Pet Sitting & Drop Ins in Garden Homes, 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: Kim S.
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Sitter Profile Image: Kim S.
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1.

Kim S.

Never lived a day without a pet
Glendale, WI, 53217
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
34 reviews
13 repeat clients
from
$20
per visit

Kim is prompt, communicative, and accommodating to our cats’ needs. Thank you, Kim, for providing peace of mind when we need to go out of town.

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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2.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
85 reviews
32 repeat clients
from
$15
per visit

I was gone for 2 weeks and Leandrea did a great job caring for my cat. She also went above and beyond and took care of my plants too. Definitely recommend and will use her again in the future.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Abigail L.
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Sitter Profile Image: Abigail L.
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3.

Abigail L.

Rover 101
Now booking December holidays! ⭐️
Riverwest, Milwaukee, WI, 53212
Drop-In Visits, Dog Walking
5.0
201 reviews
71 repeat clients
from
$20
per visit

Very communicative and attentive to my two kittens while I was out of the country. Made me feel much more at ease knowing they were being well taken care of!

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Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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4.

Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
13 reviews
8 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: Jessica Z.
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Sitter Profile Image: Jessica Z.
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5.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
78 reviews
26 repeat clients
from
$20
per visit

Jessica was amazing!! She sent photos and updates, I knew my pup was having a great time. Really happy to meet her, I never have to worry about Russell being alone.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Elle H.
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Sitter Profile Image: Elle H.
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6.

Elle H.

I am a caring and kind animal lover
Milwaukee, WI, 53206
Drop-In Visits, Dog Walking
1 review
from
$25
per visit

Elle is safe and caring with all pets not just dogs! She has been around dogs all of her life and has taken care of my dogs when I have been on vacation. She is amazing with knowing the ropes on how to care for a dog. She is respectful, friendly, and always makes sure she gets everything done when caring for the dogs. Elle is an amazing, trustworthy and heartwarming person and she would be a great fit to walk your dogs! You won’t be disappointed:)

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Sitter Profile Image: Rachel F.
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Sitter Profile Image: Rachel F.
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7.

Rachel F.

Crazy Cat Mom🐱
Wauwatosa, WI, 53213
Drop-In Visits
5.0
50 reviews
17 repeat clients
from
$20
per visit

Rachel was an amazing sitter for my cat Lily. She was quick to respond, a great communicator, and made sure to send lots of photos. I would highly recommend her as a sitter and will definitely be booking her again the next time we're out of town!

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Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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8.

Payton R.

making tails wag one walk at a time
Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$20
per visit

Payton is such an amazing dog sitter! She stayed at our house for a weekend while we were out of town and she watched my 3 y.o Aussie as well as my parents 1 y.o Border Collie. She did a great job following our routine with the dogs & took them on lots of walks. Even when my dog got sick overnight she communicated with me & did what was best to clean my house & help my dog feel safe and comforted. Payton is a very trustworthy person and does her best to give dogs the care they deserve! Thanks P :-)

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Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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9.

Liz P.

Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
19 reviews
8 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: Greg B.
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Sitter Profile Image: Greg B.
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10.

Greg B.

Around Here Cats Is King
Milwaukee, WI, 53216
Drop-In Visits
5.0
3 reviews
from
$14
per visit

Greg was the perfect person to take care of my 3 cats while I was gone for the holiday! He communicated well and sent plenty of pictures. He definitely eased my anxiety about using Rover for the first time.

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

Anna L.

Attentive & Caring - ♥️ Senior Pets
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
56 reviews
18 repeat clients
from
$20
per visit

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!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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12.

Danielle A.

Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
34 reviews
9 repeat clients
from
$25
per visit

Danielle did an amazing job walking my pup every day while I was out of town for a week! She gave frequent updates and was very responsive. Will definitely use her services again!

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Sitter Profile Image: Heather P.
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Sitter Profile Image: Heather P.
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13.

Heather P.

Your Pet's Next Best Friend!
Menomonee River Parkway, Milwaukee, WI, 53209
Boarding, Drop-In Visits, Dog Walking
15 years of experience
from
$18
per visit

About: I have had pets my whole life and loved them all! Growing up I have had cats, dogs, fish, turtles, rats you name it! and was the one responsible for their care. I currently have a beloved golden retriever who we have had since she was just a tiny puppy and we love and are obsessed with her! I work during the week Monday-Friday but I am home early evening and available then. We are also around town almost every weekend so most of my availability will be on the weekends. I have a fenced in yard that my extremely friendly dog loves to play around in. We used to crate our dog and we own 2 large crates if that is something that is necessary for your pet to feel safe.

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Sitter Profile Image: Angie L.
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Sitter Profile Image: Angie L.
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14.

Angie L.

They won't even realize you're gone
Glendale, WI, 53209
Boarding, Drop-In Visits, Dog Walking
5.0
17 reviews
5 repeat clients
from
$20
per visit

Our cats loved her

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Sitter Profile Image: Riley N.
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Sitter Profile Image: Riley N.
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15.

Riley N.

Animal lover since birth! PETS=FAM
Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
1 repeat client
from
$20
per visit

Riley's exceptional compassion and genuine love for animals makes her an outstanding pet caregiver. She is dedicated to providing safe, loving care to ensure pets thrive emotionally. Moreover, Riley's empathetic nature and commitment to excellent customer service create a trustworthy environment for pet owners. Her kindness, patience, and reliability makes her an awesome human being, guaranteeing both pets and their owners receive exceptional care and support.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Quinesha F.
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Sitter Profile Image: Quinesha F.
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16.

Quinesha F.

Dogs are the best friends, EVER! 🐾
Riverwest, Milwaukee, WI, 53212
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
26 reviews
3 repeat clients
from
$19
per visit

Quinn was great! She was thorough, thoughtful and communicative.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Tressa F.
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Sitter Profile Image: Tressa F.
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17.

Tressa F.

An avid pet lover and owner💕
Shorewood, WI, 53211
Drop-In Visits
5.0
24 reviews
5 repeat clients
from
$13
per visit

Tressa is such a great cat sitter and is very patient with our timid cat. We can always tell Marsha got good attention when we get home. Thanks so much Tressa!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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18.

Marilia D.

I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking
5.0
22 reviews
4 repeat clients
from
$26
per visit

Marilla did a great job taking care of my kitty when I was away for a week. She did her best to make friends with a very shy cat, which I greatly appreciated!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Charlotte M.
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Sitter Profile Image: Charlotte M.
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19.

Charlotte M.

Pets > people :)
Milwaukee, WI, 53210
Drop-In Visits, Dog Walking
5.0
12 reviews
3 repeat clients
from
$19
per visit

The first time my dog met Charlotte, she refused to leave her side, especially when she discovered that Charlotte is an expert at giving ear massages. It's a testament to how wonderful Charlotte is with animals, how gentle and loving she is that they are naturally drawn to her. When I thought my dog needed surgery and someone would have to spend all day with her during recovery, I instantly thought of Charlotte as a potential caregiver, and I'd trust Charlotte absolutely in my dog's most vulnerable state. Charlotte is an incredible dog mom and your pets would be so lucky to have her care for them.

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Sitter Profile Image: Danielle P.
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Sitter Profile Image: Danielle P.
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20.

Danielle P.

Happy Pet, Happy Life!
Grasslyn Manor, Milwaukee, WI, 53216
Drop-In Visits, Dog Walking
5.0
4 reviews
from
$18
per visit

Danielle was amazing. She was super responsive and easy to work with. Our dog Taz loved her as well. I have nothing but positive things to say and we will definitely be using Danielle again in the future.

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Pet parents in Garden Homes, Milwaukee, WI love dog sitters on Rover.com. 1,089 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.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Garden Homes, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Garden Homes, Milwaukee who can provide the care your pet needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Garden Homes, 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:

Drop-In Visits