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

Our first overnight away from our dogs was made that much more enjoyable knowing that they were home, safe with Daniela. Not only do I trust her with our two pu… (more)

from
$35
per night
Calendar Recently Updated
Blythe R.
2.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe was awesome with my Aussie! My dog even wanted to sleep in bed with her, which is reserved only for people she really likes :) thank you so much!! (more)

from
$35
per night
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Travis H.
3.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Great job with house sitting for our dogs. Good communication and responsiveness. Willing to go above and beyond. Would highly recommend and would definitely us… (more)

from
$40
per night
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Rachel H.
4.
** Mission: meet ALL the dogs **Lower East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Rachel is honestly the *best* - Arya loved spending the weekend with her and she left the house spotless!! We are so grateful we found her and can’t recommend h… (more)

from
$27
per night
Confirmed availability: Memorial day
Abigail L.
LOVE long walks more than your pup.Murray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Abigail was absolutely great! She was very responsive and sent lots of great pictures and updates. You can tell that she really cares and treats the dogs like h… (more)

from
$42
per night
6.
Animal lover, friendly, will spoil!St. Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking

Thank you so much Teri, it was wonderful coming home and seeing Simon and Clarabelle so happy after our trip. I can tell you made a world of difference compared… (more)

from
$30
per night
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7.
Meg 
Verified Background Check
I love to walk and play with dogsAvenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking

Meg has watched my 2 CRAZY beagles on three separate occasions with love and ease. I trust Meg with my life because of how she’s treated my dogs. The pooches al… (more)

from
$35
per night
8.
Neighbor providing additional loveJuneau Town, milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

I cannot recommend Jeremy enough. He is easy to work with, thoughtful and considerate, and has a wonderful way with dogs. We were concerned that our red heeler … (more)

from
$33
per night
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9.
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
$50
per night
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10.
Available to help through Covid!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Niamh was so great!! Couldn’t have picked a better person to come to our house for the weekend while we were away to watch our high energy boy. Kept us fully up… (more)

from
$50
per night
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11.
Love is a Four Legged Word <3Greenfield, WI, 53221
House Sitting, Drop-In Visits, Dog Walking

Valerie was absolutely amazing with our dogs, we have four of them and they can be a lot to handle sometimes. She stayed with them for three nights, I was very… (more)

from
$45
per night
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12.
WHO let the 🐕 🐩 🐕 dogs out ???!?Bay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

I've known Becca as a pet owner for over 5 years. She is extremely compassionate to animals and intuitive to their needs. She is energetic and willing to intera… (more)

from
$45
per night
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13.
All Dogs go to heavenBay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Miranda came to our rescue as we needed a sitter last minute. I placed a request at 630 am and she got back to me right away. It was a long weekend as well so … (more)

from
$30
per night
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14.
Open schedule for sitting/walks!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kelsey was fantastic! She took great care of our dog. She was professional and easy to work with to set up a time to meet. She communicated promptly and sent ph… (more)

from
$30
per night
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15.
Professional Sitter, Fenced YardMorgandale, Milwaukee, WI, 53215
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sara is an animal lover in every sense of the word. Her home has always been filled with a wide variety of animals from dogs and cats to birds and ferrets. She … (more)

from
$125
per night
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16.
Fur mama and dedicated dog snugglerSt. Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking

Lindsey is an amazing caretaker! She updates me regularly, with the cutest pictures of my pups! I always know that my dogs and my home are in good hands with Li… (more)

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$25
per night
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Welcome dog owners!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Christina was excellent. Not only was she great with our dog, she even made sure the house was kept extremely clean. She was also nice enough to clean up after … (more)

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$35
per night
Calendar Recently Updated
18.
I'm home a lot & love dogs :)Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting

Laura is GREAT with dogs and can even convince my anxious pup that life is all good! She goes the extra mile every visit and is extremely reliable. Love the c… (more)

from
$95
per night
Calendar Recently Updated
Steph's Bay View Dog SpotTippecanoe, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Stephanie was amazing! She really came through for us in a pinch, and connected immediately with my elderly mini schnauzer. Seeing the daily photos of their in… (more)

from
$32
per night
Confirmed availability: Memorial day
20.
Dan 
Verified Enhanced Background Check
Lover of all animalsBay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Dan was amazing with our extremely energetic 3 yr old pitty. He treated her like she was his own pup. He adapted to our roller coaster weekend vacation schedule… (more)

from
$30
per night

Rover also offers House Sitting in:

Dog owners in Bay View, 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.com is the simple, savvy way to find and book Bay View house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Bay View, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Bay View house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 Bay View, 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: