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.

Search Results

Calendar Recently Updated
Kelsey G.
1.
Dog Lover & Punctual PersonHarbor View, Milwaukee, WI, 53204
Drop-In Visits, Dog Walking

Kelsey is super reliable and kind! My dog is pretty nervous and she loves Kelsey. (more)

from
$14
per visit
Calendar Recently Updated
Zarah O.
2.
Full-Time Animal LoverJuneau Town, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

About: Hi there! I am a part-time student, part-time medical assistant and full-time animal lover. Working in healthcare, I love helping others. Dog walking… (more)

from
$16
per visit
Katarina N.
The best care for your best friendWalker's Point, Milwaukee, WI, 53204
House Sitting, Drop-In Visits, Dog Walking

Kat was great! She took the time to get to know Lily. She was punctual, great communication, and she sent pictures. I would use her again for sure. (more)

from
$15
per visit
Brittni H.
All Breeds WelcomeBrewer's Hill, Milwaukee, WI, 53212
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Alis was extremely pleased to be set with Brittni! Brittni is extremely responsible and prompt with sending photos of a happy dog obviously relaxed. I think Ali… (more)

from
$18
per visit
Confirmed availability: Christmas and New Year
Ameera E.
5.
Can't Wait to Meet Your Fur Baby!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Ameera is the absolute top pet sitter in Milwaukee! She did a wonderful job with our cat, and then a few weeks later we spotted her walking a dog for another cl… (more)

from
$40
per visit
Eastside Pet Sitter ❤️Riverwest, Milwaukee, WI, 53212
Drop-In Visits, Dog Walking

Marissa did such a wonderful job with my cat. I felt absolutely at ease leaving him in her hands. She was flexible and easy to work with. I definitely will use … (more)

from
$16
per visit
Confirmed availability: Christmas and New Year
Detailed, loving + flexible sitterRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Thanks again for another wonderful stay with our cats Bryce and Beans! They were happy and content when we got home. Thanks for making our vacation free of stre… (more)

from
$18
per visit
Definition of dog mom; small breedsKilbourn Town, Milwaukee, WI, 53233
Dog Boarding, Drop-In Visits

About: I have had my own dog for about 1.5 years. She is a small Shiba/Eskimo mix. I am experienced with high energy dogs that like to play, feeding schedul… (more)

from
$15
per visit
Calendar Recently Updated
Experienced Animal Care TakerAvenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking

Mikayla did a great job dogsitting our boys! She was on timely and let us know how the visits were going. She sent pictures and updates. We would definitely r… (more)

from
$25
per visit
Confirmed availability: Christmas and New Year
10.
Your pet will be spoiled with me!Cambridge Heights, Milwaukee, WI, 53211
Dog Boarding, Drop-In Visits, Dog Walking

Shannon has been the best dog caregiver we have ever had. She is very reliable, trustworthy, kind and takes care of our dog like it’s her own. We never worry ab… (more)

from
$15
per visit
Confirmed availability: Christmas and New Year
Must Love DogsLower East Side, Milwaukee, WI, 53202
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Lauren has watched my Doxie Peter on many occasions. She makes sure he gets plenty of exercise and playtime, and always sends a lot of pictures when I'm away. I… (more)

from
$16
per visit
Confirmed availability: Christmas and New Year
Let me hang out with your pup!Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

John is a fantastic pet owner and dog walker. My dog, Baker, grew to love him completely in the time they spent together. After walking with John, Baker has lea… (more)

from
$14
per visit
13.
You deserve a summer vacation!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
$30
per visit
14.
Intuitive pet care and trainingRiverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ashley is a lover of all animals! She is an excellent caretaker and walker. She also has a pup of her own who is absolutely adored by her. Highly recommend her! (more)

from
$16
per visit
Calendar Recently Updated
15.
Experienced and loving pet sitter!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Hillary is our go to for dog sitting now, our pack is well taken care of and she handles special circumstances with the perfect amount of awesomeness (more)

from
$15
per visit
16.
Sydney the Dog-SitterKilbourn Town, Milwaukee, WI, 53233
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 repeat client
10 years of experience

About: I am here to expend my energy as well as your pets, I am very active and love going on long walks, hikes, and runs as someone in the military, this i… (more)

from
$13
per visit
Calendar Recently Updated
17.
Love being around pets!Kilbourn Town, Milwaukee, WI, 53233
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I would highly recommend Marissa to watch anyone’s dog! She has taken care of my dogs before and always is reliable, responsible, and communicative. She is very… (more)

from
$14
per visit
18.
Fun and friendly dog loverKilbourn Town, Milwaukee, WI, 53203
House Sitting, Drop-In Visits, Dog Walking

About: I have around 12 years of experience caring for dogs. When I was 12, we got our first family dog. He was a shepherd mix named Gunner. We recently res… (more)

from
$14
per visit
Confirmed availability: Christmas and New Year
19.
Sweet animal loverJuneau Town, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Dominique is the most patient, loving person I know. She loves dogs, and cares for any as if they’re her own. I highly recommend Dominique to watch any breed of… (more)

from
$15
per visit
Confirmed availability: Christmas and New Year
20.
I want to be your pets sugar mommaKilbourn Town, Milwaukee, WI, 53233
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Sabrina is a dog lover. She takes good care of our two dogs, give them baths, takes them on walks, plays with them. She makes sure that have enough water and th… (more)

from
$15
per visit

Rover also offers in:

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: