Pet Sitting & Drop Ins in Hillside, 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
Stephanie V.
Your cat or dog's next best friend!Hawthorne Glen, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Stephanie is truly an amazing person and it shows with adoration our fur babies give her when she shows up. She’s been extremely helpful in taking care of our … (more)

from
$26
per visit
Calendar Recently Updated
Isaiah B.
2.
I Will Love Your Pets Like My OwnMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Isaiah was communicative and prompt. He did a great job taking care of my pets. (more)

from
$14
per visit
Calendar Recently Updated
Olivia G.
3.
I will love your pet like my own :)Yankee Hill, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking

Olivia is a fabulous pet caregiver! She has taken care of my cat and dog numerous times, and they always are well taken care of when I return. She always makes … (more)

from
$18
per visit
Calendar Recently Updated
Vanessa B.
Animal lover through and throughMilwaukee, WI, 53212
Drop-In Visits, Dog Walking

Vanessa is the most selfless person you will ever meet and that applies to your furry friend as well. She listens, is kind, and is very patient. She constantly … (more)

from
$15
per visit
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Alyssa H.
5.
Young professional who loves petsWalker's Point, Milwaukee, WI, 53204
Drop-In Visits, Dog Walking

Alyssa is the most compassionate and loving animal owner I've ever met! She will care for your pet with the same amount of love and responsibility that she has … (more)

from
$20
per visit
Calendar Recently Updated
I'd love to meet your kitties!Lower East Side, Milwaukee, WI, 53202
Drop-In Visits

Min is one of the most trusted, caring, and genuinely good person / cat lover. He himself has three cats he rescued and has always encouraged others to welcome … (more)

from
$16
per visit
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7.
Dog & cat caretakerRiverside Park, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Bailey is a great cat and dog sitter. She has watched my cat on multiple occasions and always does a fantastic job. Because she has her own animals she understa… (more)

from
$14
per visit
Confirmed availability: Christmas and New Year
8.
Friend to Dogs & Cats in Riverwest!Riverwest, Milwaukee, WI, 53212
Drop-In Visits, Dog Walking

You were so wonderful and having you come walk and hang with Hammy was incredibly helpful. Lots of communication and updates, and took the time to learn about m… (more)

from
$18
per visit
Calendar Recently Updated
Loving sitter, enthusiastic walkerLower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Can't thank Jessica enough for all her help! She was quick with her responses and took great care for my cat while I was away! Thank so much Jessica! (more)

from
$18
per visit
Calendar Recently Updated
10.
Caring and and reliable dog loverMilwaukee, WI, 53202
Drop-In Visits, Dog Walking

Ally is a lover of all dogs! From high energy puppies to caring for older dogs like my own, Ally meets every dog at their level. She will roll around and play w… (more)

from
$14
per visit
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11.
Dog lover & aspiring dog whispererYankee Hill, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Dog Walking

Cordell was great with my Sammy! She was always worn out and ready for naps. Never had an issue and Sammy loved when her new friend came around. (more)

from
$15
per visit
12.
Dog-lover happy to petsit for you!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jenna did a wonderful job taking care of our finicky cat. She definitely had a better time than she usually does when we leave. Thank you so much!! (more)

from
$12
per visit
13.
Cats are where it’s at!Lower East Side, Milwaukee, WI, 53202
Drop-In Visits

Alex was fantastic and really understood the needs and personalities of my three kitties. Thank you for allowing me to enjoy my trip, knowing they were in the b… (more)

from
$19
per visit
Confirmed availability: Christmas and New Year
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
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15.
Here to be a helping handJuneau Town, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Bridget has watched my two dogs (Boston Terrier and a Husky mix) on over two dozen occasions, ranging from stopping by the house to let them outside and check f… (more)

from
$25
per visit
Calendar Recently Updated
I fricken love catsHarambee, Milwaukee, WI, 53212
House Sitting, Drop-In Visits

Savannah was great! Very responsive and an excellent cat photographer. This is the happiest my cats have ever been after a vacation, and the first time I've bee… (more)

from
$15
per visit
Calendar Recently Updated
17.
I love pets! Pets are family :)Avenues West, Milwaukee, WI, 53233
Dog Boarding, Drop-In Visits, Dog Walking

Megan would be great dog sitter. She has taken loving care of our 9 year old cockapoo and has taken care of our neighbors dogs - Golden Retreiver and Golden Do… (more)

from
$20
per visit
18.
Global Pet SitterLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Rock solid and gloriously dependable! I thoroughly enjoyed having Tasha and Chris look after my dog on a long much needed vacation. I never had to worry about … (more)

from
$20
per visit
Confirmed availability: Christmas and New Year
19.
Lunch Hour Dog Walking Friends!Juneau Town, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
30 years of experience

About: I’ve had different types of dogs in my home since I was a small child. My current pup loves to meet new dog friends. We walk daily and would love to … (more)

from
$23
per visit
Calendar Recently Updated
20.
Authentic Ambitious Animal AdmirerJuneau Town, Milwaukee, WI, 53233
Dog Boarding, Drop-In Visits, Dog Walking

Kashish is great, responsible and everything a dog parent would want in a dog walker. His sister’s dog, Lambeau always has a big smile after being with Kashish. (more)

from
$14
per visit

When it comes to pet sitting, dog owners in Hillside, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of pet sitting in Hillside may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting 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 Hillside, 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 Hillside, 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 Hillside, 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