Pet Sitting & Drop Ins in Washington Heights, Milwaukee

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

1. Lori Verified Background Check

Purrrrrrfect and Roof Roof!!!

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Lori has been absolutely amazing to my dog! Carmen loves her visits, especially because she often brings her toys, bones, or treats. She's been especially help… (more)"

2. Jenni Verified Enhanced Background Check

Professional Tummy Rubber & Cuddler

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Jenni was our first Rover, as we needed someone to watch our 10 year old pitbull mix while we got married. Jenni came over prior to watching Goon to introduce … (more)"

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3. Jen Verified Background Check

Unoffended by slobber & muddy paws

Enderis Park, Milwaukee, WI, 53210

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

About: I have experience caring for dogs and cats with complicated medical issues, sensitive diets and post-surgical recovery. I've spent my professional l… (more)

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4. Rachel Verified Background Check

Local dog enthusiast :)

Golden Valley, Milwaukee, WI, 53222

Dog Boarding, Drop-In Visits, Dog Walking

"I have been having Rachel do regular drop-in visits for my dog for about 3 months now, 3 times a week. She is awesome! Highly reliable and is amazing with the … (more)"

5. 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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6. Rachel Verified Background Check

Available during quarantine!

Wauwatosa, WI, 53210

Drop-In Visits

"Rachel did a great job with my cat! I was out of town for a few days and Rachel gave my kitty water, cleaned the litter box, and played with her. (An automatic… (more)"

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7. Travis Verified Background CheckRover 101

Love & Exercise for your dog or cat

Martin Drive, Milwaukee, WI, 53208

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

"Travis is the best, we are so grateful he came over to watch our two cats for the week. Not only is he so kind, reliable, and conscientious, but he’s also wond… (more)"

8. Catherine Verified Background Check

Experienced Dog Walker, UWM Student

Wauwatosa, WI, 53213

Drop-In Visits, Dog Walking

"Catherine was fantastic and gave such detailed updates with photos. We know Margeaux was in good hands and will definitely be using her in the future! (more)"

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9. Graham Verified Enhanced Background Check

The ultimutt walker you want!

Washington Heights, Milwaukee, WI, 53208

Drop-In Visits, Dog Walking

"Graham has taken care of our family dog several times over the past year. Our dog (Sadie) is elderly and doesn't get around very well, but Graham is gentle and… (more)"

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10. Lindsey Verified Background Check

Friends with all dogs

Wauwatosa, WI, 53213

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

"Did a great job on a last minute notice. Asked for a few instructions and took great care of our two labs. (more)"

11. Lori Verified Background CheckRover 101

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"Lori took care of our dog while we were out of town for the day & was great to work with! She was very responsive and sent me pics/update on Jake after she sto… (more)"

12. Kelly Verified Background Check

Endless cuddles & play time

Story Hill, Milwaukee, WI, 53208

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

"Kelly is wonderful! She was very fast to respond to everything I threw her way and was very nice. From the pictures, it looks like Lambeau had fun! Thank you K… (more)"

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13. Nene Verified Background Check

Love dogs! I will care for your pet

Bluemound Heights, Milwaukee, WI, 53213

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

About: I have 4 years experience caring for pets. I absolutely love cats and dogs. I currently do not have any pets right now. I will in the near future. Wh… (more)

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14. Shelby & Jordan Verified Background Check

Dog Lover!

Washington Heights, Milwaukee, WI, 53208

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

"Shelby loves animals, she would be great at taking care of your dog!! She is a very responsible and reliable. She would care for your dog like it's her own. Y… (more)"

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15. Kristin Verified Background CheckRover 101

Kendall's Friendly Dog Services

Washington Heights, Milwaukee, WI, 53208

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

"Kristin did a great job caring for our dog when we went out of town. She even made a special trip to meet us and let our pup get to know her before we left. T… (more)"

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16. Eileen Verified Background Check

Dog Sitter Available!!!

Wauwatosa, WI, 53213

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

"Eileen has watched my dog Gigi for a few years now, whether it’s just for a quick walk or a weekend while I’m out of town. She does an awesome job with Gigi. S… (more)"

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17. Mikeila Verified Background Check

I'll treat your pets like family

Cold Spring Park, Milwaukee, WI, 53208

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

"Mikeila is really good with all animals. She has been a lover of nature since she was very young and has taken care of dogs, rats, cats and even insects. She i… (more)"

18. Rachel Verified Background Check

RN looking for furiends

Wauwatosa, WI, 53213

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

About: I work as a nurse during the day and my schedule varies and is flexible. I have an 8 month old miniature Goldendoodle, Lucky, who I love to pieces. … (more)

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19. Kandice Verified Background Check

Energetic and Reliable Pet Sitter

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

About: I am a current UW-Milwaukee student graduating in May with an Economics degree. I love all kinds of animals and I have multiple years of experience w… (more)

20. Kylie Verified Background Check

Dog and cat LOVER

Wauwatosa, WI, 53213

Drop-In Visits, Dog Walking

"Kylie is awesome and would do anything for your pets! Her love for animals is very apparent. She is dependable and trustworthy, and she is the only person I tr… (more)"

Dog owners in Washington Heights, Milwaukee, WI love booking pet sitting with sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Washington Heights.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Washington Heights, 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 Washington Heights, 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 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 Washington Heights, 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: