House Sitting in Fairfield, 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.

Search Results

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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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Marina M.
2.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

We asked Marina to come in at the last minute to watch our 14 year old dog for a couple of days. She was prompt and asked some great questions. While we were aw… (more)

from
$65
per night
Elaine B.
3.
Caring & trustworthy pet sitter 🥰MILWAUKEE, WI, 53211
House Sitting

If I give more than 5 I would. By far the best pet sitter I’ve had. Bubbly personality and attentive to my puppies needs. Very great communication and even … (more)

from
$30
per night
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Dominique L.
Flexible and willing to travel!Murray Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Dominique provided a wonderful service while I was away. House sitting as well as care for my Tinker I was happy with the care they received. Will definitely … (more)

from
$37
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

Couldn’t ask for a better sitter. She takes care of our dogs with all the care and love youd hope for . You can just tell the dogs are happy when we get back ho… (more)

from
$60
per night
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6.
EMOTIONAL SUPPORT HUMANRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jabril was a most excellent caretaker for our fur babies. Highly recommend! Sophie, our big Catahoula mix, and Ollie our black cat, took to Jabril like family. … (more)

from
$45
per night
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7.
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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8.
Wee looove the fur babies ♥️Kops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Yisel was wonderful! We were in a pinch out of town and she stepped right in to help with our 6 month old puppy. Sent us lots of pics so we knew she adapted w… (more)

from
$45
per night
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9.
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
$40
per night
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10.
The Friendly, Neighborhood Pet LadyBrown Deer, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Cannot recommend Jaclyn highly enough. She was nothing short of amazing. Anyone can watch your dog but only a special person can make them feel as loved and car… (more)

from
$40
per night
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11.
Pet loving medical studentWashington Heights, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Heidi helped care for our family dogs and cats growing up together. She is caring, kind and patient and I would trust her to take care of my pets in a second. … (more)

from
$35
per night
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12.
Snuggles, Walks and TreatsWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Colleen was absolutely fantastic and took all of the stress out of leaving our dog behind while going on vacation. Usually he’s left with family and when we ret… (more)

from
$50
per night
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13.
Loving sitter, enthusiastic walkerRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jessica was terrific! My 2 cats who really don’t like to be left alone,(ie: hold a grudge and snub me) behaved as if I had not left them! Not much more to say! (more)

from
$40
per night
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14.
Teacher-open evenings/weekendsGlendale, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

Karina is the best. All went well and Xena got lots of pets. Will definitely hire Karina again. (more)

from
$32
per night
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15.
Loving to all pups❤️Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Annie has watched over our dog Timmy for years. She also takes care of our 3 cats and our rabbit when we go on vacation. She is extremely responsible with our h… (more)

from
$45
per night
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16.
Your pets are in good paws with us.Silver Spring, Milwaukee, WI, 53218
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Fonshe is a great pet sitter. She dog sit my Chloe for me and my Chloe loved her. They got along great! Your going to fall in love with her, she’s the best!! (more)

from
$75
per night
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17.
Jan 
Verified Background Check
I am a pet lover; home full timeWhitefish Bay, WI, 53217
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jan watched my dog 2 weekends in a row. Sadie loved her company. Jan is the sweetest lady ever and always sent me periodic updates on how Sadie was doing. I wou… (more)

from
$95
per night
18.
Your pets are my first priorityHampton Heights, Milwaukee, WI, 53218
House Sitting, Drop-In Visits, Dog Walking

I would and will use Aundre as a dog sitter again. He is good with my dog and understands her personality and her needs - food and cuddles mostly. He is very re… (more)

from
$31
per night
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19.
I've had 7 dogs at once. Trust me.Estabrook Park, Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

Marilia was a fantastic sitter - I recommend her and would definitely trust her with my animals and home again. She did a fantastic job updating us throughout t… (more)

from
$65
per night
20.
I love dogs!Whitefish Bay, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

Maureen has looked after my family’s dogs and I have recommended her to my friends pets as well for many years. It can be worrisome leaving your pet with someon… (more)

from
$80
per night

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 1,089 owners have reviewed sitters in Fairfield, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect house sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average house sitting rates to get an idea before you start a conversation with a house sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com is the simple, savvy way to find and book Fairfield 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 Fairfield, 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 Fairfield 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 Fairfield, 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: