Pet Sitting & Drop Ins in Harbor View, 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. Hailey Verified Enhanced Background Check

Your Pets are my Passion!

Juneau Town, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Hailey took excellent care of my cat while I was out of town! She also took extra care to make sure to let me know anything out of the ordinary and kept me fro… (more)"

2. Miranda Verified Background Check

All Dogs go to heaven

Bay View, Milwaukee, WI, 53207

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

"I am so lucky to have contacted Miranda. She has gone above and beyond for my puppy. She spends more than enough time with her, is helping me get her trained, … (more)"

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3. Lori Verified Background Check

Purrrrrrfect and Roof Roof!!!

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"I had to do a last minute drop in visit for my puppy and Lori responded right away. It was my first time using it and felt nervous about it. But she kept me up… (more)"

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4. Rachel Verified Background CheckRover 101

Pet care you can trust.

Lower East Side, Milwaukee, WI, 53202

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

"Rachel came over to let my puppy out when I wasn’t home! She took lots of pictures and made sure my dog was happy! I will use her again and I recommend her to … (more)"

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5. Blythe Verified Background Check

Every animal makes me smile!

Bay View, Milwaukee, WI, 53207

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

"Blythe was great. I was worried about leaving my fur baby for a week but Bylthe made sure to send me daily updates and pictures on how he was doing. Made being… (more)"

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6. Rachel Verified Background Check

** Mission: meet ALL the dogs **

Lower East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"We couldn't be happier with Rachel! She took great care of our bunnies and sent us adorable updates. I have no doubts she cared for our bunnies as well as sh… (more)"

7. Jessica Verified Enhanced Background Check

Level of care: 100% paw-fect

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Thank you so much for stopping by! Cheddy was so happy. (more)"

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8. Jessica Verified Enhanced Background Check

Dogs Make Me Happy

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"Jessica is a loving dog mom who frequents the dog park. As a direct result of her love an affection, her adorable pooch resonates joy and happiness. She is att… (more)"

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9. Lauren & Derek Verified Background Check

Must Love Dogs

Lower East Side, Milwaukee, WI, 53202

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

"Lauren and Derek have been great dog sitters to three of our Dachshunds now. Even though they’ve all had very different personalities and needs, Lauren and Der… (more)"

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10. Giavanna Verified Background Check

Cant wait to walk, run, and play

Juneau Town, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

"We had Giavanna check in on our pup for the first time this week! She was very prompt for both the meet and greet and the check-in! She was also COVID safe (ma… (more)"

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11. 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)"

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12. Eileen Verified Enhanced Background Check

I already love your dog!

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, 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)"

13. Allie & Raymond Verified Enhanced Background Check

Olympic Gold Medalist in Dog Walkin

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"My dog can be very temperamental at times and needs a certain level of care that Allie was able to perform. So well in fact, sometimes I think he likes her mor… (more)"

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14. 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)"

Confirmed availability
 Easter weekend
15. Taylor Verified Background Check

Work from home fur mom :)

Lower East Side, MILWAUKEE, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Taylor did a great job taking care of Appa! She was super friendly and I was able to trust her quickly. She sent great updates and included photos. I’ll be sur… (more)"

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16. Stephanie Verified Background Check

Your dog will be my top priority!

Bay View, Milwaukee, WI, 53207

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

"I struck gold when I connected with Stephanie to care for my new puppy! She’s an efficient communicator, easily reliable, and provides wonderful care of Barley… (more)"

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17. 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)"

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18. Ellisha Verified Enhanced Background Check

Experienced, Loving & Compassionate

Walker's Point, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

"Honestly, I don’t think I’ve ever met someone who loves and cares for dogs more than she does. Ellisha is a very responsible caretaker and cares for dogs with … (more)"

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19. Makenzie Verified Background Check

You can count on me!

Historic Third Ward, Milwaukee, WI, 53202

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

"Makenzie has grown up with dogs her entire life. She loves to be active, often taking dogs on long walks or runs. A true dog lover who you can rely on to provi… (more)"

20. Rachel Verified Background CheckRover 101

Your dog's "other" best friend!

Harbor View, Milwaukee, WI, 53204

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

"Rachel did a great job! I would recommend her. (more)"

When it comes to pet sitting, dog owners in Harbor View, 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 Harbor View 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.

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 Harbor View 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 Harbor View, 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 Harbor View 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 Harbor View, 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: