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.
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1. Abigail

LOVE long walks more than your pup.

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Abigail was an amazing sitter for our Maya moo. She sent us regular updates with photos and videos, and she was super quick to respond. Abigail stayed over n... (more)"

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2. Paige

Play time is my favorite time!

Avenues West, MILWAUKEE, WI, 53233

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Paige was great with Rupert! Rupert loved spending his day with her. We will be booking Paige again! (more)"

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3. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle did a fantastic job in taking care of our fellas and kept us updated as to how they were doing. We will definitely have her back next time we go ou... (more)"

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4. Tasha

Rehabilitative Dog Rescue Worker!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha was amazing. She was very thorough in our first meeting. When she then stayed with our dogs, she sent pictures and updates frequently. She was super i... (more)"

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5. Alexus

Your pup won’t be lonely with me!:)

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Alexus watched my dog, Issy at my apartment while I was away in Chicago. She did a great job of sending me updates with pictures of Issy to ensure Issy was w... (more)"

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6. Jim

Home full time. Love to go on hikes

Whitefish Bay, WI, 53217

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"We’ve used Jim twice so far and plan on having him again. He’s great with sending photos, communicating with us how the dog is doing and always cleans up aft... (more)"

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7. L Mark

Learn, train, play and walk with me

Whitefish Bay, WI, 53217

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Mark has been walking my dog for over a year and is absolutely amazing. He is punctual, patient, trustworthy, and tires Bailey out. And Bailey loves him! He... (more)"

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8. Katie

College Kid In Need of Puppy Love

Milwaukee, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Katie H. did an amazing job sitting at our home for an extended weekend! We are thrilled with her. She is reliable and follows through on exactly what she ag... (more)"

Confirmed availability
Christmas and New Year
9. Corina

I'll play fetch for ages

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs, and I'm learning more and more about them every day. I've dealt with small dogs and larger dogs, and they've never turned down a belly... (more)

10. Steve

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Steve watched my 3 large dogs and 4 cats while I was in India for three weeks. One of my dogs has cancer and requires several meds and supplements 3x daily a... (more)"

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11. Nicole

Make your pup feel safe at home

Menomonee River Hills, MILWAUKEE, WI, 53225

House Sitting

"Nicole is a great house, dog and cat sitter. Our animals love spending time with Nicole and we can count on her to show them lots of love and care. It's co... (more)"

12. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"Marina is one of the best people I have seen with all animals especially pups. She is very patient and kind with them. She has a genuine love that she gives ... (more)"

Confirmed availability
Christmas and New Year
13. Candace

There when you and your dog need me

Glendale, WI, 53209

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I am a dog loving momma who has had animals since a young age. I am now a stay at home mom of 2 so other than taking my son to school and picking h... (more)

Confirmed availability
This weekend
14. Kimani

I am active and atthletic

Roosevelt Grove, Milwaukee, WI, 53216

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I can help with training I am active so there will never be a dull moment I have a dog that loves other dogs and my dog is very playful and she gre... (more)

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15. Julian

The Dog Whisper

Old North Milwaukee, Milwaukee, WI, 53209

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: My name is Julian, I’m a cook and sound engineer first. I’m very outgoing, and direct. I really enjoy animals even though I don’t have an animal my... (more)

16. Isabella

They call me the Pet Whisperer.

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Isabella was great! She sent pictures and updates regularly and was able to work with our odd schedule for our time away. Plus, she handled our 75lb Lab/Pit ... (more)"

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17. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Very flexible and accommodating. Made our dog feel comfortable, and made us feel assured he was being well-cared for. (more)"

Confirmed availability
Christmas and New Year
18. Parminderjit

Me + your pet = Buddies for life

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Parminderjit is good with animals, especially dogs, since he has two. He understands some of the key obedience training regarding dogs, and knows how to read... (more)"

Confirmed availability
Christmas and New Year
19. Raya

Dog walker needed? Have no fear!

Glendale, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Raya is a great and responsible individual who loves dogs. Whenever I am with her, and she sees a dog, she always goes and asks if the owner if she can pet t... (more)"

20. Kimberly

Home full-time - ready to play

Old North Milwaukee, Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: I love playing with dogs and giving them love. I've had to care for dogs multiple times that were not my own and I enjoyed it very much. I've had t... (more)

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: