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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Sitter Profile Image: Linsey C.
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Sitter Profile Image: Linsey C.
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1. 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
28 reviews
9 repeat clients
Profile image

Lindsey was great with our cats! They warmed up to her quickly and got lots of play time. The litter boxes, water dishes and food were all well maintained and we are glad she was able to care for our kitties while we were away.

Availability updated 11 days ago
Sitter Profile Image: Hailey I.
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Sitter Profile Image: Hailey I.
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2. 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
7 reviews
1 repeat client
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Could not rave about Hailey more! I had a last minute request and she was simply amazing. I will absolutely be booking with her in the future :) 10000 stars!

Availability updated today
Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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3. Rebecca S.

Star Sitter
Trainer w/ lrg fenced in yard
Town Of Lake, Milwaukee, WI, 53207
1.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
114 reviews
38 repeat clients
Profile image

Rebecca always takes excellent care of my dog, Opal! However, this visit in particular, she went completely above and beyond: First, by checking in ahead of her visit to see if my dog required any special care with the very cold weather when she stopped in. And, when she came to visit, she noticed Opal‘s paw was bleeding and administered first aid on the spot. She also offered to stop in later after her first visit and when she checked on Opal then, she cleaned the wound and bandaged it up for her. I am very lucky to have had Rebecca with Opal today and would highly recommend her for your dog(s) as well.

Availability updated today
Sitter Profile Image: Stephanie L.
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Sitter Profile Image: Stephanie L.
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4. Stephanie L.

Available evenings and weekends!
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
2 repeat clients
Profile image

Stephanie was fantastic with our fur babies! She had great communication and pictures. She not only fed the cats but played with ‘em as well. She even had to jump in and give one of our cats some medicine for a few days. Only our old man cat seemed crabby we were gone for 10 days, but that was expected. We will definitely use her again.

Availability updated 32 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Elaine P.
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Sitter Profile Image: Elaine P.
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5. Elaine P.

☀️Experienced & loving pet owner
Town Of Lake, Milwaukee, WI, 53207
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
21 reviews
6 repeat clients
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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 11 days ago
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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6. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Milwaukee, WI, 53220
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
167 reviews
56 repeat clients
Profile image

Great communication always on time if there were any questions she asked. Very friendly and very good with the dog. Would highly recommend her for taking care of your dogs. Always sent pictures and an update on what was going on.

Availability updated yesterday
Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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7. Michele M.

Star Sitter
15+ yr pet owner & dog foster
Milwaukee, WI, 53221
1.7 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
30 reviews
11 repeat clients
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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 today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Berenice B.
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Sitter Profile Image: Berenice B.
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8. Berenice B.

Rover 101
Star Sitter
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
165 reviews
70 repeat clients
Profile image

Berenice had great communication and was able to take a last minute l booking. She was also able to adjust the time she came. We appreciated her flexibility and attentiveness!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Courtney B.
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Sitter Profile Image: Courtney B.
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9. Courtney B.

Star Sitter
I already love your cat or dog :)
Saint Francis, WI, 53235
2.5 mi. away
House Sitting, Drop-In Visits
from
$18
per visit
5 out of 5.0 stars
56 reviews
9 repeat clients
Profile image

My dog Miley is very people selective, and Courtney is wonderful with her! Courtney is super attentive to Miley’s needs and I always feel so comfortable knowing Courtney is taking care of her.

Availability updated yesterday
Sitter Profile Image: Alexy & Christian G.
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Sitter Profile Image: Alexy & Christian G.
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10. Alexy & Christian G.

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
66 reviews
19 repeat clients
Profile image

My cats, particularly Simba was very happy with Alexy and Dylan. I appreciate all the pictures they sent, and how they communicated. We had a little communication trouble at the beginning but it was all solved right away. Leaving instructions I believe helped as they have several clients. They were always on time and did what I asked for. The box, the dishes, and everything was perfect when we arrived. We would book Alexy and Dylan again.

Availability updated today
Sitter Profile Image: Devon W.
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Sitter Profile Image: Devon W.
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11. 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
95 reviews
40 repeat clients
Profile image

Devon did a great job dropping in on our dogs while we were on vacation. They had very good communication, promptness, and even though our pups can be a handful Devon had no problem taking care of them.

Availability updated 5 days ago
Sitter Profile Image: Lilyia S.
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Sitter Profile Image: Lilyia S.
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12. Lilyia S.

Star Sitter
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
50 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 6 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
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13. 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
15 reviews
8 repeat clients
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She is an amazing pet sitter! Very kind and our dog loves her!

Availability updated today
Sitter Profile Image: Lisa W.
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Sitter Profile Image: Lisa W.
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14. 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
162 reviews
52 repeat clients
Profile image

Lisa is wonderful with my cats. They have very distinct personalities and she handles each of them well. I appreciate that she is patient with them and can give my kitty her meds.

Availability updated 3 days ago
Sitter Profile Image: Rucha N.
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Sitter Profile Image: Rucha N.
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15. 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 did an AMAZING job taking care of our kitties! She is just a thorough and great communicator, and sent pics and updates which I so appreciate! Truly above and beyond what you expect from a pet sitter. I have already booked her again for our next trip!

Availability updated 30 days ago
Sitter Profile Image: Angela R.
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Sitter Profile Image: Angela R.
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16. 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
44 reviews
10 repeat clients
Profile image

Angela was great with communication and keeping me up to date with everything! This was my first time using Rover and I was very pleased overall!

Availability updated 14 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Kayla R.
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Sitter Profile Image: Kayla R.
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17. Kayla R.

Star Sitter
Experienced dog mom & animal lover!
Bay View, Milwaukee, WI, 53207
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
108 reviews
33 repeat clients
Profile image

Kayla is a very kind and considerate pet sitter. We've used her several times for our two scaredy cats and they now come to greet her like an old friend. She is responsive, thoughtful and I highly recommend her.

Availability updated 14 days ago
Sitter Profile Image: Kelsey S.
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Sitter Profile Image: Kelsey S.
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18. Kelsey S.

Star Sitter
Dogs over People
Mitchell West, Milwaukee, WI, 53221
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
16 reviews
4 repeat clients
Profile image

Kelsey was fantastic with my nervous pup. She gave him the space he needed, but got him to eat dinner, and he even relaxed on the couch while I was gone, which is rare for him. She kept me updated all night and was very communicative. I'm looking forward to using Kelsey's services in the future!

Availability updated yesterday
Sitter Profile Image: Andrew B.
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Sitter Profile Image: Andrew B.
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19. Andrew B.

Rescue Dog Dad of Three for 8 Years
Harder's Oaks, Milwaukee, WI, 53215
1.6 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
1 review

Andrew is absolutely the best person to take care of your pets. He is amazing with both cats and dogs and takes the time to get to know each pet individually (how they like to be pet, their fears, and all of the other important details). He's worked extensively with one of my dogs to make her less reactive on walks and she's improved so much!

Availability updated 12 days ago
Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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20. 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
44 reviews
13 repeat clients
Profile image

Kim was easy going and great with our two kitties. Highly recommend her for your pets needs while you are on vacation or away from your home. I will be requesting her again for help when we aren’t around to take care of our fur babies !

Availability updated 81 days ago

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