Pet Sitting & Drop Ins in Rolling Green, 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: Michele M.
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Sitter Profile Image: Michele M.
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1.

Michele M.

15+ yr pet owner & dog foster
Milwaukee, WI, 53221
Drop-In Visits, Dog Walking
5.0
18 reviews
9 repeat clients
from
$20
per visit

Michele was FANTASTIC! I had so much confidence in her, she has extensive experience with dogs, cats and small animals that I knew my pets were in great hands! She was so thorough and responsive with visits and our pets seemed very happy! We will definitely be reaching out to Michele again!

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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2.

Sarah J.

I’m awkward with humans.
West allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
13 reviews
3 repeat clients
from
$13
per visit

Sarah did a great job! She was quick to respond and communicate, really flexible, and very respectful of our space. Our kitty was well taken care of!

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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3.

Amanda B.

Have loved animals since birth.
Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking
5.0
80 reviews
26 repeat clients
from
$14
per visit

Amanda is Wonderful with My 14 Year old Dog Shana and 15 Year Old Cat Simba. This is the 2nd time she cared for my Furbabies. So Happy how she takes care of them.

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Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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4.

Karsyn R.

Rover 101
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
92 reviews
38 repeat clients
from
$18
per visit

Karsyn was great with our kitty Ollie! She made sure he had what he needed while we were out of town, sent us regular updates, and kindly offered to bring in our packages/newspaper.

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

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
5 repeat clients
from
$15
per visit

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.

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Sitter Profile Image: Lauren W.
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Sitter Profile Image: Lauren W.
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6.

Lauren W.

Pup, pup, hooray!
New Berlin, WI, 53151
Drop-In Visits, Dog Walking
5.0
2 reviews
from
$23
per visit

I always know our Lucy is in good hands when Lauren comes by! The tail wagging starts as soon as she sees her car pull up! We will never have anyone else watching our pets ❤️

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Sitter Profile Image: Jessi C.
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Sitter Profile Image: Jessi C.
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7.

Jessi C.

I love animals! They like me too!
New Berlin, WI, 53151
Drop-In Visits
5.0
66 reviews
31 repeat clients
from
$14
per visit

Jessi is establishing a relationship with our girls quickly. Nikki has never let anyone but us pet her until Jessi came along. Everything went beautifully while we were gone for the weekend. We will book Jessi again.

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Sitter Profile Image: Kelly M.
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Sitter Profile Image: Kelly M.
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8.

Kelly M.

Rover 101
I love dogs and being outside!
Greenfield, WI, 53227
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
25 reviews
7 repeat clients
from
$20
per visit

Kelly was a great fit for our dogs! They loved her right away when she came for a meet and greet and took great care of them for dinner and potty time when we were away.

Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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9.

Mary C.

Will care for pet your like my own!
GREENFIELD, WI, 53220
Drop-In Visits, Dog Walking
5.0
35 reviews
12 repeat clients
from
$14
per visit

Mary is wonderful. I am so glad to have come across her service and connected. Her service is exactly what I needed. Also, she is very prompt with communication which I really appreciate.

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Sitter Profile Image: Danielle M.
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Sitter Profile Image: Danielle M.
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10.

Danielle M.

Love animals & getting outside! ☀️
West Allis, WI, 53214
Drop-In Visits, Dog Walking
5.0
4 reviews
2 repeat clients
from
$18
per visit

Danielle is amazing! She showed up on time and cared for my dogs like they were her own. She met with me before hand and asked questions to make sure she would treat them the way I wanted. I highly recommend her to her to walk your dogs or drop in for a visit!

Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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11.

Katherine B.

Dogs are happiness 😊
West Allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
9 repeat clients
from
$25
per visit

We had a great experience with Katie and would absolutely use her again! Katie was punctual, thorough, and kept us well informed. We were able to relax and have a great trip knowing Katie was watching our little one.

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Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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12.

Amanda J.

True love exists because animals do
Highwood Estates, Milwaukee, WI, 53219
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$15
per visit

Thank you for giving our boy the extra attention, sorry it took a bit for him to warm up to you. We will certainly let you know when we plan our next trip.

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Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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13.

Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
35 reviews
16 repeat clients
from
$22
per visit

Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!

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Sitter Profile Image: Kevin H.
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Sitter Profile Image: Kevin H.
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14.

Kevin H.

Your best friend's new best friend
Fairview, Milwaukee, WI, 53219
Boarding, Drop-In Visits, Dog Walking
3 reviews
from
$20
per visit

I have 2 high energy dogs that are a handful. Kevin does great with them and takes care of them as if they were his own. Sometimes I feel like they love hanging out with him more than me.

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Sitter Profile Image: Olivia W.
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Sitter Profile Image: Olivia W.
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15.

Olivia W.

Dedicated to THRIVING not surviving
West Allis, WI, 53214
Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$18
per visit

Olivia is an absolute natural with dogs. My dogs have bonded quite quickly and I feel at ease knowing they are being well taken care of while I’m away. I’m so grateful to have found somebody I can trust with my pups. The genuine care and enthusiasm that Olivia shows for my dogs is so special. They already love her ❤️

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Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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16.

Katie N.

Here kitty kitty (and doggies too!)
Greendale, WI, 53129
Drop-In Visits
5.0
32 reviews
10 repeat clients
from
$25
per visit

Katie is wonderful. She took great care of our shy kitty. Sat and played with her. She noted that she drank much water and put out another bowl for her. Pictures and updates put us at ease. Will definitely use Katie again.

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Sitter Profile Image: Aimee T.
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Sitter Profile Image: Aimee T.
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17.

Aimee T.

I love taking fur babies on walks!
Morgan Heights, Milwaukee, WI, 53228
Boarding, Drop-In Visits, Dog Walking
5.0
33 reviews
10 repeat clients
from
$15
per visit

We feel so fortunate to have found Aimee to watch over our boy while we were gone. Aimee knows a lot about dogs and their behavior and how to manage them from working with fosters. We felt very comfortable leaving our dog in her care. From the updates and photos it looks like he had his own vacation too! Aimee is someone you can really trust with your precious pup!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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18.

Erica L.

I'll love them like my own
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
73 reviews
35 repeat clients
from
$15
per visit

Erica had been a blessing for us. She came by and met our dog, understood our instructions and gave out mini Aussie all the love/times he needed. I’d recommend Erica!

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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19.

Jenn S.

Animals❤️me-Available all holidays!
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
8 repeat clients
from
$25
per visit

Jenn was great! Came before hand to meet my dog and to get to know the usual routine. She sent pictures and updates and had great communication!

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Sitter Profile Image: April & Brad R.
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Sitter Profile Image: April & Brad R.
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20.

April & Brad R.

Opening home after losing pet
West Allis, WI, 53214
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
18 reviews
7 repeat clients
from
$20
per visit

April is a great person to take care of your dog! She has a love and passion for animals. I know that I can trust her with my pets because she is reliable and has experience taking care of them. Any dog would be lucky to have her as their watcher!!

Search Map

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1,089 owners have reviewed sitters in Rolling Green, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Rolling Green, 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 Rolling Green, 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 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 Rolling Green, 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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