Pet Sitting & Drop Ins in Jackson Park, 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: Lexi K.
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Sitter Profile Image: Lexi K.
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1.

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
10 repeat clients
from
$16
per visit

She did so good with my evil cat and even brought in a package and put my robot camera back on the charger. We met up before my vacation and did a quick review of what was needed. I felt comfortable knowing she was there for my cat :)

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Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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2.

Karsyn R.

Rover 101
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
3.2 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

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: Leandrea R.
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Sitter Profile Image: Leandrea R.
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3.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
99 reviews
36 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: 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
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
94 reviews
31 repeat clients
from
$13
per visit

I don't know what we would do without Sarah. She is so great with my dog and she sends lots of pictures. He always looks so happy. As am I

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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
5.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
30 reviews
5 repeat clients
from
$14
per visit

Abby did a great job with our cats. Definitely recommend! She kept them happy and entertained, and also kept us well informed with pictures and commentary each day. Thanks Abby!

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Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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6.

Michele M.

15+ yr pet owner & dog foster
Milwaukee, WI, 53221
2.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
10 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: Berenice B.
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Sitter Profile Image: Berenice B.
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7.

Berenice B.

Rover 101
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
44 reviews
17 repeat clients
from
$20
per visit

Took good care of Loki!

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Sitter Profile Image: Deanna S.
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Sitter Profile Image: Deanna S.
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8.

Deanna S.

I will provide unconditional love.
Greendale, WI, 53130
4.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
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: 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
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
81 reviews
40 repeat clients
from
$15
per visit

I messaged Erica last minute to take care of my 18 year old Chihuahua, and she was ready to help. My dog, Magic, is a cranky old lady that really only likes me. Even though Magic was difficult, she took really good care of her. She sent me updates for each visit along with pictures. Very happy with Erica’s care and definitely will use her again in the future!

Sitter Profile Image: Alexy G.
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Sitter Profile Image: Alexy G.
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10.

Alexy G.

Animals are my passion and joy!
Milwaukee, WI, 53207
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$11
per visit

Our puppy loves having her visit each day, which makes us happy.

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Sitter Profile Image: Rebecca H.
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Sitter Profile Image: Rebecca H.
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11.

Rebecca H.

Long time pet owner! Walk for fun!
Highwood Estates, Milwaukee, WI, 53219
2.4 mi. away
Drop-In Visits
5.0 out of 5 stars
37 reviews
17 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!

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Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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12.

Katie N.

Here kitty kitty (and doggies too!)
Greendale, WI, 53129
3.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
10 repeat clients
from
$20
per visit

Katie was perfect in every way. We had peace of mind when we were traveling knowing our fur baby was well taken care of. And the pictures Katie sent confirmed it! My cat is not a cuddler but she sure was with Katie. Thank you so much and we will for sure see you in the future.

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Sitter Profile Image: Camylle A.
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Sitter Profile Image: Camylle A.
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13.

Camylle A.

Sitter With 8 Years Experience
West Allis, WI, 53219
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$20
per visit

I highly recommend Camylle A. to care for pets at Rover. She has taken excellent care of our dog for years. She is our go-to person to care for him whenever we need her. She’s always willing to help and our dog loves her! Camylle is a very friendly and caring person and loves puppy kisses. Last time we had her watch our dog he had Lymes disease and she took on the extra responsibly to get him his medication correctly. We love her and feel she would be a great asset for your company.

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Sitter Profile Image: Jennifer F.
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Sitter Profile Image: Jennifer F.
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14.

Jennifer F.

Lots of Love & Care from Jenn
Jackson Park, Milwaukee, WI, 53215
0.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$15
per visit

Jennifer was amazing. My dogs were very well taken care of and she was patient with them and their accidents/separation anxiety. I really appreciated her help over the holidays and highly recommend.

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Sitter Profile Image: Victoria H.
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Sitter Profile Image: Victoria H.
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15.

Victoria H.

Experienced Pet Professional 🐶
Greenfield, WI, 53220
3.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$23
per visit

Victoria is amazing! She has been so sweet with our baby dog Buttercup and she was very thorough at our meet and greet to make sure that she understood her schedule etc. I can’t wait to keep working with her and would recommend her services to others!

Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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16.

Mary C.

Will care for pet your like my own!
GREENFIELD, WI, 53220
2.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
14 repeat clients
from
$15
per visit

Mary took excellent care of our girls while we were away for 10 days. She kept us updated and it was clear that she really cared about the well-being of our dogs. It was great to have peace of mind that the girls were in good hands during our first real vacation in several years. We would highly recommend her to anybody and will gladly ask for her help again in the future.

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Sitter Profile Image: Kevin H.
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Sitter Profile Image: Kevin H.
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17.

Kevin H.

Your best friend's new best friend
Fairview, Milwaukee, WI, 53219
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$15
per visit

Kevin did a great job walking my not-so-easy to walk dog. He took some photos of my dog and updated me on how their walk and play time went. I really appreciated Kevin's thoroughness about the walk! I have already booked Kevin again for my fluffy boy!

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Sitter Profile Image: Brandt M.
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Sitter Profile Image: Brandt M.
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18.

Brandt M.

We’ll treat your pet as our own
Honey Creek Manor, Milwaukee, WI, 53220
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
from
$16
per visit

Brandt is amazing with all animals and immediately has a connection to them. He treated my family’s dog flash just like his own, we got frequent updates and pictures to help us feel relaxed while we were away. I would trust and recommend Brandt to take care of anyone’s furry friend, they will be in great hands

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Sitter Profile Image: Sarah E.
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Sitter Profile Image: Sarah E.
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19.

Sarah E.

Cat and dog lover w/ open schedule!
Milwaukee, WI, 53219
0.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$14
per visit

About: I've had pets of my own since I was 10, and I have always taken excellent care of them. I love to give my dog long, sniff-focused walks to make sure he gets enough enrichment! I have been entrusted with several pet-sitting jobs over the years, ranging from dogs to cats to a rabbit :) I have a knack for making animals trust me, and I’m careful to pay close attention to an animal’s body language to make sure I’m respecting their boundaries My schedule is pretty wide open right now! I'm home from college out of state and currently job searching, but don't have any full-time employment currently I make sure to provide lots of enrichment for my dog, as well as plenty of affection :) For walks, I take him out multiple times a day for at least 20 minutes and go at his pace for sniffing and exploring the neighborhood.

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Sitter Profile Image: Natalia B.
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Sitter Profile Image: Natalia B.
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20.

Natalia B.

Just want to make fur babies happy
Milwaukee, WI, 53219
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$16
per visit

About: Hey there – my name is Natalia, and I’ve taken care of dogs my whole life. I also currently have two cats of my own, one elderly, and one only a year old. I am an experienced sitter who you can trust to take amazing care of your pup/cat. I am good at taking care of multiple pets and different types of pets. I have taken care of dogs who need meds, older dogs, puppies, etc. I take any (and all) opportunities to snuggle and go on fun adventures with dogs. I am currently a nursing student and only have online courses this semester, so my schedule is open 7 days a week for your pet needs. I will love your fur babies with everything I have. I am incredibly reliable, trustworthy, and flexible. Any and all instructions you leave for me will be followed with the utmost care to keep your little buddy happy! I believe a tired dogs is a happy dog. I love walks and playing with dogs. I will make sure he or she is happy warm and clean. I have worked with special needs dogs and excited puppies. I can take dogs to the dog park or the nearest park to make sure they get the most of the visit. I can either go to your place daily or stay at their home to help them do better.I am flexible on the schedule and can work around your pets needs.

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Dog owners in Jackson Park, Milwaukee, WI love booking pet sitting with sitters on Rover.com. Over 1089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Jackson Park.

Rover.com is the simple, savvy way to find and book Jackson Park, 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 Jackson Park, 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 Jackson Park, 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.

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