Pet Sitting & Drop Ins in Red Oak Heights, 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

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
21 reviews
10 repeat clients
from
$20
per visit

Michele did an AMAZING JOB, she took care of my dogs at the last minute while I underwent a minor emergency procedure at the hospital. She fed them, played with them and took them out 3 times a day. I am so appreciative of her help and look forward to rebooking her, I definitely recommend her!

Confirmed availability: Christmas and New Year's
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
61 reviews
25 repeat clients
from
$13
per visit

Sarah, was fantastic. Our dog was very well taken care of. Sarah took care of Odie as if he was her own dog, she played with and sent picture of the interactions between them.. she went way past our expectations. We will be calling on her again.

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Sitter Profile Image: Katerina H.
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Sitter Profile Image: Katerina H.
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3.

Katerina H.

RN looking to care for non humans
Milwaukee, WI, 53215
Drop-In Visits, Dog Walking
5.0
16 reviews
5 repeat clients
from
$20
per visit

She is awesome. I will definitely keep her as my pup sitter when I go back to work.

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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4.

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

Leandrea did an absolute wonderful job with my kitty! It was the second time I hired her and I have nothing negative to say about the experience! Thank you for everything :’)

Sitter Profile Image: Danielle S.
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Sitter Profile Image: Danielle S.
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5.

Danielle S.

Puppy-lover and kitty-cuddler.
West Allis, WI, 53227
Drop-In Visits, Dog Walking
5.0
51 reviews
10 repeat clients
from
$18
per visit

Danielle was awesome. She came to take care of my puppy when I wasn't able to on such short notice and took great care of him. I will definitely be using her again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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6.

Katie N.

Here kitty kitty (and doggies too!)
Greendale, WI, 53129
Drop-In Visits, Dog Walking
5.0
35 reviews
10 repeat clients
from
$22
per visit

Katie was fantastic! She was responsive, prompt, and attentive with our kitty. We really appreciated the photos and comments she sent and the cat/house were in great shape when we returned. Highly recommend Katie and would book her again!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Deanna S.
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Sitter Profile Image: Deanna S.
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7.

Deanna S.

I will provide unconditional love.
Greendale, WI, 53130
Drop-In Visits, Dog Walking
5.0
13 reviews
7 repeat clients
from
$18
per visit

Deanna does such an excellent job! She truly loved on my puppy and took such great care. I will be keeping her on as a regular dog sitter. She makes sure my little girl ate and made it outside. She sent me the cutest pictures too.

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Sitter Profile Image: Jennifer F.
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Sitter Profile Image: Jennifer F.
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8.

Jennifer F.

Lots of Love & Care from Jenn
Jackson Park, Milwaukee, WI, 53215
Drop-In Visits, Dog Walking
5.0
2 reviews
2 repeat clients
from
$15
per visit

An illness forced us to cancel. But Jennifer, on her intro visit and all of our communications, was enjoyable, timely and calming to our dog. Looking forward to our next arrangement.

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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9.

Erica L.

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

I really recommend Erica, she was able to accommodate an extra drop-in visit with our cats at the last minute when our flights were delayed at the end of our trip. Came home to well looked after and well-fed calm cats.

Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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10.

Melissa H.

We will love your pet like our own!
New Berlin, WI, 53151
Drop-In Visits, Dog Walking
5.0
68 reviews
20 repeat clients
from
$20
per visit

Melissa is my favorite sitter! She’s reliable, leaves the cutest updates, and my cats love her. Definitely pick Melissa as your sitter if she’s available!

Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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11.

Mary C.

Will care for pet your like my own!
GREENFIELD, WI, 53220
Drop-In Visits, Dog Walking
5.0
39 reviews
13 repeat clients
from
$15
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: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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12.

Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
41 reviews
17 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: Lacie G.
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Sitter Profile Image: Lacie G.
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13.

Lacie G.

Nurse and Dog Mom! 💕
Greenfield, WI, 53228
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
3 reviews
1 repeat client
from
$14
per visit

Lacie is amazing! She always does an incredible job with our two dogs! Followed all of the instructions and honestly the dogs love her so much! Would 100/10 recommend!!!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Aimee T.
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Sitter Profile Image: Aimee T.
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14.

Aimee T.

I love taking fur babies on walks!
Morgan Heights, Milwaukee, WI, 53228
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
35 reviews
10 repeat clients
from
$18
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: Lynn S.
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Sitter Profile Image: Lynn S.
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15.

Lynn S.

Pet sitter, works from home
Alcott Park, Milwaukee, WI, 53228
Drop-In Visits, Dog Walking
20 years of experience
from
$15
per visit

About: I have had dogs growing up as well as an adult. My last two have been bully breads and they are my favorite. My current pup is an energetic 2 year old that lives people and other dogs. I have a flexible work schedule and work remotely from home some days. Being able to do a 30 minite walk or drop in visit is no trouble. I have a fenced yard that my dog loves to run around in and play with his tree tug toy. He'd be happy to share or let your dog play on their own if they aren't into other dogs.

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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16.

Amanda B.

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

Amanda was super professional and took great care of my baby while I was gone. I trust her in my home and with my pets. Thank you again Amanda ??

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Sitter Profile Image: Tom G.
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Sitter Profile Image: Tom G.
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17.

Tom G.

Retired guy loves dogs! :-)
West Allis, WI, 53227
Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$18
per visit

My friend Tom is an awesome pet owner to his dog, Tripper – they're practically inseparable! Tom's the kind of guy who goes the extra mile to make sure Tripper is happy, healthy, and well-loved. I have no doubt that Tom would provide the same level of care to any pet he looks after as a dog-walker and pet-sitter. His natural knack for understanding animals and his responsible attitude make him a perfect fit. Plus, he's super friendly and reliable, so I'm sure your pets would be in great hands. If you're looking for someone who genuinely cares about animals and can provide top-notch customer service, Tom is your guy!

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Sitter Profile Image: Julie T.
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Sitter Profile Image: Julie T.
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18.

Julie T.

We walk the walk, and bark the bark
Greendale, WI, 53129
Drop-In Visits, Dog Walking
2 reviews
1 repeat client
from
$19
per visit

Julie has been excellent with my Kleiner. She is on time, and has excellent communication. When searching for a dog walker, you always want your fur baby in the best care of someone compassionate. Julie is awesome! Would recommend again and again!

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Sitter Profile Image: Rebecca H.
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Sitter Profile Image: Rebecca H.
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19.

Rebecca H.

Long time pet owner! Walk for fun!
Highwood Estates, Milwaukee, WI, 53219
Drop-In Visits, Dog Walking
5.0
37 reviews
16 repeat clients
from
$18
per visit

Rebecca was amazing with our Golden! From the first meeting she sparked energy in our old dog and they became instant friends! We couldn’t have asked for a better sitter for our dog. Thank you!

Sitter Profile Image: Audrey M.
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Sitter Profile Image: Audrey M.
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20.

Audrey M.

Dogs are family!!
Greenfield, WI, 53220
Drop-In Visits, Dog Walking
3 reviews
from
$20
per visit

Audrey has been a great dog mom, grandma, auntie, and foster in the time I have known her. I would trust her caring for my pets if I needed a pet sitter at any time.

Search Map

Dog owners in Red Oak Heights, Milwaukee, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Milwaukee with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Red Oak Heights, Milwaukee drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Red Oak Heights, Milwaukee . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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 Red Oak Heights, 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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