House Sitting in Fairfield, Milwaukee

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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1.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
72 reviews
24 repeat clients
from
$55
per night

I had Jessica stay with my 9 year old hound for three weeks while we were abroad. Daily updates, wonderful communication, great pics of our furry family member, a tidy house upon our return and a happy doggo lead me to give her top marks. I feel very lucky to have found her as a dog sitter and believe you would too! Thanks Jessica!

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Sitter Profile Image: Delaney R.
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Sitter Profile Image: Delaney R.
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2.

Delaney R.

Lots of pet sitting experience!
Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
3 repeat clients
from
$30
per night

Delaney was an amazing sitter for our dog and 2 cats. I felt like they were in such great hands that I could fully relax the whole weekend I was away. She really cared for them like they were her own. I got plenty of updates and when I got back our dog was exhausted from all the fun he had over the weekend.

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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3.

Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
9 repeat clients
from
$55
per night

Molly did a great job watching our three bulldogs for a long weekend. She sent lots of pics and responded quickly any time I sent a question or note. Two of our girls have had some weird behaviors around meal time right before we left and she rolled with it with ease (and everyone ate all meals under her care). Definitely would hire her again!

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Sitter Profile Image: Miri D.
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Sitter Profile Image: Miri D.
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4.

Miri D.

The purrfect lady for you
Shorewood, WI, 53211
House Sitting
5.0
3 reviews
1 repeat client
from
$35
per night

Miri is very punctual, communicative and responsible. My cat loved spending a week with her. Miri sent updates and pictures everyday. We will book her again❤️

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Sitter Profile Image: Hannah J.
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Sitter Profile Image: Hannah J.
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5.

Hannah J.

Reliable and friendly sitter
Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
7 repeat clients
from
$60
per night

Hannah was an amazing weekend sitter! She gave our fur-child lots of love and attention while we were away! We usually bring him with us, so we were nervous leaving him behind and feeling lonely. Not this weekend! I don't think he missed us at all with Hannah around! 5 stars. Would recommend. Will book again.

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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6.

Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking
5.0
30 reviews
10 repeat clients
from
$69
per night

Jeff was a wonderful sitter!! We will absolutely be asking him to dogsit again soon! He came to meet us a week ahead of time to learn about Winnie’s routine, confirmed the sitting the day before, and maintained great communication throughout her care. She has separation anxiety but she calmed down very quickly with Jeff and snuggled him all night. He ensured that timing was flexible and we felt so confident leaving our disabled pup with Jeff! Definitely recommend!

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Sitter Profile Image: Eagen M.
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Sitter Profile Image: Eagen M.
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7.

Eagen M.

All-inclusive pet caregiver
Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$35
per night

Eagen is responsible, caring, and loves animals. He grew up with 2 basset hounds. Anytime there is animals around you can find Eagen interested in them. He loves to give belly rubs, snuggles on the couch, and takes our basset hounds for walks.

Sitter Profile Image: Yazmin G.
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Sitter Profile Image: Yazmin G.
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8.

Yazmin G.

Dog-Walker! Cat-Host! Let’s talk!:)
Harambee, Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
1 repeat client
from
$45
per night

Yazmin stayed at my house over the weekend and cared for my senior dog- Gloria. She did a wonderful job especially caring for Gloria when she broke a nail on her front paw. Yazmin went out and purchased bandages and antibiotic and figured out a way to keep Gloria from chewing the bandage off until I was able to get home and take her to the Vet on Monday. I highly recommend Yazmin for care of your pet.

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Sitter Profile Image: Amanda K.
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Sitter Profile Image: Amanda K.
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9.

Amanda K.

Big pet lover with a big heart!
Kops Park, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$28
per night

Amanda has walked and done overnights with our Golden Retriever, and we could not be more pleased with her as a petsitter. She is responsible, kind and communicative and made sure to spend extra time playing with and loving on our guy! Would highly recommend Amanda for any Rover gig.

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Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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10.

Danielle A.

Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
8 repeat clients
from
$75
per night

Danielle was fantastic. She watched over my 2 bulldogs over Memorial Day weekend and was fantastic. She kept us updated with notes and pictures, and asked all the right questions to truly understand both boys. Would recommend again!

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Sitter Profile Image: Abbie A.
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Sitter Profile Image: Abbie A.
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11.

Abbie A.

Will love your pet when you’re gone
Wauwatosa, WI, 53226
House Sitting
3 reviews
from
$38
per night

Abbie has been a great pet sitter for many generations of our pets! We used to have two large dogs which Abbie handled with patience and grace while staying at our house. We now have a smaller dog that loves the very same treatment! We have 3 young kids, so to say Abbie can handle jumbled living situations with our doggies is an understatement. 10/10, Highly recommend.

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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12.

Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
28 reviews
10 repeat clients
from
$65
per night

Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!

Sitter Profile Image: Casey V.
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Sitter Profile Image: Casey V.
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13.

Casey V.

I love animals more than humans! :)
Mount Mary, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
from
$45
per night

Casey was great, she took great care of my pup and sent updates. I would definitely recommend her!

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Sitter Profile Image: Jennifer T.
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Sitter Profile Image: Jennifer T.
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14.

Jennifer T.

Your dogs second best friend.
Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
89 reviews
26 repeat clients
from
$45
per night

Jennifer was a wonderful sitter for our two beagles! She provided lots of updates and pictures while we were away and was a great house guest! Highly recommend!

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Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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15.

Maggie P.

Will love your pet like my own :)
Riverwest, Milwaukee, WI, 53221
House Sitting, Drop-In Visits, Dog Walking
5.0
18 reviews
12 repeat clients
from
$50
per night

We were delighted to have Maggie housesit with Connor. Everything was thorough and efficient with his med schedule, and she is very experienced which we appreciated. We would definitely recommend Maggie to others, as well as have her back again ourselves.

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Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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16.

Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53212
House Sitting
5.0
7 reviews
1 repeat client
from
$60
per night

Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back to a tidy house and relaxed animals. She took our dog on two mile walks and sent photos and updates regularly. We couldn’t have asked for a better sitter. She is kind and considerate. We highly recommend Beth!

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Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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17.

Marilia D.

I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
4 repeat clients
from
$75
per night

My kitties had a great time with their new friend Marilia. When Marilia came back to the house, even my shy Chico cat came to see her. So I guess the cats say it all. When they come to the door to greet the pet sitter, that is all I need to say. They love her.

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Sitter Profile Image: Jessi B.
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Sitter Profile Image: Jessi B.
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18.

Jessi B.

We love our fur babies of all kinds
Hampton Heights, milwaukee, WI, 53218
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$50
per night

Jessi and her children are simply amazing! They have watched for me a few times with my puppy and they are just great. I can tell every time I drop him off he’s so excited to see them. She’s very good and sending pictures and keeping him on a schedule to ensure he stays consistent. We switched to having her come to our house in which I always welcome her girls too. They are perfect for Rover and good luck Jessi to you and your girls. Scar will see you all soon again.

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Sitter Profile Image: Ali D.
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Sitter Profile Image: Ali D.
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19.

Ali D.

Will ❤️ your pup when you are away
Milwaukee, WI, 53223
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
10 reviews
from
$50
per night

We have two huskies that have needs for meds and require that they stay in their own environment because of high anxiety. This was NO PROBLEM for Aly. She came to meet them and was confident she could care for them so that my husband and I could relax camping. She sent us photos, videos and messages to ensure we were comfortable with how the dogs were doing each day! She even went beyond expectation and vacuumed the huge amount of dog hair that accumulated! Thanks Aly for a wonderful first experience with you and Rover! We are so grateful for you and we will definitely continue working with you!

Sitter Profile Image: Marissa P.
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Sitter Profile Image: Marissa P.
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20.

Marissa P.

Caring for pets is what I do best!
Glendale, WI, 53209
House Sitting, Dog Walking
5 years of experience
from
$25
per night

About: I’ve had pets my whole life and in that time I’ve learned many important things about their well-being and how to care for them properly. I’m working part-time so I will have plenty of time to attend to your pets every need. I’m available anytime Wednesday-Sunday. Monday-Tuesday I’m available 12pm-8pm I have 2 friendly cats that love to play all day. I make sure they have enough enrichment time throughout the day so they stay happy and exercised, and the same will apply for your pets!

Search Map

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:

House Sitting