Pet Setting & Drop Ins in Yankee Hill, 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. MacKenna

Dog Loving College Student

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"MacKenna was absolutely great with my kitten, Penny! I went on vacation for 9 days and was extremely nervous leaving my cat for so long for the first time. H... (more)"

2. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle was fantastic. She responded to my very last minute request within minutes, and was so helpful to come twice to visit my puppy in one day. Danielle ... (more)"

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3. Tasha

Your dog's next BFF!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha is always responsive to requests and takes such good care of my girl Lola. Lola always has so much fun playing at the dog park with her doggo friends! (more)"

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4. Kim

Tons of pet experience and love

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Kim was very flexible when we needed her to drop in on our dogs. Updated us throughout the stay and sent us pictures too. Will book with Kim again if needed!! (more)"

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5. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Lori was amazing. I felt very comfortable that my cat was well taken care of and she was extremely reliable, and sent many pictures! I will definitely use he... (more)"

Confirmed availability
Christmas and New Year
6. Abigail

LOVE long walks more than your pup.

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Abigail is my roommate currently and we have two puppies together, her dog is 7 months old and mine is 1 year old. She is a wonderful pet parent to both of o... (more)"

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7. Jennifer

Large fenced yard,flexible schedule

Riverwest, Milwaukee, WI, 53212

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

"Jenny was amazing! My girlfriend and I went out of town for a week and it was our first time leaving our cat Maddy with someone who was not family. Maddy is ... (more)"

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8. Paige

Play time is my favorite time!

Avenues West, MILWAUKEE, WI, 53233

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

"Paige is the type of person to go out of her way for animals. She has three dogs that she loves. Her oldest dog struggles with moving around the house. Paige... (more)"

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9. Olivia

Animal Behavior Master's Student

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Olivia was amazing with Zeus. He can be shy and timid and she worked with him until he got comfortable with her. She knew exactly what to do to gain his trus... (more)"

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10. Elise

Animals love me and I love them!

Juneau Town, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

"Elise was awesome! Fast communicator and loved that there was a meet and greet beforehand. I also liked the detailed updates she gave and of course all the c... (more)"

11. Katherine

Lower East Side Dog Whisperer

Lower East Side, Milwaukee, WI, 53202

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

About: I grew up with dogs all my life and have a real soft spot for these furry little creatures. I have fostered little puppies and older dogs, both bi... (more)

12. Anna

Full avail. w/solid references!

Kilbourn Town, Woodstock, IL, 60098

House Sitting, Drop-In Visits, Dog Walking

"I met Anna while working together and found her to be a very responsible person for her age and to have a very pleasant demeanor. My wife was having surgery ... (more)"

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13. Emily

Caring & Active Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Emily was absolutely wonderful!! So so glad to have found her! She's super kind and warm and I totally trust her with my pup! She also sent me pics and updat... (more)"

14. Colleen

Walks, Runs, and Belly Rubs.

Marquette, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Colleen did a great job taking care of my sweet but shy cat! I would definitely recommend her to anyone looking for a cat sitter. (more)"

15. Hannah

Flexible student and dog lover!

Kilbourn Town, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Hannah is fantastic with dogs and a fantastic caregiver. She is very friendly and cares so much for animals. The compassion that she shows for dogs is outsta... (more)"

16. Savannah

Dog lover for hire! (Holidays too!)

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Savannah has a great work ethic and does a good job handling animals and is a wholesome caregiver. I highly recommend her for your pet sitting needs. (more)"

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17. Megan & Elliott

Every dog is my favorite dog. ❤️

Juneau Town, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

"Megan and Elliot did a fantastic job taking care of my sweet girl while we were out of town. She obviously enjoyed their company and it was so much easier to... (more)"

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18. Victoria

I just want to love your animals

Juneau Town, Milwaukee, WI, 53202

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

"Very flexible and accommodating! Tito had a great time playing with Chi :) (more)"

Confirmed availability
Christmas and New Year
19. Christy & Lucas

Flexible availability!

Riverside Park, Milwaukee, WI, 53202

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

"Christy and Luke checked in on my cat Roxy for two days while I was away, and did a great job! She was fed when I wanted, and they even stopped to play with ... (more)"

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20. Justin

Runs/Walks guaranteed!

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Justin has interacted with my dog on numerous occasions and he is friendly, knowledgeable and loving towards pets. I’ve seen him interact with other dogs as ... (more)"

In Yankee Hill, Milwaukee, WI, dog lovers trust Rover.com for their pet sitting needs. Over 07 pet owners have reviewed pet sitters in Yankee Hill, Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting in Yankee Hill can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Milwaukee on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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 Yankee Hill 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 Yankee Hill, 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 Yankee Hill 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 Yankee Hill, 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: