Pet Sitting & Drop Ins in Triangle North, 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

Calendar Recently Updated
Sitter Profile Image: Karsyn R.
Verified Enhanced Background Check
Sitter Profile Image: Karsyn R.
Verified Enhanced Background Check
1.

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.

Calendar Recently Updated
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
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 really loving with our French bulldog. We so appreciate that she spends quality time with him. She also was available last minute for us recently when I had a family emergency which meant so much to us!

Sitter Profile Image: Emily Z.
Verified Enhanced Background Check
Sitter Profile Image: Emily Z.
Verified Enhanced Background Check
3.

Emily Z.

Help me help you help your pet
Milwaukee, WI, 53211
Drop-In Visits, Dog Walking
5.0
19 reviews
9 repeat clients
from
$14
per visit

Emily did a great job and always sent me such cute pictures! I will definitely be requesting her services again.

Calendar Recently Updated
Sitter Profile Image: Kennedy K.
Verified Enhanced Background Check
Sitter Profile Image: Kennedy K.
Verified Enhanced Background Check
4.

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!

Calendar Recently Updated
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
5.

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

My cat loved Jackie’s drop-in’s while I was on vacation. Great communication and very trustworthy. Thank you Jackie!

Calendar Recently Updated
Sitter Profile Image: Amanda & Cody T.
Verified Enhanced Background Check
Sitter Profile Image: Amanda & Cody T.
Verified Enhanced Background Check
6.

Amanda & Cody T.

We love dogs! Come meet us!
Historic Third Ward, Milwaukee, WI, 53202
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$20
per visit

Seeing first hand just how well Amanda took care of my dogs like they were her own was amazing! They never wanna leave her side!

Calendar Recently Updated
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check
7.

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!

Calendar Recently Updated
Sitter Profile Image: Hannah J.
Verified Background Check
Sitter Profile Image: Hannah J.
Verified Background Check
8.

Hannah J.

Reliable and friendly sitter
Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
7 repeat clients
from
$22
per visit

Awesome as always! Our guys ( and old girl) love Hannah!

Calendar Recently Updated
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
9.

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.

Calendar Recently Updated
Sitter Profile Image: Maggie S.
Verified Enhanced Background Check
Sitter Profile Image: Maggie S.
Verified Enhanced Background Check
10.

Maggie S.

Student, bilingual, animal lover
Avenues West, Milwaukee, WI, 53233
Drop-In Visits, Dog Walking
5.0
6 reviews
5 repeat clients
from
$14
per visit

Wonderful dog sitter!

Calendar Recently Updated
Sitter Profile Image: Danielle A.
Verified Enhanced Background Check
Sitter Profile Image: Danielle A.
Verified Enhanced Background Check
11.

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 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!

Calendar Recently Updated
Sitter Profile Image: Ronald P.
Verified Enhanced Background Check
Sitter Profile Image: Ronald P.
Verified Enhanced Background Check
12.

Ronald P.

Young professional who loves pets!
Milwaukee, WI, 53204
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
3 repeat clients
from
$23
per visit

I highly recommend Ron as a pet sitter for my two cats and two senior dogs. His dedication and love for animals is truly remarkable. Ron went above and beyond, offering me peace of mind during my absence. If you're seeking a reliable and compassionate pet sitter, I wholeheartedly endorse Ron's services.

Calendar Recently Updated
Sitter Profile Image: Caylen B.
Verified Enhanced Background Check
Sitter Profile Image: Caylen B.
Verified Enhanced Background Check
13.

Caylen B.

Your dog deserves the best!
Historic Third Ward, Milwaukee, WI, 53202
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
20 years of experience
from
$20
per visit

About: I’ve grown up with dogs my whole life and have been responsible for training them, taking them for walks, feeding them, providing them various medications and every other thing you can think of! I have watched several dogs overnight and have provided them care as if they were my own. I am currently a graduate student but have a lot of free time on week days after 3 p.m and free time on the weekends! I have a grass court yard at my apartment and am across the street from a park that is dog friendly! I ensure that no hazards are around that could put the dog in any danger.

Sitter Profile Image: Rebecca H.
Verified Background Check
Sitter Profile Image: Rebecca H.
Verified Background Check
14.

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 did a great job with our puppy, Randall! She watched him for multiple hours a day the first week we had him and did an awesome job at playing with him, feeding him, keeping him safe, and handling all of the “puppy” in him. Would recommend her to anyone!

Calendar Recently Updated
Sitter Profile Image: Megan R.
Verified Enhanced Background Check
Sitter Profile Image: Megan R.
Verified Enhanced Background Check
15.

Megan R.

Loving Pet Sitter, Works from Home.
Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$15
per visit

Megan is a dog lover! She is friendly with dogs and their owners. She is focused on the best care she can give pups when she is taking care of them. She is kind, caring and energetic. Megan is very active, and enjoys walking,running and hiking. Megan has taken care of many dogs at the owners homes and at her home and continues to get requests from dog owners. I highly recommend Megan as a pet caretaker.

Calendar Recently Updated
Sitter Profile Image: Julia B.
Verified Background Check
Sitter Profile Image: Julia B.
Verified Background Check
16.

Julia B.

Your Pet's Best Friend
Bay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking
5.0
19 reviews
6 repeat clients
from
$19
per visit

Julia did a great job checking in and feeding my pet every day!

Calendar Recently Updated
Sitter Profile Image: Amanda J.
Verified Enhanced Background Check
Sitter Profile Image: Amanda J.
Verified Enhanced Background Check
17.

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.

Calendar Recently Updated
Sitter Profile Image: Connor M.
Verified Enhanced Background Check
Sitter Profile Image: Connor M.
Verified Enhanced Background Check
18.

Connor M.

Miss my own dog so now I’m here :)
Lower East Side, Milwaukee, WI, 53202
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$15
per visit

Connor has always had such a love for animals, whether it be his own or other peoples pets. He is very caring, responsible, and always has good relationships with any pet he comes in contact with. He has never given me a reason to not trust him, so I believe he would be a great dog walker for Rover!

Calendar Recently Updated
Sitter Profile Image: Mary A.
Verified Background Check
Sitter Profile Image: Mary A.
Verified Background Check
19.

Mary A.

Loving and caring dog mom
West Milwaukee, WI, 53214
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
26 reviews
13 repeat clients
from
$20
per visit

Mary is an extremely kind and professional person. She is always on time for appointments and very organized with her schedule. And most importantly she is GREAT with dogs and loves working with all different breeds. My dog adores Mary and her dogs, and has a great time on her walks.

Calendar Recently Updated
Sitter Profile Image: Katrina K.
Verified Enhanced Background Check
Sitter Profile Image: Katrina K.
Verified Enhanced Background Check
20.

Katrina K.

Animal Lover & Exercise Enthusiast
Fernwood, Milwaukee, WI, 53204
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$20
per visit

Katrina has awesome energy and loves walking! She is so sweet to my dog and is so caring. She’s a positive, nice and energized person who would be a wonderful dog walker for your pooch!

Search Map

When it comes to pet care and pet sitting, pet owners in Triangle North, 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.

Rover.com is the simple, savvy way to find and book Triangle North, 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 Triangle North, 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 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 Triangle North, 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