House Sitting in The Valley-Pigsville, Milwaukee

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

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Blythe R.
1.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe was great! She took care of our girls while we were away for a quick weekend trip and when we arrived home they were very happy and content and the house… (more)

from
$45
per night
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tanya h.
2.
Lifelong animal caretaker and loverMilwaukee, WI, 53204
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Tanya is the type of Rover I was 100% looking for. Our puppy Paloma was able to stay with Tanya for an extended weekend while we were traveling. We were ecstati… (more)

from
$36
per night
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Chloe V.
3.
Happiness is with your furry friendMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits

Chloe is amazing!! We had a lovely week in Cancun and didn’t have to worry about our sweet pup. She kept him company and took him on many walks + took care of o… (more)

from
$44
per night
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Jessica Z.
Loving sitter, enthusiastic walkerRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jessica is absolutely wonderful with all fur babies! She's been a cat owner for many years, and she also loves pups with a passion. She's sweet, compassionate, … (more)

from
$40
per night
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Sarah K.
5.
Ready for a puur-fect getaway? 🦮🐈Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sarah was a perfect fit for us and our dogs! She was super energetic and affectionate towards our pups. She sent lots of pictures and videos of our doggies and … (more)

from
$32
per night
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6.
Hardworking, passionate, and lovingWauwatosa, WI, 53226
House Sitting, Drop-In Visits, Dog Walking
3 years of experience

About: I’ve worked in multiple boarding facilities since 2020. I became a surgical vet assistant in 2021 and I’m in school to become a certified veterinary … (more)

from
$60
per night
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7.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

If you are looking for a stress-free getaway knowing that your pet is in great hands, I truly cannot recommend Marina enough! Marina stayed 3 nights with our do… (more)

from
$65
per night
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8.
Active, responsible, kind pet loverWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Briana was extremely professional and flexible. As first time users of Rover we were skeptical; however, Briana put our minds at ease. She showed up on time, se… (more)

from
$50
per night
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9.
Trustworthy All-Animal LoverRiver Bend, Milwaukee, WI, 53219
House Sitting, Drop-In Visits, Dog Walking

Vesna was great with my guy Coach! Kept him super active and got him all tired out for me for when I got home from my trip. She kept me updated on how things … (more)

from
$80
per night
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10.
"Wag More, Bark Less"Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Margit was thorough. She loves our dogs (we have a senior and a puppy so we run the gamut of needs) and attended to all their needs perfectly. She took tremendo… (more)

from
$35
per night
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11.
Will spoil your dog as my own!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Paige was absolutely incredible with our dogs. We received plenty of open communication and puppy updates. We could tell that the dogs were in excellent hands. (more)

from
$38
per night
12.
** Mission: meet ALL the dogs **Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Rachel is amazing! One of our dogs is hesitant with new people, and Rachel deals well with her noise and makes her feel comfortable quickly every time. Our dogs… (more)

from
$27
per night
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13.
Experienced, reliable, retired!!!!!Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Laurie was fantastic!! During her stay with Bella my air conditioner went out. She was extremely knowledgeable about the problem and spoke with the repair tech … (more)

from
$65
per night
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14.
Neighbor providing additional loveJuneau Town, milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jeremy blew me away! I felt so at ease leaving my dog in his care. He stayed in touch and sent lots of pics and videos. Jeremy stayed at my house, left it spotl… (more)

from
$38
per night
15.
Former teacher needs pet loveWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

I can't say enough good things about Mary and the amazing care she took of our pets. She really saved us by being able to take care (in our home) of the 2 cats… (more)

from
$40
per night
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16.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting

Talor was amazing!!! Super responsive, personable, and made sure to send photo updates each day we were away. She was very attentive to our dog and made sure he… (more)

from
$95
per night
17.
Love Them Like My OwnBluemound Heights, Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Laura was a fantastic fit for our needs and with our dog, Wally. She stayed at our home for an extended period of time and let him out as needed. She went above… (more)

from
$50
per night
18.
Experienced Flexible ResponsibleWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Shelby is awesome! I came home to a happy dog and a clean house! I recommend her for your pet sitting needs, she is hard working and reliable! (more)

from
$40
per night
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19.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Travis was so great with our Bella. She looked so happy in the daily pictures he sent while we were gone for 10 days. He helped us greatly in an emergency situa… (more)

from
$50
per night
20.
Pet loving medical studentWashington Heights, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Heidi was a great sitter. Easy to communicate with and Duke liked her! We will use her again (more)

from
$50
per night

Dog owners in The Valley-Pigsville, Milwaukee, WI turn to house sitters on 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. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Milwaukee with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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