House Sitting in Havenwoods, Milwaukee
Find a loving dog sitter to watch your dog overnight in your home.


Love & Exercise for your dog or cat
Martin Drive, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
"Travis was great! My dogs are not used to being left and they were very happy and comfortable with him watching them. Would definitely book again! (more)"

The Friendly, Neighborhood Pet Lady
Brown Deer, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"When my sister’s wedding plans changed with only a few weeks before the trip Jaclyn came through! We came home to a very happy and healthy pup and our home loo… (more)"

I’ll run with your dog!
Upper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
"Sadie was was good with Brodi. Other than being 15 minutes late I think she did a good job of keeping my Brodi happy. I will use her services again. (more)"

Dog Loving Couple!
Wauwatosa, WI, 53225
Dog Boarding, House Sitting
"Vince is a responsible, caring individual with two of his own pups at home. He is very knowledgeable in regards to dog care/training and would be a wonderful c… (more)"


Kendall's Friendly Dog Services
Washington Heights, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Kristin was great with our large dog. She checked in daily, sent pictures and went above and beyond. We ran out of a specific dog food and she even offered to … (more)"

I am a pet lover; home full time
Whitefish Bay, WI, 53217
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
"Jan watched my dog 2 weekends in a row. Sadie loved her company. Jan is the sweetest lady ever and always sent me periodic updates on how Sadie was doing. I wo… (more)"

Riverwest staycation for dogs!
Harambee, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Whadda gem! We’re super happy we found Katie. Our little guy has a temporary medical issue and cannot be around other dogs. So daycare is out and we found ours… (more)"

Welcome dog owners!
Cambridge Heights, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Christina was excellent. Not only was she great with our dog, she even made sure the house was kept extremely clean. She was also nice enough to clean up after… (more)"

🐾 Reliable,Caring Flexible 😸🐕
Northridge Lakes, Milwaukee, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Sharon did a wonderful job of caring for our pets, and keeping an eye on the house for the weekend. Communication was good, and Gus our goldendoodle and Murdo… (more)"
Rover also offers house sitting in these other Milwaukee neighborhoods:
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:
- Top 100 Dog Names and Unique Dog Names, depending on your preference
- A Step-by-Step Guide to Becoming a Service Dog
- Breed Comparison: Labrador Retriever vs. Golden Retriever
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: