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. Morgan

Fun spirited and energetic! ??‍♀️

Wauwatosa , WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Morgan has dog sat for us multiple times. She has done everything from stopping by to let the dogs out and check their water and give a quick belly rub and t... (more)"

2. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

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

5 repeat clients

"Sarah was great with our pup, Ruby! She stayed with her while we were away on vacation and it's obvious Ruby had a good time while we were away! We received ... (more)"

3. Isaiah

A Good Time Training and Playing

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"My two dogs loved Isaiah right away. He's very caring, laidback, and easy to work with! He followed our instructions, sent updates, and kept the house neat &... (more)"

4. Madeline

Madeline's Dog Care

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: I am a student at the Milwaukee School of Engineering in downtown Milwaukee. I lead a very active lifestyle so getting your pet the proper amount o... (more)

5. Kevin

Your Dog Loves Me!!!

Shorewood , WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Kevin was very reliable and accommodating to the needs of our old dog, he was always very happy when Kevin would come over. I would definitely recommend Kevi... (more)"

6. Kelsey

Dog lover in need of a dog friend!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

About: I have grown up around dogs and animals my whole life. I currently live in Wauwatosa and I can't have dogs at my apartment. I am looking to lend my... (more)

7. Jenny

Has loved dogs since childhood!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Jenny took care of my dog Sonny. He's a larger dog. A boxer mix. She did a great job house sitting and watching our dog. I would hire her again. (more)"

8. Kelsey

PreVet Student, Dedicated Caregiver

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kelsey was fantastic. When she came for our meet and greet she took notes and got to know my dogs and I well. She read through their profiles before coming... (more)"

9. Sonja

Passionate about life with animals!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Loved the photo updates and my pups were well taken care of! Highly recommend- very flexible. (more)"

10. Steven

Top notch, experienced dog care

Lower East Side, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Steven did an excellent job caring for our little girl. She was a happy girl while we were gone-which was 10 days, that turned into 11, due to our cancelled ... (more)"

11. Erica

Energetic & Compassionate Dog Lover

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Erica did such an excellent job of taking care of my dog Biscuit, he is an older dog so he requires help with walking down stairs, and a bit of extra attenti... (more)"

12. Brenna

Dog Walker / Babysitter

Saint Joseph, Milwaukee, WI, 53210

House Sitting, Drop-In Visits

4 repeat clients

"Brenna sent us multiple updates throughout her stay with our little Zoe. We were very pleased with how she treated our pup and our home. We will definitely... (more)"

13. Hayley

Love them all like my own.

Bayside, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I contacted Hayley to stay with our new rescue dog, who is a handful - although two years old, not yet housebroken, and suffering from severe separation anxi... (more)"

14. Meagan

Will love your furbabies as my own.

Saint Amelian's, Milwaukee , WI, 53222

Dog Boarding, House Sitting, Drop-In Visits

"Meagan has proved love and care for my dog for 10 years since he was born. She has a dog of her own that is 1 year old that she trained by herself. She has g... (more)"

15. Nicole

Will work for snuggles & long walks

Uptown, Milwaukee, WI, 53210

House Sitting, Drop-In Visits

1 repeat client

"We have an initially apprehensive pup, who can be quite vocal and intimidating (even though he's actually a big softy), and Nicole handled the situation so w... (more)"

16. Melissa

Registered Nurse who loves dogs

Mequon, WI, 53092

Dog Boarding, House Sitting, Dog Walking

2 repeat clients

"I cannot recommend Melissa enough. She is responsible, organized, deeply caring, and loves to take care of dogs (and cats)! I would absolutely trust any of... (more)"

17. Shane

Experienced dog handler/pre vet

Hampton Heights, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"Shane watched my two dogs, dachshund and mini pincher, while I went on a three day trip to Chicago. Shane checked in regularly with me, kept to the schedule ... (more)"

18. Liz

Liz

Riverwest, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"I am so happy I know Liz and am always grateful for the exceptional care she provides to my dog. Her knowledge and expertise with dog behavior, understandin... (more)"

19. Andrea

My dogs are my world.

Melody View, Milwaukee, WI, 53224

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

About: My name is Andrea and I have two dogs of my own and I love them more than anything in the world. Your dogs will be safe with me because I would tak... (more)

20. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

3 repeat clients

"I first met Wanda Foy twenty years ago. We both were teaching in a parochial school working with young children. Wanda was easy going, kind and gentle towa... (more)"

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Learn About Premier

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: