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Pet Sitting & Drop Ins In Midtown 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)"

3. Shannon Verified Background Check

Kitty & Doggie Sitting

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Loved her service (more)"

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4. Niamh Verified Background Check

Available to help through Covid!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Niamh was wonderful! Would use her again to drop in on our cat. She stayed a little extra, helped me out with the app as it was my first time using it. Would r… (more)"

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5. 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)"

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6. Lori Verified Background CheckRover 101

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"Lori is an amazing Petsitter. Not only is she personable and spent a lot more time than necessary with our cat, but our cat is happier and more content than sh… (more)"

7. Kayla Verified Background Check

Caring and Trustworthy Pet Services

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

"Super awesome as always!! My animals are always so happy and excited to see Kayla! (more)"

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8. Alex Verified Background Check

Let me love your baby like my own!

Lower East Side, Milwaukee, WI, 53202

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

"Alex is an animal lover 100%! She is kind and loves to play with dogs and cats! She is polite and cheerful! Alex loves all animals as if they were her own. You… (more)"

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9. Katie Verified Enhanced Background Check

Give pets a Riverwest staycation!

Harambee, Milwaukee, WI, 53212

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

"Katie took great care of our dog for a week while we were out of town. She care for her, sent us a few updates and got some special treats for our pup too. Kat… (more)"

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10. 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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11. 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)"

12. Vatricia Verified Background Check

Energetic Dog Loving Friend

Riverwest, Milwaukee, WI, 53212

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

"Never actually met her. But my dog is happy and she shows up everyday. Thanks (more)"

13. Emma Verified Background Check

Dogs are proof good still exists

Avenues West, Milwaukee, WI, 53233

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

About: I grew up with dogs and currently have a miniature golden retriever! So I love going on walks and spending time with them. Growing up and throughout … (more)

14. 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)"

15. Gina Verified Background Check

Looking for some puppy love

Brewer's Hill, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

"Gina is amazing. I can tell she genuinely loves being around Mabel. She’s prompt with responses and makes me feel so comfortable leaving my pup at home knowing… (more)"

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16. Emily Verified Background CheckRover 101

I'll go on long walks!

Marquette, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Emily did a great job with our lab, she was very responsible and communicative, it was so nice having a very trustworthy person as Emily with our dog. (more)"

17. Lauren Verified Background Check

Active Dog Walker and Sitter

Avenues West, Milwaukee, WI, 53233

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

"Our two fur-babies absolutely love Lauren. They are always so excited to see her and look forward to her visits. Lauren not only gives our pups the loving ca… (more)"

18. Samantha Verified Background Check

Your Family, My Friends

Marquette, Milwaukee, WI, 53233

Drop-In Visits, Dog Walking

"Samantha would be a great addition to the dog sitter world! She has a deep passion for animals. She is working diligently and studying hard to become a veterin… (more)"

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19. Kristina Verified Background Check

A total dog lover!

Avenues West, Milwaukee, WI, 53233

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

"Kristina is a kind caring person who is very compassionate especially when it comes to animals! She is a very organized person and always puts the pets needs f… (more)"

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20. Lauren Verified Background Check

Dogs deserve the best care possible

Avenues West, Milwaukee, WI, 53233

Drop-In Visits, Dog Walking

"Awesome dog sitter. I have two German Shepards and a kitty and she did a great job. She was incredibly polite and was excellent with communication. (more)"

Dog owners in Midtown, 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 Midtown.

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