House Sitting in Hillside, 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.
Dismiss
Will Run/Hike for K9 Kisses!
Upper East Side, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
"Jessica was amazing! We have never used a service like this before and our Olive has never been watched by a stranger but I knew from the meet and greet she ... (more)"
I love your dog as much as you do!
Muskego Way, milwaukee, WI, 53204
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
"Rebbecca was fantastic and my dogs took to her immediately. She was in consist contact with me. I may be a crazy dog mom & she delt well with that. ;) (more)"
I want to connect with your pet!
Riverwest, Milwaukee , WI, 53212
House Sitting, Drop-In Visits, Dog Walking
"JoAnn is a great dog sitter! She stayed overnight with my senior dog, texted lots up updates and photos, and didn't hesitate in asking any questions. She's... (more)"
Taking myself for walks gets boring
Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
"Sarah was so wonderful with brady! She was accommodating of a last minute request and even moved around her schedule to be there for our dog. She was very re... (more)"
'Man's best friend's' best friend!
Kilbourn Town, Milwaukee, WI, 53203
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
About: Hello! I am so excited to help care for your dogs! I have been living with dogs my whole life, and have professionally dog (and cat!) watched throu... (more)
Experienced dog & cat sitter
Story Hill, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking
"Lori was super! Hit it off with my guy right away at the pre-meet. Sent me lots of photos and updates so I could keep tabs on my dude. Took great care of hi... (more)"
Reliable, active, loving sitter
Lower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
"I have only ever trusted my dog with 2 other people in the entire 6 years I owned him but after meeting Marianna, she quickly became the 3rd. She was great... (more)"
Your dog is already my best friend
Murray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
"Sammi has looked after my dog on multiple occasions over the last few months. She is extremely reliable and I never am worried when my puppy is in her care. ... (more)"
Doggo-Lover in need of Doggos
Brewer's Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
"Dylan did an awesome job with Lana. She had recently had ACL surgery and was a bit of a handful in terms of care, but Dylan was very attentive to her needs a... (more)"
Dog handler -vet tech-dog lvr4lyfe!
Brewer's Hill, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
"Heather was an excellent dog/cat sitter for me while I was out of town. The litter box was changed consistently and my dog enjoyed going for a walk everyday ... (more)"
Unending love and energy for pups!
Northpoint, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
"Nora house/dog sat for us for 5 days and we will definitely be using her again for our next trip. She was everything we were looking for in a sitter for our ... (more)"
Responsible Dog Lover!
Avenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
About: I grew up walking my neighbors dogs for fun and have always loved being around animals! I have had many pets throughout the years, including chicke... (more)
I love all, no matter how many paws
Brewer's Hill, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
"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)"
Experience exceptional service and a personalized match
From start to finish, we'll handle all the details for you.
Learn About PremierRover also offers house sitting in these other Milwaukee neighborhoods:
| Brynwood | Cambridge Heights | Dretzka Park | Florist Highlands | Park View |
| River Bend | Southpoint | Tripoli Park | Walnut Hill | Washington Heights |
Rover.com is the simple, savvy way to find and book Hillside house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Hillside, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Hillside house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.
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 Hillside, 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:
