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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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1.

Karsyn R.

Rover 101
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
120 reviews
44 repeat clients
from
$18
per visit

Great communication and takes good care of our dog during drop-ins. Follows instructions for taking our dog out, and engages with our dog for fun playtime and training during the visit.

Sitter Profile Image: Emily Z.
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Sitter Profile Image: Emily Z.
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2.

Emily Z.

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
29 reviews
17 repeat clients
from
$20
per visit

Emily is always so great with my pup!

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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.

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
85 reviews
29 repeat clients
from
$20
per visit

Jessica is reliable and responsive, and takes great care of my kitty. I will continue to ask her to take care of Rocco every time I go out of town. Thank you Jessica!

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Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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4.

Carole & Shannon C.

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
29 reviews
14 repeat clients
from
$20
per visit

Very responsive and attentive. I booked them last minute for an evening visit and they responded right away! They gave lots of picture/text updates and I felt like my pup was in great hands.

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Sitter Profile Image: Abby C.
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Sitter Profile Image: Abby C.
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5.

Abby C.

Obsessed cat mom & foster cat mom
Lower East Side, Milwaukee, WI, 53202
0.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
29 reviews
5 repeat clients
from
$14
per visit

5 stars for sure. Lots of photos and updates. Even picked up my cat’s favorite treat after I forgot to restock before my trip. Would re book!

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Sitter Profile Image: Amanda & Cody T.
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Sitter Profile Image: Amanda & Cody T.
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6.

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
27 reviews
10 repeat clients
from
$20
per visit

Amanda and Cody were so sweet with Cashew and took the best pictures of him. They were easy to work with and took great care of Cashew.

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Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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7.

Liz P.

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
33 reviews
18 repeat clients
from
$14
per visit

Junior had a great time playing with Liz! Liz was also flexible when I asked to switch the time for a day. The feedback on how Junior was doing was also helpful!

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Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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8.

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
16 reviews
9 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!

Sitter Profile Image: Olivia G.
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Sitter Profile Image: Olivia G.
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9.

Olivia G.

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
32 reviews
11 repeat clients
from
$18
per visit

Olivia was wonderful with my two cats! Very friendly and accommodating. They loved her and I would definitely book her again or recommend her for other rover users!

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Sitter Profile Image: Gabby E.
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Sitter Profile Image: Gabby E.
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10.

Gabby E.

Full-time Animal Lover
Milwaukee, WI, 53212
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
36 reviews
10 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.

Sitter Profile Image: Casey R.
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Sitter Profile Image: Casey R.
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11.

Casey R.

Let me love your pet!
Murray Hill, Milwaukee, WI, 53211
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$15
per visit

Casey did an amazing job watching my dog and cat while I was away on vacation. She was very communicative, sent pictures daily, and really took the time to make sure my pets were well taken care of. I would highly recommend Casey’s services!

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Sitter Profile Image: Megan W.
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Sitter Profile Image: Megan W.
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12.

Megan W.

Love walks/runs and being outside
Milwaukee, WI, 53202
0.5 mi. away
Drop-In Visits, Dog Walking
2 years of experience
from
$15
per visit

About: My family has had a dog for the past 8 years and I have had my own shelter dog living with me full time for over a year now so I have been exposed to dealing with separation anxiety and many different reactions. I know I will be able to exceed your pets needs and provide lots of love and attention! I have a pretty full work schedule M-F until 5:30pm in person but would love to take your pet on walks or complete drop ins on the weekends! I have an apartment with a closed in dog run area that’s perfect for playing fetch and running around! I also have a 3 year old lab retriever

Sitter Profile Image: Alex M.
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Sitter Profile Image: Alex M.
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13.

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
35 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: Kenna P.
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Sitter Profile Image: Kenna P.
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14.

Kenna P.

Friend to All Furry Fiends
Milwaukee, WI, 53202
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$35
per visit

Kenna watched my family's dogs for three months over the summer of 2023 and did an amazing job! We have one full size Golden Doodle and one mini Golden Doodle, and they were happy and well taken care of all summer. She would even give them separate walks and one on one attention, and she took care of our house as well! Our smaller dog also has a host of medical and behavioral issues, and Kenna helped give medication and reinforced training so that she even improved over the summer! I highly recommend working with Kenna- you can rest easy with your pets in great hands.

Sitter Profile Image: Stephanie M.
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Sitter Profile Image: Stephanie M.
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15.

Stephanie M.

Excited to meet your pet!
Lower East Side, Milwaukee, WI, 53202
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$18
per visit

I've used Stephanie a couple times now to watch two of our dogs (Dolly & Zoe) and she has always done a fantastic job! She sends frequent pictures throughout the visit and is a fast communicator. I haven't found another sitter yet that I trust this much with my pets.

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Sitter Profile Image: Emma K.
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Sitter Profile Image: Emma K.
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16.

Emma K.

Animals bring joy to my life!
Milwaukee, WI, 53202
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$14
per visit

Emma has been fabulous with my senior dog Princess. Princess requires someone with a very kind, patient heart since she is so old, and Emma is wonderful with her. I would recommend Emma to anyone looking for a great persitter… she is thorough & a great sitter!! ❤️🐶

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Sitter Profile Image: Benjamin R.
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Sitter Profile Image: Benjamin R.
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17.

Benjamin R.

Never met a dog that didn’t love me
Milwaukee, WI, 53202
0.3 mi. away
Drop-In Visits, Dog Walking
2 years of experience
from
$15
per visit

About: Experienced in long term pet care, taking care of dogs for extended time periods when owners are on vacation and everyday experience taking care of pets while families are working, including drop ins and dog walks I work remotely and have a lot of free time open during the day for drop ins and dog walks. I’m available in the mornings, afternoons, and nights! Will respect any rules of the house and am very open to watch / play with the dogs in any way they’re comfortable with and used to

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Sitter Profile Image: Sydney Z.
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Sitter Profile Image: Sydney Z.
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18.

Sydney Z.

Your pet will be in great hands 🤍
Juneau Town, Milwaukee, WI, 53202
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$18
per visit

Sydney took wonderful care of my dog Morty while I was away! I will definitely contact her 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!

Sitter Profile Image: Parker S.
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Sitter Profile Image: Parker S.
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20.

Parker S.

Shelter Worker and Pet Lover 🐶💕
Lower East Side, Milwaukee, WI, 53202
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
6 repeat clients
from
$24
per visit

Parker is a literal cat whisperer! My shy cat absolutely adored her, and all of her needs were taken care of during my weeklong business trip in NYC. I can’t recommend Parker highly enough – book her for your next stay away from home!

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

Rover also offers other services in Yankee Hill:

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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Yankee Hill, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including:

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