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.
Confirmed 4th of July Availability
1. Samantha

Sam's Dog Days

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Samantha is a dream. She's very personable and great with communication. I'd recommend her to anyone. (more)"

2. Amber

Every visit will be an adventure!

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

"Amber was so good with our dogs, our Boston terrier is shy and warmed up to her very quickly. Amber sent updates daily with pictures, will will be using Ambe... (more)"

3. 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)"

Confirmed 4th of July Availability
4. Savannah

Dog lover for hire!

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Savannah has a great work ethic and does a good job handling animals and is a wholesome caregiver. I highly recommend her for your pet sitting needs. (more)"

5. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Sarah did a great job caring for my dog. She took the time to meet her ahead of time and learn about her and understand her needs. She communicated regularly... (more)"

Confirmed 4th of July Availability
6. Kimberly

Your baby is my baby while away!

St francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Kimberly was amazing! She sent me many updates and photos of our 2 pups and 2 cats! Kim is a very reliable and responsible pet sitter, she treated them all... (more)"

7. Daniela & Michael

Paws Down, the Best in Town!

Bay View, Milwaukee, WI, 53207

House Sitting

"Daniela was so wonderful with our great dane. We trusted her to watch him at our house while we were gone and everything went smoothly. Daniela was very mind... (more)"

8. Vanessa

Lots of TLC

Burnham Park, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

"Vanessa was so good with my dog! She did everything right and stayed in close contact with me. I would hire her again for a future stay. (more)"

9. Paige

Dogs really do create happiness :)

Cudahy, WI, 53110

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

"Paige watch our black lab puppy Bow. He is about 7 months old. She was so great with him for the 5 days we were gone. You worry leaving when you have a pupp... (more)"

10. Gwenn

I love all dogs equally.

Walker's Point, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

"Gwenn was awesome!! I've got a crazy household including a special needs blind pup, an old guy that that has a tough time getting around and a wild child att... (more)"

11. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

"Katie was great. She responded quickly to questions while we were initially setting things up. She stayed at our house and took care of our old and recoverin... (more)"

Confirmed 4th of July Availability
12. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Laurie was so great with our puppy! I asked her very last minute too, she was very accommodating and send photo updates. Lovely lady, would definitely recomm... (more)"

13. Colleen

Walks, Runs, and Belly Rubs.

Avenues West, Milwaukee, WI, 53233

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

"Colleen is exactly what I look for and more in a sitter for my golden retriever puppy. As dog owners, we want those who watch them to treat them as we do and... (more)"

14. Molly

Here to make your doggo's day!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Molly is a great pet sitter! I have three dogs, small, medium and large and she has watched them for multiple days on numerous occasions. I never worry when... (more)"

15. Stacey

Your dog will be my family too!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"I've known Stacey to treat any and all animals like she does her children. She's very loving in the care she gives and goes above and beyond. My children... (more)"

16. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

House Sitting, Drop-In Visits

"Valeria is awesome!! I was out of town all weekend and I trusted her completely with my fur baby! She sent me regular updates and was prompt and professional... (more)"

17. Harper

Your best friend is my best friend!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Hr is amazing! After seeing how nicely she handled my girl on just regular hang out visits, I asked if she'd be willing to watch her when I'm out of town, or... (more)"

18. Abbie

I work remotely and love dogs!!!!

Bay View, Milwaukee , WI, 53207

House Sitting

"It's never easy to go out of town for even a couple of days, but to leave your pets for a week feels like forever! Thankfully we knew our girls were in good... (more)"

19. Julianna

Traveling Dane, Dog & Cat Lover

Fernwood, Milwaukee, WI, 53207

House Sitting

"Last year, I desperately needed some help taking care of my pup when school and work became too demanding. Julianna brings a cheerful and radiant nature whi... (more)"

20. Sonja

Experienced, Reliable, Trustworthy

Bay View, Milwaukee, WI, 53207

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

"Sonja did an awesome job with our two dogs. She took really great care of our 2 year old and our 3 month old special needs puppy. We would absolutely recomme... (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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.