Becca S.

Rover 101
Star Sitter
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
4.2 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 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 13 days ago
Sitter Profile Image: Vilma C.
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Sitter Profile Image: Vilma C.
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11. Vilma C.

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

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

Availability updated 8 days ago
Sitter Profile Image: Joely Stella F.
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Sitter Profile Image: Joely Stella F.
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12. Joely Stella F.

Star Sitter
An animal lover who loves pets!
Milwaukee, WI, 53129
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$33
per night
4.9 out of 5 stars
16 reviews
3 repeat clients
Profile image

I can’t recommend Joely enough! We needed a pretty last minute dog sitter for our two-week vacation to Italy, and she was a complete lifesaver. Our two boys absolutely loved her, and she sent photo updates everyday, which we were extremely thankful for since we missed them so much! We will definitely rebook Joely again for all of our dog sitter needs :)

Availability updated today
Sitter Profile Image: Maggie M.
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Sitter Profile Image: Maggie M.
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13. Maggie M.

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

Maggie did an amazing job while I was away a week from my two boys. She sent me updates and photos which helped me feel more at peace with being away from them.

Availability updated 5 days ago
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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14. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Milwaukee, WI, 53220
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
152 reviews
49 repeat clients
Profile image

Leandrea mananged to even get through trustful my shy cat. She sent many pictures and updates throughout they stay. I was even a little worried my dog and cat were going to like her more than me. Haha.

Availability updated yesterday
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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15. Jenn S.

Star Sitter
Dedicated & Reliable Pet sitter
West Allis, WI, 53227
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
51 reviews
15 repeat clients
Profile image

Jenn did a great job with both of our dogs. One of our dogs is very skittish and she handled it really well. I would definitely leave them in her care again.

Availability updated today
Sitter Profile Image: Kelsey H.
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Sitter Profile Image: Kelsey H.
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16. Kelsey H.

flexible schedule for walks/sitting
West Allis, WI, 53214
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$39
per night
5.0 out of 5 stars
53 reviews
14 repeat clients
Profile image

Could not have been happier Kelsey! We had a horrible dog watcher the weekend before and Kelsey instantly put our anxious minds at ease. We have a high energy dog and they seemed to get along very well. The house was clean and orderly when we got home as well. We have already booked her for another upcoming trip. Very highly recommend!

Availability updated 42 days ago
Sitter Profile Image: Holly H.
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Sitter Profile Image: Holly H.
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17. Holly H.

Star Sitter
Animal lover since 1994!
West Allis, WI, 53219
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
Profile image

Holly was amazing!! She sent pictures of our fur babies every day. They looked so happy and loved! I've never felt so comfortable leaving out dogs with someone. I definitely will be booking with her again!

Availability updated 6 days ago
Sitter Profile Image: Tania D.
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Sitter Profile Image: Tania D.
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18. Tania D.

You doggos new best friend!
Morgandale, Milwaukee, WI, 53215
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
4 reviews
1 repeat client
Profile image

took very good care of my dog Teddy. Constantly got pictures and videos as well very good communicator always replied very fast. Definitely will book again :)

Availability updated 78 days ago
Sitter Profile Image: Liz B.
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Sitter Profile Image: Liz B.
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19. Liz B.

Rover 101
Star Sitter
Senior pet lover and expert!
West Allis, WI, 53214
2.3 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
4.9 out of 5 stars
29 reviews
10 repeat clients
Profile image

Liz was fantastic w/ our ladies! Very responsive and attentive. Excited for her to watch them again in the future.

Availability updated 2 days ago
Confirmed availability for Martin Luther King Day Weekend
Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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20. Katherine B.

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

Such a great house sitting experience with Katherine. Great communication, reached out with questions, sent lots of updates. House was as clean as when we left. Was patient with some of the special needs of our pets. Would book again in a heartbeat!

Availability updated 64 days ago

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