House Sitting in Harbor View, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

1. Samantha

Sam's Dog Days

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Samantha was absolutely amazing and my puppy loved her! She took such good care of Murphy and sent over pictures and videos. will definitely be using Samanth... (more)"

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2. MacKenna

Dog Loving College Student

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"MacKenna was so wonderful with our pets! We came home to happy, healthy pets and a clean house (an added bonus!) She is wonderful and we will use her again! (more)"

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3. Abigail

LOVE long walks more than your pup.

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Abigail is great! She keeps you updated and sends you pictures. Takes really good care of you dog as if the dog was her own. (more)"

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4. Maddy

Active Runner, Fun Lover

Bay View, Milwaukee, WI, 53207

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

"Maddy was amazing!! She is so very sweet and professional. And my Addie girl loved her! She even left my house cleaner than what I left it! I would use Maddy... (more)"

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5. Hannah

Flexible student and dog lover!

Kilbourn Town, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Hannah is *awesome*—she clearly cares a lot about animals (and ours liked her a lot right back) and is a great communicator; we felt super comfortable having... (more)"

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6. Kayla

Young dog-lover!

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting

"Kayla’s communication and flexibility was great. She took great care of our place and our two little terrors. We will be using her again if she’s available. (more)"

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7. Vanessa

Experienced sitter on the East Side

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits

"Vanessa is the first person that comes to mind when I need someone to watch Hugo. She is very trustworthy and had ALWAYS been a huge help. She goes above and... (more)"

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8. Allison

Love and Care for All Pets!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Allison has been the best pet/house sitter! Anytime my partner and I go out of town, Allison comes over and keeps an eye on the place. The pets absolutely lo... (more)"

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9. Emily & Catherine

Bayview, active host!

Fernwood, Milwaukee, WI, 53207

Dog Boarding, House Sitting

About: None (more)

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10. Rachel

Dogs are woman's best friend!

Historic Third Ward, Milwaukee, WI, 53202

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

"Rachel was great! We were very nervous leaving our 14 week old puppy and she made us feel at ease. She followed our written schedule and took a ton of not... (more)"

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11. Savannah

Dog lover for hire! (Holidays too!)

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Savannah was great. She was a good communicator and responded to my inquiries right away. Gunner was well taken care of. I recommend her services. I know I w... (more)"

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12. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Sarah is amazing. She was so great with my puppy, sent me photos while I was away, very accommodating to my schedule, would definitely recommend to anybody w... (more)"

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13. Wayne

House Sitter. Dog Lover.

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Wayne watched our dogs this past weekend and I have to say he completely put my mind to ease and took excellent care of my two dogs. I received daily updates... (more)"

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14. Kathryn

The best care for your best friend

Brewer's Hill, Milwaukee, WI, 53212

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

"Kathryn is a great dog sitter. She watched my 8 month old puppy who isn't great with people in our house. He warmed up to her faster than normal. She was ... (more)"

15. Colleen

Walks, Runs, and Belly Rubs.

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Colleen was fantastic! She was very personable and friendly with us when we met her, and immediately comfortable with our dog, Ginger. She took great care of... (more)"

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16. Emily

Caring & Active Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Emily was awesome! She watched Buster while we went to the Packer game and gave him all the attention he needed. She updated us throughout the game with phot... (more)"

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17. Francesca

Meet your dog’s new best friend!

Lower East Side, Milwaukee, WI, 53202

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

"Fran dates my son Gary Lee. I know her and her family and can attest to the fact that she is trustworthy, competent and loves animals. We have a black lab ... (more)"

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This weekend
18. Alexis

Dogs are my passion!

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"So wonderful!!! Alexis was able to help me out with a very last minute booking to house sit with my two pups. So grateful to have found her! Excellent commun... (more)"

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19. Allie

Home Part Time - Live Near a Park

Yankee Hill, Milwaukee, WI, 53202

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

About: None (more)

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20. Bethany

Will be so loving to your dog

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Bethany was exceptional! She was not only quick to respond to a request I needed in a pinch, she was extremely professional. She was on-time for our Meet-n-G... (more)"

Pet parents in Harbor View, 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 house sitting rates to get an idea before you start a conversation with a sitter.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Harbor View, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Harbor View, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Harbor View house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. 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 dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Harbor View, Milwaukee, WI for your dog: people who'll treat him like family.

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: