House Sitting in Harbor 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.
Dismiss
Confirmed Holiday Availability
1. Amanda

Young Dog Enthusiast

Alverno, Milwaukee, WI, 53221

House Sitting, Drop-In Visits

2 repeat clients

"Amanda was great and provided picture updates throughout her stay to put my mind at ease. When we returned home our dogs were in good spirits, which is not t... (more)"

2. Nikki

Pro Dog Exerciser and Lover! :)

Northpoint, Milwaukee, WI, 53202

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

4 repeat clients

"Lucy and Bella loved Nikki! She is super sweet, organized and punctual. The house was kept clean and she even brought our mail in. I highly recommend Nikki! (more)"

3. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

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

23 repeat clients

"Lori was super! Hit it off with my guy right away at the pre-meet. Sent me lots of photos and updates so I could keep tabs on my dude. Took great care of hi... (more)"

4. Chelsie

Your dog's comfort is my concern :)

Riverwest, Milwaukee, WI, 53212

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

2 repeat clients

"Chelsie was a fantastic dog sitter for my family! She communicated consistently during our time away, and that gave us peace of mind. Chelsie was thoughtfu... (more)"

5. Lizzi

Personality Pro!

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Awesome! She was very professional and nice. I felt like my two dogs were left in good hands. I would ask her to house sit for me again. She always got b... (more)"

Confirmed Holiday Availability
6. Bonnie

Gimme your pets to kiss and cuddle.

Milwaukee, WI, 53212

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

"Bonnie watched our 9 month old Siberian Husky over the Fourth of July. If you know anything about huskies you should know that they are not not the easiest t... (more)"

7. Lauren

Your dog won't be "ruffing" it

Bay View, Milwaukee, WI, 53207

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

8 repeat clients

"A++ Lauren was great to work with and I would definitely recommend her! After passing an "interview" by my 2 medium dogs (1 is senior) , we agreed that she ... (more)"

8. Brady

I love animals as they love me.

Avenues West, Milwaukee, WI, 53233

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

"Memphis had a wonderful time with Brady. Brady communicated with us and sent several updates with pictures. He watched our house as well as the pup. It was s... (more)"

9. 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)"

10. Margaret

Experienced trainer and owner!

Murray Hill, Milwaukee, WI, 53211

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

1 repeat client

"Margaret was terrific with our dog, Louis! He can be difficult, but she was patient and gentle. I can tell that they bonded. On top of that Margaret was a gr... (more)"

Confirmed Holiday Availability
11. Jessica

Animal Lover to the fullest!

Town Of Lake, Milwaukee , WI, 53207

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"I appreciated Jessica being able to drive 40 minutes one way the two times we had her visit our house and our dog before she housesat. I felt like Jessica di... (more)"

Confirmed Holiday Availability
12. Steven

Top notch, experienced dog care

Lower East Side, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Steven was great with my dogs. My older dog Murphy is elderly and infirm and Steven was patient and kind with her. I'd definitely trust my dogs with Steven... (more)"

13. Chrissy

Bay View area sitter.

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Chrissy was great! It was nice to know that our dog was well taken care of while we were away. I would recommend Chrissy to my friends and family! Thanks aga... (more)"

14. Liz

Huge Dog Lover for all doggy-care!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Liz did an amazing job taking care of our pup. She even sent me updates throughout her stay. (more)"

15. Katie

Student and wannabe dog owner

Avenues West, Milwaukee , WI, 53233

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Katie was an excellent dog/house sitter for us! She took the dog to the park and our house was immaculate upon return. We will definitely be using Katie agai... (more)"

16. Jaime

Leo and I love to meet new friends!

Lower East Side, Milwaukee , WI, 53202

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

2 repeat clients

About: I grew up with dogs and have a dog of my own right now. I couldn't imagine life without one! I am a teacher during the school year and during the s... (more)

17. Laura

#milkbonesbringallthedogstotheyard

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Laura is amazing with animals. She is loving, caring, and extremely reliable. The pure definition of an animal lover. Your dogs would be more than lucky to h... (more)"

18. Summer

Not all who Rover are lost.

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Summer is a responsible, compassionate, and enthusiastic pet lover. I've known her for nearly 12 years, and it's hard for me to think of a more reliable and ... (more)"

Available this weekend
19. Jennifer

Love and Play while You're Away

Bay View, Milwaukee, WI, 53207

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

"Jen watched my dog, Bailey, last summer when I went on a two month trip. She was great with Bailey and really flexible about my return date. Bailey is a s... (more)"

20. Adrianna

Dog loving sitter for Milwauke Area

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting

"Ellie had a great stay with Adrianna. Adrianna was attentive, great communication, conscientious, and reliable. Would not hesitate to recommend or use agai... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Pet parents in Harbor View, 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.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Harbor View, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Harbor View, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Harbor View house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Harbor View, Milwaukee, WI for your dog: people who'll treat him like family.

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 Harbor 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: