House Sitting in Saint Joseph, 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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Confirmed New Years Availability
1. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

19 repeat clients

"We highly recommend Sandy! Sandy is the first person to watch Rockie that was not a family member, so we were very nervous to leave him! But Sandy came to vi... (more)"

2. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Sarah was great - came to our rescue after a disappointing experience with another dog sitting service. She’s very responsive and reliable. Both of our dogs ... (more)"

3. Lizzi

Dog's Best Friend

Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Lizzi is great! We have a big lab/pit mix and he's very energetic. Lizzi was able to calm him down in record time. She's very responsive and great. We are go... (more)"

4. Dylan

Doggo-Lover in need of Doggos

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Dylan did an awesome job with Lana. She had recently had ACL surgery and was a bit of a handful in terms of care, but Dylan was very attentive to her needs a... (more)"

5. Heather

Dog handler -vet tech-dog lvr4lyfe!

Brewer's Hill, Milwaukee, WI, 53212

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

2 repeat clients

"Heather was wonderful! She took such good care of our dogs, one who is quite elderly and a grumpy old man. We came home to perfectly content boys, with non... (more)"

6. Maureen Casey

Love to get outside with your pup!

Wauwatosa, WI, 53213

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

3 repeat clients

"Maureen was the best! She took such great care of our Schatzi!! She updated us with pictures as well which was really nice to see. We would highly recommend ... (more)"

7. Yessenia

Home full-time- Years of experience

Riverwest, Milwaukee, WI, 53212

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

2 repeat clients

"Yessina was very reliable, caring , and thoughtful and sent lots of updates and pics and was always expressing how much she loves my dogs. I would definitely... (more)"

8. Emily

Will run or snuggle on couch :)

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"So great to have someone keeping my pup happy while we're gone! Great communication! (more)"

9. Megan

I love all, no matter how many paws

Story Hill, Milwaukee, WI, 53208

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

5 repeat clients

"Megan was responsive and took great care of our pups. They ended up staying at her house and got along great with her dog. We will definitely use her again i... (more)"

Confirmed Holiday Availability
10. Emma

I would love to run with your dog!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Emma was professional, and very caring. I love that she sent us photo updates of our pets and that she was very responsive. (more)"

Available this weekend
11. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Taylor has been walking my adorable golden retriever, Clancy, for 2 years. I was very hesitant to let someone walk my dog for me, but it became a necessity d... (more)"

Confirmed Holiday Availability
12. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

11 repeat clients

"Sara took great care of my pets while I was away at work. She sent me pictures and updates throughout the day so I knew they were being loved on. :-) (more)"

13. Rebbecca

I love your dog as much as you do!

Muskego Way, milwaukee, WI, 53204

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

1 repeat client

"Rebbecca was fantastic and my dogs took to her immediately. She was in consist contact with me. I may be a crazy dog mom & she delt well with that. ;) (more)"

14. Alison

Fun & Adventurous Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Alison is so sweet with my pit/lab mix. She is kind and caring when walking him. I love that she is very accountable and always dependable. She hasn't missed... (more)"

Confirmed Holiday Availability
15. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

56 repeat clients

"Lori stayed overnight at our house during the week we were overseas. She sent us pictures every day and worked with my mom and sister to manage the dogs (we ... (more)"

16. Lisa

What beats the love of a dog?

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: My name is Lisa, and I love dogs! Pretty sure everyone here says that. I would like to watch your dog in your home because the less their world i... (more)

17. Isaiah

Walks, Belly Rubs and Treats-Oh my!

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"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)"

18. Cynthia

Willow's Way Dog Haven!

Wauwatosa, WI, 53213

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

"Highly recommended. They came for a meet and greet prior (more)"

19. Emily

Flexible schedule to work with you!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Emily did a super job looking after our Cooper and staying at our house while we were out of state for four nights. Extremely reliable and has a ton of exper... (more)"

Confirmed Holiday Availability
20. Kristin

Kendall's Friendly Dog Services

Milwaukee, WI, 53213

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

2 repeat clients

"It looks like Riley had a great time with Kristin. All things were followed as we asked and we liked the updates we recieved. (more)"

Pet parents in Saint Joseph, 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.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Saint Joseph house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Saint Joseph, Milwaukee, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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 Saint Joseph, 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: