Pet Sitting & Drop Ins in Rolling Green, 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: Memorial Day
Lisandra V.
Your pet's are family 🐶❤West Allis, WI, 53227
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lisandra is a great and loving dog owner. She is a very enthusiastic person and loves meeting all kinds of dogs. She has lots of experience with dogs of many br… (more)

from
$15
per visit
Danielle D.
Animals Over AnythingMilwaukee, WI, 53214
Drop-In Visits, Dog Walking

Very friendly & takes take care of my dog like it’s her own! (more)

from
$14
per visit
Confirmed availability: Memorial Day
Lisa N.
3.
Experienced, Loving CareGreenfield, WI, 53220
Drop-In Visits, Dog Walking

About: Although I've only been pet sitting for a year, I have been taking care of dogs since I was 5. I truly love dogs and will care for your furry famil… (more)

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

Nicole took care of my 2 cats and reptile while I was out of town and my pets hardly noticed I was gone! She was attentive and caring and did everything I asked… (more)

from
$20
per visit
Calendar Recently Updated
April Y.
5.
Let me love your baby like my own!Milwaukee, WI, 53221
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

April has taken care of my dog many times! As a fellow dog lover, she is the most reliable and responsible person that I trust as a dog caregiver! I have known … (more)

from
$15
per visit
Calendar Recently Updated
Long time pet owner! Walk for fun!Highwood Estates, Milwaukee, WI, 53219
House Sitting, Drop-In Visits, Dog Walking

Rebecca did a great job with our puppy, Randall! She watched him for multiple hours a day the first week we had him and did an awesome job at playing with him, … (more)

from
$16
per visit
Calendar Recently Updated
7.
For the love of pets 🐶🐱West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
15 years of experience

About: I personally have worked with, cared for, or have had all types of pets from hedgehogs to horses. I have puppy-sat for many family members and friend… (more)

from
$14
per visit
Calendar Recently Updated
8.
Home away from home pet care.West Allis, WI, 53214
Dog Boarding, Drop-In Visits, Doggy Day Care

Katie is an amazing, patient, caring person! She has taken care of our Daisy several times for a week stretch. Daisy adores her! I highly recommend Katie to ent… (more)

from
$14
per visit
Calendar Recently Updated
9.
Tell your dog I said Hey! ❤west allis, WI, 53214
Drop-In Visits, Dog Walking

I can't say enough good things about Megan stopping in to check on my dog. We have a very high energy dog that loves to run and play fetch. Megan stopped over w… (more)

from
$15
per visit
Calendar Recently Updated
10.
Friend of our four-legged floofsGreendale, WI, 53129
Dog Boarding, Drop-In Visits, Dog Walking

Sarah has grown up with animals. She has owned and raised AKC cocker spaniels. She loves dogs and has watched our two dogs several times. One has needed medicat… (more)

from
$15
per visit
Calendar Recently Updated
11.
Experienced with all breedsWest Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Wyatt is the only person I trust with my dog! My dog has special needs and Wyatt is always so patient with him and always goes the extra mile to make him comfor… (more)

from
$15
per visit
Calendar Recently Updated
12.
Energetic Pet Sitter! Cats & Dogs!West View, Milwaukee, WI, 53227
Drop-In Visits, Dog Walking

11/10 would recommend Monica! I work a lot of irregular hours, sometimes not knowing my schedule until a few days in advance. Monica is always super flexible in… (more)

from
$18
per visit
Confirmed availability: Memorial Day
13.
Dog/cat Loving Sitter!Hales Corners, WI, 53130
House Sitting, Drop-In Visits, Dog Walking
7 years of experience

About: Hello! I’ve lived with all types of dogs (small, medium, large) and cats my whole life! I have my own cat, Mittens, whom I love dearly, and 4 Guinea … (more)

from
$15
per visit
Calendar Recently Updated
14.
Dog and cat loverWest Allis, WI, 53219
Drop-In Visits, Dog Walking

Megan took really great pictures and made me feel like my cats we safe and comfortable! She responded quickly and her communication was amazing. I highly recomm… (more)

from
$18
per visit
Calendar Recently Updated
15.
Here kitty kitty (and doggies too!)Greendale, WI, 53129
Drop-In Visits, Dog Walking

Katie is the absolute best! Our cat, Sammy, was happy and well-fed and cared for during our time away. We were a bit worried, as Sam is rather shy, but Katie ha… (more)

from
$16
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
17.
Flexible, dedicated, animal loverWest Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

Kari has cared for my cocker spaniels throughout the years. This care has included my dogs brought home in their puppy years (i.e., potty, leash, and yard train… (more)

from
$14
per visit
Calendar Recently Updated
18.
Loving Family to Care for your DogWest Allis, WI, 53219
Dog Boarding, Drop-In Visits, Dog Walking

Angie was wonderful with communication and photos. I would highly recommend and would use again. Thank you! (more)

from
$15
per visit
19.
Have loved animals since birth.Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

Amanda is Super Nice and She kept me updated on everything with Shana (14) and Simba (15) She Really Cares About My Furbabies. I Will Definitely Ask Amanda to t… (more)

from
$14
per visit
20.
Large Breed Dogs & Cat Experience.Wedgewood, Milwaukee, WI, 53220
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Kelly is a wonderful caregiver for the 4-legged friends. She has always had a dog or cat of some sort and loved helping out myself and others with the care of o… (more)

from
$20
per visit

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1,089 owners have reviewed sitters in Rolling Green, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Rolling Green, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Rolling Green, Milwaukee who can provide the care your pet needs, when they need it.

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 Rolling Green, 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: