Pet Sitting & Drop Ins in Lake 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: Jessica Z.
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Sitter Profile Image: Jessica Z.
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1. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
134 reviews
40 repeat clients
Profile image

Jessica was so fabulous! I couldn’t recommend her enough. Very communicative with us - we have a cat with medication needs so updates are important and she made us feel at ease. Will absolutely use her again! 😊

Availability updated 2 days ago
Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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2. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
0.8 mi. away
House Sitting, Drop-In Visits
from
$25
per visit
5.0 out of 5 stars
91 reviews
29 repeat clients
Profile image

Very responsive and attentive. I booked them last minute for an evening visit and they responded right away! They gave lots of picture/text updates and I felt like my pup was in great hands.

Availability updated 14 days ago
Sitter Profile Image: Jessica W.
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Sitter Profile Image: Jessica W.
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3. Jessica W.

Loving, attentive, and caring!
Lower East Side, Milwaukee, WI, 53202
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
34 reviews
10 repeat clients
Profile image

Jessica was able to come on short notice and even cleaned up my puppies potty accidents on the carpet while helping to potty train. Thanks for watching my still in training puppy and also for taking the time to correct him and clean up after him. I will defiantly be hiring again!

Availability updated 10 days ago
Sitter Profile Image: Casey G.
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Sitter Profile Image: Casey G.
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4. Casey G.

Rover 101
Dog lover with rescue experience!
Cambridge Heights, Milwaukee, WI, 53201
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
18 reviews
2 repeat clients
Profile image

Casey is a fantastic pet sitter! He was flexible and accommodating, and a caring animal caregiver. We especially appreciated his experience with rescues as our June benefits from a trauma informed approach. I also enjoyed his relaxed demeanor which is refreshing. Will definitely be booking with him again, if possible. Highly recommended!

Availability updated today
Sitter Profile Image: Valene S.
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Sitter Profile Image: Valene S.
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5. Valene S.

Star Sitter
Let me walk your doggos ❤️
Milwaukee, WI, 53202
1.2 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
15 reviews
6 repeat clients
Profile image

Val took great care of my two cats while I was away. She sent tons of pics and even went above and beyond and took trash out! Would definitely book again.

Availability updated 6 days ago
Confirmed availability for Thanksgiving
Sitter Profile Image: Alexandra D.
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Sitter Profile Image: Alexandra D.
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6. Alexandra D.

Rover 101
Quality pet care you can trust.
Milwaukee, WI, 53202
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
119 reviews
13 repeat clients
Profile image

Alexandra always does a great job with our dogs! She sent frequent updates with pictures and everyone looked happy and healthy. She is especially patient and sweet with our anxious Aussie. Would recommend her to anyone!

Availability updated 19 days ago
Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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7. Kennedy K.

Star Sitter
Ready to be your pet’s assistant!
Milwaukee, WI, 53212
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
29 reviews
12 repeat clients
Profile image

Kennedy is a lovely human and a great sitter— very responsive, communicative, kind, and dependable. I’ve rebooked once and will plan to again :) Highly recommend!

Availability updated 19 days ago
Confirmed availability for Thanksgiving
Sitter Profile Image: Sarah F.
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Sitter Profile Image: Sarah F.
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8. Sarah F.

Your pet will be in great hands ❤️
Lower East Side, Milwaukee, WI, 53202
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
Profile image

Sarah was on time, sent photos, and kept me updated on Ace! Will definitely book again

Availability updated 14 days ago
Sitter Profile Image: Maigann H.
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Sitter Profile Image: Maigann H.
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9. Maigann H.

Awesome Animal Lover
Murray Hill, Milwaukee, WI, 53211
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients

I highly recommend Maigann as a pet caregiver! She is incredibly responsible and shows genuine love and care for animals. Maigann is great with my dog, Boone. She knows how to keep him happy and engaged, making sure he gets plenty of playtime and walks. Boone always comes home relaxed and loved after spending time with her.

Availability updated 6 days ago
Confirmed availability for Thanksgiving
Sitter Profile Image: Juliana B.
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Sitter Profile Image: Juliana B.
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10. Juliana B.

Only requirement they must be cute!
Milwaukee, WI, 53211
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients

Juliana is an exceptional pet caregiver who goes above and beyond to ensure our pets are happy and well cared for. Her attention to detail and genuine love for animals make her the perfect choice for anyone seeking a trustworthy and loving pet sitter. Highly recommended!.- Angela B

Availability updated 7 days ago
Sitter Profile Image: Isabel R.
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Sitter Profile Image: Isabel R.
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11. Isabel R.

Long walks, cuddles, and playtime!
Milwaukee, WI, 53211
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
5.0 out of 5 stars
39 reviews
16 repeat clients
Profile image

Isabel has been so great with my almost 12 week old puppy rocky. I had contacted her in short notice and now she has been helping take him out when I’m stuck at work. She leaves great details on what she did with him when she does the check ins. I know rocky is in great hands, especially with her experience with dogs. I’m very happy that he can get the attention he needs when I’m at work and It puts my mind at ease knowing he is getting wonderful care from her!

Availability updated 11 days ago
Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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12. Danielle A.

Star Sitter
Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
59 reviews
18 repeat clients
Profile image

Danielle was wonderful and communicative. She even went out of her way to find and feed my very shy boy. Will definitely trust her for my future pet sitting needs!

Availability updated today
Confirmed availability for Thanksgiving
Sitter Profile Image: Stephane G.
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Sitter Profile Image: Stephane G.
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13. Stephane G.

Ready to pamper your furry friends!
Lower East Side, Milwaukee, WI, 53202
1.1 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
2 reviews
Profile image

thank you!!

Availability updated 5 days ago
Sitter Profile Image: Andrew & Taylor O.
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Sitter Profile Image: Andrew & Taylor O.
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14. Andrew & Taylor O.

Star Sitter
Young, Active Couple Who Loves Pets
Milwaukee, WI, 53202
0.6 mi. away
Drop-In Visits, Dog Walking
from
$21
per visit
5.0 out of 5 stars
37 reviews
6 repeat clients
Profile image

Amazing experience with Andrew and Taylor. I had a lot of requests and there are details to Seven's care that most sitters and walkers could not or would not do, but that wasn't the case for Andrew and Taylor. Working as a team, they made sure my pup was given ample human time so she didn't feel alone with me gone. Fed according to my instructions without question and walked as early as 5:30 am and as late as 9pm so my daily routine with her was not interrupted. Though I can't give you any first hand knowledge if they showed Seven the same affection I do, I can say that all of us dog owners have an intuition if our dogs are cared for lovingly and I got that sense by the way she was when I got home. I've worked with several sitters and walkers on Rover, and though I'm not knocking any of them, Andrew and Taylor are better than most all of the others combined. You'll feel at ease upon meeting them and they'll make sure they completely understand your requests and needs; but just as importantly, they WILL follow through so that neither you or your pup are in stress. Perfect communication. Perfect execution of my requests and perfect care of my pup and I couldn't be happier.

Availability updated today
Sitter Profile Image: Benjamin R.
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Sitter Profile Image: Benjamin R.
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15. Benjamin R.

Never met a dog that didn’t love me
Milwaukee, WI, 53202
0.9 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
3 repeat clients

About: Experienced in long term pet care, taking care of dogs for extended time periods when owners are on vacation and everyday experience taking care of pets while families are working, including drop ins and dog walks I work remotely and have a lot of free time open during the day for drop ins and dog walks. I’m available in the mornings, afternoons, and nights! Will respect any rules of the house and am very open to watch / play with the dogs in any way they’re comfortable with and used to

Availability updated 27 days ago
Confirmed availability for Thanksgiving
Sitter Profile Image: Isabella G.
Verified Enhanced Background Check
Sitter Profile Image: Isabella G.
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16. Isabella G.

Responsible & Active Pet Sitter!
Riverwest, Milwaukee, WI, 53212
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
Profile image

Sent photos and kept me updated on Ace! Did a great job! Will book again soon!

Availability updated 7 days ago
Confirmed availability for Thanksgiving
Sitter Profile Image: Hannah S.
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Sitter Profile Image: Hannah S.
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17. Hannah S.

From Cats to Bats - I got you!
Milwaukee, WI, 53211
0.8 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
Profile image

Hannah did a fantastic job checking in on my kitten during her first weekend alone. I greatly appreciated all the photos and updates of her visits. Highly recommend!

Availability updated 8 months ago
Sitter Profile Image: Kimberly B.
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Sitter Profile Image: Kimberly B.
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18. Kimberly B.

Your pets are my new BFFs!!
Lower East Side, Milwaukee, WI, 53202
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
Profile image

Kimberly did an amazing job taking care of our dogs for 4 days. She went above and beyond to get them food when they ran out and dealt with their food aggression by spending extra time playing with them to calm them down. She is flexible, kind, caring, easy to work with, and has excellent communication.

Availability updated 36 days ago
Confirmed availability for Thanksgiving
Sitter Profile Image: Addoris D.
Verified Enhanced Background Check
Sitter Profile Image: Addoris D.
Verified Enhanced Background Check

19. Addoris D.

Queer Friendly & Energetic Sitter
Lower East Side, Milwaukee, WI, 53202
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
1 review

Adi was an absolute gem. My dog Ruby loved her and we were sad when she moved to Chicago. She takes incredible care and was always prompt when messaging me about any issues (Ruby has to take medication every day and she can sometimes be a nightmare about it). Would highly recommend her, especially for your elderly dogs that need a little bit of extra love and attention.

Availability updated 4 days ago
Sitter Profile Image: Alyssa F.
Verified Enhanced Background Check
Sitter Profile Image: Alyssa F.
Verified Enhanced Background Check

20. Alyssa F.

Experienced and Punctual Dog Lover!
Northpoint, Milwaukee, WI, 53202
0.3 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$20
per visit
3 reviews

Alyssa has cared for my dogs twice while I was out of town. She is great at communicating and you can tell she loves animals. She had them on a walk schedule and cared for them like they were her own. I will always go to her whenever we need help with our fir babies! She is genuinely such a kind person!

Availability updated 54 days ago
Confirmed availability for Thanksgiving

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