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. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

19 repeat clients

"Sandy was terrific with my dog who suffers from separation anxiety. Buff typically stops eating for 2 - 3 days when I am away and then it takes her several d... (more)"

2. Lizzi

Dog's Best Friend

Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Lizzi is great! We have a big lab/pit mix and he's very energetic. Lizzi was able to calm him down in record time. She's very responsive and great. We are go... (more)"

3. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

30 repeat clients

"I highly recommend Melissa. I sincerely appreciated the communication leading up to and during her time sitting our puggle Cody. I look forward to working ... (more)"

4. Heather

Dog handler -vet tech-dog lvr4lyfe!

Brewer's Hill, Milwaukee, WI, 53212

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

2 repeat clients

"Heather was wonderful! She took such good care of our dogs, one who is quite elderly and a grumpy old man. We came home to perfectly content boys, with non... (more)"

5. Yessenia

Home full-time- Years of experience

Riverwest, Milwaukee, WI, 53212

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

2 repeat clients

"Yessina was very reliable, caring , and thoughtful and sent lots of updates and pics and was always expressing how much she loves my dogs. I would definitely... (more)"

6. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

4 repeat clients

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

7. Emma

I would love to run with your dog!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Emma was professional, and very caring. I love that she sent us photo updates of our pets and that she was very responsive. (more)"

Confirmed Holiday Availability
8. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

2 repeat clients

"Jazmine is a very knowledgeable and friendly sitter. It made me feel so much better knowing my munchkin could be in his own environment while I was gone. (more)"

9. Lisa

What beats the love of a dog?

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: My name is Lisa, and I love dogs! Pretty sure everyone here says that. I would like to watch your dog in your home because the less their world i... (more)

10. Kevin

Your Dog Loves Me!!!

Shorewood , WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"I got my Border Collie Jessie as a one year old rescue. Due to mistreatment or misunderstanding of the breed, she is very sensitive to the people around her.... (more)"

Confirmed Holiday Availability
11. Johanna

I'll walk and play with your dog!

Riverwest, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Johanna is so sweet and was a great watching our dog Finny! She would take him on such long walks were he could play and run around! Would highly recommend t... (more)"

Available this weekend
12. Kelsey

Mary Poppin's for Your Dog!

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Kelsey is a lover of all living things. The way she cares for others children is so beautiful. Animals are naturally attracted to Kelsey’s vibrant and bubbly... (more)"

13. Kylie

Run, walk, eat, snuggle, repeat!

Fox Point, WI, 53217

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

"My friends and I call Kylie the Dog Whisperer. She is one of the kindest and caring people I know. She also is very knowledgeable when it comes to caring for... (more)"

14. Amy

Four legged friend lover

Riverwest, Milwaukee, WI, 53212

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

2 repeat clients

"Amy has helped care for my dogs for years. She is a true dog lover and treats my pups like her own. I've had her stay at our house while we are on vacation a... (more)"

15. Amari

Love & Care for your fur babies!

Vogel Park, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

"I’ve known Amari for a few years now and I just want to say what an amazing girl. She’s very hardworking, caring,respectful, and responsible especially when ... (more)"

16. Meagan

Will love your furbabies as my own.

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, House Sitting, Drop-In Visits

"Her own dog(Teddy) seems to love her and she takes great care of him. He is a small dog who gets along with other dogs quite well. (more)"

17. Kailyn

Puppy kisses are the best kisses!

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Kailyn is great! She is very trustworthy and truly enjoys the company of animals. She may be my friend, but she is also my pup Jordy's favorite auntie. She... (more)"

18. Stephanie

Dogs all breeds and sizes welcome!

Menomonee River Hills, Milwaukee, WI, 53224

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

"Stephanie is really great with my dog and cats. She has always been really caring and compassionate towards my pets. She really goes off her way to make sure... (more)"

19. Sandy

I'll love your dog like you do.

Silver Spring, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"Sandy is a loving and caring person in whole. She has the passion and love for animals especially dogs. Sandy is very patient and understanding person. She’s... (more)"

20. Darby

A Dog's Best friend

Milwaukee, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I have been watching dogs for about three years now, and every owner has asked me to watch their dogs again! I love playing with dogs, and being ac... (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: