House Sitting in Fernwood, 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 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
$45
per night
Daniela & Michael P.
Paws Down, the Best in Town!Bay View, Milwaukee, WI, 53207
House Sitting

Excellent job!! I have two large dogs and a cat, who can be a handful. They took great care of them all. Sent me daily updates with pictures. They allowed me to… (more)

from
$55
per night
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Alicia S.
3.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alicia helped us out last minute when we were on a trip visiting Milwaukee and our dog had separation anxiety and couldn't be left alone. She stayed three nigh… (more)

from
$100
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
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Malissa N.
Specialized in House/Dog SittingUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

We felt completely at ease while Malissa was caring for our two dogs in our home. She sent frequent pictures and updates and was quick to respond when we were … (more)

from
$60
per night
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Flexible and willing to travel!Murray Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Dominique is reliable and responsive. She kept me informed during my time away, sending photos and assurances that Lexi was safe and well. She left my house imm… (more)

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$37
per night
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7.
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
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8.
Can't Wait to Meet Your Fur Baby!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Ameera was great at communicating and sending pictures of our furry friends without even asking. She exercised them often and gave them the attention they neede… (more)

from
$70
per night
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9.
Ali 
Verified Background Check
I love dogs, cats, and herptiles !Town Of Lake, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ali did a great job watching my two very energetic dogs for over a week. They seemed calm and happy when we got back, not anxious at all like they have been in… (more)

from
$50
per night
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10.
Happiness is with your furry friendMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits

Chloe took excellent care of our crazy bunch of pups. We have a senior dog that requires additional attention and she managed all the extra instructions. We als… (more)

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$44
per night
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11.
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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12.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting

Talor is an amazing human that really cares about the dogs she sits for and the people she is helping out. She rescued us when our previous dog sitter failed to… (more)

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$85
per night
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13.
Experienced, reliable, retired!!!!!Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Laurie watched our puppy and 2 cats for a couple days and was a great house sitter! Sent us lots of pictures and took great care of pets! Definitely utilize her… (more)

from
$65
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 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
$40
per night
Confirmed availability: Memorial Day
15.
All Dogs go to heavenBay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

Miranda was incredible, she helped me out on such short notice, came by to meet my fur children and myself so I could feel 100% comfortable with her during her … (more)

from
$70
per night
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16.
Fur mama and dedicated dog snugglerSt. Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking

Lindsey always takes the best care of our two dogs! One of our dogs needed special care after surgery this time around, and I had no reservations about leaving … (more)

from
$25
per night
Confirmed availability: Memorial Day
17.
Home ALL Day.Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Doggy Day Care

Wendy is probably the coolest dog sitter you're gonna be lucky to find. She has a big heart and will give your pooch(es) extra loving. Not only can you trust We… (more)

from
$150
per night
Confirmed availability: Memorial Day
18.
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)

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$100
per night
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19.
Your Pet's Best FriendBay View, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking

I’ve had Julia cat sit in the past while my husband and I are on vacation. She’s been dependable and great to work with. When I came home I always found kitty (… (more)

from
$75
per night
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20.
Friendly/Compassionate/ResponsibleSaint Francis, WI, 53235
House Sitting, Drop-In Visits, Dog Walking

Markita sent pictures and videos assuring me my babies were safe thank you so much! (more)

from
$25
per night

Dog owners in Fernwood, 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 Fernwood 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 Fernwood, 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 Fernwood 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 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 Fernwood, 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: