Pet Sitting & Drop Ins in Columbus 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: Jessica Z.
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Sitter Profile Image: Jessica Z.
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1. Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
94 reviews
32 repeat clients
from
$20
per visit

Jessica did a great job! I would definitely book her again. First, it was so easy to coordinate with her. Next she kept me up to date with what was going on with Lucy during the check-ins. My girl was happy and well taken care of.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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2. Kathy S.

Rover 101
Patient walker and caregiver.
Wauwatosa, WI, 53213
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
50 reviews
17 repeat clients
from
$16
per visit

Kathy is great to work with. She regularly walks my puppy and also supported while I was out of town. She is reliable and great with my pups!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Nycole T.
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Sitter Profile Image: Nycole T.
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3. Nycole T.

Happy paws, happy life!
Menomonee Falls, WI, 53051
4.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
65 reviews
25 repeat clients
from
$20
per visit

Nycole was very prompt, played with my cats while I was on vacation. Leaving the rover cards with pics was pretty cool to see them while away.

Sitter Profile Image: Dave S.
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Sitter Profile Image: Dave S.
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4. Dave S.

Pet loving dad 🐶🐈🐈‍⬛🐈🐈‍⬛
Brookfield, WI, 53005
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
132 reviews
38 repeat clients
from
$21
per visit

Dave has sat for our cat Silkybear twice now and our wee Beta fish. He is kind and friendly and I feel very comfortable knowing I can leave town for a trip or family obligation and our pets will be in good hands.

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Sitter Profile Image: Natalie F.
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Sitter Profile Image: Natalie F.
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5. Natalie F.

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

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

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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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6. Kim S.

Never lived a day without a pet
Glendale, WI, 53217
4.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
61 reviews
20 repeat clients
from
$23
per visit

This is the second time Kim has taken care of our pups - it won't be the last!! She is super quick to respond, very easy to work with, and the dogs love her!!

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Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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7. Lindsey F.

Your best friends new best friend!
Wauwatosa, WI, 53213
2.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 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: Kathy B.
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Sitter Profile Image: Kathy B.
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8. Kathy B.

Love love love every doggo.
Golden Valley, Milwaukee, WI, 53222
2.0 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!

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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9. Tegra R.

The right Mama to care 4 your baby
Milwaukee, WI, 53223
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$18
per visit

Tegra took great care of our dogs and was very easy to coordinate with. We look forward to using her services again in the future!

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Sitter Profile Image: Heidi N.
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Sitter Profile Image: Heidi N.
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10. Heidi N.

Pet loving medical student
Washington Heights, Milwaukee, WI, 53208
3.6 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: Christina J.
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Sitter Profile Image: Christina J.
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11. Christina J.

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

My first time using rover. Christina was great with my high energy/ attention hungry cat. Always sent cute pics and kept me updated. I will be asking for her again the next time I’m out of town!

Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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12. kiki A.

Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
1.8 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.

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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13. Cindy T.

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

Cindy is great with our dog that is very shy and likes to hide and has really bad separation anxiety. I always feel good when Cindy’s there to take care of them.

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

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

Lance has watched my dog Lupe a number of times. My dog loves him! He gets a lot of love, walks, and hang out time. He's very responsible, asks all the right questions and provides updates to make sure my wife and I are never concerned. I highly recommend Lance if you want peace of mind while you're away.

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Sitter Profile Image: Hannah E.
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Sitter Profile Image: Hannah E.
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15. Hannah E.

Animal Lover Pet Sitter/Walker!
Wauwatosa, WI, 53225
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$15
per visit

Hired Hannah for my cats. She was always on time and left my house with clean dishes. My cats were also happy :) would love to recommend her.

Sitter Profile Image: Crystal A.
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Sitter Profile Image: Crystal A.
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16. Crystal A.

Fire fighter who loves doggos 😊😊
Enderis Park, Milwaukee, WI, 53222
1.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$18
per visit

Crystal is a very hard working woman and a wonderful dog mom to Zoey, a beautiful black lab that I've had the pleasure to care for for a few years! Zoey is so lucky to have crystal as her mom! Crystal puts her first and treats her like her child, as it should be! As hard as crystal works, she still gives Zoey all of her attention and makes sure Zoey is living her best life!

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Sitter Profile Image: Tracy B.
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Sitter Profile Image: Tracy B.
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17. Tracy B.

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

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: Kaitlin G.
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Sitter Profile Image: Kaitlin G.
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18. Kaitlin G.

Mom to animals, teacher to humans
Wauwatosa, WI, 53213
2.5 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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kristin R.
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Sitter Profile Image: Kristin R.
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19. Kristin R.

Animal lover
Enderis Park, Milwaukee, WI, 53210
2.1 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 was fantastic cat sitting for a few weeks - I loved getting the report cards and pictures with every visit! Hopefully she'll be available the next time I head out of town.

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Sitter Profile Image: Krystal D.
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Sitter Profile Image: Krystal D.
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20. Krystal D.

Pawsitively Reliable Dog Sitter!
Milwaukee, WI, 53210
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
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 !

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Dog owners in Columbus 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 Columbus 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 Columbus 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 Columbus 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.

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