Pet Sitting & Drop Ins in Jackson 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
Katherine B.
Dogs are happiness 😊West Allis, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Thorough with my crazy pups scheduled -and mine- and very communicative! We adore her. (more)

from
$15
per visit
Michelle R.
Walks your dog will be barking for!Greendale, WI, 53129
Drop-In Visits, Doggy Day Care, Dog Walking

Michelle is wonderful with our puppy, making sure to care for and play with him when we can’t. She’s flexible and very responsive in communicating with us also! (more)

from
$14
per visit
Calendar Recently Updated
Mykaela H.
Here to help you out & i love dogs!Historic Third Ward, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking

She’s the only one we’ve trusted with our dogs. Kind, courteous, and the only problem would be your dog/s falling in love with her more than you. Don’t think tw… (more)

from
$15
per visit
Nicole C.
4.
Communicative and caring pet sitterNational Park, Milwaukee, WI, 53215
House Sitting, Drop-In Visits, Dog Walking

Nicole was great with my pug (who can be anxious with new people). Good communication, arrived early, and sent me pictures. Highly recommend! (more)

from
$20
per visit
Kathleen B.
❤Big heart for all animals 🐱🐶🐰🦄Greenfield, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I went out of town and this was the first time using a dogsitter. Kathleen was beyond sweet, professional and I could tell my dog loved her. She did a wonderful… (more)

from
$20
per visit
Calendar Recently Updated
6.
Caring, thoughtful, and dedicated!Bay View, Milwaukee, WI, 53207
Drop-In Visits, Dog Walking

Josie is an absolute animal lover. She cares for every pet as well as her own. She is very attentive and loving, and I always trust her to provide the best for … (more)

from
$14
per visit
Calendar Recently Updated
7.
Energetic Pet Sitter! Cats & Dogs!West View, Milwaukee, WI, 53227
Drop-In Visits, Dog Walking

Monica does a great job. She has been able to help me out last minute. (more)

from
$18
per visit
Calendar Recently Updated
8.
Love caring for animalsBluemound Heights, Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Karey G. is by far our first choice when we need a dog sitter. She is tidy & communicates regularly, leaving us stress free! She is trustworthy and our dogs loo… (more)

from
$15
per visit
RN looking to care for non humansMilwaukee, WI, 53215
Drop-In Visits, Dog Walking

She is awesome. I will definitely keep her as my pup sitter when I go back to work. (more)

from
$20
per visit
Calendar Recently Updated
Pawfessional w/love & care <3West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

It is such a pleasure to watch Amelie interact with doggies! She is knowledgeable but what makes her particularly good is her natural ability to connect with th… (more)

from
$20
per visit
Calendar Recently Updated
11.
Experienced and Reliable Pet CareGreen Moor, Milwaukee, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

I have 2 very high energy dogs, who adore Crystal. She works from home, and is available any time I have requested her assistance. Crystal has helped me wit… (more)

from
$20
per visit
Calendar Recently Updated
12.
Long time pet owner! Walk for fun!Highwood Estates, Milwaukee, WI, 53219
Drop-In Visits, Dog Walking

Rebecca is a very professional and caring pet sitter and went over and beyond for my 3 cats I would highly recommend her and will be using her again ? (more)

from
$18
per visit
Calendar Recently Updated
Responsible and reliable dog lover!West Allis, WI, 53219
Drop-In Visits, Dog Walking

Michelle is extremely passionate and loving and when it comes to my dogs, she treats them with the respect and love but also makes sure that they behave. Lexi … (more)

from
$20
per visit
Calendar Recently Updated
14.
Medical student who loves dogsWest Allis, WI, 53219
House Sitting, Drop-In Visits

My cat Penny and I love Polina!! This is our second time booking with her and will continue to do so in the future! Polina is very reliable, friendly, and alway… (more)

from
$16
per visit
Dog Lover & TrainerMilwaukee, WI, 53221
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

He is a dog lover , everytime he sees a dog , ignore me and focuses on playing with the dog. I know i can depend on him to give my dog agreat exercise and a lot… (more)

from
$40
per visit
16.
Your friendly neighborhood sitterGreenfield, WI, 53221
House Sitting, Drop-In Visits, Dog Walking

Emily R is great with cats and dogs! We have a dog Toby, she plays, walks and gives love to him. Her roommate also has a cat and she plays with Oliver and loves… (more)

from
$14
per visit
17.
Purrrrrrfect and Roof Roof!!!West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Lori was amazing with Shiro! She clearly loved playing and cuddling with him. She was extremely fast to respond and flexible with her schedule. She sent daily c… (more)

from
$25
per visit
18.
Available for lunch walks!Lyons Park, Milwaukee, WI, 53219
Drop-In Visits, Dog Walking

Allison was awesome. Our cat Lucky has diabetes, so shots were needed. Allison was there twice to give those and feed lucky. It was great to have someone there … (more)

from
$20
per visit
Calendar Recently Updated
19.
It's not just a pet, it is our bby!Burnham Park, Milwaukee, WI, 53215
House Sitting, Drop-In Visits, Dog Walking
2 years of experience

About: I have 3 cats and 1 dog at home, I can take care of your baby pet. I have lots of love to share to them!! (responsibility as well, promise). I unders… (more)

from
$60
per visit
20.
Responsible-Trustworthy-Fur BestieMilwaukee, WI, 53219
Drop-In Visits, Doggy Day Care, Dog Walking

We have a very shy shiba and she did a great job watching over him and our two other dogs. I would definitely rebook and recommend her to others! (more)

from
$22
per visit

Dog owners in Jackson 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 Jackson Park.

Rover.com is the simple, savvy way to find and book Jackson Park, 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 Jackson Park, 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 Jackson 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