House Sitting in Southpoint, 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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Alicia S.
1.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alicia is fantastic! She did an excellent job caring for our pets, was respectful of our home & was open and transparent in communication. Alicia was incredibly… (more)

from
$100
per night
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Blythe R.
2.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe was so wonderful with our senior Cavalier. Great communication and I came home to a spotless house and a happy well loved pup. I’d absolutely recommend h… (more)

from
$45
per night
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Lisandra V.
Your pet's are family 🐶❤West Allis, WI, 53227
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lisa was wonderful with our pups. I had a concern that there might be some anxiety with our new rescue, but they LOVED her right away. That says a lot. She sent… (more)

from
$28
per night
Daniela & Michael P.
Paws Down, the Best in Town!Bay View, Milwaukee, WI, 53207
House Sitting

Daniela was great with our two little fur babies! We have never left them at home before, and Dani was a godsend, giving us the ability to finally take a vacati… (more)

from
$55
per night
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Hillery F.
Happy to help!Greendale, WI, 53129
House Sitting, Drop-In Visits, Dog Walking

Hillery was wonderful with our two high energy terrier mixes and our two cats. She was super patient with them and took excellent care of them while we were awa… (more)

from
$75
per night
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6.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Dingo and FuzzBob agree that Marina is the most excellent caregiver! They received the best loving care while we were away for the holidays. She had no issues… (more)

from
$65
per night
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7.
Ali 
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I love dogs, cats, and herptiles !Town Of Lake, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I would absolutely book with Ali again! We did a meet and greet before and my dog absolutely loved Ali. I got text updates and photos while I was away too which… (more)

from
$50
per night
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8.
Love Them Like My OwnBluemound Heights, Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

This was my first time leaving my babes for an extended period of time with a dog sitter and I am thoroughly impressed with Laura! She was very nice and patient… (more)

from
$40
per night
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9.
Dog loving nursing studentSaint Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking

Dani is responsible and trustworthy. She has loads of experience caring for dogs of all ages and she loves them! Whether your dog is active and loves walks o… (more)

from
$30
per night
10.
** Mission: meet ALL the dogs **Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Rachel went above and beyond house sitting my two pets for the week. When my dog had some unexpected stomach issues, she took great care of him and provided upd… (more)

from
$27
per night
11.
Experienced, reliable, retired!!!!!Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Laurie was great and made my first experience with Rover amazing! I felt so comfortable and relaxed knowing my fur babies were in good hands and didn't feel str… (more)

from
$65
per night
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12.
All Dogs go to heavenBay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Miranda did a great job taking care of our dog and cat for the weekend! Communication was always consistent and the photos she took are definitely frame-worthy! (more)

from
$70
per night
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13.
♡ A home away from home! ♡West Allis, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Sabina was great as always! We had to go out of town for a few days and were nervous about leaving our little pet family and our home in someone else's care. Sa… (more)

from
$60
per night
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14.
Dog Buddy & Reliable CareMilwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Karsyn was great with Zoe from start to finish! She was very welcoming, which made leaving Zoe with confidence that she was being taken care of, very easy! Kars… (more)

from
$35
per night
15.
Have loved animals since birth.Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

Amanda was awesome - she came to the house to meet us and Hutch about a month ahead of our trip; was very communicative- sent daily notes and photos and spoile… (more)

from
$28
per night
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16.
Home ALL Day.Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Doggy Day Care

Wendy is a reliable and responsible person (and of course an animal lover). She can be counted on to take great care of your pets while you're away– you'll know… (more)

from
$150
per night
17.
Experienced Vet. Assistant!!!Town Of Lake, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking
18 years of experience

About: I worked at the busiest veterinary clinic in the city of Milwaukee for over 14 years. I am a jack of all trades. I assisted in surgery, drew and ran … (more)

from
$100
per night
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18.
Your Pet's Best FriendBay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Julia is great with our 2 large dogs. Both of them can be intimidating, but Julia dives right in, makes them feel at ease and shows them love and individual at… (more)

from
$75
per night
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19.
Let me love your baby like my own!Milwaukee, WI, 53221
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

April is the only person I can fully trust when it comes to dog sitting my sweet pitbull. She truly cares for all pets as her own and gives them unconditional l… (more)

from
$50
per night
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Steph's Bay View Dog SupportTippecanoe, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Stephanie took fantastic care of our dog, Berklee, while my wife and I were out of town. She is bubbly, energetic and a real dog lover that cared about our dog … (more)

from
$40
per night

In Southpoint, Milwaukee, WI, dog lovers trust Rover.com for their house sitting needs. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting in Southpoint can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book house sitting in Milwaukee on Rover? Check out our average house sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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