Pet Sitting & Drop Ins In Upper East Side 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: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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1. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
0.4 mi. away
House Sitting, Drop-In Visits
from
$25
per visit
5 out of 5.0 stars
112 reviews
32 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 today
Sitter Profile Image: Casey G.
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Sitter Profile Image: Casey G.
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2. Casey G.

Rover 101
Star Sitter
Dog lover with rescue experience!
Cambridge Heights, Milwaukee, WI, 53201
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
34 reviews
8 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 yesterday
Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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3. Melissa H.

Star Sitter
Their Favorite Pawsome Auntie 🐾
Milwaukee, WI, 53211
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
24 reviews
5 repeat clients
Profile image

Melissa was fantastic! She was incredibly kind, attentive, and quick to respond. I’m so grateful for all her help!

Availability updated yesterday
Sitter Profile Image: Alexandra D.
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Sitter Profile Image: Alexandra D.
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4. Alexandra D.

Rover 101
Quality pet care you can trust.
Milwaukee, WI, 53211
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 5.0 stars
137 reviews
14 repeat clients
Profile image

alex took such wonderful care of our cats while we were away, we will def book with her again!!! her notes were thorough and detailed. thanks alex!

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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5. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
1.8 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

We are so grateful to have Jessica care for our pets while we travel! She came through for us very last minute when we had to leave our cats at home unexpectedly. They were not only well cared for but loved too! We will continue to book Jessica when we travel and highly recommend her to anyone in need of an amazing house/pet sitter while you’re away!

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

Star Sitter
Let’s go outside!
Riverwest, Milwaukee, WI, 53212
1.1 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 a great sitter for our two-year-old kitty! She was very communicative, flexible and laid-back. She was able to come for a meet-and-greet ahead of time and amended the drop-in time, per my request, partway through our trip. We really appreciated her detailed write-ups and quality photos. Thank you, Ilene!

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

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

Vilma was great with communication and was so kind! She sent multiple pictures a day and daily updates of how my boys were doing. I will definitely be keeping her in mind with future travels.

Availability updated 12 days ago
Sitter Profile Image: Carrianne L.
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Sitter Profile Image: Carrianne L.
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8. Carrianne L.

Star Sitter
Caring for Critters of all Kinds!
Shorewood, WI, 53211
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
31 reviews
7 repeat clients
Profile image

Carrieanne took great care of our Duke. Our boy is a herding dog can can sometimes be stubborn and a bit difficult, Carrieanne knew how to interact and handle him like a pro!

Availability updated 17 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Allissa M.
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Sitter Profile Image: Allissa M.
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9. Allissa M.

Star Sitter
Sitter with Vet Med Experience!
Riverside Park, Milwaukee, WI, 53211
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
15 reviews
3 repeat clients
Profile image

Allissa was wonderful with my two kitties while I was home for the holidays! I felt confident in her care for my cat with special needs. She did a great job.🥰

Availability updated 3 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
1.2 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 12 days ago
Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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11. Danielle A.

Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
63 reviews
19 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 21 days ago
Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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12. Travis H.

Rover 101
Star Sitter
Love & Exercise for your dog or cat
Riverwest, Milwaukee, WI, 53212
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
249 reviews
92 repeat clients
Profile image

Travis took care of Patches once again and did a great job. really appreciate his help taking care of her, will book again when I need him and would recommend him to others in the MKE area!

Availability updated yesterday
Sitter Profile Image: Kathryn D.
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Sitter Profile Image: Kathryn D.
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13. Kathryn D.

Star Sitter
Excited to meet your furry friend!
Milwaukee, WI, 53211
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
64 reviews
18 repeat clients
Profile image

Easy to communicate with and my kitties all seemed to enjoy her visits! They are normally shy and take a while to warm up but they all came out to play on the first visit!

Availability updated yesterday
Sitter Profile Image: Aysha K.
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Sitter Profile Image: Aysha K.
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14. Aysha K.

Dog loving student! Walk enjoyer :)
Cambridge Heights, Milwaukee, WI, 53211
0.5 mi. away
Drop-In Visits, Dog Walking
from
$14
per visit
7 years of experience

About: I’ve taken care of dogs since I was 12 and have been employed to dog sit, feed, walk and play with friends and families pets! Puppy training experience. Owner of a ball-chasing senior Golden Retriever. I have availability between, before and after classes and classes taking place Monday-Thursday. Much availability on weekends working around my restaurant job. Much more availability when classes end May 8th. I have car transportation to any location. In a clients home I am prepared for any environment needed for your pet. Happy to work outside or inside as well as feed pups and take them on walks.

Availability updated 4 days ago
Sitter Profile Image: Holly M.
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Sitter Profile Image: Holly M.
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15. Holly M.

Dog lover, seeking more dog time
Cambridge Heights, Milwaukee, WI, 53211
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
1 review

Holly is extremely caring and patient when it comes to our dog fern. She loves cuddling our 50+ pound "lap dog" and showering her with new toys/treats for every occasion. Holly is an active person that enjoys hiking, running and strolling through the neighborhood with fern.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Buck H.
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Sitter Profile Image: Buck H.
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16. Buck H.

Friendly neighborhood dog friend
Upper East Side, Milwaukee, WI, 53211
0.4 mi. away
Drop-In Visits
from
$14
per visit
1 review

I biased, because Buck is family. But, whenever we leave for vacation or any variety of reason Buck is trusted to watch our two dogs, both about 10 years old. I trust him completely and qould recommend him to anyone.

Availability updated 15 days ago
Sitter Profile Image: Cindy X.
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Sitter Profile Image: Cindy X.
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17. Cindy X.

I love all dogs! Large to small!
Cambridge Heights, Milwaukee, WI, 53211
0.5 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
3 reviews

Cindy is an excellent loving pet caregiver known for her patience, ability to read pet body language, and determination for training. She cared for my dog Draco, a king doberman weighing nearly 80lbs. He warmed up to her quickly, she was very affectionate and really intune with his needs. I believe her patience allows her to work with even the most challenging dogs; I was impressed with her knowledge on handling large, domineering stubborn breeds. She is a skilled and compassionate person who genuinely cares for the well-being of the dogs she works with. I think she'd be a fantastic addition to the rover crew.

Availability updated 33 days ago
Sitter Profile Image: Elizabeth C.
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Sitter Profile Image: Elizabeth C.
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18. Elizabeth C.

Loving pet sitter, works hybrid!
Milwaukee, WI, 53211
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
4 reviews
3 repeat clients
Profile image

These reviews are tough to give because I’m not actually home to evaluate the individual watching my cute pupper. However, positive things I really enjoyed about Elizabeth is that she stayed in touch throughout the day, sent pictures, and arrived at the times we discussed ?. My pup when I got home seemed happy and safe ?. Would use her again for sure!

Availability updated 42 days ago
Sitter Profile Image: Jasmine R.
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Sitter Profile Image: Jasmine R.
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19. Jasmine R.

Here to catch Paws, not hands 🐶
Shorewood, WI, 53211
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 5.0 stars
4 reviews
Profile image

Jasmine was above and beyond! Not only did she fully take care of our babes, but she did the best photos and communication. Would 100% recommend!!

Availability updated 41 days ago
Sitter Profile Image: Valerie S.
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Sitter Profile Image: Valerie S.
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20. Valerie S.

Star Sitter
Let me walk your doggos ❤️
Milwaukee, WI, 53202
2.2 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 3 days ago
Confirmed availability for Memorial Day Weekend

The median cost per night for pet sitting in Upper East Side is $20

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  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

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Why Choose Rover?

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    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Upper East Side average 5 repeat pet sitting clients

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