House Sitting in Fair Park, 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. Holly Verified Enhanced Background Check

Pet care Extraordinaire*

New Berlin, WI, 53151

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

"Holly was great. We will definitely have her back! (more)"

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2. Corrina Verified Background CheckRover 101

Caring for your best bud

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

"Corrina is very hardworking and a determined individual who has placed a great amount of effort at any job that she has attempted in her life. As a person ... (more)"

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3. Teri Verified Background Check

Animal lover, friendly, will spoil!

West Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"I would 100% recommended Teri. She went above and beyond caring for my dogs while I was out of town. I was gone for a long time and left dogs home so they w... (more)"

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4. Maggie Verified Background CheckRover 101

Here for your pet!

Wauwatosa, WI, 53226

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

"MAGGIE was very good with the dogs. She sent us updates and the dogs seemed great when we got home. (more)"

5. Natalie Verified Background Check

Got dog park access for your pup!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Natalie was fantastic! She treated Thunder like her own! She sent me pictures everyday and walked him! She even set up a play date and let Thunder make frien... (more)"

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6. Ashley

My passion is taking care of pets!

Story Hill, Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

About: I’m a caring and loving person who has a passion for taking care of animals, a big heart to share with your pet, and have much experience with taki... (more)

Confirmed availability
Labor Day
7. Denzel Verified Background Check

Kind, Social, Outgoing, and smart

Enderis Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Denzel is a hardworking individual who always puts his best foot forward at anything he sets his mind to. I remember Denzel and I went to my family members h... (more)"

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8. Chris Verified Background Check

Pawsitvely the best!

Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Our senior dog has seperation problems and anxiety issues. Chris became fast friends with our Lou and found a way to keep him calm which is not an easy tas... (more)"

Confirmed availability
This weekend
9. Natasha Verified Background Check

Experienced & fun dog (&cat)-lover!

Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Natasha looked after our dog and 2 cats for 5 days and she was amazing. She sent frequent updates and our pets clearly had a ball. Everyone was happy as can ... (more)"

Confirmed availability
Labor Day
10. Sara & Robert Verified Enhanced Background Check

Dog grooming offered as well!

West Allis, WI, 53214

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

"Sara and Rob are excellent animal lovers! I always know that Beans, Belle, and Alastar (our cats) will be cared for with the same love and affection provided... (more)"

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11. Courtney Verified Background Check

I’ll take great care of your pet!

Hawthorne Glen, Milwaukee, WI, 53208

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

"Courtney did a great job house sitting for us. Ruth loves her. We would recommend her & would hire her again. (more)"

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12. Rachel Verified Background Check

Experienced dog walker & lover!

Martin Drive, Milwaukee, WI, 53208

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

"Rachel is an amazing, calm, loving dog handler and I would trust her with my dog any day! Koda loves walks with Rachel, and anytime she is at the door or in ... (more)"

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13. Sandy Verified Background Check

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

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

"Sandy did a great job watching Terry and Bailey. She was professional with all communication, sent updates a couple times a day, and was overall pleasant to... (more)"

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14. Anna Verified Background Check

Dental student & dog lover!

Wauwatosa, WI, 53213

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

"Anna was great at watching Apollo, my Great Pyrenees, who isn’t always a fan of new people. He took to her right away! Anna also was a lifesaver and helped m... (more)"

Confirmed availability
Labor Day
15. Sarah Verified Background Check

Experienced, Affectionate Sitter!

Valley Forge, Milwaukee, WI, 53213

House Sitting

"Sarah is the best pet-sitter ever! Our two dogs are like our children and it is so hard to find someone you trust enough to stay with your fur kids while you... (more)"

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16. Jessica Verified Background Check

animal lover & registered nurse 🌻

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"We have used Jessica on multiple occasions and we could not be more impressed. My wife and I have busy schedules and there are times when we need someone to ... (more)"

Confirmed availability
Labor Day
17. Kristy Verified Background Check

I'm their home away from home ❤

West Allis, WI, 53214

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

"After we got our communication figured out I enjoyed our communication and pictures of my girl. Nala was happy when I got home and everything seemed to go we... (more)"

Confirmed availability
Labor Day
18. Jennifer Verified Enhanced Background Check

Step Mom to 8 dogs and counting

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Best dog sitter ever! Our dog is very nervous and has certain things he likes and doesn't like, we were pretty worried leaving him. Jennifer K not only follo... (more)"

19. Shaun Verified Enhanced Background Check

Your Pet's Next Best Buddy (& Mine)

Honey Creek Parkway, Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Shaun is a kind, attentive caregiver who has an immense love for all animals. Not only has he grown up around dogs, but he currently has his own whom he trea... (more)"

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20. Becca Verified Background Check

Furry friends deserve all the tlc

Wauwatosa, WI, 53226

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

"Becca comes highly recommended as someone who would faithfully care for your pet as if he/she was her own. She is organized, responsible, and kind. She is de... (more)"

In Fair Park, Milwaukee, WI, dog lovers trust Rover.com for their house sitting needs. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting in Fair Park can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book house sitting in Milwaukee on Rover? Check out our average house sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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