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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Jenni

A Tired Dog is a Happy Dog!

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

6 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)"

2. Kalie

Passion for helping pups!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

"Kalie is an exceptional dog caregiver. She has watched my pooch numerous times and never disappoints. She isattentice and caring when it comes to any animals... (more)"

Confirmed Holiday Availability
3. Lon

Active Dog Lover

Brown Deer, WI, 53223

Drop-In Visits, Dog Walking

"I would highly recommend hiring Lon for any of your pet related needs. He has always been very caring towards animals, regardless of if they were his own or... (more)"

4. Leah

Animal Loving Teacher

Washington Heights, Milwaukee , WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

About: I've had pets my entire life. I was raised in a home with cats, dogs, hamsters and a bunny. I absolutely love animals, especially cats and dogs, an... (more)

Confirmed New Years Availability
5. Meghan

Responsible & Caring Dog-Lover

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Meghan is a FANTASTIC lover of pets....I reached out even though Rover is geared towards dogs I needed help with my cat, Zak THE CAT because I was in a pinch... (more)"

6. Chelsie

Your dog's comfort is my concern :)

Riverwest, Milwaukee, WI, 53212

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

3 repeat clients

"Chelsie has been watching my dog for me since I moved to Milwaukee 2 months ago. I go to full time school, work and have an internship so she comes to make s... (more)"

7. Lizzi

Personality Pro!

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Lizzi is hands down the most sincere dog lover I know. In our many, many conversations about dogs and visits to dog parks and dog walks together, I have neve... (more)"

8. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

3 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)"

Confirmed Holiday Availability
9. Tia

Dog Goddess

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Drop-In Visits

86 repeat clients

About: ***** Check out my dog photos on Instagram! @dog_goddess ***** •••••> Returning clients: please send me a message about the dates you need if th... (more)

Confirmed Holiday Availability
10. Steven

Top notch, experienced dog care

Lower East Side, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Hello All I am writing here on behalf of Steven Hawley who has been a regular dog sitter for our West Highland Terrier "Molly" Our Molly is an extremel... (more)"

11. Betsy

doggy foster mom-love being outside

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits

2 repeat clients

"Betsy is so great with dogs. She fostered numerous dogs in recent months and knows when she is too busy to take on longterm dogs. This is a great way for her... (more)"

Confirmed Holiday Availability
12. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"I am thrilled to write a recommendation for Cindy! I have known her for over 35 years and her pets are some of the happiest and best-cared for that I know. W... (more)"

13. Sarah

I'll take tlc to your fur babies

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Very nice, promptly updated me on visits, flexible, Maddy loved her. (more)"

Available this weekend
14. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

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

"Sarah treats her pets as her kids. She knows that pets are more than just animals. She also has access to friend that's a vet tech and is more than willing t... (more)"

15. Nicole

Dog-lover with time to spare!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole was wonderful to work with and made the process of booking a pet sitter very easy. She took the time to keep us posted on how things were going at hom... (more)"

16. Allison

Dog Lover ready to help your pup!

Cooper Park, Milwaukee , WI, 53222

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

About: I'm 27 and I can't remember a point in my life where I did not have a dog. I'm a lover of all breeds. I'm most experienced with labs. I'm a fur mam... (more)

Confirmed Holiday Availability
17. Liz

Liz

Riverwest, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Liz took great care of Luna (our cat) while we were out of town. She dropped in twice per day for 30 minutes and played with Luna, providing updates and phot... (more)"

18. Lillianna

Loving, respectful animal advocate

Riverwest, Milwaukee, WI, 53212

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

About: I am an individual who believes in treating animals as beings and not things! I believe in and adhere to the ethical treatment of dogs and all anim... (more)

19. Angie

Your pet is in good hands!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

"I have known Angie for many years. She is one of the most caring people that I have met. Angie, had her pet Gracie for over 10 years and was a wonderful mo... (more)"

20. Megan

Patient, Responsible, Dog Lover!

Whitefish Bay, WI, 53217

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

1 repeat client

"Hello everyone, Megan is my sister and honest to god one of (if not the biggest) animal lover in the world. She treats every living thing no matter how sm... (more)"

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Learn About Premier

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: