House Sitting in Washington Heights, 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 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. Sara

Prompt, enthusiastic dog-lover!

Uptown, MILWAUKEE, WI, 53210

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"FANTASTIC! First off, Sara is very personable. She stopped over for a last minute meet and greet so that we could get to know each other, and right away we f... (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

"Lizzi took great care of my high maintenance cairn terrier. In fact, I think Winnie was really hoping for Lizzi (not me) when I returned home. Oh well, she... (more)"

6. 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

"Lauren was the perfect dog sitter! Our two girls seemed to love her from the start. Loved the ongoing pictures as well as the notes on how things were going ... (more)"

7. Yen

Mary Puppins

Johnson's Woods, milwaukee, WI, 53214

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

"Jenny is the best dog sitter! Not only does she put up with all my notes I leave, the crazy feeding schedule we have our dog on, the last minute trips we tak... (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. Brenna

Dog Walker / Babysitter

Saint Joseph, Milwaukee, WI, 53210

House Sitting, Drop-In Visits

3 repeat clients

"Brenna was fabulous! She was super flexible with our continuously changing plans. My dogs and cat absolutely adore her and I felt so comfortable leaving them... (more)"

10. Jaime

Leo and I love to meet new friends!

Lower East Side, Milwaukee , WI, 53202

Dog Boarding, House Sitting

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)

11. 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)"

12. Nadine

Relax, I've got it covered!

Cannon Park, Wauwatosa, WI, 53226

Dog Boarding, House Sitting, Drop-In Visits

4 repeat clients

"She did a great job! She came as promised, stayed and kept the dog company quite a while and left me a detailed note about her time with Nala. I will defin... (more)"

13. Hania

Energy to match your dog's

Martin Drive, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Hania is a high energy, active and fun individual who exhibits a special bond with our furry friends. She is very respectful of every creature she meets and ... (more)"

14. 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)"

15. Kaicey

Proud Dog Momma!

West Allis, WI, 53219

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

1 repeat client

"We were away for almost a week. Kaicey kept really good communication with us. She sent pictures and was able to quickly respond to our text messages. Kaicey... (more)"

16. Betsy

doggy foster mom-love being outside

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits

2 repeat clients

"Our 9 month old lab, Remy, loved her weekend with Betsy! Betsy was on time and super friendly at our "meet and greet". She diligently helped us keep up with... (more)"

Confirmed Holiday Availability
17. Stacey

HEALTHY HAPPY LOVING HOME - Pet Lov

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Stacey was excellent! Her devotion to Lucky and Orson was deep and endearing. She took Lucky for several walks every day (something a high energy dog needs... (more)"

18. Jennifer

Compassionate and Caring

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"I have known Jenny for about 20 years and have trusted her with my own dog, Gracie, many times. Not only did I not have to worry about Gracie while I was awa... (more)"

19. Raven

Country raised animal lover!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Raven is a dog person, and is a very kind caregiver. She grew up a country girl, and now lives in the city. She understands the importance of animal exercise... (more)"

20. Lauren

Experienced Dog Sitter and Lover

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Lauren has dog sat for my family dogs over the past couple years. She treats them as her own and I have seen nothing short of love and compassion. I strongly... (more)"

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Learn About Premier

When it comes to house sitting, dog owners in Washington Heights, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of house sitting in Washington Heights may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Washington Heights 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 Washington Heights, 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 dog sitter. 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 Washington Heights, 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: