Pet Sitting & Drop Ins in Yankee 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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Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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1. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
20 repeat clients
from
$20
per visit

Little Miss Oaks get so excited when Carole comes over and it just melts my heart! I’m so happy to have found someone who loves my little just as much as I do.

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. Jessica Z.

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

She was great and got along, so well, with Blue. Sent all the pictures and all the updates. And gave awesome feed back. Will be using Jessica again

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Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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3. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
2.9 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

We had Karsyn as our first EVER Rover and she was amazing!! We are stage 5 clingers and hadn’t left our 2 year old puppy overnight before so we were extremely nervous about doing so. Karsyn put all of our concerns at ease with her very first visit. She sent a dozen or more photos/videos and stayed extremely communicative throughout updating us on how our bashful puppy was doing. She continued to do this throughout the next few days, never failing to send tons of photos and videos; we could tell that our pup was having a blast with her! We looked forward to every “Rovercard” she would send on how our puppy was doing. We are so thankful for Karsyn taking extra care of our little puppy and will absolutely be reaching out to her for any future needs. Thank you Karsyn!! Our little furry friend misses you!!

Confirmed availability: Memorial Day Weekend
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
3.0 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

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.

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Sitter Profile Image: Emily V.
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Sitter Profile Image: Emily V.
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5. Emily V.

Star Sitter
Caring, active, & attentive sitter
Brewer's Hill, Milwaukee, WI, 53212
0.8 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

Emily is always so great with our two pups! She took time to take them outside to potty and played with them inside! We are so thankful to have someone to come check on them during the day when we are both gone!

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Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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6. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
20 repeat clients
from
$18
per visit

Liz is this wonderful. She took excellent care of our dog, provided timely updates, and sent us pictures during the visit. We will definitely ask her back next time we need a pet sitter.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emily Z.
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Sitter Profile Image: Emily Z.
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7. Emily Z.

Star Sitter
Help me help you help your pet
Milwaukee, WI, 53211
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
19 repeat clients
from
$20
per visit

Emily was timely, easy to work with, trustworthy, friendly, and provides great updates.

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Sitter Profile Image: Elaine P.
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Sitter Profile Image: Elaine P.
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8. Elaine P.

☀️Experienced & loving pet owner
Milwaukee, WI, 53204
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$16
per visit

As always, very dependable and my girls love her! Kaia and Pepper were well taken care of and I looked forward to reading the check in notes and seeing their pictures. I can appreciate the thoughtfulness and care Elaine provides. I will continue to use Elaine whenever she is available. 😊

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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9. Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
12 repeat clients
from
$20
per visit

Kennedy is a lovely human and a great sitter— very responsive, communicative, kind, and dependable. I’ve rebooked once and will plan to again :) Highly recommend!

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Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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10. Becca S.

Rover 101
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
6 repeat clients
from
$20
per visit

Becca was amazing. I accidentally had a mix up with the time and address and she was SO accommodating. 10/10 recommend!!!

Sitter Profile Image: Olivia G.
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Sitter Profile Image: Olivia G.
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11. Olivia G.

Star Sitter
I will love your pet like my own :)
Lower East Side, Milwaukee, WI, 53202
0.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
11 repeat clients
from
$18
per visit

Olivia is so amazing!! What a way to take the nerves away as this was our first time using rover. She was able to do everything we asked while we were gone. Thank you Olivia!

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Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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12. Emily R.

Rover 101
Star Sitter
Pawsitively excellent pet sitter!
Milwaukee, WI, 53204
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
54 reviews
17 repeat clients
from
$25
per visit

Emily took great care of my three kitties while I was gone. She was wonderful at communicating and following the instructions I left. The litter area is clean and she watered my plants! I highly recommend her for your pet care. A+++

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Gabby E.
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Sitter Profile Image: Gabby E.
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13. Gabby E.

Full-time Animal Lover
Riverwest, Milwaukee, WI, 53212
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
42 reviews
12 repeat clients
from
$16
per visit

Gabby has taken care of multiple pets throughout her life. This includes family pets she has cared for over the span of years, and dog sitting ranging from a couple days to a few weeks. She cares deeply about animals and is dedicated to ensuring not only the animals safety but their happiness and comfort as well. She is a responsible, caring, and dependable person.

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Sitter Profile Image: Amanda & Cody T.
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Sitter Profile Image: Amanda & Cody T.
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14. Amanda & Cody T.

We love dogs! Come meet us!
Historic Third Ward, Milwaukee, WI, 53202
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
45 reviews
13 repeat clients
from
$20
per visit

Amazing. Honestly amazing!! Thank you🥰

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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15. Lily S.

All-Day in Home Care For Critters
Milwaukee, WI, 53212
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$25
per visit

Thank you for the badly needed help on short notice

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hughes D.
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Sitter Profile Image: Hughes D.
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16. Hughes D.

Wildland Fire Fighter serving Dogs
Milwaukee, WI, 53212
1.0 mi. away
Drop-In Visits, Dog Walking
2 reviews
1 repeat client
from
$28
per visit

Wow! There aren’t enough words to say how amazing Hughes is! He helped us during such a tough time with our big 60 pound Collie, Maggie, with a hurt leg - even carrying her up and down the stairs (from the 2nd floor) with ease and so much care Maggie didn’t even mind at all. He was so gentle and kind with her and a great listener (and good advice) given her current challenging medical situation! I would highly recommend Hughes without a doubt - we already booked him to come back a bunch of times!

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Sitter Profile Image: Stephanie T.
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Sitter Profile Image: Stephanie T.
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17. Stephanie T.

Star Sitter
Loving your pets as family
Juneau Town, Milwaukee, WI, 53202
0.3 mi. away
Drop-In Visits
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$14
per visit

I am a notoriously anxious pet owner, and Stephanie looked after my two cats while I was away for the weekend, and I was never worried about them! She stopped by twice per day to feed them and scoop the litter boxes. She also played with them and sent lots of photos! I would definitely recommend Stephanie!

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Sitter Profile Image: Alex M.
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Sitter Profile Image: Alex M.
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18. Alex M.

Rover 101
Every dog deserves a good walk!:)
Lower East Side, Milwaukee, WI, 53202
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
14 repeat clients
from
$25
per visit

Alex did a great job keeping me updated and sending photos! Will book again

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Sitter Profile Image: Maddy H.
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Sitter Profile Image: Maddy H.
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19. Maddy H.

I love the pitter patter of paws.🐾
Milwaukee, WI, 53202
0.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$18
per visit

Maddy was great! Showed up on time and was good in communication. Would highly recommend!

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Sitter Profile Image: Valene S.
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Sitter Profile Image: Valene S.
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20. Valene S.

Let me walk your doggos ❤️
Milwaukee, WI, 53202
0.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$13
per visit

Valarie is an amazing care giver to both my Dogs and Birds. She is also an amazing chef who works for me. she is a take charge type of person and I have her in a leadership role. She would be an amazing care giver to pets. very trustworthy and reliable.

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In Yankee Hill, Milwaukee, WI, dog lovers trust Rover.com for their pet sitting needs. Over 07 pet owners have reviewed pet sitters in Yankee Hill, Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting in Yankee 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 Yankee 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 Yankee 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 Yankee Hill pet sitters and avoid the kennel.

Drop-In Visits