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

Search Results

Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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1. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
156 reviews
51 repeat clients
from
$18
per visit

Great communication and takes good care of our dog during drop-ins. Follows instructions for taking our dog out, and engages with our dog for fun playtime and training during the visit.

Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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2. Leandrea R.

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

Leandrea did an incredible job caring for my cat, Star!! I would absolutely highly recommend her to anyone and look forward to booking with her again. I recieved amazing summaries each day along with so many cute pictures; I knew Star was in great hands!!! I appreciate all of the communication from Leandrea so much. Thank you for doing such an incredible job caring for Star!! We appreciate it!!

Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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3. Lexi K.

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

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.

Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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4. Michele M.

Star Sitter
15+ yr pet owner & dog foster
Milwaukee, WI, 53221
2.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
10 repeat clients
from
$20
per visit

Michelle is a saint! Every time we leave our biggest girl gets sick and Michelle is a trooper and makes sure she is taken care of and cleans up the messes. 🤢 Both our girls love her and would always check her availability first when in need.

Sitter Profile Image: Hillery F.
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Sitter Profile Image: Hillery F.
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5. Hillery F.

Happy to help!
West Allis, WI, 53214
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
84 reviews
35 repeat clients
from
$19
per visit

Hillery was great with Pepper. She was excellent at communication and even showed some love to the resident cat named Katniss. I appreciated knowing that I could go out of town and have a worry free time because Pepper would be taken care of.

Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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6. Katie N.

Star Sitter
Here kitty kitty (and doggies too!)
Greendale, WI, 53129
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
10 repeat clients
from
$20
per visit

Katie was fantastic! She was responsive, prompt, and attentive with our kitty. We really appreciated the photos and comments she sent and the cat/house were in great shape when we returned. Highly recommend Katie and would book her again!

Sitter Profile Image: Deanna S.
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Sitter Profile Image: Deanna S.
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7. Deanna S.

I will provide unconditional love.
Greendale, WI, 53130
2.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$18
per visit

Deanna did a great job taking care of our dog and cat while we were away for a weekend. She always provided updates and photos and my dog and cat absolutely adore her! Will hire her again when we are in need of her services.

Sitter Profile Image: Danielle S.
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Sitter Profile Image: Danielle S.
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8. Danielle S.

Puppy-lover and kitty-cuddler.
West Allis, WI, 53227
2.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
58 reviews
13 repeat clients
from
$18
per visit

Danielle watched our two small dogs in our home recently and she was fantastic. I received updates on how they were doing and eating as well as a few photos. Danielle is very caring and made us feel so much better about going on vacation and leaving our pups at home.

Sitter Profile Image: Allie S.
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Sitter Profile Image: Allie S.
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9. Allie S.

Teacher with a fenced-in yard here!
West Allis, WI, 53219
1.5 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

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!

Sitter Profile Image: Jessica E.
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Sitter Profile Image: Jessica E.
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10. Jessica E.

Loving Sitter With a Fenced In Yard
West Allis, WI, 53227
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$14
per visit

Jessica did an incredible job with my furry baby :) Thank you for everything!

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
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
117 reviews
38 repeat clients
from
$13
per visit

Sarah is a great communicator and like family to us. My dog and I think the world of her! I have a very excitable dog and Sarah handle him just fine.

Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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12. Christine H.

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

Came on short notice and did a great job!

Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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13. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$25
per visit

I could tell our pup was very happy and comfortable with Katie. Katie was both friendly and professional. I was pleased with all of photos and regular updates we recieved. It was clear she gave our dog plenty of exercise as our dog was pooped. I will definitely be booking again.

Sitter Profile Image: Jennifer F.
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Sitter Profile Image: Jennifer F.
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14. Jennifer F.

Lots of Love & Care from Jenn
Jackson Park, Milwaukee, WI, 53215
2.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$15
per visit

Jennifer was amazing. My dogs were very well taken care of and she was patient with them and their accidents/separation anxiety. I really appreciated her help over the holidays and highly recommend.

Sitter Profile Image: Hannah W.
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Sitter Profile Image: Hannah W.
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15. Hannah W.

Full-time cuddler, part-time runner
Alcott Park, Milwaukee, WI, 53228
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
17 repeat clients
from
$15
per visit

Hannah did a great job watching our cat Diego. This was her second time caring for him while we were out of town. I cannot tell you what a relief it was to have her watch him again. He’s an older cat and usually very shy. She was able to make him comfortable enough to come out of hiding and spend time with her. I received adorable photos and updates that put me at ease the entire time.

Sitter Profile Image: Kelly M.
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Sitter Profile Image: Kelly M.
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16. Kelly M.

Rover 101
Star Sitter
I love dogs and being outside!
Greenfield, WI, 53227
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$20
per visit

It was a pleasure having Kelly watch after my puppy Stormi. I received many updates, pictures and videos during her time visiting Stormi. I will definitely be booking with her in the near future. Thank you Kelly!

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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17. Amanda B.

Have loved animals since birth.
Greenfield, WI, 53220
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
109 reviews
36 repeat clients
from
$14
per visit

This was our second time having Amanda take care of our cats and she did an awesome job both times! This most recent stay, I continued to be impressed with her promptness in responding to messages, all the pictures she took, and how well our cats got along with her! I highly recommend Amanda.

Sitter Profile Image: Kevin H.
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Sitter Profile Image: Kevin H.
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18. Kevin H.

Star Sitter
Your best friend's new best friend
Fairview, Milwaukee, WI, 53219
0.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$19
per visit

Kevin did a great job walking my not-so-easy to walk dog. He took some photos of my dog and updated me on how their walk and play time went. I really appreciated Kevin's thoroughness about the walk! I have already booked Kevin again for my fluffy boy!

Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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19. Mary C.

Will care for pet your like my own!
GREENFIELD, WI, 53220
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
16 repeat clients
from
$15
per visit

Mary is amazing! My pup is my everything and he is in the best care with Mary. She gives a great update with how the visits go! We are beyond lucky to have her in our life!!

Sitter Profile Image: Lacie G.
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Sitter Profile Image: Lacie G.
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20. Lacie G.

Nurse and Dog Mom! 💕
Greenfield, WI, 53228
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$14
per visit

Amazing per usual!! We love Lacie and our dogs do too! She is so attentitive and follows everything needed to care for our fur babies 🩷 would 10/10 recommend! We have used her 3+ times now

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Pet parents in Wedgewood, Milwaukee, WI love dog sitters on Rover.com. 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

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 Wedgewood 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 Wedgewood, 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.

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