Pet Sitting & Drop Ins in Story Hill, 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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What size are your dogs (lbs)?
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
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
157 reviews
53 repeat clients
from
$18
per visit
Profile image

Karsyn is great! She put up with our mischievous cats, sent lots of pictures and was super responsive! Definitely have her watch your fur babies :)

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
2.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
50 reviews
18 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!

Sitter Profile Image: Ashley Y.
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Sitter Profile Image: Ashley Y.
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3. Ashley Y.

Star Sitter
English Bulldog/Catahoula Mom
West Allis, WI, 53214
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$18
per visit
Profile image

Ashley was flexible, thorough and when I came home my critters were just as relaxed and comfy as can be! She is a great pet sitter, anyone would be lucky to have her!

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
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
108 reviews
37 repeat clients
from
$15
per visit
Profile image

Great communication always on time if there were any questions she asked. Very friendly and very good with the dog. Would highly recommend her for taking care of your dogs. Always sent pictures and an update on what was going on.

Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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5. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
44 reviews
12 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.

Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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6. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 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

Sitter Profile Image: Emily V.
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Sitter Profile Image: Emily V.
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7. Emily V.

Star Sitter
Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
3.5 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
3 repeat clients
from
$14
per visit
Profile image

Emily was wonderful during our drop in visit! She took Pickles for a walk and played with Brownie! We look forward to her next drop in visit and appreciate her help taking care of our little ones!

Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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8. Lindsey F.

Star Sitter
Your best friends new best friend!
Wauwatosa, WI, 53213
2.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
3 repeat clients
from
$15
per visit
Profile image

Lindsey is awesome! She gave us detailed updates with pictures of our dog, Kobe. She made our night away very easy and stress-free. Thank you, Lindsey!

Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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9. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
123 reviews
41 repeat clients
from
$13
per visit
Profile image

Sarah, was fantastic. Our dog was very well taken care of. Sarah took care of Odie as if he was her own dog, she played with and sent picture of the interactions between them.. she went way past our expectations. We will be calling on her again.

Sitter Profile Image: Liz B.
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Sitter Profile Image: Liz B.
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10. Liz B.

Rover 101
Senior pet lover and expert!
Avenues West, Milwaukee, WI, 53233
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$22
per visit
Profile image

Liz really went above and beyond with my boys! She spent an lot of time making sure they had playtime, that my apartment was a comfortable temp for them, and checked in regularly to see if I needed her to do anything else around my house. I would have her care for any pet I have without reservation.

Sitter Profile Image: Anna L.
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Sitter Profile Image: Anna L.
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11. Anna L.

Star Sitter
Attentive & Caring - ♥️ Senior Pets
Wauwatosa, WI, 53213
2.1 mi. away
Drop-In Visits
5.0 out of 5 stars
60 reviews
18 repeat clients
from
$20
per visit
Profile image

Anna was absolutely amazing! She took great care of my cat maisel always sending pictures and a little blurb about how she was doing. It made me feel so much better being away to know she was being well taken care of. Anna was also super flexible and helped me figure out how to use Rover, I was using the browser at first which was causing all sorts of problems but Anna knew what I was trying to do and got it all sorted out. I cannot recommend Anna enough!

Sitter Profile Image: Megan C.
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Sitter Profile Image: Megan C.
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12. Megan C.

Tell your dog I said Hey! ❤
west allis, WI, 53214
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
6 repeat clients
from
$15
per visit
Profile image

Megan has been nothing but fantastic with our dogs for drop-ins. They can be a little rambunctious and crazy but they always seem to enjoy her company....and trust me that's hard to find with our dogs. We will be using Megan for a very long time! Thanks Megan for always being so wonderful to our crazy loving dogs ❤️ 🐕

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
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$20
per visit
Profile image

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!

Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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14. Kristine K.

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
13 repeat clients
from
$16
per visit
Profile image

We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!

Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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15. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 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: Lillith L.
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Sitter Profile Image: Lillith L.
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16. Lillith L.

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

I recently adopted my dog so I was nervous to introduce more humans so soon. But I didn’t have to worry with Lillith. She’s knowledgable and you can tell how much she loves dogs. Maverick can’t wait to see you again!

Sitter Profile Image: Austin M.
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Sitter Profile Image: Austin M.
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17. Austin M.

WFH dog lover w/ flexible schedule
Wick Field, Milwaukee, WI, 53208
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$14
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!!

Sitter Profile Image: Enedina G.
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Sitter Profile Image: Enedina G.
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18. Enedina G.

Dogs are my best friends too
Wauwatosa, WI, 53213
1.1 mi. away
Drop-In Visits, Dog Walking
1 review
from
$18
per visit

Nina will be the best pet sitter you’ll ever hire. She has a dog, a cat, a bird, and a bunch of fishies herself which she loves, adores and takes such good care of. She is definitely trustworthy, and know that your pet will be in good hands ❤️

Sitter Profile Image: Todd P.
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Sitter Profile Image: Todd P.
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19. Todd P.

Animal lover located in West Allis
West Allis, WI, 53214
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
1 repeat client
from
$20
per visit

Todd has stayed at my house many times to watch my cats and dogs. My animals are so happy they don’t even miss me. He feeds, walks and cleans out my cats litter boxes.

Sitter Profile Image: Gabriella I.
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Sitter Profile Image: Gabriella I.
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20. Gabriella I.

Part-time RN, full-time pet lover!
Wauwatosa, WI, 53213
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$15
per visit

As far as dog sitters go, Gabriella is the best! I have 3 dogs which I know can be a handful at times but she has always been so great with them (and they love her!) I feel so comfortable leaving them in her care when I am busy with work or any time my family travels. Gabriella is incredibly reliable, kind, and truly a delight. I recommend her to all of my friends looking for a sitter/walker!

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

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In Story Hill, Milwaukee, WI, dog lovers trust Rover.com for their pet sitting needs. Over 1089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting in Story Hill can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Milwaukee on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning 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 Story Hill 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 Story Hill, 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 Story Hill pet sitters and avoid the kennel.

Drop-In Visits