Pet Sitting & Drop Ins in Roosevelt Grove, 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: Kathy S.
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Sitter Profile Image: Kathy S.
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1.

Kathy S.

Rover 101
Patient walker and caregiver.
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
22 reviews
8 repeat clients
from
$16
per visit

Kathy is so nice and very attentive. She is definitely an animal person and will make sure your pets have everything they need. Great communication, and our pets seemed happy and relaxed when we returned. Definitely recommend!

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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.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
72 reviews
24 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: Karsyn R.
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Sitter Profile Image: Karsyn R.
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3.

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

Amazing care taker! She did daily drop in visits for my kitty, Toast. Karsyn did great communicating with me and giving my baby some love while I was away. Highly recommend.

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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4.

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!

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Sitter Profile Image: Kennedy K.
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Sitter Profile Image: Kennedy K.
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5.

Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
4 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: Emma G.
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Sitter Profile Image: Emma G.
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6.

Emma G.

Respect, care, and love for animals
Milwaukee, WI, 53211
Drop-In Visits, Dog Walking
5.0
13 reviews
5 repeat clients
from
$14
per visit

Thanks Emma! Great photos and summary of the visit. Looking forward to working with you again!

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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7.

Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
26 reviews
10 repeat clients
from
$25
per visit

Bella loved having Jackie come feed and snuggle her ? thank you so much!

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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8.

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
80 reviews
30 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.

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Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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9.

Danielle A.

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

Danielle was great with the drop-in visits for our dogs. She is super reliable and experienced with large dogs which gave us the peace that our dogs were well cared for during our time away from home. We highly recommend her and are making plans to use Danielle again on our next out of town trip!

Sitter Profile Image: Katelyn E.
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Sitter Profile Image: Katelyn E.
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10.

Katelyn E.

The best walk for your best friend
Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
6 repeat clients
from
$13
per visit

Katelyn is awesome and very attentive. My GF left detailed instructions and she followed them to a T. She cared for both of our cats for a few days and my little kitten made a new friend. Thanks for taking great care of our pets and sending pics daily with visit summaries. Highly recommended!!

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Sitter Profile Image: Stephanie N.
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Sitter Profile Image: Stephanie N.
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11.

Stephanie N.

Here for all the pup love!
Milwaukee, WI, 53204
Drop-In Visits, Dog Walking
3 reviews
from
$20
per visit

Stephanie is our go-to dog sitter and walker! She is so reliable and always makes expectations clear. She lets us know exactly when she will be around to take our dog for a walk and does a fantastic job communicating with us. Our dog is a 70 pound stubborn-high-energy-boxer and Stephanie does a great job. Our dog is not dog-to-dog friendly and Stephanie understands that and keeps him safe while walking him and taking care. She has even taken him running!! (Our dog loves to run, so it's a win for him!!)

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Sitter Profile Image: Kristin R.
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Sitter Profile Image: Kristin R.
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12.

Kristin R.

Animal lover
Enderis Park, Milwaukee, WI, 53210
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
9 repeat clients
from
$15
per visit

Kristin is such a wonderful dog sitter! Our 14 year old dog Harper is always in good spirits when we return home. It’s so wonderful to be able to trust someone in town to take care of our sweet pup!

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Sitter Profile Image: Kathy B.
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Sitter Profile Image: Kathy B.
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13.

Kathy B.

Love love love every doggo.
Golden Valley, Milwaukee, WI, 53222
Drop-In Visits
15 years of experience
from
$14
per visit

About: I've got two pups of my own, a Sheepadoodle and a German Shepherd, and I'm very comfortable working with dogs of all sizes and temperaments. If you've got a reactive or fearful pup, I'm your girl. I'm happy to meet and get to know any dog, as many times as you need to feel comfortable with your pup when you're not around. Trusting someone else to take care of your fur baby is something I completely understand is hard to do, and I want to make sure you trust me and know I will treat and protect your pups as if they were my very own! I've got a fully open schedule at the moment, so I'm available morning, noon and night for whatever kind of visits or walking you might need! I am happy to follow any and all instruction you have for how you like your pup to be taken care of, give advice or suggestion for things I've used in the past that have helped with my own pups, and safety is a huge, huge thing for me - I will advocate for your babies as if they were my own.

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Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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14.

Rhonda G.

Love to walk and cuddle.
Whitefish Bay, WI, 53217
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
77 reviews
35 repeat clients
from
$15
per visit

Rhonda saved the day with a last minute service. She solved problems (getting in to our place) and went above and beyond to care for our two pups. We are very grateful for her flexibility and good care. Will definitely ask for her again!

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Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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15.

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: Liz B.
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Sitter Profile Image: Liz B.
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16.

Liz B.

Senior pet lover and expert!
Avenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$14
per visit

Liz has such a tender heart and caring attitude towards animals! I have watched them go from volunteering to adopting, and fostering, too! No matter the relationship they have with an animal, they care as if the animal is their own! I have a "covid puppy" so socialization was originally (and still is) limited and it takes a lot for me to feel safe and comfortable leaving my dog with someone that's not me or immediate family- so when I say I trust Liz to care for Willow, I mean it. I highly recommend Liz for walking your dog, because they'll listen and respect the needs of your pet and love them fully!

Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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17.

Ashley W.

Love all pets!
Grasslyn Manor, Milwaukee, WI, 53216
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
2 repeat clients
from
$20
per visit

Being a pet owner herself, Ashley really understands how to care and love pets. She took care of my dog many times over the span of 6 months whether I was out of town for a week or just had a long shift for work. She took pictures and kept me constantly updated on my sweet dog, Bailey. Bailey has separation anxiety when I leave him, but Ashley made him feel very comfortable while I was away, with frequent walks, plenty of play time, and lots of cuddles. I would recommend her to anyone who cares deeply for their pet and wants to know they are being well taken care of.

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Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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18.

Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
29 reviews
6 repeat clients
from
$23
per visit

Kelle did a great job and Ruby was all smiles. Ruby is a big girl and can be stubborn but all went well. Thanks much

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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19.

Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
9 repeat clients
from
$15
per visit

Molly is so great with all of our pets! I have known Molly for 20+ years and she is a very responsible and caring individual. Rest assured your fur-babies will be well taken care of and spoiled rotten while in Molly's care!

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Sitter Profile Image: Tabitha K.
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Sitter Profile Image: Tabitha K.
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20.

Tabitha K.

Student Sitter!
Kilbourn Town, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$14
per visit

We love Tabitha! She has watched our dog overnight in our home, and stopped in to let him out during the day when we have been away. She is caring, reliable, and trustworthy. She quickly bonded with Tucker and provided excellent care.

Search Map

When it comes to pet care and pet sitting, pet owners in Roosevelt Grove, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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