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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Confirmed New Years Availability
1. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

18 repeat clients

"We highly recommend Sandy! Sandy is the first person to watch Rockie that was not a family member, so we were very nervous to leave him! But Sandy came to vi... (more)"

2. April

Worry Free Pet Sitter & Whelper

Polonia, Milwaukee, WI, 53215

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

3 repeat clients

"April is a natural. Take dogs and cats took to get right away. She cleaned up after them and I could tell they had been well loved. Highly recommend (more)"

3. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Sarah did a great job caring for my dog. She took the time to meet her ahead of time and learn about her and understand her needs. She communicated regularly... (more)"

4. Emily

Caring, Committed & Active

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Emily was awesome! She watched Buster while we went to the Packer game and gave him all the attention he needed. She updated us throughout the game with phot... (more)"

Confirmed Holiday Availability
5. Maureen Casey

Love to get outside with your pup!

Wauwatosa, WI, 53213

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

2 repeat clients

"Maureen was the best! She took such great care of our Schatzi!! She updated us with pictures as well which was really nice to see. We would highly recommend ... (more)"

6. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Upon meeting Laurie for the first time, my husband & I felt incredibly comfortable having her care for our pups in our home!!! During our meet & greet Laurie... (more)"

7. Dylan

Doggo-Lover in need of Doggos

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Dylan did an awesome job with Lana. She had recently had ACL surgery and was a bit of a handful in terms of care, but Dylan was very attentive to her needs a... (more)"

8. Heather

Dog handler -vet tech-dog lvr4lyfe!

Brewer's Hill, Milwaukee, WI, 53212

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

2 repeat clients

"Heather sends great updates and lots of photos and it’s clear my pup loved her instantly. It’s hard to tell there’s even been anyone in my house as she lives... (more)"

9. Yessenia

Home full-time- Years of experience

Riverwest, Milwaukee, WI, 53212

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

1 repeat client

"Yessenia has been watching my babies for a long time, she's like family. I have been comfortable leaving them with her since day one. They always seem so com... (more)"

10. Megan

I love all, no matter how many paws

Story Hill, Milwaukee, WI, 53208

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

5 repeat clients

"Megan was great before, during and after her stay! My guy seems happy and healthy and barely noticed we were gone. I'd like to get a few photos of him during... (more)"

11. Katie

Flexible Schedule-Fenced in Yard

Jackson Park, Milwaukee, WI, 53219

Dog Boarding, House Sitting

"Katie has been our pet sitter for years and I’m so happy she has joined Rover because the dogs and puppys of the world deserve to have Katie watch them! She ... (more)"

Available this weekend
12. Diana

Ready to go, rain or shine!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Diana has been so helpful with Murphy! I've used her a bunch of times and Murphy just adores her. Diana is really communicative and sweet, she is highly depe... (more)"

13. Rebbecca

I love your dog as much as you do!

Muskego Way, milwaukee, WI, 53204

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

1 repeat client

"Rebbecca was fantastic and my dogs took to her immediately. She was in consist contact with me. I may be a crazy dog mom & she delt well with that. ;) (more)"

14. Sarah

Your dog is my priority.

Avenues West, Milwaukee, WI, 53233

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

"I highly recommend Sarah as a dog caregiver! She will love your pet like it is her own. She has vast experience with dogs from puppies to elderly dogs. He... (more)"

15. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

53 repeat clients

"Lori stayed overnight at our house during the week we were overseas. She sent us pictures every day and worked with my mom and sister to manage the dogs (we ... (more)"

16. Alison

Fun & Adventurous Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Alison is so sweet with my pit/lab mix. She is kind and caring when walking him. I love that she is very accountable and always dependable. She hasn't missed... (more)"

17. Madeline

'Man's best friend's' best friend!

Kilbourn Town, Milwaukee, WI, 53203

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

1 repeat client

"Madeline was great and sent regular photo updates of my dog. It was the first time I left my dog with a sitter so I was a little anxious about my fur baby bu... (more)"

Confirmed Holiday Availability
18. Emma

I would love to run with your dog!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Emma was professional, and very caring. I love that she sent us photo updates of our pets and that she was very responsive. (more)"

19. Kara

Great for last minute requests!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kara was great! She responded to my messages quickly, was very flexible, and sent me pictures of my dog while I was away so I knew everything was okay! (more)"

Confirmed Holiday Availability
20. Isaiah

Walks, Belly Rubs and Treats-Oh my!

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Isaiah was awesome! He kept us updated while we were gone, sent pictures, and spent lots of time cuddling with our Lana. She loved him! We will for sure be b... (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: