Skip to content

House Sitting in Johnson's Woods, 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.
Calendar Recently Updated
1. Sarah Verified Background CheckRover 101

Dogs are a girl's best friend

Brookfield, WI, 53005

House Sitting, Drop-In Visits, Dog Walking

"Sarah did absolutely perfect!! From the very beginning text messages were professional. All 4 of our animals loved her. While we were gone she put my mind at e… (more)"

Calendar Recently Updated
2. Alan Verified Background CheckRover 101

Experienced with all breeds/sizes

Wauwatosa, WI, 53226

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

"Our previous dog sitter that we’d used for years moved to another state so we needed to find a new sitter. Our 14 year old pit mix is very senior, takes lots o… (more)"

Calendar Recently Updated
3. Rachel Verified Background Check

** Mission: meet ALL the dogs **

Lower East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"We have three dogs and two have a ton of energy. Rachel did a fantastic job handling our high maintenance fur babies. We will use her again. (more)"

Calendar Recently Updated
4. Jenni Verified Enhanced Background Check

Professional Tummy Rubber & Cuddler

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Jenni was a great sitter for our dog Layla. Layla is very anxious in new situations so it was best to have Jenni stay at our house. She was more than willing t… (more)"

Calendar Recently Updated
5. Laura Verified Background Check

Taking care of your pup like my own

Hales Corners, WI, 53130

House Sitting, Drop-In Visits, Dog Walking

"Laura was fabulous with our pets. She was very accommodating knowing we had 4 cats and a dog and a few fish. She was wonderful about booking so close to a holi… (more)"

Calendar Recently Updated
6. Blythe Verified Background Check

Every animal makes me smile!

Bay View, Milwaukee, WI, 53207

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

"Blythe was so wonderful with our senior Cavalier. Great communication and I came home to a spotless house and a happy well loved pup. I’d absolutely recommend … (more)"

Calendar Recently Updated
7. Abby Verified Background Check

Puppy love is the best love

Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Abby is AMAZING. She exceeded all of our expectations. She took such great care of our pets, but also took good care of our home while we were away for the we… (more)"

8. Jeremy Verified Background CheckRover 101

Neighbor providing additional love

Juneau Town, milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Jeremy was amazing with our three pups! He house sat for us and watched our dogs over a long holiday weekend. Our dogs are definitely a handful but he handled … (more)"

Calendar Recently Updated
9. 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)"

Calendar Recently Updated
10. Ellisha Verified Enhanced Background Check

Experienced, Loving & Compassionate

Walker's Point, Milwaukee, WI, 53204

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

"Ellisha took great care of our dog Clementine and over the long weekend. She was great with following our instructions and sending us updates. Would highly rec… (more)"

Calendar Recently Updated
11. Cassidy Verified Background Check

I can’t wait to be fur-iends!

Wauwatosa, WI, 53213

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

"Cassidy truly treats every dog with as much care and attention as she does her own. I have left my dog in Cassidy’s care several times, and my pup is as happy … (more)"

Calendar Recently Updated
12. 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 well… (more)"

13. Emma Verified Background Check

Dogs are proof good still exists

Avenues West, Milwaukee, WI, 53233

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

"Emma did a great job watching my dog, Rylee. She was flexible, provided frequent updates and helped Rylee through some "terrifying" thunderstorms... Will defin… (more)"

Calendar Recently Updated
14. Lori Verified Background CheckRover 101

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"Lori took excellent care of Hope and our home during an in home stay over the holidays. We enjoyed getting updates and photos from Lori daily! It was awesome… (more)"

Calendar Recently Updated
15. Denise Verified Background Check

Make your next trip worry-free!

Honey Creek Parkway, Milwaukee, WI, 53213

Dog Boarding, House Sitting

"Hi Denise has a strong love and affection for dogs. She showers them with love at the same time training them in making them mind. She was instrumental in f… (more)"

16. Haani Shay Verified Background Check

Pets will always feel like home

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Haani is amazing!! I left for a week and my three doggies were so well taken care of! We started with a meet and greet before my trip which made me feel so com… (more)"

17. Ashley Verified Background Check

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 taking… (more)

Calendar Recently Updated
18. Eileen Verified Background Check

Dog Sitter Available!!!

Wauwatosa, WI, 53213

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

"Eileen is reliable, patient, hard-working and definitely has a love for our four legged friends. Her positive attitude and upbeat personality would make her a … (more)"

Calendar Recently Updated
19. Gina Verified Background Check

True compassion for all animals

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Gina would be a wonderful dog walker because she has always provided a caring, loving and safe environment for her own dogs as well as some of mine. She is th… (more)"

Calendar Recently Updated
20. Julie Verified Background Check

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

"Julie and her family and true, true animal lovers with amazing patience and knowledge of animals. Julie will go to great lengths to make pets comfortable and m… (more)"

Pet parents in Johnson's Woods, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Johnson's Woods house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Johnson's Woods, Milwaukee who can provide the care your dog needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 Johnson's Woods, 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: