Pet Sitting & Drop Ins in Silver City, 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)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sitter Profile Image: Devon W.
Verified Background Check
Sitter Profile Image: Devon W.
Verified Background Check

1. Devon W.

Rover 101
Star Sitter
Lover of all creatures!
Milwaukee, WI, 53207
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
65 reviews
30 repeat clients
from
$17
per visit
Profile image

Devon did a great job dropping in on our dogs while we were on vacation. They had very good communication, promptness, and even though our pups can be a handful Devon had no problem taking care of them.

Calendar Recently Updated
Sitter Profile Image: Karsyn R.
Verified Enhanced Background Check
Sitter Profile Image: Karsyn R.
Verified Enhanced Background Check

2. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Bay View, Milwaukee, WI, 53207
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
177 reviews
57 repeat clients
from
$18
per visit
Profile image

Karsyn was a great sitter for my cat. She spent quality time with him, played with him, brushed him, and made sure to provide regular updates. It brought great peace of mind since this was the first weekend my cat was left at home. Thank you Karsyn for being so professional and compassionate!

Calendar Recently Updated
Sitter Profile Image: Alexy & Dylan G.
Verified Enhanced Background Check
Sitter Profile Image: Alexy & Dylan G.
Verified Enhanced Background Check

3. Alexy & Dylan G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
10 repeat clients
from
$15
per visit
Profile image

Alexy & Dylan are sweet! they took great care of my girl’s needs while I was away & sent plenty of pictures. I will contact them for future needs. 💜

Calendar Recently Updated
Sitter Profile Image: Emily V.
Verified Enhanced Background Check
Sitter Profile Image: Emily V.
Verified Enhanced Background Check

4. Emily V.

Star Sitter
Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
3.2 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
3 repeat clients
from
$14
per visit
Profile image

Emily was wonderful during our drop in visit! She took Pickles for a walk and played with Brownie! We look forward to her next drop in visit and appreciate her help taking care of our little ones!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Lexi K.
Verified Enhanced Background Check
Sitter Profile Image: Lexi K.
Verified Enhanced Background Check

5. Lexi K.

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

Lexi & Aaron did drop-in visits for Louis, our attention needy :) cat. They were dependable and I'm sure if cats could talk, Louis would say 'they were great!' He was a happy guy when we got home & his litter box was so clean. Knowing someone was dropping in to hang out with him (& give him his wet nummy food) made our vacation more enjoyable.

Calendar Recently Updated
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check

6. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
115 reviews
39 repeat clients
from
$15
per visit
Profile image

Great communication always on time if there were any questions she asked. Very friendly and very good with the dog. Would highly recommend her for taking care of your dogs. Always sent pictures and an update on what was going on.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check
Sitter Profile Image: Berenice B.
Verified Enhanced Background Check

7. Berenice B.

Rover 101
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
60 reviews
25 repeat clients
from
$20
per visit
Profile image

Bernice was always prompt, kept us informed, sent pictures, and met all of our / our pet's needs.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check

8. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
136 reviews
46 repeat clients
from
$13
per visit
Profile image

Sarah is awesome! I recently adopted a very high maintenance half Persian cat. I had to leave town to visit family for 4 days. I found Sarah on Rover based on reviews. She came to meet my cat and his routine. She came to the house daily when I was gone. She very willingly, happily, and efficiently followed a long list of to do things (meal times with specific types of foods, food puzzles, setup automatic feeders, play time, litter box maintenance, etc) I Sarah went above and beyond to make me feel better about leaving my cat behind home alone for the first time. She did a wonderful job at taking care of the cat and making him feel safe and loved 🥰 I highly recommend Sarah with your fur babies!

Calendar Recently Updated
Sitter Profile Image: Allie S.
Verified Background Check
Sitter Profile Image: Allie S.
Verified Background Check

9. Allie S.

Teacher with a fenced-in yard here!
West Allis, WI, 53219
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$18
per visit
Profile image

Allie was fantastic! We booked her last minute and she was super accommodating to us. As nervous pup parents we were super unsure about leaving him, but she was so sweet, took extra good care of him, sent us tons of report cards and photos and made us feel as though he was in great hands! We will definitely book with her again in the future. He misses you already!

Calendar Recently Updated
Sitter Profile Image: Kristine K.
Verified Enhanced Background Check
Sitter Profile Image: Kristine K.
Verified Enhanced Background Check

10. Kristine K.

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
16 repeat clients
from
$16
per visit
Profile image

We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!

Calendar Recently Updated
Sitter Profile Image: Becca S.
Verified Background Check
Sitter Profile Image: Becca S.
Verified Background Check

11. Becca S.

Rover 101
Walkies in Milwaukees!
Milwaukee, WI, 53202
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$20
per visit
Profile image

Becca was amazing. I accidentally had a mix up with the time and address and she was SO accommodating. 10/10 recommend!!!

Calendar Recently Updated
Sitter Profile Image: Liz B.
Verified Enhanced Background Check
Sitter Profile Image: Liz B.
Verified Enhanced Background Check

12. Liz B.

Rover 101
Senior pet lover and expert!
Milwaukee, WI, 53233
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
7 repeat clients
from
$22
per visit
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.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Ashlee K.
Verified Enhanced Background Check
Sitter Profile Image: Ashlee K.
Verified Enhanced Background Check

13. Ashlee K.

Pets are family 💕
Milwaukee, WI, 53215
0.2 mi. away
Boarding, Drop-In Visits, Dog Walking
3 reviews
from
$13
per visit

I am thrilled to recommend Ashlee as a dog walker and care giver. I have had the pleasure of knowing her for 5 years and can confidently say that she is incredibly reliable, responsible, and has a genuine love for animals. Ashlee has a natural affinity with dogs, and they respond exceptionally well to her calm and caring demeanor. She adopted a bull dog with special needs and provided the best care and love to Sophie as well as her other dog and cats. In addition, Ashlee is dependable and communicative. She always ensures that her dogs are well cared for and pampered. I wholeheartedly trust Ashlee with my own pets and have seen firsthand how much joy and excitement she brings to the dogs in her care. If you are looking for a dedicated and passionate dog walker and care giver, I cannot recommend Ashlee highly enough. Sincerely, Rebecca Kohler

Sitter Profile Image: Austin M.
Verified Enhanced Background Check
Sitter Profile Image: Austin M.
Verified Enhanced Background Check

14. Austin M.

WFH dog lover w/ flexible schedule
Wick Field, Milwaukee, WI, 53208
2.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$18
per visit
Profile image

Austin is very professional, personable, timely and great with our dogs! We highly recommend him for the care of your animals and will be inviting him back soon. Thank you again Austin!!

Sitter Profile Image: Elaine P.
Verified Enhanced Background Check
Sitter Profile Image: Elaine P.
Verified Enhanced Background Check

15. Elaine P.

☀️Experienced & loving pet owner
Milwaukee, WI, 53204
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$16
per visit
Profile image

As always, very dependable and my girls love her! Kaia and Pepper were well taken care of and I looked forward to reading the check in notes and seeing their pictures. I can appreciate the thoughtfulness and care Elaine provides. I will continue to use Elaine whenever she is available. 😊

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Kelsey G.
Verified Enhanced Background Check
Sitter Profile Image: Kelsey G.
Verified Enhanced Background Check

16. Kelsey G.

flexible schedule for walks/sitting
West Allis, WI, 53214
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
48 reviews
14 repeat clients
from
$17
per visit
Profile image

Kelsey provided superb care during drop-in visits for our two dogs over a long weekend. We will definitely be requesting her services the next time we need drop-in visits!

Calendar Recently Updated
Sitter Profile Image: Natalie W.
Verified Enhanced Background Check
Sitter Profile Image: Natalie W.
Verified Enhanced Background Check

17. Natalie W.

Friendly Petsitter in Milwaukee!
Walker's Point, Milwaukee, WI, 53204
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
5 repeat clients
from
$18
per visit
Profile image

Natalie was fantastic. My cats were very happy when I got home. She has great energy and communication, and is trustworthy. Will definitely book again with her!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Hannah B.
Verified Enhanced Background Check
Sitter Profile Image: Hannah B.
Verified Enhanced Background Check

18. Hannah B.

Lover of ALL animals!!
West Allis, WI, 53214
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$13
per visit
Profile image

Hannah was WONDERFUL! I had to book her super last minute (like less than 24 hours in advance) and she was so accommodating and took such great care of my babes and their environment. If I could give her more than 5 stars, I would!!

Calendar Recently Updated
Sitter Profile Image: Kelli S.
Verified Enhanced Background Check
Sitter Profile Image: Kelli S.
Verified Enhanced Background Check

19. Kelli S.

Lover of all dogs!
West Allis, WI, 53214
2.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$20
per visit

Kelli is one of the most responsible and kind humans I know. She grew up in a dog family & when she was out of college, she rescued a puppy of her own. Kelli treats the dogs in her life with love, always taking them on adventures and getting them outside for walks. She is extremely trustworthy & would make an amazing dog-sitter for anyone looking for an extra hand.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Selena S.
Verified Enhanced Background Check
Sitter Profile Image: Selena S.
Verified Enhanced Background Check

20. Selena S.

Your trusted pet care companion
Milwaukee, WI, 53215
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$14
per visit

Selena is an amazing person, punctual, and driven. The type of person that leads with their heart so they’re incredible caring and patient as well. Never had any issues with her and she’s someone my pet absolutely adores, even more than me maybe lol. If you have the privilege of having Selena in your life you will see all these things and so much more, just know your pet will be in good hands.

Search Map

Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Silver City:

Dog owners in Silver City, Milwaukee, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 1089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Milwaukee with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Silver City pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Silver City, Milwaukee who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

Drop-In Visits