House Sitting in Havenwoods, Milwaukee

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

1. Isabelle

Will treat yours likes it's mine

Northpoint, Milwaukee, WI, 53211

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

"Isabelle is a complete animal lover. She is responsible and caring and would put your dog above anything else she has going on. She has watched all differen... (more)"

2. Melissa

Registered Nurse who loves dogs

Mequon, WI, 53092

Dog Boarding, House Sitting, Dog Walking

5 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)"

3. Terra

Dogs are my life!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Terra took superb care of my fur baby and home while my husband and I were away and took him for a lot of walks! She also sent updates which was a great comf... (more)"

4. Kara

Great for last minute requests!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Kara was great! She responded to my messages quickly, was very flexible, and sent me pictures of my dog while I was away so I knew everything was okay! (more)"

5. Rachel

Experienced dog handler-dog lover

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"We had Rachel house sit/pet sit with our little Ripley this past weekend. We loved our experience with her. She sent updates on our pup as well as a few pi... (more)"

6. Joshua

Outdoorsy dog lover

Thurston Woods, Milwaukee, WI, 53209

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

"Josh is a guy that I can trust completely with my dog he's very reliable and always willing to make an effort to make my dog happy! He is always super friend... (more)"

7. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

12 repeat clients

About: I love ALL dogs, but I have a special place in my heart for dogs who are more mature or need a little extra TLC. My cocker spaniel Luna passed away... (more)

Available this weekend
8. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

4 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)"

9. Cassidy

I can provide training sessions!

Park Knoll, Milwaukee, WI, 53225

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

"I highly recommend Cassidy! My dog Honey Bee is my pride and joy...she is great with people but has high anxiety with other dogs. Because of this, I am cauti... (more)"

10. Shannon

FT WEEKEND CARE AVAILABLE!

Lincoln Creek, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"I've known Shannon both professionally and personally for a few years. I cannot stress enough about how passionate and devoted she is to her own dogs. She ta... (more)"

11. Simone

Let's Walk, Let's Run, Let's Hike!

Cambridge Heights, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Simone was awesome! Completely gave us peace of mind and worked with your schedule. Trustworthy, (more)"

12. Amanda

Caring and committed to animals.

Milwaukee, WI, 53211

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

"Amanda is a very caring dog lover. She takes wonderful care of Jeremy for us, and he's loved her since day one! I have also seen her firsthand treat other do... (more)"

13. Jamie

Quality Loving Care For Your Dog

Harambee, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

About: I have volunteered and have taken training classes at The Milwaukee Humane Society for many years. I understand dog behavior and their needs and we... (more)

14. April

Vet assistant/crazy dog lover

Shorewood, WI, 53211

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

"April was great with our dogs and the house was spotless when we returned! She even sent pics during the stay. (more)"

15. Samantha

Pupper Hang-Out Extraordinaire

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Samantha is a caring, courteous, compassionate, and responsible individual. She is dedicated to do her best at every task she takes on. She is a friend to do... (more)"

16. Miranda

All dogs welcome & Lots of play

Whitefish Bay, WI, 53217

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

About: Hi i'm Miranda, I love all dogs, (small, large, active, lazy). I'm a current dog owner myself of a Labrador retriever. I love going to all dog p... (more)

17. Kalee

Passionate dog lover

Grantosa, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Kalee is really good with animals and watches my dog all the time. A very responsible and knowledgeable person that can be relied on. At this point Im sure D... (more)"

18. Lisa

What beats the love of a dog?

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

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)

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. Shane

Experienced dog handler/pre vet

Hampton Heights, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"Shane is a very caring and responsible individual. I've spent time with him in the past playing sports with him and he's always talking about dogs. He's ev... (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 Havenwoods, 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 offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Havenwoods, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Havenwoods, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Havenwoods house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Havenwoods, Milwaukee, WI for your dog: people who'll treat him like family.

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 Havenwoods, 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: