Pet Sitting & Drop Ins in Haymarket, Milwaukee

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Labor Day
Alicia S.
1.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Alicia was great with our kitty! She was very thorough in the tasks, and she sent detailed updates with photos every drop in visit. She went above and beyond in… (more)

from
$30
per visit
Confirmed availability: Labor Day
Duncan T.
2.
Friend to Dogs & Cats in Riverwest!Riverwest, Milwaukee, WI, 53212
Drop-In Visits, Dog Walking

Duncan is gentle and very attentive to the needs of animals, big and small. He is a good fit even for nervous or shy dogs as exemplified by the handling of his … (more)

from
$18
per visit
Calendar Recently Updated
Miranda E.
WFH dog mom 🥰 $20off ->MIRANE78053Riverwest, Milwaukee, WI, 53212
Drop-In Visits, Doggy Day Care, Dog Walking

Miranda is the best most caring dog mom and she is just as caring with my pets. We love having Miranda take care of our furry friends and I’d recommend her care… (more)

from
$15
per visit
Calendar Recently Updated
Samantha S.
Experienced sitter & animal loverMilwaukee, WI, 53202
Drop-In Visits, Dog Walking

Samantha was amazing with communicating and being flexible as my plans ended up changing! She took great care of Romeo and was able to get him outside, which ca… (more)

from
$12
per visit
Calendar Recently Updated
Isabelle W.
Dog-loving college student :)Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

I can't thank isabelle enough for all the help! She made sure my cat was well fed, hydrated and happy. She kept me posted with photos and was quick with respond… (more)

from
$15
per visit
Confirmed availability: Labor Day
6.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Marina is great! She did a few drop ins to walk our dog while we were away for a wedding. She was great with the dog, sent us lots of updates, and super communi… (more)

from
$35
per visit
Calendar Recently Updated
7.
Dog Buddy & Reliable CareMilwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Timely, communicative, and clearly great with dogs! (more)

from
$15
per visit
Calendar Recently Updated
8.
Ready for a puur-fect getaway? 🦮🐈Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sarah has cared for my small dog Stella before. My dog ended up loving her, and barely wanted to leave her place. I recommend her to any pet owner that needs a … (more)

from
$20
per visit
Eastside Pet Sitter ❤️Riverwest, Milwaukee, WI, 53212
Drop-In Visits

Marissa did a great job of taking care of my cat. I was well informed of each visits events, and my temperamental cat was very happy. My cat had a low stress … (more)

from
$19
per visit
Calendar Recently Updated
10.
Your Dog's New Best FriendLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Margot is great. I found her on rover and booked her because she had good reviews and lived on my block. She turned out to be a good choice. She is professional… (more)

from
$20
per visit
Calendar Recently Updated
11.
I will love your pet like my own :)Yankee Hill, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking

Olivia is so sweet and kind! I know I can always trust her with my pupper who I love more than anything. She helps me take care of her every time I go on vacati… (more)

from
$14
per visit
Calendar Recently Updated
12.
Dog walking with a smile!Avenues West, Milwaukee, WI, 53233
Drop-In Visits, Dog Walking

Nicole took great care of our two kitties and sent us pictures of the our boys during every drop-in visit. She was very nice, kept great communication with us, … (more)

from
$25
per visit
Calendar Recently Updated
13.
Can care for cats, dogs, and more!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Sage could be considered an excellent caregiver with only the love she shows to her adorable cat, Fiona, but that is only about 20% of the love she gives to ani… (more)

from
$25
per visit
Confirmed availability: Labor Day
14.
Dog walker/Home VisitsMilwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Dog Walking
2 years of experience

About: I have two dogs both around 2 years old and have had them since they were puppies. I love dogs and would love to help and others and be able to meet … (more)

from
$20
per visit
Calendar Recently Updated
15.
Fun and active friend for your pet!Riverwest, Milwaukee, WI, 53212
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I could not recommend Kaity more for your pet sitting needs! She previously worked at a dog daycare facility, so she has a lot of experience working with dogs o… (more)

from
$15
per visit
Confirmed availability: Labor Day
Experienced caregiver and pet loverJuneau Town, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

I really appreciated Samantha meeting me and poochie on very short notice, before I had to leave on my trip. She sent some short videos of her visits. I’m ve… (more)

from
$18
per visit
Calendar Recently Updated
17.
Friendly and trustworthy dog lover!Kilbourn Town, Milwaukee, WI, 53233
Drop-In Visits, Dog Walking

I have trusted Rachel with my dog on many occasions and never been disappointed! In addition to being trustworthy and reliable, Rachel is friendly and has the e… (more)

from
$18
per visit
🦴Here for you,one step at a time🦴Juneau Town, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking

She’s amazing!!! 10/10 recommend (more)

from
$20
per visit
19.
DOG WALKS, WAGS, and PLAYSJuneau Town, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking

About: I’ve had experience working with dogs my entire life from my own family pets to dog sitting friends and families dogs. They have relied on my for hou… (more)

from
$14
per visit
Confirmed availability: Labor Day
20.
Your pet will feel right at home!Lower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have had a dog around my house since I was 10 years old. My family recently adopted a puppy and have gone through the whole training process oursel… (more)

from
$22
per visit

Dog owners in Haymarket, 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.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Haymarket pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Haymarket, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Haymarket pet sitters and avoid the kennel.

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 Haymarket, 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: