House Sitting in Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

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Top rated Milwaukee house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Zaine M.
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Zaine M.
from
$45
per night
5.0 out of 5 stars
2 reviews
2 years of experience
Courtland, VA, 23837

Very reliable and great with our dogs!

Profile image
Sarah P.
Sitter Profile Image: Hanna F.
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Hanna F.
from
$70
per night
10 years of experience
Courtland, VA, 23837

About: I have been a professional dog trainer for over 8 years now and I have over 10 years of experience caring for animals of all breeds, sizes and ages! I currently work from home and I have the ability to create my own schedule! I am available weekends and weekdays. My schedule is pretty flexible! I have a full fenced in yard about 1 acre. I do have personal dogs of my own and one cat. I normally don’t do interactions with my personal pets just as precaution and to keep everyone safe! I can crate your dog if needed as well!

Sitter Profile Image: Amanda S.
Verified Enhanced Background Check
Amanda S.
from
$35
per night
13 years of experience
Hollister, NC, 27844

About: I have taken care of dogs since I was 10 years old. NC State animal science graduate with 13 years of small animal GP experience. I’m currently working part time so I am flexible with my schedule and I can be available to pet sit/house sit, offer playtime and walk dogs. I have a fenced in yard and a very friendly fur baby to keep your baby company. I have also house sat several times at neighbor’s houses and enjoy popping in and seeing a new face and seeing their faces when I walk in

Sitter Profile Image: Lucie G.
Verified Background Check
Lucie G.
from
$60
per night
7 years of experience
rocky mount, NC, 27804

About: For as long as I could remember I’ve been my family’s go-to pet sitter. Anytime my Grandmother had a doctors appointment or my Aunt and Uncle left town, I would be their first choice. I love animals and caring for them, making them comfortable when their families are gone is not an easy task but easing their anxiety and keeping them comfortable is a very rewarding job. I’ve worked with rover in the past when I was in high school and it was a very rewarding experience. I am currently working part time but my schedule is relatively flexible. As far as boarding goes there is and will always be someone at the house caring for the dogs 24/7. I have a large plot of land adjacent to my house for the puppies to play in. I currently have three very friendly small dogs who love to play and make friends.

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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Milwaukee house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Milwaukee.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Milwaukee house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.


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

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