Pet Sitting & Drop Ins in Dineen Park, Milwaukee

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Sitter Profile Image: Michelle Y.
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Sitter Profile Image: Michelle Y.
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1. Michelle Y.

Star Sitter
Trusted & Insured Dog Mom 🐾❤
Cooper Park, Milwaukee, WI, 53222
1.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
5.0 out of 5 stars
34 reviews
9 repeat clients
Profile image

Michelle easily gets a five star review. I just moved to the area and was nervous about leaving my dog alone but Michelle has made the transition so easy. She is wonderful with my boy. She is excellent with communicating and sends the best updates. 10 times out of 10, I’m picking Michelle.

Availability updated today
Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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2. Kathy S.

Rover 101
Star Sitter
Patient walker and caregiver.
Wauwatosa, WI, 53213
1.3 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5.0 out of 5 stars
111 reviews
36 repeat clients
Profile image

Thank you for taking care of my girlies! All 3 with their different personalities are always safe with you. I feel at ease, as much as I can, when I know you're checking on them.

Availability updated today
Sitter Profile Image: Amanda T.
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Sitter Profile Image: Amanda T.
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3. Amanda T.

Star Sitter
Crazy Dog Mama and Proud
Wauwatosa, WI, 53213
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$16
per visit
5.0 out of 5 stars
55 reviews
19 repeat clients
Profile image

Myself and my dog Basil have had nothing but excellent experiences with Amanda. She loves animals, is knowledgeable, and importantly is very reliable. No issues with communication and I love that she always gives me updates and answers any questions or concerns I have promptly while she’s with my dog. Would absolutely recommend.

Availability updated today
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
2.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$15
per visit
5.0 out of 5 stars
22 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 17 days ago
Sitter Profile Image: Michelle G.
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Sitter Profile Image: Michelle G.
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5. Michelle G.

Rover 101
Star Sitter
Welcome to my Home!
Wauwatosa, WI, 53213
1.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$14
per visit
5.0 out of 5 stars
41 reviews
7 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 Presidents' Day Weekend
Sitter Profile Image: Katelynn S.
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Sitter Profile Image: Katelynn S.
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6. Katelynn S.

Star Sitter
Tell your pets I say hi! :)
Wauwatosa, WI, 53226
2.1 mi. away
Drop-In Visits
from
$16
per visit
5.0 out of 5 stars
72 reviews
17 repeat clients
Profile image

Katelynn goes above and beyond to take care of my precious kitty. She is reliable and dependable. She communicates very well and even helps bring in packages that were delivered early. I cannot thank her enough and can’t wait to hire her again!

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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7. Cindy T.

Star Sitter
TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
2.1 mi. away
Boarding, Drop-In Visits
from
$22
per visit
5.0 out of 5 stars
578 reviews
351 repeat clients
Profile image

Cindy took great care of our dog and sent great pictures of him playing. I feel confident that she loved and cared for him just as we would have. We will be using her again!

Availability updated 28 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Amanda C.
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Sitter Profile Image: Amanda C.
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8. Amanda C.

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

Amanda was great with my dogs! She walked them as agreed and they hardly missed me while I was gone. I’m so glad I didn’t have to board them! Will definitely be booking with her in the future!

Availability updated 5 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Lizzy B.
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Sitter Profile Image: Lizzy B.
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9. Lizzy B.

Rover 101
Star Sitter
Work from Home Dog Mom
Kops Park, Milwaukee, WI, 53222
1.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
45 reviews
13 repeat clients
Profile image

Lizzy did a great job taking care of all three of our pups while we were out of town. Her communication was top notch and she went above and beyond during her visits. We loved seeing how happy the dogs looked in her updates and will definitely reach out to her the next time we need someone to care for our dogs!

Availability updated 2 days ago
Sitter Profile Image: Kelsey H.
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Sitter Profile Image: Kelsey H.
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10. Kelsey H.

flexible schedule for walks/sitting
Mount Mary, Milwaukee, WI, 53222
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
5.0 out of 5 stars
57 reviews
15 repeat clients
Profile image

Kelsey responds quickly. She sends photos and clear information about her visit. My pets are all comfortable with her! She is flexible and able to accommodate specific requests or preferences easily!

Availability updated 71 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: McKenna D.
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Sitter Profile Image: McKenna D.
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11. McKenna D.

Your pets new best friend!
Wauwatosa, WI, 53213
1.5 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 reviews

McKenna is the best! Responsible, patient, organized and always on her game. Dealing with a nervous rescue puppy she remained confident, calm, encouraging and the best part... loving. I would not hesitate to recommend McKenna for any kind of care of your pup. She will always show up as scheduled with a smile and love for your dog.

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Ian P.
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Sitter Profile Image: Ian P.
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12. Ian P.

Pets make life worth living
Saint Amelian's, Milwaukee, WI, 53222
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client

Ian has always taken great care and been very kind with my dog. She loves to see him and knows to expect lots of pets and plenty of attention whenever he comes by.

Availability updated 3 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Melainie T.
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Sitter Profile Image: Melainie T.
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13. Melainie T.

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

I felt very comfortable with Lainie caring for Trixie while I'm at work from day one. She's so great with her! She sends adorable pictures of Trixie and receiving them are the best part of my work day!

Availability updated 5 days ago
Sitter Profile Image: Kristin R.
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Sitter Profile Image: Kristin R.
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14. Kristin R.

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

Kristin has been a great dog sitter for our older dog. She spends plenty of time with our dog when our family is away. Harper is always happy to see us but it’s clear she’s received attention when we’re away!

Availability updated 16 days ago
Sitter Profile Image: Krystal D.
Verified Enhanced Background Check
Sitter Profile Image: Krystal D.
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15. Krystal D.

Pawsitively Reliable Dog Sitter!
Milwaukee, WI, 53210
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
18 reviews
3 repeat clients
Profile image

Excellent communicator and did a great job with making sure Bo had everything he needed.

Availability updated today
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Isabella N.
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Sitter Profile Image: Isabella N.
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16. Isabella N.

Ready to Walk, Play, and Cuddle!
Lenox Heights, Milwaukee, WI, 53210
0.7 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 reviews

We couldn’t have asked for a better cat sitter than Bella! She watched our cat, Chai, while we were away, and we felt completely at ease knowing he was in such great hands. Bella was incredibly attentive, keeping us updated daily with pictures and little notes about Chai’s activities, which we loved. Chai is usually pretty shy, but he warmed up to Bella right away. We came home to a happy, well-cared-for cat and a spotless home. We’re so grateful to Bella and would absolutely recommend her to anyone looking for a reliable, caring sitter. Thank you, Bella!

Availability updated yesterday
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Charlotte M.
Verified Enhanced Background Check
Sitter Profile Image: Charlotte M.
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17. Charlotte M.

happy pets, happy life
Milwaukee, WI, 53210
1.0 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
56 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 46 days ago
Sitter Profile Image: Andrew S.
Verified Enhanced Background Check
Sitter Profile Image: Andrew S.
Verified Enhanced Background Check

18. Andrew S.

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

I couldn’t say enough good things about Andrew! He’s great with my dog Ellie. He gets down on the ground to play with her and sometimes I feel like she’s happier to see him than me! It can be hard to find someone to trust with taking care of my dog but Andrew is the best. He really cares about animals and is very accountable and respectful.

Availability updated 43 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Beth P.
Verified Enhanced Background Check
Sitter Profile Image: Beth P.
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19. Beth P.

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

Beth dog sat for our dog for 5 days. I knew that when she came to meet Ellie that it was not just a job to her but that she loved animals. My dog adored her as was clear on our return. She is reliable, trustworthy and goes above and beyond. She provided everything my dog needed as though it was her own.

Availability updated 71 days ago
Sitter Profile Image: Crystal H.
Verified Enhanced Background Check
Sitter Profile Image: Crystal H.
Verified Enhanced Background Check

20. Crystal H.

Our animals are family members too!
Enderis Park, Milwaukee, WI, 53210
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
48 reviews
10 repeat clients

I’ve known Crystal for 11 years and she has always been a responsible pet owner and would be a great pet sitter. Crystal has had both cats and dogs during the time I’ve known here as well as a turtle! She loved them all. When she lived in Panama she started a meet up group of dog owners so her puppies would have a group of dogs to play with that would meet almost daily. They would even have pet birthday parties! One of Crystals dogs was a stray that she took in and it turned out he had some health issues. Crystal didn’t shy away or surrender the dog, instead she rose to the challenge. She made sure that dog had everything it needed to live as long and as loved as it possibly could. I know she would give him medicine on a daily basis and even administered IV fluids. Crystal is a an animal lover! She makes bandanas for all the neighborhood dogs and sets up play dates for her current dog to play and run around with other dogs. She walks her dog almost religiously, every day, sometimes twice a day. She even started an Instagram for her dog. Her and her husband built an amazing dog house for their dogs with a doggy door, windows and even a deck! She is as loving, caring and responsible of a person as you will find and would make an excellent pet sitter. I’d definitely let her take care of my pets and would recommend her to anyone looking for a trustworthy caring pet sitter.

Availability updated 2 days ago
Confirmed availability for Presidents' Day Weekend

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