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 availability
President's Day
1. Tasha

Rehabilitative Rescue Volunteer!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Wow, another great experience with Tasha house and pet sitting for me. There is enough stress in traveling, regardless of where and why I am going. It is r... (more)"

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2. Samantha

Sam's Dog Days

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Samantha was absolutely amazing and my puppy loved her! She took such good care of Murphy and sent over pictures and videos. will definitely be using Samanth... (more)"

3. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle did a fantastic job watching my dog while I was out of town. She kept me updated during her stay, and I came home to a well-exercised, contented dog... (more)"

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4. Paige

Play time is my favorite time!

Avenues West, MILWAUKEE, WI, 53233

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

"Paige was great with Rupert! Rupert loved spending his day with her. We will be booking Paige again! (more)"

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5. Stephen

Dogs are the best

Kilbourn Town, MILWAUKEE, WI, 53203

Dog Boarding, House Sitting

"I have two dogs Stephen has watched several times while I have been on vacation and does a great job. They absolutely love him and he provides them more atte... (more)"

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6. Devon

Dogs are better than people, mostly

Northpoint, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Devon is a true animal lover and an intuitive caregiver. She has done a great job with our dogs; they definitely seem happier and calmer when she has spent t... (more)"

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7. L Mark

Learn, train, play and walk with me

Whitefish Bay, WI, 53217

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

"Mark Flagg is probably the best dog walker I have ever used. He is a natural dog lover and was wonderful with my dog. He researches any problem a dog may ... (more)"

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8. Abigail

LOVE long walks more than your pup.

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Abby was amazingly willing and calm to manage my two dogs while I was out of town and took excellent care of them. She is a natural caretaker and very respo... (more)"

9. Audra

Flexible schedule, love walks/runs

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Audra is amazing. She stayed with our pup at our home longer than we asked her to and she was so caring and such a nice person! Couldn’t recommend her enough... (more)"

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10. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting

"Taylor was awesome! She took great care of my dog and sent me many pictures while I was away! I would have Taylor take care of my pup again in a heartbeat! (more)"

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11. Isaiah

Walks, Belly Rubs & Treats - Oh my!

Kilbourn Town, Milwaukee, WI, 53203

House Sitting, Drop-In Visits, Dog Walking

"Isaiah is amazing! He took great care of our 12-year-old dog spending lots of time playing with her and taking her for walks. He also sent lots of pics wi... (more)"

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12. Emily

Close to park- lots of playtime

Lower East Side, Milwaukee, WI, 53211

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

"Emily has watched by pup Grizzly (german shepherd) since he was a puppy and he always has a great time visiting! Emily lives in the downtown area, which is ... (more)"

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13. Keila

Helping you keep your dog happy :)

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Keila is the most incredible dog owner I’ve ever known. She’s full of love and affection for all animals, and she’s very smart. responsible, and dedicated. C... (more)"

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14. Jim

Home full time. Love to go on hikes

Whitefish Bay, WI, 53217

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

"Jim did a great job watching our cat Mau. He also helped keep an eye on the house and water our plants. His sent us updates and photos of Mau while we were g... (more)"

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15. Sara

I'll run with your dog

Juneau Town, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Sara! She loves animals, especially her cat Miscia. She has many years of experience with both dogs and cats. Sara has watched my cat befo... (more)"

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16. Kim

Tons of pet experience and love

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Kim was so great with our pup, Wren. This was our first time leaving her for a vacation, and Kim made us feel so much better about it. She took great care of... (more)"

Confirmed availability
This weekend
17. Sommer

I'm called the animal whisperer.

Cambridge Heights, Milwaukee, WI, 53201

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

About: Animals are a huge part of my life and what makes me happy. I love spending time for them and making sure they are well cared for. I have a variety... (more)

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18. Olivia

Animal Behavior Master's Student

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Olivia was (and is) amazing! She stayed at our place and watched our darling Ruby for 4 days while we were out of town. Based on the (numerous) pictures we r... (more)"

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19. Francesca

I love dogs!

Upper East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Frankie is great!! We’ve had disappointing Rover experiences and she made us feel much more comfortable trying again. Dogs were well cared for and content wh... (more)"

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20. Janelle

I'll run and/or cuddle with the pup

Downer Woods, milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Janelle was amazing! She watched our 4 month old puppy in our home for 4 nights. I was pretty nervous leaving and she made me feel so comfortable. Janelle... (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.