Pet Setting & Drop Ins in Harder's Oaks, 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. Sherry

Homemaker/Fenced yard

Lyons Park, Milwaukee, WI, 53220

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

"Sherry was absolutely wonderful!! She did drop in visits at my home while I was gone for the weekend. She kept me updated with lots of photos and videos. She... (more)"

Confirmed availability
Labor Day
2. Sara & Angelise

Experienced! Fenced Yard!

Morgandale, Milwaukee, WI, 53215

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

"This was my first time using drop in service and it was great! I needed the service last minute, and Sara and Angelise were very flexible so everything wor... (more)"

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3. Lindsey

Fur mama and dedicated dog lover

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Lindsey is nothing short of absolutely AMAZING!! I’ve been using this app for two years and have never had anyone quite as special as her. I have an elderly ... (more)"

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4. Jen

Near parks and lake trail.

Fernwood, Milwaukee, WI, 53207

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

"Jen is such a wonderful caregiver to animals. My husband and I have trusted her over the past years with our dog. She has a calm and assuring personality tha... (more)"

Confirmed availability
Labor Day
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
Labor Day
6. Tim

Retired Police Lieutenant

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"He is very responsible and absolutely loves dogs. His friendly and chill nature puts dogs and dog owners at ease. Hire him today! He’s awesome! (more)"

Confirmed availability
Labor Day
7. Susan

Need Walking Buddies

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

"Susan and I met volunteering at the animal shelter. She's great at working with all types of dogs from big, energetic leash-pullers to little shy guys; super... (more)"

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8. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

"Kathleen was great with my dog (and 2 cats) including giving daily meds to the dog, and making sure my super skittish, formerly feral, cat got food, even tho... (more)"

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9. Amanda

Happy Paws make for Happy Owners!

Johnson's Woods, Milwaukee, WI, 53214

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

"Amanda took care of everything, making the whole experience seamless and effortless. Feeding, watering, brushing and giving her extra attention and love. I... (more)"

Confirmed availability
Labor Day
10. Vanessa

Lots of TLC

Burnham Park, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

About: Currently I work partime at a doggy daycare. I work with all sorts of breeds and all sorts of sizes! I am well aware of many behaviors dogs may hav... (more)

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11. Amanda

Home full time, love to play

Greenfield, WI, 53221

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

"Amanda was fantastic with my two larger dogs , One of which is extremely shy and timid of new people . She was very patient with him and was able to get ... (more)"

12. Andrea

Bark bark? Borf bark woof woof!

Alverno, Milwaukee, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"Andrea is the epitome of a loving, responsible caretaker for my fur baby. My pup warmed up to her instantly! Though she is an older girl, she has puppy tende... (more)"

Confirmed availability
Labor Day
13. Anna

Home full time and live near Park

Mitchell West, Milwaukee, WI, 53221

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

"I was traveling and very nervous about leaving my dog with a new caregiver for the day. Anna was so caring with Kona, and he was very content with his visit.... (more)"

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14. Janel

Loves giving attention to dogs! <3

Jackson Park, Milwaukee, WI, 53219

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

"I have used Janel W. as a caregiver for my dogs for more than ten years. This was even before Rover existed. I am very pleased that she is formally going to ... (more)"

Confirmed availability
Labor Day
15. Maggie

I'll run with your dog.

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"First time using Maggie (and Rover in general; was a little skeptical but went for it) and she was great! It was awesome that she was able to accommodate our... (more)"

Confirmed availability
Labor Day
16. Natasha

Experienced & fun dog (&cat)-lover!

Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Natasha was very professional and communicative but also very loving to my precious sweet darling kitty. Hire her, she’s great ! <3 (more)"

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17. Peggy

I'm a stay at home dog mom!

Fairview, Milwaukee, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"I have known Peggy for over 10 years and she is the most loving pet owner and care giver anyone could ask for. She has watched my dogs several times. My do... (more)"

18. Jasmine

I love to see dogs smile.

Tippecanoe, MILWAUKEE, WI, 53207

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

"I have known Jasmine for at least 4 years and she is a loving caring person in all aspects of her life...there is nothing I wouldn't trust her with - includi... (more)"

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19. Erin

My dog loves new friends!

River Bend, Milwaukee, WI, 53219

Drop-In Visits, Doggy Day Care, Dog Walking

"Erin has spent her entire life with dogs! She has owned dogs of all sizes ..from 10 pounds to a 100 pounds. She is responsible, trustworthy and dependable! M... (more)"

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20. Miranda & Michael

Home most of day-doggie bachelorpad

Castle Manor, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

"What can I say? Except how amazing, trusting, caring, punctual, reliable, loving dog walker this girl is!?! Wr are so blessed to have Miranda as part of ou... (more)"

Pet parents in Harder's Oaks, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day 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 Harder's Oaks 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 Harder's Oaks, 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 Harder's Oaks 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 Harder's Oaks, 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: