House Sitting in Bay 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. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting

"Taylor was great! She was very respectful of the house and gave me great updates about my dog and cat. I will be using her in the future and you should too! ... (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 is the best! She is so flexible and caring. Not to mention a sweetheart. Highly recommend and will keep reaching out because Murphy is in love with ... (more)"

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3. Kayla

Young dog-lover!

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting

"My dog, Penny, loved staying with Kayla for an extended weekend! I was a little sad to leave Penny while I was on vacation, but Kayla sent pictures and updat... (more)"

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4. Savannah

Dog lover for hire! (Holidays too!)

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Savannah did a great job with our 2 dogs and cat. She was professional, on time, and sent updates with pictures throughout our trip. We will definitely be wo... (more)"

Confirmed availability
Labor Day
5. Daniela & Michael

Paws Down, the Best in Town!

Bay View, Milwaukee, WI, 53207

House Sitting

"Daniela did a wonderful job watching Chewie. When we were feeling anxious, she was so quick to respond with a photo of our happy pup. Highly recommend. (more)"

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6. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Sarah was FANTASTIC! We are incredibly picky about who we leave our dogs and home with and Sarah absolutely exceeded every expectation and sent us tons of ph... (more)"

7. 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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8. Wayne

I trained dogs in college.

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Buddha is not the easiest dog to watch. He really took to Wayne. It’s nice having someone who can watch them in the environment they are used to. (more)"

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9. Alexis

Dogs are my passion!

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Alexis was so great with my dog and cat!! I was out of the country without service, and she did an amazing job taking care of them. I came home to super happ... (more)"

Confirmed availability
Labor Day
10. 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)"

Confirmed availability
Labor Day
11. Colleen

Walks, Runs, and Belly Rubs.

Avenues West, Milwaukee, WI, 53233

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

"Colleen is an amazing dog sitter. I have a 1 1/2 year old rescue dog who is scared of all strangers. It takes him a VERY long time to trust strangers. Col... (more)"

12. Kimberly

Your baby is my baby while away!

St francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Kimberly was wonderful, first with last minute booking and then last minute early pickup!! She was wonderful with the dogs and very accommodating!! Would de... (more)"

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13. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Laurie was fantastic!! During her stay with Bella my air conditioner went out. She was extremely knowledgeable about the problem and spoke with the repair te... (more)"

14. 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
15. Lauren

“Pets over everything."

St. Francis, WI, 53154

House Sitting, Drop-In Visits, Dog Walking

"Truly a very caring individual and wonderful person. My Mazy can’t get enough of Lauren. She’s also helped with Mazy’s diet. Switched us to new healthier foo... (more)"

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16. Rachel

Dogs are woman's best friend!

Historic Third Ward, Milwaukee, WI, 53202

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

"Rachel house sitted for me this time while taking care of my American Bulldog. Rachel has always been amazing with Ernie and knowing she was watching the hou... (more)"

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17. Kristin

Dog Lover home full time

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Kristin spent the weekend at our house watching over our girl, Lucy. She did a great job of watching over her and keeping us updated with pictures. We came h... (more)"

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18. Kirsten

Lots of love to share with your dog

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

About: Hi. I love all animals. Unfortunately I don't have any of my own since I live in an apartment and am not allowed animals. But that means I have lo... (more)

Confirmed availability
Labor Day
19. Harper

Your best friend is my best friend!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Harper was great with my German Shepherd! She has watched her for multiple different weekends over the years. She gave her the pills she was scheduled to hav... (more)"

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20. Adam

I’ll run with your dog

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"My husband and I own a yellow lab pup and he has grown up with dogs. He takes out dog to the dog park or on walks daily. He runs with her while he trains for... (more)"

Dog owners in Bay View, Milwaukee, WI turn to house sitters on Rover.com for their house sitting needs. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Milwaukee with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Bay View house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Bay View, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Bay View house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Bay 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: