Pet Sitting & Drop Ins in Arlington Heights, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

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Confirmed availability: Memorial day
Brittni H.
All Breeds WelcomeBrewer's Hill, Milwaukee, WI, 53212
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I have known Brittni for a long time and she has always shown a love for caring for dogs. She has had many dogs of her own in the past and they have always been… (more)

from
$18
per visit
Calendar Recently Updated
Jenni K.
2.
Professional Tummy Rubber & CuddlerWashington Heights, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Jenni is amazing. Our older dog loves her and she really helps us out by stopping by and letting Summer out while we are at work. I highly recommend hiring Jenn… (more)

from
$17
per visit
Shannon M.
Kitty & Doggie SittingShorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Shannon was amazing!! She left the best rover cards that made me feel really comfortable that my cat, Maya, was well taken care of & Maya was always happy to se… (more)

from
$14
per visit
Calendar Recently Updated
Rachel G.
4.
Pet care you can trust.Lower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Rachel is the best, I highly recommend! I recently started going back to work part-time, which means our 3 mo puppy needed a friend. Rachel made this transition… (more)

from
$15
per visit
Confirmed availability: Memorial day
Abigail L.
LOVE long walks more than your pup.Murray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Abigail did a great job with our little kitten! We really appreciated the Rover cards with pictures and knowing that someone was up for the challenge of giving … (more)

from
$18
per visit
Confirmed availability: Memorial day
6.
Meg 
Verified Background Check
I love to walk and play with dogsAvenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking

Meg has frequently taken care of my two dogs and one cat. She is responsible and loving while caring for my pets. Meg has proven to be dependable, timely and … (more)

from
$13
per visit
Confirmed availability: Memorial day
7.
Happy to visit furry best friendsMilwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

About: Looking forward to meeting your dog and cat best friends! I had a dog my entire childhood and now have a very spoiled rescue cat. I have been a relia… (more)

from
$14
per visit
Calendar Recently Updated
8.
Dog Lover!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Shelby's help during a particularly strenuous week for myself was a God send. She was available on short notice, and was able to come and walk my senior dogs a… (more)

from
$15
per visit
Calendar Recently Updated
9.
** Mission: meet ALL the dogs **Lower East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Rachel was awesome! She sent all sort of cute photos of my puppy while she was there and even a video. She gave me some advice on puppy training which this new … (more)

from
$14
per visit
Calendar Recently Updated
10.
In Search of an Adventure CompanionLower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Dog Walking

Alex is a nurturing and responsible caregiver. She exceeds expectations on a regular basis to ensure the job gets done correctly. She is an animal lover and is … (more)

from
$13
per visit
Calendar Recently Updated
11.
Snuggles, Walks and TreatsWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Colleen was awesome. She worked very close with us to time her visit appropriately. She followed up with very good feedback and some nice pictures. This was t… (more)

from
$18
per visit
Confirmed availability: Memorial day
12.
Your Cat's New Best FriendMurray Hill, Milwaukee, WI, 53211
Drop-In Visits

Maddie is a soon to be lawyer who is the most responsible person I know! She is a true cat lover. She has cared for My kitties boys on several occasions and sh… (more)

from
$13
per visit
Energetic Dog Loving FriendRiverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I highly recommend Vatricia! I had to go out of town for the day last minute and was so worried about finding someone to let my dogs out. I messaged her and she… (more)

from
$12
per visit
Calendar Recently Updated
14.
Pet-loving graduate studentDowner Woods, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Tessa is an amazing person to care for dogs! Great attention to what dogs need. Has plenty of experience of working with handicapped dogs. Will love your dog th… (more)

from
$13
per visit
15.
Your dog's next BFF!Shorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Tasha did a great job taking care of my puppy! I received plenty of pictures of them playing and got updates regarding her potty break and activity. I can trust… (more)

from
$30
per visit
Calendar Recently Updated
16.
Available to help through Covid!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

I’m so happy to have found Niamh! Now I don’t have to worry when go out if town. She is always prompt and so good with my unique, rambunctious cat. Cat sitters… (more)

from
$25
per visit
Calendar Recently Updated
17.
Puppy parties welcome!!Upper East Side, milwaukee, WI, 53211
Dog Boarding, Drop-In Visits, Dog Walking

Kendall is really good with dogs and has been ever since she was young. She takes care of and walks my dog whenever we are not available to and gives my dog Coc… (more)

from
$16
per visit
Calendar Recently Updated
18.
Ella's Pet CareWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Ella and I am a college student. I am in my junior year and I adore all animals. My parents raised me with a dog in the household at a… (more)

from
$20
per visit
19.
Animal Loving Social WorkerHarambee, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jamie is amazing! I’ve said it before and I’ll say it again. She is so wonderful with my dogs they LOVE her. She is dependable and trustworthy and very accommod… (more)

from
$20
per visit
Calendar Recently Updated
20.
EMOTIONAL SUPPORT HUMANRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jabril has kept our dogs and they were very happy when we returned from our trip. He is a very caring and responsible man and Lucas especially seemed to like hi… (more)

from
$15
per visit

Rover also offers Pet Sitting & Drop Ins in:

Pet parents in Arlington Heights, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Arlington 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 Arlington 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 Arlington 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: