Pet Sitting & Drop Ins in Hillside, 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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Loving pet sitters in your neighborhood

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Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
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1. Keisha P.

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

She is an amazing pet sitter! Very kind and our dog loves her!

Availability updated today
Sitter Profile Image: Vilma C.
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Sitter Profile Image: Vilma C.
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2. Vilma C.

Star Sitter
Looking forward to meeting your pet
Lower East Side, Milwaukee, WI, 53202
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
28 reviews
10 repeat clients
Profile image

Vilma is fantastic! Attentive and good to sweet poppy!

Availability updated 9 days ago
Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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3. Jessica Z.

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

Jessica took such good care of my cat. She gave me updates each time and took photos. I am happy to have Jessica care for my cat and would book with her again.

Availability updated today
Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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4. Carole & Shannon C.

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

I can’t say it enough! Carole is an absolute dream! Miss Oaklei hurt her leg and she was so sensitive to the issue. She even got so excited when Oaklei was starting to show signs of improvement! She is AMAZING!!

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

Star Sitter
Let me walk your doggos ❤️
Milwaukee, WI, 53202
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$21
per visit
5 out of 5.0 stars
40 reviews
13 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 yesterday
Sitter Profile Image: Casey G.
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Sitter Profile Image: Casey G.
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6. Casey G.

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

Casey again goes above and beyond! He was punctual and followed instructions perfectly. We highly recommend Casey to anyone considering pet care.

Availability updated today
Sitter Profile Image: Ilene G.
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Sitter Profile Image: Ilene G.
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7. Ilene G.

Star Sitter
Let’s go outside!
Riverwest, Milwaukee, WI, 53212
2.1 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
5 out of 5.0 stars
7 reviews
3 repeat clients
Profile image

Ilene was great! We have a foster cat in quarantine with an infection and wanted someone to spend time with him while we were out of town. Ilene was able to give him some quality time and attention, he was a happy camper. The updates we got were good and the photos were perfect. Thank you!

Availability updated 3 days ago
Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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8. Emily R.

Rover 101
Star Sitter
Pawsitively excellent pet sitter!
Milwaukee, WI, 53204
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
74 reviews
20 repeat clients
Profile image

Emily took great care of my three kitties while I was gone. She was wonderful at communicating and following the instructions I left. The litter area is clean and she watered my plants! I highly recommend her for your pet care. A+++

Availability updated yesterday
Sitter Profile Image: Megan D.
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Sitter Profile Image: Megan D.
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9. Megan D.

Star Sitter
Please pick me!
Milwaukee, WI, 53204
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
20 reviews
7 repeat clients
Profile image

Megan was awesome and took great care of my cat while I was out of town! Very thorough and sent awesome drop in reports! Would highly recommend!!!

Availability updated 7 days ago
Sitter Profile Image: Jenna M.
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Sitter Profile Image: Jenna M.
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10. Jenna M.

Caring and attentive pet sitter
Milwaukee, WI, 53202
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
30 reviews
6 repeat clients
Profile image

Jenna was amazing! She was so patient and kind with our pup with separation anxiety. She was friendly and very communicative. I felt comfortable leaving our sensitive dog with her for an evening while we went out. We would love to have Jenna watch River again!

Availability updated 9 days ago
Sitter Profile Image: Jeffery & Tara W.
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Sitter Profile Image: Jeffery & Tara W.
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11. Jeffery & Tara W.

Simply put: I Love Animals
Walker's Point, Milwaukee, WI, 53204
1.7 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
6 reviews
Profile image

Jeff was super friendly and responded very quickly to our last minute request for a drop in/dog sitting while on our stay in Milwaukee. Our dogs enjoyed making him as a new friend! The next time we’re visiting MKE we will be reaching out again!

Availability updated 17 days ago
Sitter Profile Image: Alexandra D.
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Sitter Profile Image: Alexandra D.
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12. Alexandra D.

Rover 101
Quality pet care you can trust.
Milwaukee, WI, 53211
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 5.0 stars
135 reviews
14 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 30 days ago
Sitter Profile Image: Linnea G.
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Sitter Profile Image: Linnea G.
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13. Linnea G.

Rover 101
Home Full Time Dog Lover!
Lower East Side, Milwaukee, WI, 53202
0.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 4.9 stars
47 reviews
14 repeat clients
Profile image

This was my first time using Rover and boy, did I win the lottery with Linnea! My dogs were happy and the photos she sent warmed my heart. I have complete trust with her. Zero complaints!

Availability updated today
Sitter Profile Image: Jensen M.
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Sitter Profile Image: Jensen M.
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14. Jensen M.

Life Is Better With Pets
Lower East Side, Milwaukee, WI, 53202
1.0 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
4 reviews

Jensen has been a great caretaker for my cats while away and for my dog for walking. My pets love him and he is so respectful of our home and learning how each of our pets likes to be interacted with. Our dog is a bit anxious and his experience with similar animals makes our pup feel at ease and allows us to relax knowing all is well.

Availability updated 22 days ago
Sitter Profile Image: Valeria J.
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Sitter Profile Image: Valeria J.
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15. Valeria J.

New Pet Sitter, Ready to Love!
Lower East Side, Milwaukee, WI, 53202
0.8 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
2 reviews

Valeria loves pets and is very excited to adopt a puppy of her own one day. The main reason she wants to work on rover is to spend time with animals. She is very responsible and somebody you can rely on and trust.

Availability updated 2 days ago
Sitter Profile Image: Molly S.
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Sitter Profile Image: Molly S.
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16. Molly S.

Star Sitter
Smiles at every single dog I see
Kilbourn Town, Milwaukee, WI, 53203
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
17 reviews
5 repeat clients

We have two large dogs and Molly is so incredible with them! They are taken on walks, played with and well taken care of when Molly is watching them. Leaving your pets while you are away can be nerve racking but I always am able to relax knowing they are in Molly’s care. I would highly recommend her to anyone looking for care for their pets!

Availability updated 36 days ago
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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17. Lily S.

Star Sitter
Certified Sitter!
Milwaukee, WI, 53212
0.4 mi. away
House Sitting, Drop-In Visits
from
$30
per visit
5 out of 5.0 stars
38 reviews
12 repeat clients
Profile image

We felt extremely comfortable and confident having Lily care for Bailey today. Very professional, detailed update, and cute pictures too. We have already booked a multi-nite stay with her in August.

Availability updated 2 days ago
Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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18. Jackie C.

Star Sitter
Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$26
per visit
5 out of 5.0 stars
101 reviews
33 repeat clients
Profile image

Our kitty was in great spirits when we returned. It was evident that she had been well taken care of. Jackie was amenable to our requests and provided helpful and frequent updates. Thank you, Jackie!

Availability updated today
Sitter Profile Image: Maci P.
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Sitter Profile Image: Maci P.
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19. Maci P.

Dog-person through & through!
Milwaukee, WI, 53203
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
2 reviews
2 repeat clients

Maci is a loving and caring friend that everyone needs in life. By spending just a minute with her, you'll easily be able to see the kind of person she is. If you want your dog cared for by a genuine and compassionate person (for humans and dogs), hands down she's the best option.

Availability updated 29 days ago
Sitter Profile Image: Kane H.
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Sitter Profile Image: Kane H.
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20. Kane H.

Here to aid your animal stresses :)
Kilbourn Town, Milwaukee, WI, 53203
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
5 reviews
1 repeat client

Hello. I am Kane’s mom and have known Kane his whole life. Kane has always grown up with both cats and dogs. He understands how to walk them feed them care for them and give them love.

Availability updated 5 days ago

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  2. 2. Meet & Greet

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