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Pet Sitting & Drop Ins in Hillside, 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. 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)"

5. Lauren & Derek Verified Background Check

Must Love Dogs

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Dog Walking

"I won't just leave my dog with anybody. Lauren is by far my first choice. I know that when Lauren is dog sitting Rosie, she will be well cared for and happy… (more)"

6. Kayla Verified Background Check

Caring and Trustworthy Pet Services

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

"Still great and takes great photos :) will keep coming back to her as long as shell keep walking my Baby! (more)"

7. 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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8. 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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9. 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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10. Taylor Verified Background Check

Treating your fur baby like family

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Taylor stops in to check on our cat occasionally when we are out of town. She does an excellent job and has great availability. Would highly recommend. (more)"

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11. Ellisha Verified Enhanced Background Check

Experienced, Loving & Compassionate

Walker's Point, Milwaukee, WI, 53204

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

"Ellie recently watched our pittie that struggles with separation anxiety. She has experience with dogs with special needs, which can be difficult to find and s… (more)"

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12. Marissa Verified Background Check

Caring and Friendly Pet Caregiver❤️

Riverwest, Milwaukee, WI, 53212

Drop-In Visits, Dog Walking

"Marissa did a good job watching them for a few days when we left town to get married. She provided us with both notes and photos of the cats and made an effort… (more)"

13. Eileen Verified Enhanced Background Check

I already love your dog!

Lower East Side, Milwaukee, WI, 53202

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

"Eileen is super responsive, reliable and sent great pictures of her time with Yeti and Bowie. It was so great to have her stop in to spend time with them and t… (more)"

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14. Max Verified Background Check

Long runs for high energy dogs!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Max has been a wonderful dog caregiver for his beloved 2 year-old pup, Nala. If Nala was writing this testimonial, she would brag about how awesome Max is. He … (more)"

15. Jeremy Verified Background CheckRover 101

Neighbor providing additional love

Juneau Town, milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Jeremy was great! He obviously enjoys taking care of animals and he went the extra mile for us to get an extra feeding visit in. We will happily use him again! (more)"

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16. Siobhan Verified Background Check

your pet's new best friend :)

Riverwest, Milwaukee, WI, 53212

Drop-In Visits, Dog Walking

"Siobhan is incredibly reliable, trustworthy, and caring. I can always count on her to take very good care of my pets when I'm away, and she really puts my mind… (more)"

17. 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)"

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18. Wendy Verified Background Check

I Treat All Fur Baby's like Family

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: Hello my name is Wendy I became a dog walker/sitter because I love Animals . I'm very loving and caring when it comes to Animals ...I was raised on a… (more)

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19. Larissa Verified Background Check

Excited to make new furry friends!

Kilbourn Town, Milwaukee, WI, 53205

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

About: I moved to Milwaukee fairly recently, but I work from home so I am looking forward to dog-walking in my spare time. Growing up on a farm gave me lot… (more)

20. 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)

When it comes to pet sitting, dog owners in Hillside, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of pet sitting in Hillside may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting 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 Hillside, 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 Hillside, 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 Hillside, 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: