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Pet Sitting & Drop Ins in Martin Drive, 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. 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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2. Rachel Verified Background Check

** Mission: meet ALL the dogs **

Lower East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Rachel was awesome! She sent all sort of cute photos of my puppy while she was there and even a video. She gave me some advice on puppy training which this new… (more)"

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3. Niamh Verified Background Check

Available to help through Covid!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"I’m so happy to have found Niamh! Now I don’t have to worry when go out if town. She is always prompt and so good with my unique, rambunctious cat. Cat sitter… (more)"

4. Shannon Verified Background Check

Kitty & Doggie Sitting

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"S (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)"

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6. 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)"

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7. Kelly Verified Background Check

home full time with fenced yard!

Story Hill, Milwaukee, WI, 53208

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

"Kelly is a reliable and dynamic worker. She loves dogs and also works well with their owners! She has years of experience, adapting her skills to each dog’s in… (more)"

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8. Siri Verified Background Check

Very flexible dog lover!

Lower East Side, Milwaukee, WI, 53202

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

"Siri is just fabulous with our dog! Our dog is 11 years old and Siri has watched her and taken care of her numerous times! She is very responsible and seems … (more)"

9. 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)"

10. 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)"

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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)"

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13. 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)"

14. 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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15. 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)

16. Haani Shay Verified Background Check

Pets will always feel like home

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Haani is really great. She’s very fun and knows how to get along with every dog. I was working once on Halloween and took the dog trick or treating with her go… (more)"

17. Lauren Verified Background Check

Dogs deserve the best care possible

Avenues West, Milwaukee, WI, 53233

Drop-In Visits, Dog Walking

"Lauren is always my first choice when I need a dog sitter/walker! She is responsible, kind, caring, trustworthy, and gentle. I know my dogs are in good hands w… (more)"

18. Dana Verified Background Check

WHO LET THE DOGS OUT! Woof, Woof

Wauwatosa, WI, 53213

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

"Dana has the best heart and is amazing with dogs of all sizes. I know that even if it's just for a quick walk or a long jog my dogs will not just be tuckered o… (more)"

19. Leanne Verified Background Check

I love all dogs!!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Leanne has been a fantastic dog sitter for my two dogs. She is extremely good with my dogs and has a talent for keeping them happy. Sometimes I think they like… (more)"

20. Katie Verified Background Check

I’ll treat your dog as it is my own

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Katie is a very responsible, reliable, and trusting person. She has watched my dogs several times over the past few years and is always my go to when I’m in ne… (more)"

Dog lovers in Martin Drive, Milwaukee, WI love pet sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Martin Drive pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Martin Drive, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Martin Drive pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 Martin Drive, 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: