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House Sitting in Shorewood, WI

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)"

Confirmed 4th of July Availability
2. Savannah

Dog lover for hire!

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Savannah is very responsible and trustworthy. She has had pets her whole life, including dogs, and loves animals. She has been pet-sitting for family member... (more)"

3. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle did a fantastic job in taking care of our fellas and kept us updated as to how they were doing. We will definitely have her back next time we go ou... (more)"

4. Tasha

Your dog’s next bff!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha was awesome with our dog! She came organized and prepared to our meet and greet with important questions about Gus. She was patient and did great helpi... (more)"

5. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting

"Taylor was great! She was very respectful of the house and gave me great updates about my dog and cat. I will be using her in the future and you should too! ... (more)"

6. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Sarah was wonderful. I highly recommend her. Doc is very attached to me and Sarah took such good care of him, I don't think he missed me too much. This is... (more)"

Confirmed 4th of July Availability
7. Erin

Flexible hours!!!

Upper East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Erin is awesome! My dog Ruby was a very happy girl in her care. (more)"

8. Ashlyn

I'll exceed your pet's needs

Northpoint, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Ashlyn and Chris are the most accommodating and gentle sitters. Our dog adores them. They are the best. (more)"

9. Abbey

Flexible, responsible, animal lover

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"My pack of 3 german shepherds were well taken care of while I was off to the cities for the evening. I had an opportunity to have a meet and greet with Abbey... (more)"

10. Chloe

I’ll walk your dog rain or shine

Cambridge Heights, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Chloe has watched my new puppy twice now and has been great! The first time was when I had JUST gotten my puppy in my house, so as a new “dog mom,” I was ner... (more)"

11. Olivia

Animal Behavior Master's Student

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Olivia was the perfect fit for us and our pets. She was an excellent communicator, kept us updated, and made sure our animals were happy and taken care of wh... (more)"

Confirmed 4th of July Availability
12. Rita

I LOVE LONG WALKS!

Whitefish Bay, WI, 53217

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

"Rita was a wonderful sitter for my pack of fur kids. She provided regular updates and pictures, and took very good care of the house. Would recommend to anyone. (more)"

13. Caitlin

Run, walk, play with dogs!

Northpoint, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"When I adopted my dog Oliver, he fell in love with Caitlin immediately. I went to go pick him up and she went with me as this is both an exciting and nerve w... (more)"

14. Hunter

Dog lover exploring Milwaukee!

Riverwest, Milwaukee, WI, 53212

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

"I may be biased because I am Hunter's mother; however, I can attest to his long term love of animals. We are an animal loving family and have always had pets... (more)"

15. Joanna

Snow White & Animals = Me & Dogs!

Riverwest, MILWAUKEE, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Joanna did an awesome job housesitting for our Australian Shepherd. She is very friendly and made us feel at ease about having her stay with our pup. We got ... (more)"

16. Brian

I'll exercise and take care of dog

Upper East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Brian has had dogs in his life since he’s been born and it doesn’t surprise me he’s wanting to work with dogs! He trained both of our labs and took them to ... (more)"

17. Hannah

Working part time, love walks

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Hannah did a great job watching a menagerie while house sitting for me. My two pups loved being able to stay home, snuggle in bed, and go about their usual ... (more)"

Confirmed 4th of July Availability
18. Sarah

Bilingual Part-Time Petsitter

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Sarah sat for us for two weeks. She was great with our three dogs, who were all happy and healthy when we returned. One of our girls is old with health probl... (more)"

19. Katie

Fit and active animal lover

Riverwest, Milwaukee, WI, 53212

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

"Katie has done exceptional work with dogs in the past. Her recent volunteer work with her local dog shelter has shown that. She loves and cares for each and ... (more)"

20. Payton

A Doggo A Day Keeps The Doctor Away

Upper East Side, Milwaukee, WI, 53211

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

About: I have grown up with a minimum of 3 dogs (sizes raged from small-giant) in my house at all times. I am a huge dog and pet lover with vast experienc... (more)


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 Shorewood house sitting needs. On Rover, it's easy to find a loving dog sitter in Shorewood 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 Shorewood 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 Shorewood for your dog — people who'll treat him like family.

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.