House Sitting in Havenwoods, Milwaukee

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

1. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

21 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)"

2. Rachel

Experienced dog handler-dog lover

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"She was amazing! I was so worried about my pups but she calmed my nerves. She sent me messages daily with updates. She was professional with everything. Appo... (more)"

3. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

14 repeat clients

"We highly recommend Sandy! Sandy is the first person to watch Rockie that was not a family member, so we were very nervous to leave him! But Sandy came to vi... (more)"

4. Emily

Caring, Committed & Active

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Emily house-sat with my two labs while I was out of town for five days. She took great care of the pups and the house! I appreciated her photos and text upda... (more)"

5. Paige

Home full-time, will jog with dog!

Murray Hill, Milwaukee, WI, 53211

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

"Paige is such a wonderful presence. She can get along with anyone splendidly...as well as with anyone's dog! She is attentive, careful, and loving to all the... (more)"

6. Terra

Experienced in senior care!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"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)"

7. Michaela

I'll run and cuddle with your dog!

Riverwest, Milwaukee, WI, 53212

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

About: I am a very active individual which is why I love dog sitting. I will walk or run with dogs of all shapes and sizes. I grew up with 2 dogs, a Borde... (more)

8. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

3 repeat clients

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

Available this weekend
9. Michaela

Home full-time!

Riverwest, milwaukee, WI, 53212

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

"Michaela was caring and loving with our four legged kid. She genuinely loves dogs. Michaela played with our pup and took him for walks. I'd highly recommend ... (more)"

10. Kara

Great for last minute requests!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

Available this weekend
11. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

47 repeat clients

"We needed a sitter with less than 24 hours notice. Lori was quick to reply and she watched our two dogs with no issues. She sent photos and kept me updated. ... (more)"

12. 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)

13. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

10 repeat clients

"Sara took great care of my pets while I was away at work. She sent me pictures and updates throughout the day so I knew they were being loved on. :-) (more)"

14. 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)"

15. 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)"

16. 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)"

17. Joshua

Outdoorsy dog lover

Thurston Woods, Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Josh was an absolute joy to work with. He took GREAT care of my 2 English Mastiffs (which is not a small job to take-on). I was very nervous leaving town f... (more)"

18. Meagan

Will love your furbabies as my own.

Arlington Gardens, 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)"

19. 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)"

20. Sandy

I'll love your dog like you do.

Silver Spring, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"I have known Sandy for a long period of my life. She is one of the most courageous and caring people I know. Sandy's very determined and will always complete... (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: