House Sitting in Story Hill, 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. Holly

Your fur baby's home away from home

West Allis, WI, 53227

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Holly did a great job. Kept me updated. And sent pictures. She is awesome with animals!! (more)"

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2. Abigail

LOVE long walks more than your pup.

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Abigail was terrific: I found my kittens happy, joyous, and bounding about, she nicely documented everything they were doing and sent me photos and entertai... (more)"

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3. 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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4. Maddy

Your Furry Friend in Great Hands

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Maddy was amazing!! She is so very sweet and professional. And my Addie girl loved her! She even left my house cleaner than what I left it! I would use Maddy... (more)"

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5. Briana

Active, responsible, kind pet lover

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Briana was great! Great communication, and lots of pics that updated us on how our pup was doing. She left the place clean and tidy! We will definitely use h... (more)"

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6. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

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

"Thank you to Sandy for being an excellent pet sitter to our Furry Herd. She not only took excellent care of our pets, she won over the heart of our Daschund... (more)"

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7. Kaitlyn

Dog-Loving, Optimist Sitter

Historic Mitchell Street, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

"She is a very hard worker and she loves animals. More than people it seems sometimes, she is very smart and caring. Loves to learn and is very ambitious. (more)"

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8. Colleen

Walks, Runs, and Belly Rubs.

Marquette, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Colleen did a great job of taking care of our sick little kitten and taking care of our home while we were at a wedding! She gave us lots of updates and pict... (more)"

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9. Isaiah

Walks, Belly Rubs & Treats - Oh my!

Kilbourn Town, Milwaukee, WI, 53203

House Sitting, Drop-In Visits, Dog Walking

"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)"

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10. Emily

Caring & Active Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"My now husband and I were getting married and we really wanted pictures with our dog, Willow, and someone had suggested we look into using Rover. We found E... (more)"

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11. Vanessa

Lots of TLC

Burnham Park, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

"Vanessa was very accommodating of short notice request. She took great care of Lambeau and communicated with me via texts during the stay. She was eager to... (more)"

Confirmed availability
This weekend
12. Hannah

Rescue dog whisperer

Valley Forge, Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Hannah took absolutely wonderful care of Teagan while we were away! It was our first time traveling without our pup and we were nervous but she sent pictures... (more)"

Confirmed availability
Christmas and New Year
13. Tim

Retired Police Lieutenant

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Tim does an amazing job looking after Violet! This is an amazing feat, as Violet was mistreated earlier in life, and generally takes a while to warm up to m... (more)"

Confirmed availability
Christmas and New Year
14. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"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)"

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15. Alexis

Dogs are my passion!

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Alexis was so great with my dog and cat!! I was out of the country without service, and she did an amazing job taking care of them. I came home to super happ... (more)"

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16. Alexandra

Snow, sun, or rain, I'm there.

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Alex has been an absolute godsend for my Frenchie. Ever since I got a job at Northwestern Mutual, I've been too busy to be able to take Paula Abghoul out as ... (more)"

Confirmed availability
Christmas and New Year
17. Kristy

I'm their home away from home ❤

West Allis, WI, 53214

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

"Kristy has always been exceptional when it comes to caring for pets. She has had dogs as long as I can remember and they have always received nothing but lov... (more)"

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18. Claire

I’ll love your dog like it’s my own

Avenues West, Milwaukee, WI, 53233

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

About: I’ve had several years of experience caring for my own dogs back home, as well dogsitting for family and friends. If I am caring for a dog, I will ... (more)

Confirmed availability
Christmas and New Year
19. Chris

Pawsitvely the best!

Story Hill, Milwaukee, WI, 53208

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

"Chris grew up with dogs and extremely comfortable with them. Four years ago, I bought a black lab puppy, but then had to go on the road for a week. The puppy... (more)"

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20. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

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

"Anna was great at watching Apollo, my Great Pyrenees, who isn’t always a fan of new people. He took to her right away! Anna also was a lifesaver and helped m... (more)"

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 1,089 owners have reviewed sitters in Story Hill, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect house sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average house sitting rates to get an idea before you start a conversation with a house sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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 Story Hill, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Story Hill, 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 Story Hill 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 Story Hill, 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 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 Story Hill, 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: