Pet Sitting & Drop Ins in Fair Park, Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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1. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
74 reviews
24 repeat clients
Profile image

She was amazing, my cats really enjoyed her visits and she was very good about sending the cutest pictures and giving me updates which is so nice when far from my little kitties. Definitely would book her again.

Availability updated yesterday
Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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2. Kathy S.

Rover 101
Star Sitter
Patient walker and caregiver.
Wauwatosa, WI, 53213
2.7 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
82 reviews
27 repeat clients
Profile image

I am so grateful I found Kathy when looking for a sitter to check in on my cat! My cat was recently prescribed meds that need to be administered every 12 hours. Kathy didn't bat an eye at helping with meds and was punctual for each check-in. She went above and beyond in every way while I was out of town, and her communication was excellent. I won't hesitate to have her check-in on my cat again in the future, and would I recommend her to others in a heartbeat!

Availability updated today
Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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3. Lindsey F.

Star Sitter
Your best friends new best friend!
Wauwatosa, WI, 53213
2.8 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
43 reviews
10 repeat clients
Profile image

I would recommend Lindsey to anyone. We hired her for three drop-in’s over the weekend and she was timely, respectful, had great communication throughout the process. It felt as though a family member was taking care of our dogs.

Availability updated 2 days ago
Sitter Profile Image: Ashley Y.
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Sitter Profile Image: Ashley Y.
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4. Ashley Y.

Star Sitter
English Bulldog/Catahoula Mom
West Allis, WI, 53214
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
26 reviews
6 repeat clients
Profile image

Ashley is great, dependable, very friendly and easy to get along with. Although my cat doesn’t like strangers, Ashley still attempted to make friends with him and treated him well. Thanks, Ashley. See you next time.

Availability updated yesterday
Sitter Profile Image: Amy D.
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Sitter Profile Image: Amy D.
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5. Amy D.

Reliable & Conscientious Caretaker
Wauwatosa, WI, 53213
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
28 reviews
14 repeat clients
Profile image

Amy was absolutely wonderful!! Our daughter was getting married in Elkhart Lake about an hour away from our home. There were some changes in the planning and schedule and Amy just rolled with it, including adding a second dog into the mix! Thank you for taking such good care of Riley!?❤️

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

Star Sitter
Cat mom who grew up with dogs
Wauwatosa, WI, 53213
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
76 reviews
12 repeat clients
Profile image

Elyzabeth was wonderful and checked in/checked out as we agreed. Pictures were sent with regular updates and notes. Everything was great when we got home from our trip. :)

Availability updated today
Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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7. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
18 reviews
2 repeat clients

Maggie is the best! She is a true dog lover and she is our automatic go-to whenever we need a dog sitter. She has always given our pup the best care from the puppy days into his senior years. We trust her to stay at our house, and he has also done extended stays at her place. Can’t say enough great things about her!

Availability updated today
Sitter Profile Image: Amanda T.
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Sitter Profile Image: Amanda T.
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8. Amanda T.

Crazy Dog Mama and Proud
Wauwatosa, WI, 53213
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
Profile image

Amanda is great! She is so good with my 2 labs and such a sweet person. I will be asking her a few times each week for drop in visits. :)

Availability updated today
Sitter Profile Image: Hannah B.
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Sitter Profile Image: Hannah B.
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9. Hannah B.

Star Sitter
Lover of ALL animals!!
West Allis, WI, 53214
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
39 reviews
11 repeat clients
Profile image

Hannah was amazing, I had miscalculated my boarding dates and she immediately jumped in to accommodate and help with my doggos needs. She did a drop in and calmed my dogs anxiety, gave them a walk and made them feel safe, sent many pictures and communication was amazing throughout! I would highly recommend her services! Thank you Hannah!

Availability updated 2 days ago
Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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10. Erica L.

I'll love them like my own
West Allis, WI, 53227
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
102 reviews
48 repeat clients
Profile image

Erica was a great pet sitter. Because of her experience, I felt good about leaving our cat for an out of town wedding. She was flexible and dependable. When I need another pet sitter, I'll ask her firs right away.

Availability updated 3 days ago
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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11. Jenn S.

