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
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Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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1. 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
50 reviews
17 repeat clients
from
$16
per visit

I am so grateful I found Kathy when looking for a sitter to check in on my cat! My cat was recently prescribed meds that need to be administered every 12 hours. Kathy didn't bat an eye at helping with meds and was punctual for each check-in. She went above and beyond in every way while I was out of town, and her communication was excellent. I won't hesitate to have her check-in on my cat again in the future, and would I recommend her to others in a heartbeat!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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2. 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
44 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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3. 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
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!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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4. 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
28 reviews
3 repeat clients
from
$15
per visit

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: 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
4.0 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.

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Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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6. kiki A.

Star Sitter
Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$15
per visit

Kiki did a terrific job with my dog. She showed up on time, did what I had asked of her, and sent me reassuring reports of her visits. I am very pleased.

Sitter Profile Image: Lillith L.
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Sitter Profile Image: Lillith L.
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7. Lillith L.

Star Sitter
ABC VA Certified and ❤️ all animals
Milwaukee, WI, 53208
2.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
7 repeat clients
from
$19
per visit

Lily was the most amazing, caring, and attentive caretaker for my dog. I absolutely love her and her personality, I have never met anyone so sweet. She documented everything and sent me lots of pictures to keep me at ease. All of my instructions were followed amazingly and she went above and beyond for my pup giving her lots of love and keeping me informed about her. She will be my forever pet sitter

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Sitter Profile Image: Christina J.
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Sitter Profile Image: Christina J.
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8. Christina J.

Star Sitter
Experienced and attentive!
Wauwatosa, WI, 53226
2.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
20 repeat clients
from
$20
per visit

Our cats enjoy having Christina come and visit! If you can win over the cats, the humans are pretty easy afterwards. Thanks again for hanging out with them!

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Sitter Profile Image: Natalie F.
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Sitter Profile Image: Natalie F.
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9. Natalie F.

Star Sitter
Lover of all animals big or small!
Wauwatosa, WI, 53226
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
2 repeat clients
from
$18
per visit

Thank you! I will definitely keep you in mind for future visits. ?

Sitter Profile Image: Kathy B.
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Sitter Profile Image: Kathy B.
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10. Kathy B.

Love love love every doggo.
Golden Valley, Milwaukee, WI, 53222
1.4 mi. away
Drop-In Visits
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$16
per visit

Kathy did a great job earning our dog’s trust when she came for check-ins. She provided comfort and lots of exercise and play time- just what we needed!

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Sitter Profile Image: Austin M.
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Sitter Profile Image: Austin M.
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11. 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
2 reviews
from
$14
per visit

Austin was a great sitter for my pets. He followed the instructions we left and was very respectful during the visits or taking care of them as instructed. I would 100% recommend Austin for anyone else that needs their pet to be looked after. They’re in good hands with Austin.

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Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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12. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$15
per visit

Maggie is the best! She is a true dog lover and she is our automatic go-to whenever we need a dog sitter. She has always given our pup the best care from the puppy days into his senior years. We trust her to stay at our house, and he has also done extended stays at her place. Can’t say enough great things about her!

Sitter Profile Image: Heidi N.
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Sitter Profile Image: Heidi N.
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13. Heidi N.

Pet loving medical student
Washington Heights, Milwaukee, WI, 53208
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$20
per visit

Heidi was really great with our dog, Hazel! Excellent communication and so nice to deal with. She took good care of Hazel during our day away. Will definitely book again!

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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14. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
1.9 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
340 repeat clients
from
$22
per visit

Cindy was great! She showed up exactly when she said she would, loved on our Lucy, and even cleaned up a potty accident. We will be using her again in the future.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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15. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$14
per visit

Lance does great with my two lab mix (5yr/1yr). Attention-to-detail, communication, and lovable are his key qualities! You can trust him with your fur babies!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kaitlin G.
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Sitter Profile Image: Kaitlin G.
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16. Kaitlin G.

Mom to animals, teacher to humans
Wauwatosa, WI, 53213
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
2 repeat clients
from
$18
per visit

I’ve worked with Kaitlin multiple times now - she’s awesome! She’s reliable and communicative, she’ll hang out with your pets and make sure to send photos :) 10/10 person

Sitter Profile Image: Melainie T.
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Sitter Profile Image: Melainie T.
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17. 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
39 reviews
14 repeat clients
from
$20
per visit

Knowledgeable about dog behavior, my dog took to her right away.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Krystal D.
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Sitter Profile Image: Krystal D.
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18. Krystal D.

Pawsitively Reliable Dog Sitter!
Milwaukee, WI, 53210
0.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$14
per visit

Krystal is an amazing Dog Mom and Dog Lover! My dogs are obsessed with her always so happy when she watches them for me !

Sitter Profile Image: Rachel G.
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Sitter Profile Image: Rachel G.
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19. 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
21 reviews
15 repeat clients
from
$20
per visit

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kristin R.
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Sitter Profile Image: Kristin R.
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20. 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
28 reviews
11 repeat clients
from
$18
per visit

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!

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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