House Sitting in Harbor View, Milwaukee

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Alexa

Devoted, Fun-Loving, Outdoorsy

St. Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Alexa was great! She's very responsive to texts and also was willing to come "learn the ropes" before booking and meet our cat. We enjoyed meeting Alexa and... (more)"

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2. 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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3. Chris

Pawsitvely the best!

Story Hill, Milwaukee, WI, 53208

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

"Chris grew up with dogs and extremely comfortable with them. Four years ago, I bought a black lab puppy, but then had to go on the road for a week. The puppy... (more)"

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4. Paige

Play time is my favorite time!

Avenues West, MILWAUKEE, WI, 53233

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

"Paige was great with Rupert! Rupert loved spending his day with her. We will be booking Paige again! (more)"

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5. Stephen

Dogs are the best

Kilbourn Town, MILWAUKEE, WI, 53203

Dog Boarding, House Sitting

"Steve is a dog lover!! We've been friends for nearly 20 years and I have seen his love for dogs and animals in general numerous times. He has watched our dog... (more)"

6. 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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7. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting

"I'm so used to giving the, "one of my dogs has been abused and you need to let her come to you speech," when in walks Taylor and my struggling pup runs right... (more)"

8. Perla

Big outdoor space

Southpoint, Milwaukee, WI, 53221

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

"I have known Perla for over five years now! I can proudly say that she is a person that touches with such great kindness and goodness. She goes the extra mil... (more)"

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9. 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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10. Emily

Close to park- lots of playtime

Lower East Side, Milwaukee, WI, 53211

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

"Emily has watched by pup Grizzly (german shepherd) since he was a puppy and he always has a great time visiting! Emily lives in the downtown area, which is ... (more)"

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11. Isaiah

Walks, Belly Rubs & Treats - Oh my!

Kilbourn Town, Milwaukee, WI, 53203

House Sitting, Drop-In Visits, Dog Walking

"I will definitely recommend Isaiah for house sitting! I had to find house sitter for my dog last minute and he was able to fit it in his schedule and stopped... (more)"

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12. Kristy

Calling all fuzzy buddies!

Bay View, Milwaukee, WI, 53207

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

"Kristy took great care of Rollie! Kristy played with Rollie and kept her entertained for hours. Kristy made sure Rollie was taken out numerous times so there... (more)"

13. Vanessa

Lots of TLC

Burnham Park, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

"Vanessa was very accommodating of short notice request. She took great care of Lambeau and communicated with me via texts during the stay. She was eager to... (more)"

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14. Emily

I’ll treat your dog as my own!

Walker's Point, Milwaukee, WI, 53204

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

"Emily grew up with multiple dogs in her family, big and small, so she knows about dynamics of working with and loving lots of dogs! She consistently helps fr... (more)"

Confirmed availability
President's Day
15. Victoria

All dogs deserve the best!

Morgandale, Milwaukee, WI, 53215

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

"Victoria has dogsat for my dogs many times and is extremely reliable. My dogs suffer from a few medical problems and she is so great at giving meds, caring f... (more)"

16. Emily

run, walk & snuggle your dog

Bay View, Milwaukee, WI, 53207

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

"My name is Ashley and I am a very good friend and former roommate of Emily! I have a lab/Shepard mix named Nellie. Emily has helped take care of Nellie numer... (more)"

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17. Sara

I'll run with your dog

Juneau Town, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Sara! She loves animals, especially her cat Miscia. She has many years of experience with both dogs and cats. Sara has watched my cat befo... (more)"

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18. Kaitlyn

All Breed-Loving, Optimist Sitter

Historic Mitchell Street, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

"She is a very hard worker and she loves animals. More than people it seems sometimes, she is very smart and caring. Loves to learn and is very ambitious. (more)"

Confirmed availability
President's Day
19. Victoria

I just want to love your animals

Juneau Town, Milwaukee, WI, 53202

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

"Victoria, Has helped me care for my dogs for many years, she is very knowledgeable and absolutely loves animals. She would be a great asset. (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: