Pet Sitting & Drop Ins In Uptown Milwaukee

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Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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1. Kathy S.

Rover 101
Star Sitter
Patient walker and caregiver.
Wauwatosa, WI, 53213
1.1 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
124 reviews
38 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
Confirmed availability for Easter Weekend
Sitter Profile Image: Michelle Y.
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Sitter Profile Image: Michelle Y.
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2. Michelle Y.

Star Sitter
Trusted & Insured Dog Mom 🐾❤
Cooper Park, Milwaukee, WI, 53222
2.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
39 reviews
11 repeat clients
Profile image

It has been so great to have Michelle caring for my dog. She is responsive, reliable, and most importantly my dog loves her. She helps out with drop in visits in my home and makes sure my dog is cared for when I can’t be there. She always makes sure to send me updates and photos so I’m aware of what’s going on. She’s respectful of my space and makes certain all of my needs are met.

Availability updated today
Sitter Profile Image: Michelle G.
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Sitter Profile Image: Michelle G.
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3. Michelle G.

Rover 101
Star Sitter
Welcome to my Home!
Wauwatosa, WI, 53213
1.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5 out of 5.0 stars
66 reviews
13 repeat clients
Profile image

Michelle did an amazing job with Millie! Very attentive to her needs and became someone Millie looked forward to seeing everyday while we were away!

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Joshua P.
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Sitter Profile Image: Joshua P.
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4. Joshua P.

Star Sitter
Dog lover since childhood|MKE&TOSA
Wauwatosa, WI, 53226
2.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
27 reviews
8 repeat clients
Profile image

Communication was easy and Joshua is reliable. He's also able to work with your schedule and specific animals's needs. I already rebooked. Thank you!

Availability updated 4 days ago
Sitter Profile Image: Kelsey H.
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Sitter Profile Image: Kelsey H.
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5. Kelsey H.

flexible schedule for walks/sitting
Mount Mary, Milwaukee, WI, 53222
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
57 reviews
15 repeat clients
Profile image

Kelsey is our go-to pet sitter! She is always responsive, flexible, and so attentive to our pets. Even our neighbor commented to us on how our sitter goes above and beyond!

Availability updated 8 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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6. Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
12 reviews
5 repeat clients

Ashley is quite the do lover. She no only loves dogs but has tons of energy for those who like to be super active. In the time I have known Ashley she has not only watched dogs I've had and done an excellent job but she is also a former foster with a local dog rescue. When fostering with an off transport rescue you rarely know what to expect and Ashley has shown that she can care for many types of dogs of varying temperaments. The most memorable was very anxious and mouthy beagle who was later put on Prozac to help with her temperament and behavior. Ashley fostered Tallulah until she was adopted to later be returned multiple times because people just couldn't deal with the challenge that Ashley was. If I had a personal dog i would not only trust Ashley with its care but not worry because I know she would do anything she could to assure it's comfort and care.

Availability updated 14 days ago
Sitter Profile Image: Andrew S.
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Sitter Profile Image: Andrew S.
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7. Andrew S.

I’ll take your pups on an adventure
Enderis Park, Milwaukee, WI, 53210
1.1 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
4 reviews
1 repeat client

Andrew is very nice and professional. You can tell he has a love for animals and spending time with them. He'll either take my dog on a short but tiring walk, or he'll take him to the park to run around and play, and everything in between. Highly recommend.

Availability updated 5 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Julia M.
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Sitter Profile Image: Julia M.
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8. Julia M.

Wags to Whiskers
Enderis Park, Milwaukee, WI, 53210
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 4.9 stars
19 reviews
4 repeat clients
Profile image

Julia was a wonderful pet sitter for my 2 fur boys. She made sure they were well cared for and i got to see the fun time they had with daily picture

Availability updated today
Sitter Profile Image: Amanda C.
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Sitter Profile Image: Amanda C.
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9. Amanda C.

Rover 101
Trusted, Loving Care for Your Pets!
Milwaukee, WI, 53213
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
10 reviews
1 repeat client
Profile image

Amanda was great! I really appreciated her communication and pictures during each visit with our cats. I will be using her services again.

Availability updated 11 days ago
Sitter Profile Image: Kristin R.
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Sitter Profile Image: Kristin R.
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10. Kristin R.

Star Sitter
Animal lover
Enderis Park, Milwaukee, WI, 53210
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
50 reviews
18 repeat clients
Profile image

Kristin did a great job looking after my cat! She was very friendly and willing to help when I forgot that she was due for her monthly medication. I got lots of pictures of my cat snuggling with her, which is always a good sign! I would definitely use Kristin again.

Availability updated 4 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Melainie T.
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Sitter Profile Image: Melainie T.
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11. Melainie T.

Care for all Animals
Enderis Park, Milwaukee, WI, 53210
0.8 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
43 reviews
15 repeat clients
Profile image

Melainie is great with Trixie! She comes to let her out while I'm at work and I love getting the updates and photos during their visits 🥰 Trixie can be shy with new people and she's taken to Melainie so, so well!

Availability updated 47 days ago
Sitter Profile Image: Charlotte M.
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Sitter Profile Image: Charlotte M.
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12. Charlotte M.

happy pets, happy life
Milwaukee, WI, 53210
0.8 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
62 reviews
8 repeat clients

The first time my dog met Charlotte, she refused to leave her side, especially when she discovered that Charlotte is an expert at giving ear massages. It's a testament to how wonderful Charlotte is with animals, how gentle and loving she is that they are naturally drawn to her. When I thought my dog needed surgery and someone would have to spend all day with her during recovery, I instantly thought of Charlotte as a potential caregiver, and I'd trust Charlotte absolutely in my dog's most vulnerable state. Charlotte is an incredible dog mom and your pets would be so lucky to have her care for them.

Availability updated 13 days ago
Sitter Profile Image: Kaitlin G.
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Sitter Profile Image: Kaitlin G.
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13. Kaitlin G.

Mom to animals, teacher to humans
Wauwatosa, WI, 53213
0.9 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 4.8 stars
22 reviews
2 repeat clients
Profile image

I’ve worked with Kaitlin multiple times now - she’s awesome! She’s reliable and communicative, she’ll hang out with your pets and make sure to send photos :) 10/10 person

Availability updated 3 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Bella N.
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Sitter Profile Image: Bella N.
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14. Bella N.

Ready to Walk, Play, and Cuddle!
Lenox Heights, Milwaukee, WI, 53210
1.0 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
7 reviews

Isabella was great with my dog! She was timely and responsive, and she did a good job managing my dog’s reactivity while on walks. Overall a pleasure to work with!

Availability updated 12 days ago
Sitter Profile Image: Jamila M.
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Sitter Profile Image: Jamila M.
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15. Jamila M.

Rover 101
Star Sitter
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 4.9 stars
80 reviews
24 repeat clients
Profile image

Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!

Availability updated yesterday
Confirmed availability for Easter Weekend
Sitter Profile Image: Caitlin K.
Verified Enhanced Background Check
Sitter Profile Image: Caitlin K.
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16. Caitlin K.

Dogs are life
Milwaukee, WI, 53213
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Caitlin was a great communicator and took great care of my pup while I was away.

Availability updated 27 days ago
Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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17. Beth P.

Summer/holiday house sitting
Milwaukee, WI, 53210
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients

Beth has looked after my pets many times throughout the years. She's been excellent with our senior dogs as well as our younger pups. Beth is great with communicating, responsible, and our pets just love her!

Availability updated 3 months ago
Sitter Profile Image: Davina A.
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Sitter Profile Image: Davina A.
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18. Davina A.

Patient, kind, and reliable!
Sherman Park, Milwaukee, WI, 53210
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$14
per visit
5 out of 5.0 stars
4 reviews

Davina is a great sitter and she has done an amazing job caring for my dog Sunny. She proves excellent care and extra love to make him feel comfortable. Every time I get him back, he is happy and calm. I can tell he is well taken care of! She is also very responsive and sends me frequent photos and updates, which makes me feel at ease. I definitely recommend Davina as a trusted dog sitter.☺️

Availability updated 11 days ago
Sitter Profile Image: Patricia B.
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Sitter Profile Image: Patricia B.
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19. Patricia B.

SPOILER ALERT- LOVE AND AFFECTION
Saint Joseph, Milwaukee, WI, 53210
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
1 review

Patty is an excellent pet sitter. She has taken care of our 3 fur babies as well as our home on several occasions. If you need someone to watch and care for your pets as if they were her own, I can't recommend Patty enough.

Availability updated yesterday
Confirmed availability for Easter Weekend
Sitter Profile Image: Kat K.
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Sitter Profile Image: Kat K.
Verified Enhanced Background Check

20. Kat K.

Ready to care for your fur babies!
Milwaukee, WI, 53208
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
2 reviews

Kat is super communicative, consistently sticks to our cat's routine, and gives her all the love and pats she deserves. They're one of our go-to pet sitters, from day trips to short-notice family emergencies. Hire them, you won't regret it! ❤️

Availability updated 18 days ago

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  1. 1. Search

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  2. 2. Meet & Greet

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    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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