House Sitting in Fairview, 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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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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Marina M.
4.
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
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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

Lisandra was great! She stayed a weekend with my two dogs, a two year old and a three month old, and was amazing! She sent tons of updates, took them to the par… (more)

from
$28
per night
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6.
I love all fluff ballsNew Berlin, WI, 53151
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alison is someone I'd feel comfortable leaving anything with. She is compassionate, loving, caring, and thoughful. Her personality and constant smiling face put… (more)

from
$50
per night
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7.
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

My dog and cat seemed to really like Ali. She sent lots of pictures and kept me updated. I really appreciate that she was able to help me out in a pinch with a … (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

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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9.
Active, responsible, kind pet loverWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Bri took excellent care of our puppy! She made sure he was keeping with his regular schedule as well as adding to his daily activities! He was in great spirits … (more)

from
$50
per night
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10.
Former teacher needs pet loveWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Mary is an incredible house and pet sitter; it felt like having an extremely professional family member caring for our dog and home while we were away. We hired… (more)

from
$40
per night
11.
** Mission: meet ALL the dogs **Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Rachel goes above and beyond every time she house sits for us. I hate leaving my pets, but I feel so much better knowing she’s there. She keeps us updated every… (more)

from
$27
per night
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12.
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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13.
♡ A home away from home! ♡West Allis, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Our boys loved Sabina! She house and dog sit for us for a week while we were out of town and took very good care of our boys. She did so well with our elderly d… (more)

from
$60
per night
14.
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
15.
I'll love them like my ownWest Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

Erica was great! She kept me updated and sent pictures and videos and my dog looked happy and well cared for. Would not hesitate to book her again! (more)

from
$27
per night
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16.
I love dogs. That’s all :)Honey Creek Parkway, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Jessica watched greyhound and pitbull and was so so amazing with them! She is definitely what you would call a “dog person”. My dogs were well taken care of and… (more)

from
$50
per night
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All fur babies welcome!West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
12 years of experience

About: I've been around animals all of my life (descended from farmers on both sides), including dogs of all shapes and sizes, cats, horses, chickens, and r… (more)

from
$28
per night
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18.
Experienced dog person availableWest Allis, WI, 53227
Dog Boarding, House Sitting, Dog Walking

Ellen did a great job watching our dogs for 5 nights, one of which has sever separation anxiety. She sent daily updates and pictures, which really helped us enj… (more)

from
$100
per night
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19.
Dog mom who loves all animals!Greenfield, WI, 53220
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Janice is by far my first choice when I've needed a dog sitter. Janice is friendly, trustworthy and the dogs always love her. I've never had to worry a minute a… (more)

from
$75
per night
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Pup CrawlGreenfield, WI, 53220
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have my own business, Pup Crawl, WWW.MILWAUKEEPUPCRAWL. COM. I do this additionally, to spend more time with animals. I have two dogs. Beetlejuice,… (more)

from
$40
per night

When it comes to pet care and house sitting, pet owners in Fairview, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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