House Sitting in Havenwoods, Milwaukee

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

1. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

20 repeat clients

"We have 3 dogs. One is elderly, blind, and somewhat incontinent. It takes a lot of time and patience working with him. Sandy did a wonderful job caring for a... (more)"

2. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Taylor has dog sat for us and walked our dog for the past 5 years. Our dog loves seeing her! She has been reliable and dependable and I would definitely re... (more)"

3. 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 sends great updates and lots of photos and it’s clear my pup loved her instantly. It’s hard to tell there’s even been anyone in my house as she lives... (more)"

4. Emma

I would love to run with your dog!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

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

5. Lizzi

Dog's Best Friend

Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"I have used Lizzie's services three times I believe; most recently when I was out of the country for 8 days. I couldn't be happier with the care given to my... (more)"

6. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

41 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)"

7. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

5 repeat clients

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

8. Megan

I love all, no matter how many paws

Story Hill, Milwaukee, WI, 53208

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

5 repeat clients

"Megan was great before, during and after her stay! My guy seems happy and healthy and barely noticed we were gone. I'd like to get a few photos of him during... (more)"

9. Christin

I'll treat your dogs like my own!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Christin was wonderful with our boys and took great care of them. I would recommend her to anyone and we will definitely be using her services again! (more)"

10. 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)"

11. Amari

Love & Respect for your pets

Vogel Park, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

"Kind, intelligent, responsive & overall OUTSTANDING! Above & beyond our expectations. (more)"

12. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

56 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)"

13. Joanna

Snow White & Animals = Me & Dogs!

Riverwest, MILWAUKEE, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Joanna, or Aunt Joey, as we like to call her, is the most amazing dog sitter. I don't even think our 90 lb Native American Indian Dog, Captain, missed us whi... (more)"

14. Cynthia

Willow's Way Dog Haven!

Wauwatosa, WI, 53213

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

"Highly recommended. They came for a meet and greet prior (more)"

15. 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)"

16. Alyssa

Down to earth dog lover enthusiast

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Alyssa would be the perfect person to be a dog sitter. She has dog sat for me in the past and really grown a connection with my dog. Dogs get along well wi... (more)"

17. Nicole

Will work for snuggles & long walks

Uptown, Milwaukee, WI, 53210

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole has done an amazing job with our pup! Plus, she took such good care of our home while we were away. I feel so much better about traveling, knowing tha... (more)"

18. 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)"

19. Stella

Active, caring animal lover!

Fox Point, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Stella takes great care of our dogs and cats. She has a lot of experience with her family’s animals as well as taking care of others. She is compassionate an... (more)"

20. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Marina is one of the best people I have seen with all animals especially pups. She is very patient and kind with them. She has a genuine love that she gives ... (more)"

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: