Pet Sitting & Drop Ins in Wilson Park, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Wilson Park pet sitters

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Sitter Profile Image: Hailey I.
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Hailey I.
from
$18
per visit
5 out of 5.0 stars
16 reviews
2 repeat clients
10 years of experience
Mitchell West, Milwaukee, WI, 53221

Hailey took such excellent care of our dog Buddy. I would absolutely 💯 recommend her. She is natural with pets! Knowing she took such great care of Buddy, made our vacation so much more relaxing, enjoyable and worry-free. We are looking forward to booking with Hailey again soon.

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Olivia R.
Sitter Profile Image: Devon W.
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Devon W.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
104 reviews
41 repeat clients
20 years of experience
Fernwood, Milwaukee, WI, 53207

Devon did a great job taking care of our high needs special needs cat as well as our two bunnies! Everyone was very happy when we came home and our home was clean as well. Definitely would ask Devon to watch our pets again!

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Elisa P.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
23 reviews
12 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Thank you Keusha!

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Jude A.
Sitter Profile Image: Berenice B.
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Berenice B.
from
$20
per visit
5 out of 4.9 stars
203 reviews
89 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Bernice has been wonderful with my two dogs - one is almost 9 and the other is 3 this year. Short notice or an extended stay, I never worry when I book with her!! Highly recommended 🐾 🐾

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Donnie J.
Sitter Profile Image: Elaine P.
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Elaine P.
from
$16
per visit
5 out of 5.0 stars
25 reviews
6 repeat clients
25 years of experience
Town Of Lake, Milwaukee, WI, 53207

Elaine did a wonderful job caring for our pets. Our cat has a lot of extra needs and she was very patient with him. She even spent extra time snuggling with him while we were away. We came home to a clean house and well-cared for animals. We'd definitely recommend!

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Elisa P.
Sitter Profile Image: Michele M.
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Michele M.
from
$20
per visit
5 out of 5.0 stars
33 reviews
12 repeat clients
21 years of experience
Greenfield, WI, 53221

Michele is a wonder. We have five of our own dogs right now, plus three fosters, and she handled them all with grace and ease. It is also a tricky situation because they don't all get along and have to be let out in groups, so that was a worry I had, but it worked out very well! I highly recommend Michele to watch your furry herd (or single furry friend). Thanks, Michele!

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Cam H.
Sitter Profile Image: Linsey C.
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Linsey C.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
30 reviews
9 repeat clients
8 years of experience
Castle Manor, Milwaukee, WI, 53221

Linsey did an awesome job taking care of Pearl! She sent great pictures and videos and made sure to keep me updated on how she was doing every day. Thank you so much, Linsey!

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Kaitlyn B.
Sitter Profile Image: Cassandra C.
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Cassandra C.
from
$10
per visit
5 out of 5.0 stars
5 reviews
2 repeat clients
5 years of experience
Milwaukee, WI, 53221

Cassandra was great!

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Jackie F.
Sitter Profile Image: Angela R.
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Angela R.
Star Sitter
from
$16
per visit
5 out of 5.0 stars
57 reviews
11 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Angela was so great with our kitten while we were gone! Her communication was excellent and she spent extra time with our pet—I knew he wasn’t lonely, which was so reassuring. I would 100% trust Angela in the future and use her as a sitter again!

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Taylor T.
Sitter Profile Image: Stephanie L.
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Stephanie L.
from
$20
per visit
5 out of 5.0 stars
7 reviews
3 repeat clients
7 years of experience
Saveland Park, Milwaukee, WI, 53207

Stephanie was excellent feeding my furry friends over labor day weekend. Very good communication and pictures. She not only fed them, but also tried to play with them. Would definitely recommend and use again!!

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Adam J.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$15
per visit
5 out of 4.9 stars
180 reviews
54 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was excellent! Very communicative sending us cute pictures of our Sammy. She took great care to each instruction. I'm sure Sammy misses her!! 🌞Everything was left perfectly!! I will definitely rebook with Lisa!!!! 🐈‍⬛️💗

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Amber S.
Sitter Profile Image: Lilyia S.
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Lilyia S.
from
$20
per visit
5 out of 5.0 stars
52 reviews
12 repeat clients
18 years of experience
Bay View, Milwaukee, WI, 53207

Liliya is great! I was setting up cat sitting for my relatives during a family emergency and from several states away, and she was so helpful and accommodating!

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Jessica E.
Sitter Profile Image: Courtney W.
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Courtney W.
from
$20
per visit
5 out of 5.0 stars
30 reviews
16 repeat clients
10 years of experience
Morgandale, Milwaukee, WI, 53221

Courtney was absolutely wonderful! She watched my cat Blue while I was gone and sent loads of adorable pictures and videos daily and kept me updated on how Blue was doing. She took the extra time to play with him and brush him, and handled giving him his ear drops and medication fantastically!! I definitely recommend Courtney and look forward to continuing to work with her for all my pet sitting needs :)

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Hannah R.
Sitter Profile Image: Mary C.
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Mary C.
from
$15
per visit
5 out of 5.0 stars
9 reviews
1 repeat client
20 years of experience
Milwaukee, WI, 53221

Was very easy to work with and communicative and took great care of my pup.

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Kelly S.
Sitter Profile Image: Rucha N.
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Rucha N.
from
$16
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
16 years of experience
Morgandale, Milwaukee, WI, 53215

Rucha was awesome and took such great care of my sweet 4 month old kitten. I didn’t have to worry about her not giving all the attention to my little one. For sure will be booking again!!

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Jordan S.
Sitter Profile Image: Alexy & Christian G.
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Alexy & Christian G.
Star Sitter
from
$15
per visit
5 out of 4.9 stars
71 reviews
20 repeat clients
9 years of experience
Bay View, Milwaukee, WI, 53207

Alexy & Dylan are sweet! they took great care of my girl’s needs while I was away & sent plenty of pictures. I will contact them for future needs. 💜

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Quinesha F.
Sitter Profile Image: Faith K.
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Faith K.
from
$15
per visit
5 out of 5.0 stars
1 review
9 years of experience
Greenfield, WI, 53219

Faith helped out while we were gone for a long day and was a great communicator and also sent us photos of the fur babies! We plan to use her again for future needs!

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Emily S.
Sitter Profile Image: Sawyer U.
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Sawyer U.
from
$20
per visit
5 out of 5.0 stars
10 reviews
8 years of experience
Milwaukee, WI, 53207

About: I’ve raised and trained pit bulls from puppies to 8 years old, worked with skill training for German Shepards, and helped my sister foster a Dachshund that had a senior owner who couldn’t walk him for over 2 years. I’m addition, I’ve watched many friends pets in their home for multiple nights. I’m a world traveler and digital nomad. I work part time and am able to spend an ample amount of time with your pet! It is like pet therapy to me and I enjoy bringing pets with me everywhere I go or coming to them and spending time in their safe space. After just recently taking care of my friends dog for Thanksgiving in Albuquerque, New Mexico for a week, I decided that I wanted more pets in my life! I was able to take Ayani (3 year old male dog-not aware of breed) for his morning and evening walks, in addition to many dog park visits. I am an avid hiker and love to bring dogs along with me, both on and off the leash depending on the owners guidelines.

Sitter Profile Image: Kim S.
Verified Background Check
Kim S.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
46 reviews
14 repeat clients
10 years of experience
Town Of Lake, Milwaukee, WI, 53207

Kim was AMAZING with my cat Millie. Millie is a very shy cat and usually stays away from new people, however, she immediately liked being around Kim. Millie and I cannot say enough good things about Kim!!!

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Hannah H.
Sitter Profile Image: Mabel L.
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Mabel L.
from
$15
per visit
6 years of experience
Town Of Lake, Milwaukee, WI, 53207

About: Ive been working with pets for over 6 years, I’ve walked them or taken care of them as if they were my own because I know how important they can be. I also know that keeping your pets active is the secret for them to live long, walking them is the best way to keep them healthy I am currently working part-time as a CNA, my schedule is pretty much free and I am available throughout the week. Any day I do have work I would get out at 2pm and could still take care of your pets. I also used to have a dog so I know how important it is to take care of them. I have a fenced yard and big yard for you pet to run around in. I currently don’t have any pets so your pet would have my undivided attention at all times.

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Sitter Profile Image: Hailey I.
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Sitter Profile Image: Hailey I.
Verified Enhanced Background Check

Hailey I.

Zoo Educator - loves all animals!
Mitchell West, Milwaukee, WI, 53221
1.6 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
16 reviews
2 repeat clients
Profile image

Hailey took such excellent care of our dog Buddy. I would absolutely 💯 recommend her. She is natural with pets! Knowing she took such great care of Buddy, made our vacation so much more relaxing, enjoyable and worry-free. We are looking forward to booking with Hailey again soon.

Availability updated 4 days ago
Sitter Profile Image: Devon W.
Verified Background Check
Sitter Profile Image: Devon W.
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Devon W.
Rover 101
Star Sitter

Lover of all creatures!
Fernwood, Milwaukee, WI, 53207
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
104 reviews
41 repeat clients
Profile image

Devon did a great job taking care of our high needs special needs cat as well as our two bunnies! Everyone was very happy when we came home and our home was clean as well. Definitely would ask Devon to watch our pets again!

Availability updated 47 days ago
Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter

Your Furbabies will Love Me
Clarke Square, Milwaukee, WI, 53204
3.6 mi. away
House Sitting, Drop-In Visits
from
$18
per visit
5 out of 5.0 stars
23 reviews
12 repeat clients
Profile image

Thank you Keusha!

Availability updated yesterday
Sitter Profile Image: Berenice B.
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Sitter Profile Image: Berenice B.
Verified Enhanced Background Check

Berenice B.
Rover 101

I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 4.9 stars
203 reviews
89 repeat clients
Profile image

Bernice has been wonderful with my two dogs - one is almost 9 and the other is 3 this year. Short notice or an extended stay, I never worry when I book with her!! Highly recommended 🐾 🐾

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Elaine P.
Verified Enhanced Background Check
Sitter Profile Image: Elaine P.
Verified Enhanced Background Check

Elaine P.

☀️Experienced & loving pet owner
Town Of Lake, Milwaukee, WI, 53207
1.8 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
25 reviews
6 repeat clients
Profile image

Elaine did a wonderful job caring for our pets. Our cat has a lot of extra needs and she was very patient with him. She even spent extra time snuggling with him while we were away. We came home to a clean house and well-cared for animals. We'd definitely recommend!

Availability updated 12 days ago
Sitter Profile Image: Michele M.
Verified Background Check
Sitter Profile Image: Michele M.
Verified Background Check

Michele M.

25+ yr pet owner & prior dog foster
Greenfield, WI, 53221
1.7 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
33 reviews
12 repeat clients
Profile image

Michele is a wonder. We have five of our own dogs right now, plus three fosters, and she handled them all with grace and ease. It is also a tricky situation because they don't all get along and have to be let out in groups, so that was a worry I had, but it worked out very well! I highly recommend Michele to watch your furry herd (or single furry friend). Thanks, Michele!

Availability updated 3 days ago
Sitter Profile Image: Linsey C.
Verified Enhanced Background Check
Sitter Profile Image: Linsey C.
Verified Enhanced Background Check

Linsey C.
Star Sitter

Passionate about Pet Happiness ❤️
Castle Manor, Milwaukee, WI, 53221
0.9 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
30 reviews
9 repeat clients
Profile image

Linsey did an awesome job taking care of Pearl! She sent great pictures and videos and made sure to keep me updated on how she was doing every day. Thank you so much, Linsey!

Availability updated yesterday
Sitter Profile Image: Cassandra C.
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Sitter Profile Image: Cassandra C.
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Cassandra C.

Pawsitively the best pet care!
Milwaukee, WI, 53221
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$10
per visit
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Cassandra was great!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Angela R.
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Sitter Profile Image: Angela R.
Verified Enhanced Background Check

Angela R.
Star Sitter

Give me all the cat snuggles!
Bay View, Milwaukee, WI, 53207
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5 out of 5.0 stars
57 reviews
11 repeat clients
Profile image

Angela was so great with our kitten while we were gone! Her communication was excellent and she spent extra time with our pet—I knew he wasn’t lonely, which was so reassuring. I would 100% trust Angela in the future and use her as a sitter again!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Stephanie L.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie L.
Verified Enhanced Background Check

Stephanie L.

Very cat savvy 🐱
Saveland Park, Milwaukee, WI, 53207
1.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
7 reviews
3 repeat clients
Profile image

Stephanie was excellent feeding my furry friends over labor day weekend. Very good communication and pictures. She not only fed them, but also tried to play with them. Would definitely recommend and use again!!

Availability updated 28 days ago
Sitter Profile Image: Lisa W.
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Sitter Profile Image: Lisa W.
Verified Enhanced Background Check

Lisa W.
Star Sitter

Here to be kind to your pets!
Bay View, MILWAUKEE, WI, 53207
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 4.9 stars
180 reviews
54 repeat clients
Profile image

Lisa was excellent! Very communicative sending us cute pictures of our Sammy. She took great care to each instruction. I'm sure Sammy misses her!! 🌞Everything was left perfectly!! I will definitely rebook with Lisa!!!! 🐈‍⬛️💗

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lilyia S.
Verified Enhanced Background Check
Sitter Profile Image: Lilyia S.
Verified Enhanced Background Check

Lilyia S.

Kind and Respectful Dog Walker
Bay View, Milwaukee, WI, 53207
2.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
52 reviews
12 repeat clients
Profile image

Liliya is great! I was setting up cat sitting for my relatives during a family emergency and from several states away, and she was so helpful and accommodating!

Availability updated 4 days ago
Sitter Profile Image: Courtney W.
Verified Enhanced Background Check
Sitter Profile Image: Courtney W.
Verified Enhanced Background Check

Courtney W.

Caring and skilled and loves pets!
Morgandale, Milwaukee, WI, 53221
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
30 reviews
16 repeat clients
Profile image

Courtney was absolutely wonderful! She watched my cat Blue while I was gone and sent loads of adorable pictures and videos daily and kept me updated on how Blue was doing. She took the extra time to play with him and brush him, and handled giving him his ear drops and medication fantastically!! I definitely recommend Courtney and look forward to continuing to work with her for all my pet sitting needs :)

Availability updated 4 days ago
Sitter Profile Image: Mary C.
Verified Enhanced Background Check
Sitter Profile Image: Mary C.
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Mary C.

Conscientious and dependable. 🐶🐱
Milwaukee, WI, 53221
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

Was very easy to work with and communicative and took great care of my pup.

Availability updated today
Sitter Profile Image: Rucha N.
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Sitter Profile Image: Rucha N.
Verified Enhanced Background Check

Rucha N.

I'm here to help :)
Morgandale, Milwaukee, WI, 53215
1.0 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Rucha was awesome and took such great care of my sweet 4 month old kitten. I didn’t have to worry about her not giving all the attention to my little one. For sure will be booking again!!

Availability updated 3 days ago
Sitter Profile Image: Alexy & Christian G.
Verified Enhanced Background Check
Sitter Profile Image: Alexy & Christian G.
Verified Enhanced Background Check

Alexy & Christian G.
Star Sitter

Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 4.9 stars
71 reviews
20 repeat clients
Profile image

Alexy & Dylan are sweet! they took great care of my girl’s needs while I was away & sent plenty of pictures. I will contact them for future needs. 💜

Availability updated 2 days ago
Sitter Profile Image: Faith K.
Verified Enhanced Background Check
Sitter Profile Image: Faith K.
Verified Enhanced Background Check

Faith K.

Someone who gets it
Greenfield, WI, 53219
2.3 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
1 review
Profile image

Faith helped out while we were gone for a long day and was a great communicator and also sent us photos of the fur babies! We plan to use her again for future needs!

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sawyer U.
Verified Enhanced Background Check
Sitter Profile Image: Sawyer U.
Verified Enhanced Background Check

Sawyer U.

Most will call me a dog whisperer
Milwaukee, WI, 53207
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
10 reviews

Sawyer took care of my ridgeback mix for a week while out of town. He was an incredible dogsitter and Milo absolutely loved him! I got pictures of them on adventures together and Milo playing with new dog friends. My dog can be difficult with new people and loved Sawyer from the start. I appreciated the consistent updates on my boy and any time I messaged him for an update I quickly received a response. When I came home Milo was happy, healthy, tired from a walk and even freshly bathed, which is no easy task for my bathtub hating dog. If I ever have the chance to have Sawyer back to take care of my dog I will take that up in a heartbeat, I couldn’t recommend a pet sitter more.

Availability updated 3 days ago
Sitter Profile Image: Kim S.
Verified Background Check
Sitter Profile Image: Kim S.
Verified Background Check

Kim S.
Star Sitter

Tons of pet experience and love
Town Of Lake, Milwaukee, WI, 53207
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
46 reviews
14 repeat clients
Profile image

Kim was AMAZING with my cat Millie. Millie is a very shy cat and usually stays away from new people, however, she immediately liked being around Kim. Millie and I cannot say enough good things about Kim!!!

Availability updated 29 days ago
Sitter Profile Image: Mabel L.
Verified Enhanced Background Check
Sitter Profile Image: Mabel L.
Verified Enhanced Background Check

Mabel L.

Pets are our world
Town Of Lake, Milwaukee, WI, 53207
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
6 years of experience

About: Ive been working with pets for over 6 years, I’ve walked them or taken care of them as if they were my own because I know how important they can be. I also know that keeping your pets active is the secret for them to live long, walking them is the best way to keep them healthy I am currently working part-time as a CNA, my schedule is pretty much free and I am available throughout the week. Any day I do have work I would get out at 2pm and could still take care of your pets. I also used to have a dog so I know how important it is to take care of them. I have a fenced yard and big yard for you pet to run around in. I currently don’t have any pets so your pet would have my undivided attention at all times.

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend

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