House Sitting in Fairfield, Milwaukee

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

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1. Sarah Verified Background CheckRover 101

Dogs and cats = girl's best friends

Brookfield, WI, 53005

House Sitting, Drop-In Visits, Dog Walking

"Sarah was amazing! She met with us and our pets beforehand, she was easy to keep in contact with, and she sent us pictures of the pets along with updates while… (more)"

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2. Travis Verified Background CheckRover 101

Love & Exercise for your dog or cat

Martin Drive, Milwaukee, WI, 53208

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

"Travis is phenomenal! We have three big dogs and a cat and he cared for all of our pets as though they were good own. When we got back from vacation I'm pretty… (more)"

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3. Jaclyn Verified Background Check

The Friendly, Neighborhood Pet Lady

Brown Deer, WI, 53223

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

"Jax was phenomenal! Our pup can be a handful at times and she handled him so well. She took the time to not only take him out but to play with him and get him … (more)"

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4. Rachel Verified Background Check

** Mission: meet ALL the dogs **

Lower East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"I can't say enough about how great Rachel is! Bunnies are very hard to care for, and she does it at an all-star level. We came home to clean, happy bunnies an… (more)"

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5. Niamh Verified Background Check

Available to help through Covid!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Niamh was so great!! Couldn’t have picked a better person to come to our house for the weekend while we were away to watch our high energy boy. Kept us fully u… (more)"

Confirmed availability
 Easter weekend
6. Colleen Verified Background CheckRover 101

Snuggles, Walks and Treats

Whitefish Bay, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"We are repeat clients of Colleen’s and will use her again. She does a fantastic job with our dogs and keeps us updated over the stay. She goes above and beyo… (more)"

7. Alicia Verified Background Check

Avid dog lover!

Thiensville, WI, 53092

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

"Alicia stayed at our home with our two dogs and she was everything we could ask for and more. We met her a few weeks ahead of time and she asked great questio… (more)"

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8. Jan Verified Background Check

I am a pet lover; home full time

Whitefish 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 wo… (more)"

Confirmed availability
 Easter weekend
9. Jennifer Verified Background Check

Your dogs second best friend.

Riverwest, Milwaukee, WI, 53212

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

"We loved Jennifer and our dogs loved her as well. (more)"

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10. Amanda Verified Background Check

Dogs are the joy of my life!

Glendale, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"I loved her service. I would recommend her to anyone (more)"

11. Tasha Verified Background CheckRover 101

Your dog's next BFF!

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Tasha took great care of our pets! She sent us updates and took our dog to the dog park. The pets were all healthy and happy when we got home and the apartment… (more)"

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12. Kristin Verified Background CheckRover 101

Kendall's Friendly Dog Services

Washington Heights, Milwaukee, WI, 53208

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

"Kristin was awesome! I would highly recommend her. My dog has separation anxiety and Kristin was very understanding of her specific leaving routine. When I cam… (more)"

13. Sadie Verified Background Check

I’ll run with your dog!

Upper East Side, Milwaukee, WI, 53211

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

"Sadie was was good with Brodi. Other than being 15 minutes late I think she did a good job of keeping my Brodi happy. I will use her services again. (more)"

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14. Maisie Verified Enhanced Background CheckRover 101

Hard-working animal enthusiast!

Lower East Side, Milwaukee, WI, 53202

House Sitting

"Great dog sitter. She was great with communication and with the two dogs. (more)"

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15. Christina Verified Background Check

Welcome dog owners!

Cambridge Heights, Milwaukee, WI, 53211

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

"Christina was very accommodating given my last minute request. She is very friendly and even managed to tidy up my living room for me while I was out. (more)"

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16. Sharon Verified Background Check

🐾 Reliable,Caring Flexible 😸🐕

Northridge Lakes, Milwaukee, WI, 53223

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

"Sharon did a wonderful job of caring for our pets, and keeping an eye on the house for the weekend. Communication was good, and Gus our goldendoodle and Murdo… (more)"

17. Shannon Verified Background Check

Kitty & Doggie Sitting

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Shannon is the most caring individual I've ever met, when it comes to her pets. She trains them properly and gives them all the love they deserve. She loves to… (more)"

18. Sasha Verified Background Check

I’ll love your fur babies

Bayside, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Sasha is an incredible pet owner! I saw this in her as she took on her partner's three animals as her own. She loves trips to the park and going on walks. When… (more)"

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19. Vincent & Lindsey Verified Background Check

Dog Loving Couple!

Wauwatosa, WI, 53225

Dog Boarding, House Sitting

"Vince is a responsible, caring individual with two of his own pups at home. He is very knowledgeable in regards to dog care/training and would be a wonderful c… (more)"

20. Becky Verified Background Check

Once an animal lover, Always an....

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Becky is an absolute dream sitter! She sent so many photos, tons of updates, asked thoughtful questions and even offered some super great advice! She’ll be o… (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: