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. 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)"

3. Daniela & Michael

Paws Down, the Best in Town!

Bay View, Milwaukee, WI, 53207

House Sitting

"Daniela is the perfect pet sitter and can handle our great dane! Our dog was on medications while we were away and she did a great job with his extra needs. ... (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)"

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6. 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)"

7. 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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8. 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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9. Lindsey

Fur mama and dedicated dog lover

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Lindsey Did a great job. This was our first visit and the dogs were a little anxious. Lindsey did a great job and was very patient with my dogs little idio... (more)"

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10. Isaiah

Walks, Belly Rubs & Treats - Oh my!

Kilbourn Town, Milwaukee, WI, 53203

House Sitting, Drop-In Visits, Dog Walking

"My two dogs loved Isaiah right away. He's very caring, laidback, and easy to work with! He followed our instructions, sent updates, and kept the house neat &... (more)"

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11. 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)"

12. 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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13. 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
14. 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)"

15. 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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16. 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)"

17. Elio

A sitter/companion for your dog

Walker's Point, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

"Elio is a responsive and responsible pet sitter. He's looked after my family dogs on a number of occasions, including some overnights, and was reliable about... (more)"

Confirmed availability
President's Day
18. Miranda

All Dogs go to heaven

Bay View, Milwaukee, WI, 53207

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

About: I am very knowledgeable in this field. I have a natural love for dogs and puppies of all breeds and sizes. I help care for puppies regularly as the... (more)

Confirmed availability
President's Day
19. Natalie

Love to play with all!

Bay View, Milwaukee, WI, 53207

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

About: I have been a big sister to St. Bernards my entire life. I have lots of experience training, walking, loving, and grooming these big dogs. Now that... (more)

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20. Zackary

I miss my friend. Let me love yours

Bay View, Bay view, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

About: I’ve been eternally grateful to have taken care of two pups at once for a little under a decade. However, as age affects us all, that time has pass... (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: