Pet Sitting & Drop Ins in Wilson Park, 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
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Search Results

Sitter Profile Image: Devon W.
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Sitter Profile Image: Devon W.
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1. Devon W.

Rover 101
Star Sitter
Lover of all creatures!
Milwaukee, WI, 53207
3.1 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.

Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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2. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Bay View, Milwaukee, WI, 53207
2.9 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!

Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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3. Michele M.

Star Sitter
15+ yr pet owner & dog foster
Milwaukee, WI, 53221
1.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
10 repeat clients
from
$20
per visit
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Michele did an AMAZING JOB, she took care of my dogs at the last minute while I underwent a minor emergency procedure at the hospital. She fed them, played with them and took them out 3 times a day. I am so appreciative of her help and look forward to rebooking her, I definitely recommend her!

Sitter Profile Image: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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4. Alexy & Dylan G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
2.0 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. 💜

Sitter Profile Image: Julia R.
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Sitter Profile Image: Julia R.
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5. Julia R.

I have experience for dogs
Cudahy, WI, 53110
3.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
6 repeat clients
from
$20
per visit
Profile image

Julia has been SUCH a huge help to me with my dog Payton. She’s very responsive, reliable, kind, sends the cutest pics while I’m away at work and takes amazing care of P. I would recommend her for any service you may need :)

Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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6. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
3.0 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
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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.

Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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7. Katie N.

Star Sitter
Here kitty kitty (and doggies too!)
Greendale, WI, 53129
3.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
11 repeat clients
from
$20
per visit
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Katie was so nice to our dog Maggie who is very protective but loved Katie right a way. Katie was great and we would highly recommend her and will definitely use her again.

Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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8. Rebecca S.

Fenced in yard on 1/2 acre lot
Town Of Lake, Milwaukee, WI, 53207
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
5 repeat clients
from
$20
per visit

I could not be happier with the care my 2 dogs received. I received lots of pictures and updates for piece of mind but they were having so much fun outside that I’m pretty sure they didn’t miss us. It was great that she could accommodate the needs of our large younger dog and also our cranky old lady dog. They were well loved and spoiled just like at home. Grateful for extraordinary care.

Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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9. Elba M.

Rover 101
Star Sitter
Wiggle waggle and roll!
Cudahy, WI, 53110
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
133 reviews
51 repeat clients
from
$20
per visit
Profile image

Bella has stayed with Elba several times, she always comes home happy and well taken care of. She also comes home very tired as she goes on many walks and hangs out at the dog park! Elba is very flexible with her schedule and always sends updates to let me know how Bella is doing. I would highly recommend Elba!

Sitter Profile Image: Berenice B.
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Sitter Profile Image: Berenice B.
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10. Berenice B.

Rover 101
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
2.6 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
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Bernice was always prompt, kept us informed, sent pictures, and met all of our / our pet's needs.

Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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11. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
4.0 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!

Sitter Profile Image: Markita H.
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Sitter Profile Image: Markita H.
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12. Markita H.

Star Sitter
Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
74 reviews
6 repeat clients
from
$17
per visit
Profile image

Markita was excellent-gave lots of great care and attention to my cats and great communication. I appreciate that she makes sure to know your exact communication and update preferences since many owners may differ on the level of detail and specificity of updates on the visits. I definitely will be a repeat customer!

Sitter Profile Image: Reilly R.
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Sitter Profile Image: Reilly R.
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13. Reilly R.

A dog’s home away from home
Bay View, milwaukee, WI, 53207
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$20
per visit
Profile image

Reilly did an amazing job watching our cat Marvin while we were out of the country. She was very responsive, and sent frequent updates and photos/videos during her visits. It was really great not having to worry about Marvin while we were gone, knowing he was in good hands with Reilly! I'd highly recommend Reilly to anyone here on Rover!

Sitter Profile Image: Danielle F.
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Sitter Profile Image: Danielle F.
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14. Danielle F.

Dog lover with two dog-loving dogs
Saint Francis, WI, 53235
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
6 repeat clients
from
$18
per visit
Profile image

Danielle has taken care of my pup several times now and always does a great job!

Sitter Profile Image: Elaine P.
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Sitter Profile Image: Elaine P.
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15. Elaine P.

☀️Experienced & loving pet owner
Milwaukee, WI, 53204
2.8 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. 😊

Sitter Profile Image: Kelsey S.
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Sitter Profile Image: Kelsey S.
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16. Kelsey S.

Dogs over People
Milwaukee, WI, 53221
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$25
per visit
Profile image

Kelsey was so friendly and accommodating as she watched my dogs! She checked in regularly and took great care of them. I'm definitely reaching out to her first next time I need a dog sitter!

Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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17. Christine H.

Experienced Dog Foster
Greenfield, WI, 53221
2.1 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
28 reviews
10 repeat clients
from
$20
per visit
Profile image

This was my first time using Rover. I had 6 amazing drop in visits for my two energetic boxers. Christine was wonderful taking care of them and helping them burn off some energy! She was amazing and I'd use her services again without a doubt. She provided great update pictures every day and she even brought in packages that were delivered while I was away.

Sitter Profile Image: Rucha N.
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Sitter Profile Image: Rucha N.
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18. Rucha N.

I'm here to help :)
Morgandale, Milwaukee, WI, 53215
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$16
per visit
Profile image

Rucha did an AMAZING job taking care of our kitties! She is just a thorough and great communicator, and sent pics and updates which I so appreciate! Truly above and beyond what you expect from a pet sitter. I have already booked her again for our next trip!

Sitter Profile Image: Courtney W.
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Sitter Profile Image: Courtney W.
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19. Courtney W.

Caring and skilled and loves pets!
Morgandale, Milwaukee, WI, 53221
1.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
12 repeat clients
from
$20
per visit
Profile image

Courtney was a great communicator and very responsive. Our kitties are skittish and hide when anyone comes around so Courtney took photos of the empty food bowls to let us know the kitties were eating. She arrived at the times she said she would and handled everything like a pro!

Sitter Profile Image: Mary G.
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Sitter Profile Image: Mary G.
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20. Mary G.

LGBTQ+, Dog Parent
Milwaukee, WI, 53221
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$16
per visit

Mary is an exceptional doggie caregiver! She has helped care for pets since she was a child and has had two wonderfully cared for dogs of her own as an adult. She also has dog sat for my own family when we have gone out of town and my dog was so excited to spend time with her. She would offer compassionate and attentive care to any dog that she is responsible for!

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Dog owners in Wilson Park, Milwaukee, WI love booking pet sitting with sitters on Rover.com. Over 1089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Wilson Park.

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 Wilson Park 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 Wilson Park, 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