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. Tasha

Your dog's next BFF!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha was awesome. This was my first time leaving my dogs overnight with someone who wasnt family. The best thing was to s3 them looking happy in the photos ... (more)"

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2. MacKenna

Dog Loving College Student

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Mackenna K. is a very supporting and caring individual. She has taken care of several dogs throughout her lifetime, and always makes sure to do the best poss... (more)"

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3. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle was a great dog sitter for our Sarah! It was wonderful to have peace of mind while we were away. (more)"

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4. Alexandra

I’ve lived with dogs my whole life!

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Rupert loved Alex! As soon as she got here he was wagging his tail and was ready to snuggle on the couch! (more)"

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5. Katie

College Kid In Need of Puppy Love

Milwaukee, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Katie was such a good fit for my family and I! We have a pet lab that is very energetic and Katie made a priority to help us walk her everyday to work off so... (more)"

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6. Nicole

Make your pup feel safe at home

Menomonee River Hills, MILWAUKEE, WI, 53225

House Sitting

"Nicole is in every way a true dog/cat lover and it shows. Our animals warmed up to her immediately. She came to visit us a couple of times before coming to... (more)"

7. Lauren

Energetic dog sitter, walker

Downer Woods, Milwaukee, WI, 53211

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

"It is with pleasure that I offer this recommendation for Lauren Peters. Lauren is a devoted young woman who conducts herself in a friendly and professional m... (more)"

8. Stacey

Fur baby lover

Glendale, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

About: I grew up with dogs so I've had them my whole life, I know what an important part of the family they are. I'd treat them like my own with lots of l... (more)

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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)

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10. Angelica

Dog care with love

Sherman Park, Milwaukee, WI, 53216

Dog Boarding, House Sitting, Dog Walking

About: Who doesn’t love dogs? I’ve always been surrounded by dogs - from teeny ‘handbag’ ones to Great Danes and have experience caring for these and many... (more)

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11. Amari

Cuddles, Love, & Doggy Hugs

Bradley Estates, Milwaukee, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

"Kind, intelligent, responsive & overall OUTSTANDING! Above & beyond our expectations. (more)"

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12. Kaylee

I'll treat them as my own.

Glendale, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Kaylee is a very responsible, loving, and compassionate person. She has taken very good care of our family dog for years and treats him with respect and pro... (more)"

13. Riley

Can take your dog to a dog park

Glendale, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"I believe Riley G. would make an excellent asset to Rover.com. Riley will love and care for your furry family member as if they were a part of her own family... (more)"

14. 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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15. 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)"

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16. Rita

I LOVE LONG WALKS!

Whitefish Bay, WI, 53217

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

"Rita was a wonderful sitter for my pack of fur kids. She provided regular updates and pictures, and took very good care of the house. Would recommend to anyone. (more)"

17. Areliz

Home full-time, will run with dog.

Brown Deer, WI, 53209

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

About: I have cared for numerous kinds of dogs for 11 years now. I love running with them, long walks, playing with toys and snuggles. I intend to provide... (more)

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18. Becky

I'll walk/run/play with your dog.

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: I am an animal lover and a dog owner of an 11 year old lab I enjoy going on long walks or running and would enjoy having a four legged companion(s... (more)

19. Daisy

My love for dogs has no limit

McGovern Park, milwaukee, WI, 53218

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

"I have personally seen Daisy take care of 2 dogs with more love and care than anyone I've ever met. She truly loves animals and will take care of anyone's an... (more)"

20. Breana

Available to do walks, sittings.

Fairfield, Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Breana is my sister and she would make an excellent dog walker. She's been around animals all her life, She is caring and responsible. She has a dog named ch... (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: