Pet Setting & Drop Ins in Fairfield, Milwaukee

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

Confirmed Holiday Availability
1. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jazmine was amazing. One of my cats needs medication twice a day, and Jazmine not only had no problem with the fact that this would have to be done, but she ... (more)"

2. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"At first I was hesitant with using Rover.com. When I met Carolina she was very attentive to Blossom’s needs. After meeting Carolina, I was definitely comfort... (more)"

3. Rachel

I'll run with your dog/

Glendale, WI, 53209

Drop-In Visits, Dog Walking

4 repeat clients

"Rachel has been extremely reliable and trustworthy. She is right on time and takes great care of my pup. I really appreciate all her help, will definitely us... (more)"

4. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

27 repeat clients

"I cannot recommend Melissa enough. She is responsible, organized, deeply caring, and loves to take care of dogs (and cats)! I would absolutely trust any of... (more)"

5. Shannon

Can your dog keep up with ours?

BROWN DEER, WI, 53223

Dog Boarding, Drop-In Visits

3 repeat clients

"Shannon has a big heart for "fur babies" of all types, ages, and sizes. She has prior experience dog sitting and takes the commitment seriously. She is alway... (more)"

6. Kristen

We will love your pup!

Milwaukee, WI, 53223

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

About: Hello! We are a two child household with lots of dog sitting experience and a love for all dogs. Our children are comfortable and used to being... (more)

Confirmed Holiday Availability
7. Jim

Home full time. Love to go on hikes

Whitefish Bay, WI, 53217

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Not to long ago, I adopted a black lab from the humane society. She was a rescue dog that had a traumatic upon bringing. At first, I thought the transition... (more)"

Confirmed Christmas Availability
8. Amari

Love & Care for your fur babies!

Vogel Park, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

"Amari is a caring, loving, and a very mature person. She is currently furthering her education to become a veterinarian technician and has the experience wit... (more)"

9. Jenni

A Tired Dog is a Happy Dog!

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Jenni did a great job taking care of my three cats. She fed them, changed their litter box and gave one of them his medicine. She also brought in our mail ... (more)"

10. Lori

Dependable & Loving!!!

Mequon, WI, 53092

House Sitting, Drop-In Visits

"Lori is a very loving, patient and responsible person. These qualities make her a perfect candidate for any kind of pet care. She is very easy going, perso... (more)"

11. Allison

Love dogs, need one to love!

Shorewood, WI, 53211

Drop-In Visits, Dog Walking

"Allison has always been a dog lover and has cared for our golden retriever and our border collie mix. She would give lots of attention to your pup because sh... (more)"

12. Kailyn

Puppy kisses are the best kisses!

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Kailyn is great! She is very trustworthy and truly enjoys the company of animals. She may be my friend, but she is also my pup Jordy's favorite auntie. She... (more)"

13. Becky

Need some dog time in my life

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

About: I have never met a dog I don't like. In addition to growing up with a springer spaniel/beagle mix, I have dog sat on numerous occasions for an ador... (more)

14. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"As always great and flexible with time. Also I have instructions for no kids petting Luna because she's teething and she totally texted me and let me know. T... (more)"

15. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"I first met Wanda Foy twenty years ago. We both were teaching in a parochial school working with young children. Wanda was easy going, kind and gentle towa... (more)"

16. Morgan

I treat every dog like family!

Glendale, WI, 53217

Dog Boarding, Drop-In Visits, Dog Walking

"Morgan is a loving and caring person when it comes to everything in life. She would be a great person to watch over your dog when you are away. She grew up c... (more)"

17. Alina

I'll give your dog love & exercise!

Fox Point, WI, 53092

Drop-In Visits, Dog Walking

"Alina is an outgoing, friendly person who thrives in making anyone, human or animal, feel comfortable. She loves her doggy more than anything and always make... (more)"

18. Kate

Weekend Dog Walking/Dog park fun!

Whitefish Bay, WI, 53217

Drop-In Visits, Dog Walking

About: I live in Whitefish Bay with my husband and daughter. I grew up with dogs, but sadly do not have time during the week to care for one on my own. ... (more)

19. Tess

Home full-time & love the outdoors!

Milwaukee, WI, 53209

Drop-In Visits, Dog Walking

"Tessa is a wonderfully caring, passionate, and humble person. She helps care for her parent's Maltese, Sophie, who she is very attentive to. Tess does a fant... (more)"

20. Emma

Compassionate animal lover

Glendale, WI, 53209

Drop-In Visits, Dog Walking

"Emma is a true dog lover and has been since day one. She shows her love of dogs so much, that I truly believe that she loves dogs more than people. She is a ... (more)"

In Fairfield, Milwaukee, WI, dog lovers trust 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 stars. Booking pet sitting in Fairfield can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Milwaukee on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Fairfield, 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 Fairfield, 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 dog sitter. 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 Fairfield, 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: