House Sitting in Roosevelt Grove, 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. Miranda

All dogs welcome & Lots of play

Whitefish Bay, WI, 53217

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

About: Hi i'm Miranda, I love all dogs, (small, large, active, lazy). I'm a current dog owner myself of a Labrador retriever. I love going to all dog p... (more)

2. Morgan

Fun spirited and energetic! ??‍♀️

Wauwatosa , WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Morgan loves animals and is not able to have her own pets right now. So taking care of others is the next best thing. She is a loving and very responsible ... (more)"

3. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

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

5 repeat clients

"Sarah was great with our pup, Ruby! She stayed with her while we were away on vacation and it's obvious Ruby had a good time while we were away! We received ... (more)"

4. Isaiah

A Good Time Training and Playing

Riverwest, Milwaukee, WI, 53212

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)"

5. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

35 repeat clients

"We needed a sitter with less than 24 hours notice. Lori was quick to reply and she watched our two dogs with no issues. She sent photos and kept me updated. ... (more)"

6. Jo A

I want to connect with your pet!

Riverwest, Milwaukee , WI, 53212

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"JoAnn is a great dog sitter! She stayed overnight with my senior dog, texted lots up updates and photos, and didn't hesitate in asking any questions. She's... (more)"

7. Madeline

Madeline's Dog Care

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: I am a student at the Milwaukee School of Engineering in downtown Milwaukee. I lead a very active lifestyle so getting your pet the proper amount o... (more)

8. Kelsey

Dog lover in need of a dog friend!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Kelsey was great! My cavapoo, who sometimes can be anxious, warmed right up to her! Kelsey was responsive with communication before and during the stay. I wo... (more)"

9. Jenny

Has loved dogs since childhood!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Jenny took care of my dog Sonny. He's a larger dog. A boxer mix. She did a great job house sitting and watching our dog. I would hire her again. (more)"

10. Kelsey

PreVet Student, Dedicated Caregiver

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Kelsey was fantastic. When she came for our meet and greet she took notes and got to know my dogs and I well. She read through their profiles before coming... (more)"

11. Sonja

Passionate about life with animals!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Loved the photo updates and my pups were well taken care of! Highly recommend- very flexible. (more)"

12. Steven

Top notch, experienced dog care

Lower East Side, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Steven did an excellent job caring for our little girl. She was a happy girl while we were gone-which was 10 days, that turned into 11, due to our cancelled ... (more)"

13. Jaronsa

Loving, Caring and Patient Person

Lower East Side, milwaukee, WI, 53202

House Sitting, Drop-In Visits

3 repeat clients

"Jaronsa was great!! She was very responsive and the girls loved her. I came home to happy dogs. I would definitely hire her again and would also recommend he... (more)"

14. Danielle

Upbeat, openminded, respect for all

Northpoint, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Danielle was wonderful! She took such good care of our dog and home while we were gone. We will definitely use her in the future! It is nice to have peace of... (more)"

15. Colleen

Walks, Runs, and Belly Rubs.

Kilbourn Town, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"I have never met a person with such love and respect for dogs. She has a work ethic unlike any other, and she will treat your dog like a member of her family... (more)"

16. Lauren

Experienced Dog Sitter and Lover

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Lauren loves all animals, but she especially loves dogs. Her dog, Alfie, is the most pampered pooch ever! Lauren has provided care for numerous dogs, and s... (more)"

17. Brenna

Dog Walker / Babysitter

Saint Joseph, Milwaukee, WI, 53210

House Sitting, Drop-In Visits

4 repeat clients

"Brenna took great care of my pup (and my apartment) while I was out of town for three nights. She was nice enough to send daily photo updates, and was a grea... (more)"

18. Meagan

Will love your furbabies as my own.

Saint Amelian's, Milwaukee , WI, 53222

Dog Boarding, House Sitting, Drop-In Visits

"Meagan has proved love and care for my dog for 10 years since he was born. She has a dog of her own that is 1 year old that she trained by herself. She has g... (more)"

19. Nicole

Will work for snuggles & long walks

Uptown, Milwaukee, WI, 53210

House Sitting, Drop-In Visits

1 repeat client

"We have an initially apprehensive pup, who can be quite vocal and intimidating (even though he's actually a big softy), and Nicole handled the situation so w... (more)"

20. Nicole

Dog-lover with time to spare!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"So glad I found Nicole. It was nice to not have to worry about my dog, knowing he that he was in good hands. Nicole kept me up to date without having to ask ... (more)"

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Learn About Premier

Dog owners in Roosevelt Grove, 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.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Roosevelt Grove house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Roosevelt Grove, Milwaukee who can provide the care your dog needs, when they need it.

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 Roosevelt Grove, 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: