Pet Sitting & Drop Ins in Wilson 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

Calendar Recently Updated
Kara H.
1.
I love walking dogs!Southpoint, Milwaukee, WI, 53221
Drop-In Visits, Dog Walking

Kara is great about keeping me updated, sends adorable pictures of the boys, and is great with them! Will definitely be having her come back ☺️ (more)

from
$14
per visit
Confirmed availability: Easter Weekend
Devon W.
2.
Lover of all creatures!Milwaukee, WI, 53207
Drop-In Visits, Dog Walking

Devon did a great job dropping in on our dogs while we were on vacation. They had very good communication, promptness, and even though our pups can be a handful… (more)

from
$15
per visit
Calendar Recently Updated
Blythe R.
3.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe was sitting for our little dachshund in her home, and we also had her do drop-in visits with our cat in our home. She took our dog along to visit with t… (more)

from
$35
per visit
Calendar Recently Updated
Karsyn R.
4.
Dog Buddy & Reliable CareMilwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

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. High… (more)

from
$15
per visit
Michele M.
15+ yr pet owner & dog fosterMilwaukee, WI, 53221
Drop-In Visits, Dog Walking

Michelle is a saint! Every time we leave our biggest girl gets sick and Michelle is a trooper and makes sure she is taken care of and cleans up the messes. 🤢 … (more)

from
$20
per visit
Confirmed availability: Easter Weekend
An artist who loves animals.Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

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 c… (more)

from
$20
per visit
Confirmed availability: Easter Weekend
I am a grad student who loves pets.Saint Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking

Elisabeth was very caring and thoughtful with my older dog who was suffering from some medical issues. I was nervous about having a stranger in my home, and af… (more)

from
$14
per visit
Confirmed availability: Easter Weekend
Friendly/Compassionate/ResponsibleSaint Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking

Markita was excellent-gave lots of great care and attention to my cats and great communication. I appreciate that she makes sure to know your exact communicatio… (more)

from
$19
per visit
love meeting new fur friends 🐾Greendale, WI, 53129
House Sitting, Drop-In Visits, Dog Walking

Makenna came over to meet our dog Ren. She was very understanding of Rens puppy behavior and getting over excited. Makenna has a very calm manner and our dog se… (more)

from
$20
per visit
10.
Will care for pet your like my own!GREENFIELD, WI, 53220
Drop-In Visits, Dog Walking
30 years of experience

About: I have had dogs for 30 years, I do not consider myself a ‘dog owner’ but a dog mom-they are family! I’d love to take care of your babies knowing you … (more)

from
$14
per visit
Calendar Recently Updated
11.
Compassionate, attentive, and kindLincoln Village, Milwaukee, WI, 53215
House Sitting, Drop-In Visits, Dog Walking

My name is Tracy Lawler. I have known Alexis for many of years. She is very caring and compassionate not only with people but with all types of animals and care… (more)

from
$15
per visit
Calendar Recently Updated
12.
Ana 
Verified Enhanced Background Check
Your dog's home away from home!Greenfield, WI, 53221
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
23 years of experience

About: I have been a dog owner ever since I can remember. I have taken care of my friends & their friend's dogs at my house. I walk them, plenty of play tim… (more)

from
$14
per visit
RN looking to care for non humansMilwaukee, WI, 53215
Drop-In Visits, Dog Walking

Very friendly, responsible, and reliable! (more)

from
$20
per visit
Confirmed availability: Easter Weekend
14.
Your dog will be my babies ❤️Jackson Park, Milwaukee, WI, 53219
House Sitting, Drop-In Visits, Dog Walking
10 years of experience

About: I have 10+ years of experience caring for different dogs. I have a JRT/Yorkie (3 years 1 month ) We look forward to meeting you and your dog (or oth… (more)

from
$15
per visit
Calendar Recently Updated
15.
Dan 
Verified Enhanced Background Check
Lover of all animalsBay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking

He took very good care of our two cats, and he sent us tons of updates about them. We’re glad that we have found someone that we can trust our pets with! And we… (more)

from
$20
per visit
Confirmed availability: Easter Weekend
#1 Fun & Playful Pet Mom 🐕 🐈 🥰Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking
25 years of experience

About: Since I was a kid, my dog was my best friend 😅 I was always searching our backyard for a stray kitten to be my next labor of love. I'm patient and pl… (more)

from
$15
per visit
Steph's Bay View Dog SupportTippecanoe, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Thank again Stephanie, for taking care of Milly while I was out of town. I know I can always depend on you. I'm sure Milly appreciates the snuggles and attent… (more)

from
$25
per visit
18.
Your dogs home away from home!Tippecanoe, Milwaukee, WI, 53207
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Would highly recommend Bailey. She is so trustworthy and reliable. She has been letting our dog out consistently since he was a small puppy! (more)

from
$16
per visit
19.
Love being active with doggos!Greenfield, WI, 53221
Boarding, Drop-In Visits, Dog Walking

Great experience! We had a last minute change in our normal help, and had never used Rover. Gina was quick to respond, communicated great while we were gone, an… (more)

from
$25
per visit
Lots of Love & Care from JennJackson Park, Milwaukee, WI, 53215
Drop-In Visits, Dog Walking
1 repeat client
15 years of experience

About: My family always owned dogs, and now we have become a cat family, too. Friends and family rely on me for dog sitting and walks. I have summers off … (more)

from
$15
per visit

Dog owners in Wilson Park, Milwaukee, WI love booking pet sitting 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 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 Wilson Park.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Wilson Park pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Wilson Park, Milwaukee who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Wilson 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.

We're proud to support over 200 organizations across the nation, including:

Drop-In Visits