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Pet Sitting & Drop Ins in Fair Park, Milwaukee

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

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1. Amy Verified Enhanced Background Check

Friendly Animal-Lover!

Wauwatosa, WI, 53226

Drop-In Visits

"My pups seemed to thoroughly enjoy being cared for by Amy. She sent regular pictures and updates and took great care of them while I was away. (more)"

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2. Jenni Verified Enhanced Background Check

Professional Tummy Rubber & Cuddler

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Jenni has been checking in on our boys a couple nights a week when we have overlapping work schedules. She is reliable, flexible, and generous with her time. O… (more)"

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3. Megan Verified Enhanced Background Check

Mama Meg’s Doggy Daycare Services

West Allis, WI, 53219

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

"Megan's visit with Finn was great. We know that Finn has some anxiety around new people so we arranged for Megan to bring one of her pups with her. That got Fi… (more)"

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4. Alan Verified Background CheckRover 101

Experienced with all breeds/sizes

Wauwatosa, WI, 53226

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

"Alan was able to work us in on short notice. Did great with our Labs. (more)"

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5. Cassidy Verified Background Check

I can’t wait to be fur-iends!

Wauwatosa, WI, 53213

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

"Cassidy is an animal lover and is a proud pug mom. She is very disciplined in her care for her dog and understands the responsibility that comes with being a p… (more)"

6. Rachel Verified Background Check

Local dog enthusiast :)

Golden Valley, Milwaukee, WI, 53222

Dog Boarding, Drop-In Visits, Dog Walking

"Rachel was great. Communicated with me, and provided updates and videos/pictures. Jax really enjoyed his time with her.. will definitely book again! (more)"

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7. Elaina Verified Background Check

College student missing dog time

Avenues West, Milwaukee, WI, 53233

Drop-In Visits, Dog Walking

"Kind, gentle, trustworthy and responsible— all wrapped into one animal-loving package: that’s Elaina! Elaina stayed in our house for 12 days with two dogs and … (more)"

8. Kari Verified Background CheckRover 101

Best Friend Boarding

New Berlin, WI, 53227

Dog Boarding, Drop-In Visits, Doggy Day Care

"Kari is the best! She loves my pups! I dont trust my pit bulls to just anyone! She is just phenomenal! Thank you Kari for taking such great care of my pibbles … (more)"

9. Lori Verified Background CheckRover 101

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"Thank you, Lori, for your loving care, prompt response, and excellent communication! You made everything about this easy and I so appreciate that. (more)"

10. Cindy Verified Enhanced Background Check

Would love to spoil your dogs with

Johnson's Woods, Milwaukee, WI, 53214

Drop-In Visits, Dog Walking

About: I am the proud owner of 2 spoiled pit bulls. I've been around many different breeds with and without medical needs and all sizes. I work for a loca… (more)

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11. Lori Verified Background Check

Purrrrrrfect and Roof Roof!!!

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Lori is the most loving and caring person I know To Humans and animals. She would go out of her way to care for them (more)"

12. Travis Verified Background CheckRover 101

Love & Exercise for your dog or cat

Martin Drive, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Everyone of my furry children were well taken care of. (more)"

13. Denise Verified Background Check

Simply Love Dogs!

West Allis, WI, 53214

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

About: I love dogs, like everybody on here! I enjoy long walks and taking my dogs to the dog parks and swimming. Big believer that dogs need friends, and t… (more)

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14. Allyssa Verified Background Check

Passionate, caring dog lover!

Johnson's Woods, Milwaukee, WI, 53214

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

About: Hello! I grew up caring for dogs and cats at my family home and now am raising a dog of my own with the help of my roommate and best friend! I am an … (more)

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15. Kristina Verified Background Check

Hikes with your pup!

West Allis, WI, 53219

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

About: I am a professional who loves dogs and wants to enjoy being around dogs more! I have two very social, friendly dogs that always love making more fri… (more)

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16. Kristy Verified Background Check

I'm their home away from home ❤

West Allis, WI, 53214

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

"Thank you so much for taking care of our sweet girl!! Knowing we had someone so caring to keep her busy took a lot of stress off of our shoulders! She’s so hap… (more)"

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17. Jill Verified Background Check

Caring Animal-Loving Vegan 💜

West Allis, WI, 53227

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

"Jill is one of the most caring and thoughtful individuals I have ever met. She is truly passionate about taking care of others, especially animals. She has ext… (more)"

18. Megan Verified Background Check

Pet and home care services!

Bluemound Heights, Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Megan has a real heart for animals and a keen eye for details, which makes her an ideal dogsitter. We often swap stories about our pets and end the conversati… (more)"

19. Melissa Verified Background Check

Pup love!

Johnson's Woods, Milwaukee, WI, 53214

Dog Boarding, Drop-In Visits, Dog Walking

About: Hello, my name is Mel. I adopted my own pup, Hazel, about a year in a half ago. Hazel and I love to go to dog parks, walking, or running (more like a… (more)

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20. Emma Verified Background Check

Animal and plant lover

Cannon Park, Milwaukee, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"I work with Emma at Keep Greater Milwaukee Beautiful. We teach programs together and it is always an enjoyable experience. She is trustworthy, reliable and a h… (more)"

Pet parents in Fair Park, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Fair 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 Fair 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 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 Fair 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: