Pet Sitting & Drop Ins in Cooper 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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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1. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
54 reviews
17 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.

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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
0.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
61 reviews
22 repeat clients
from
$16
per visit
Profile image

Kathy is always super reliable and was able to help us out to watch our cats over the holidays. Always recommend her when she’s available. Thank you for all of your help!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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3. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
107 reviews
36 repeat clients
from
$20
per visit
Profile image

Jessica did has looked after our cat a few times and always has done a great job. She always provides great updates and lots of photos and does a great job engaging with our shy kitty

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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4. Leandrea R.

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

Leandrea did a superb job with my kitty Sunny! I was anxious about leaving him due to him just having surgery a couple of days prior, but I was immediately put at ease with her quality of care! I would recommend her to anyone looking for care for their pet! I will definitely be booking for all my pet needs in the future! Thank you for being so wonderful!

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Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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5. Lindsey F.

Star Sitter
Your best friends new best friend!
Wauwatosa, WI, 53213
0.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
9 repeat clients
from
$16
per visit
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I would recommend Lindsey to anyone. We hired her for three drop-in’s over the weekend and she was timely, respectful, had great communication throughout the process. It felt as though a family member was taking care of our dogs.

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Sitter Profile Image: Austin M.
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Sitter Profile Image: Austin M.
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6. Austin M.

WFH dog lover w/ flexible schedule
Wick Field, Milwaukee, WI, 53208
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 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!!

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Sitter Profile Image: Julia A.
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Sitter Profile Image: Julia A.
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7. Julia A.

Responsible and caring pet lover :)
Milwaukee, WI, 53226
2.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
11 repeat clients
from
$20
per visit
Profile image

Julia did a fantastic job taking care of our Callie during one weekend. She was attentive to her needs and also flexible for feedings and medication administration. She helped us out last minute and made us feel at ease that she was taken care of. Highly recommend her to take care of your fur baby! They will be in excellent hands!

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Sitter Profile Image: Jeremy M.
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Sitter Profile Image: Jeremy M.
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8. Jeremy M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
58 reviews
22 repeat clients
from
$20
per visit
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!!!

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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
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
4 repeat clients
from
$20
per visit
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!

Sitter Profile Image: Rachel G.
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Sitter Profile Image: Rachel G.
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10. Rachel G.

Friendly and trustworthy dog lover!
Wauwatosa, WI, 53213
2.2 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
7 repeat clients
from
$16
per visit

I have trusted Rachel with my dog on many occasions and never been disappointed! In addition to being trustworthy and reliable, Rachel is friendly and has the energy to keep up with my rambunctious Labradoodle, Clarke. I highly recommend her to anyone interested.

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Sitter Profile Image: Tracy B.
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Sitter Profile Image: Tracy B.
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11. Tracy B.

Animal loving Dog-Mom
Wauwatosa, WI, 53222
1.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$20
per visit
Profile image

Tracy is so great! We had her walk and feed our pup while we were out of town for the day. She was super responsive, communicated very well, and was prompt with her visits and feedback. We can tell our dog loved her because he was waiting by the door when we got home (something he almost never does with us) and we realized he was hoping it was Tracy coming to visit him again 😂 Needless to say, we look forward to hiring her again, and our dog is REALLY looking forward it!

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Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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12. Beth P.

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

Beth is amazing!! She is gentle, kind, and loving person. Not only does Beth take care our kitties and water our plants but she also makes sure to give snuggles and play with them while we are away. Beth keeps us informed and sends us pictures of our fur balls which is always reassuring. We have used Beth over multiple summers and will continue to do so because of the Trust and Love she offers to take care of our kitties and our house! Thank You Beth for taking care of our girls! We are so grateful to have a wonderful person who we trust!!!

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Sitter Profile Image: Kristin R.
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Sitter Profile Image: Kristin R.
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13. Kristin R.

Animal lover
Enderis Park, Milwaukee, WI, 53210
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
33 reviews
14 repeat clients
from
$18
per visit
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Kristin is sweet, caring, detailed, and reliable. We feel so much better when we leave knowing that Kristin will be there to watch our kitty. It's clear that they enjoy each other and that she takes great care.

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Sitter Profile Image: Sean N.
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Sitter Profile Image: Sean N.
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14. Sean N.

Husband, father and dog lover.
Kops Park, Milwaukee, WI, 53222
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$12
per visit

About: I have 9 years of experience with walking dogs and caring for various animals. Most recently, while in the Navy, I was a dog sitter for friends who were on deployments around the world. The experience I have gained over the last 9 years allows me to be comfortable with animals in any environment. I am a full time dad and husband to a military doctor, but have flexibility daily for pet care from walks to checkins to house sitting. We have a Great Dane named Thor and a rescue cat named Vinny that are an integral part of our family. I train them daily to make sure they are comfortable with our child.

Sitter Profile Image: Melainie T.
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Sitter Profile Image: Melainie T.
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15. Melainie T.

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

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Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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16. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$14
per visit

I had an amazing experience with Lance as my dog sitter! He was incredibly attentive to my furry friend's needs and went above and beyond to ensure their comfort and happiness while I was away. Lance provided regular updates and even sent adorable photos of my pup enjoying their time together. I felt completely at ease knowing that my dog was in such capable and caring hands. I highly recommend Lance to anyone in need of a reliable and compassionate dog sitter.

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Sitter Profile Image: Sammi B.
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Sitter Profile Image: Sammi B.
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17. Sammi B.

I love dogs and cats
Wauwatosa, WI, 53226
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$15
per visit
Profile image

Sammi did a great job of taking care of my high needs kitty. She always sent great action shots, too!

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Sitter Profile Image: Margit B.
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Sitter Profile Image: Margit B.
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18. Margit B.

"Wag More, Bark Less"
Mount Mary, Milwaukee, WI, 53222
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
6 repeat clients
from
$20
per visit

We had an outstanding experience with Margit as our pet sitter. Her exceptional care for our furry babies, coupled with her professionalism, made leaving a stranger in our home a non-issue. Margit's reliability and genuine love for animals make her the perfect choice and our dogs and cats can confirm that. Highly recommend! ❤️

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Sitter Profile Image: Sadie H.
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Sitter Profile Image: Sadie H.
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19. Sadie H.

Cat + dog lover with free time!
Enderis Park, Milwaukee, WI, 53210
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
1 repeat client
from
$15
per visit

Sadie is an incredibly responsible individual, who provides outstanding service and care for my pets when needed. I feel confident to have her watch my pets when I'm away. 10/10 will hire again!

Sitter Profile Image: Rachel G.
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Sitter Profile Image: Rachel G.
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20. Rachel G.

Love all animals like they are mine
Kops Park, Milwaukee, WI, 53222
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
15 repeat clients
from
$20
per visit
Profile image

We use Rachel whenever we can because she is so reliable and always goes above and beyond with our cats. She sends pictures every day and she genuinely seems to enjoy seeing our pets, which I appreciate!

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

Rover also offers other services in Cooper Park:

Pet parents in Cooper Park, 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.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Cooper Park pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Cooper Park, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Cooper Park pet sitters and avoid the kennel.

Drop-In Visits