Star Sitter
Animal lover and cat mom of 3 🐈
West Allis, WI, 53227
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$21
per visit
5.0 out of 5 stars
45 reviews
12 repeat clients
Profile image

This is Sadie’s first visit with Jenn and everything went so well. She was prompt, had quality time with Sadie and accomplished everything discussed. Jenn is very reliable and I would highly recommend her.

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

Tell your dog I said hi!
West Allis, WI, 53219
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5.0 out of 5 stars
22 reviews
6 repeat clients
Profile image

Amanda is great! We have one senior dog and another with a lot of anxiety. She is so loving towards them and patient with whatever they need. I really appreciate her communication skills and know our pups are in great hands when we’re away.

Availability updated today
Sitter Profile Image: April & Brad R.
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Sitter Profile Image: April & Brad R.
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13. April & Brad R.

Star Sitter
Opening home after losing pet
West Allis, WI, 53214
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
25 reviews
9 repeat clients

I want to recommend April R for a dog caregiver position formally. My dog is my life, and I don't trust many people with him; for that reason, I am significantly picky about who he is left with when I have to leave town without him. I trust April completely; I know that she would treat him as if he was her dog in her care, and I would not have to worry about him at all. She would be an asset to your team.

Availability updated 10 days ago
Sitter Profile Image: Emily S.
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Sitter Profile Image: Emily S.
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14. Emily S.

Enjoy making pets happy and loved
West Allis, WI, 53227
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
Profile image

Emily has been wonderful with Heisenberg! I am so grateful for her help. I was nervous to have a stranger take care of him, but I couldn't be happier with how well it has worked out.

Availability updated 8 days ago
Sitter Profile Image: Lilly C.
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Sitter Profile Image: Lilly C.
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15. Lilly C.

Im great with cats and exotic pets!
Milwaukee, WI, 53227
1.5 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
52 reviews
17 repeat clients
Profile image

Lilly was amazing with our two cats while we were gone for a week! Both of our girls absolutely loved her (even our shy kitty) and warmed up to her instantly. She is very communicative and goes above and beyond. Do yourself a favor and hire her! ?

Availability updated 29 days ago
Sitter Profile Image: Danica V.
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Sitter Profile Image: Danica V.
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16. Danica V.

Star Sitter
PAWsitively reliable med student!
Wauwatosa, WI, 53226
1.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$26
per visit
5.0 out of 5 stars
25 reviews
9 repeat clients
Profile image

Danica stopped in to feed my kitties and did an incredible job. She took lots of photos and was very communicative. I felt very happy to see my boys getting lots of love and pets. I will definitely be booking with her again!

Availability updated 2 days ago
Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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17. Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
47 reviews
18 repeat clients
Profile image

Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!

Availability updated 31 days ago
Sitter Profile Image: Liz B.
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Sitter Profile Image: Liz B.
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18. Liz B.

Rover 101
Star Sitter
Senior pet lover and expert!
West Allis, WI, 53214
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
26 reviews
10 repeat clients
Profile image

Liz really went above and beyond with my boys! She spent an lot of time making sure they had playtime, that my apartment was a comfortable temp for them, and checked in regularly to see if I needed her to do anything else around my house. I would have her care for any pet I have without reservation.

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

Pet Lover
Cannon Park, Milwaukee, WI, 53226
0.8 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
6 reviews
1 repeat client

Chris is great with my retriever Sammy. She was on time and when scheduled. I highly recommend her if your looking for an honest and caring person. Your pup will love her.

Availability updated 14 days ago
Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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20. Emily R.

Home visits for your furry friends!
West Allis, WI, 53214
0.8 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
Profile image

Emily was absolutely fantastic with our cat. He is a little skittish and still young and can have a hard time getting used to new people, but he warmed up to Emily very quickly - she is highly experienced with cats and the way they communicate. Rover report cards were highly detailed every single day, and the pictures were so sweet, even though our boy is still too hyperactive to be the most photogenic. It was the biggest relief being out of state knowing that he was under such fantastic care. I would recommend Emily to anyone with an anxious pet, she truly has a gift with animals!

Availability updated 70 days ago

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Drop-In Visits