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.

1. Allison

Dog lover who can't afford her own

Cambridge Heights, Milwaukee , WI, 53211

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

"Allison was the only sitter I trusted with my beloved 10-year-old, slightly neurotic, sometimes naughty and always emotionally needy Jack Russell Terrier. M... (more)"

2. Amber

Love my dog, will love yours

Riverwest, Milwaukee, WI, 53212

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

About: I love my pup and can love yours. I've become that lady who helps out taking other friends dogs regularly, why not get paid for it? I have a dog an... (more)

3. Jenni

A Tired Dog is a Happy Dog!

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

7 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)"

4. Kyle

Love them like my own

Bradley Estates, Milwaukee, WI, 53223

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

About: Have no worries! Your dog(s) are in great hands. With over a decade of experience in caring for multiple breeds of dogs of my own, I provide an exc... (more)

5. 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)"

6. Lizzi

Dog's Best Friend

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

5 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)"

7. 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 was great with Toby!! Thank you! (more)"

8. 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)"

9. Kalie

Passion for helping pups!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Kalie has grown up around dogs all her life. She has great patience with them and loves to work with them in teaching them new tricks and the important skill... (more)"

10. Mattie

Easy-going, Reliable, Lover of dogs

Riverwest, Milwaukee, WI, 53212

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

1 repeat client

"Mattie is a wonderful person and a fantastic caregiver. Mattie watched my dog while I was on a week long vacation and did a great job keeping her happy and f... (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)"

Available this weekend
12. 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

1 repeat client

"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)"

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)"

14. Loretta

Lover of all breeds!

Shorewood, WI, 53211

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

"Loretta has done great with dogs, she has been a huge help and continues to be reliable and dependable at the most important times. A huge help! (more)"

15. Hayley

Love them all like my own.

Bayside, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hayley is incredibly passionate about animals and it shows in everything she does. She's very patient and tuned-in when it comes to interacting with dogs of ... (more)"

16. 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)

17. 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)"

18. Tasha

Calm & collected :)

Arlington Gardens, Milwaukee, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

"I was very concerned when I moved into a new area and had to find a new sitter for my buddy. I travel now and then for my job So I really wanted someone flex... (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: