House Sitting in Maple Tree, 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.
Available this weekend
1. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle did a fantastic job watching my dog while I was out of town. She kept me updated during her stay, and I came home to a well-exercised, contented dog... (more)"

2. Tasha

Your dog’s next bff!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha was awesome with our dog! She came organized and prepared to our meet and greet with important questions about Gus. She was patient and did great helpi... (more)"

3. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"Marina LOVES all animals, however she just ADORES dogs. She works really well with all doggies from Yorkies to Newfoundlands. She has a special connection wi... (more)"

Confirmed 4th of July Availability
4. Jacob

Ill run and play with your dog

Timmerman West, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

About: I have been around animals my whole life and love the presence of them. I have always had a pet in the household and had a responisiblity to help c... (more)

Confirmed 4th of July Availability
5. Ykevin

Home Full Time and Ill play and run

Bradley Estates, Milwaukee, WI, 53223

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

"Ykevin is the best dog sitter ever! I own two dogs, Golden Retriever and American Bull Dog and they absolutely love Ykevin. He’s been dog sitting for me for ... (more)"

6. Isabella

They call me the Pet Whisperer.

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: In a time when I needed it most, my dog was there for me. Let me be there for your sweetie pup and give all the hugs and walks and games of fetch y... (more)

Available this weekend
7. 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)"

Confirmed 4th of July Availability
8. Haili

A dogs best friend

Northridge, Milwaukee, WI, 53223

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

About: I spent many years as a kennel tech and working in doggy daycare facilities. Some of the most fun times were at work. I have experience with medica... (more)

9. Nicole

Make your pup feel safe at home

Menomonee River Hills, MILWAUKEE, WI, 53225

House Sitting

"Nicole is in every way a true dog/cat lover and it shows. Our animals warmed up to her immediately. She came to visit us a couple of times before coming to... (more)"

10. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

"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. Alyssa

Lover of animals, especially dogs

brown deer, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Alyssa is a caring, hardworking and driven individual. Her actions of being at graduate school at Concordia University show that. Alyssa herself has three do... (more)"

12. Kim

It's a dog's life

Menomonee Falls, WI, 53051

House Sitting

"Kim was a pure godsend for us! She took the time to meet with us beforehand and introduce herself to the 'critters'; putting us all at greater ease. She was ... (more)"

13. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

"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)"

Confirmed 4th of July Availability
14. Breana

Available to do walks, sittings.

Fairfield, Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"I've seen Breana deal with different types of dogs. How she interacts with them, you would think they were her children. She definitely takes her time with c... (more)"

15. Dani

Will house sit/walk dog

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

About: I am a full time college student, part time employee with a company that provides ABA (in-home) therapy for kids with Autism. So my schedule is a l... (more)

16. Jasmine

Love dogs more than people

Brookfield, WI, 53005

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

About: I constantly give all dogs all of my attention. I have raised dogs all my life, I have a 14 year okd Siberian Husky and ive watched how my mom rais... (more)

17. Dominic

Very long walks/runs with your dog.

Timmerman West, Milwaukee, WI, 53225

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

About: I am available whenever needed, as I have a completely flexible schedule. I am a former basketball player who loves to take long walks, and run wit... (more)

18. Kate

Home full-time. Passion for animal

Calumet Farms, Milwaukee, WI, 53224

House Sitting, Drop-In Visits, Dog Walking

"She loves pets and she could be the best friend for any pet she meets. I was away from home for a month and I trusted her with my two cats, she took care of ... (more)"

Confirmed 4th of July Availability
19. 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)"

20. Kevin

Home after 10am, fenced in yard

Long View, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

About: Hi, Im 25 years old and work a very early morning job which allows me most days to spend time with your pets. This opportunity s great for me bec... (more)

Dog owners in Maple Tree, Milwaukee, WI turn to house sitters on Rover.com for their house sitting needs. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Milwaukee with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 Maple Tree, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Maple Tree, 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 Maple Tree 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 Maple Tree, 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 Maple Tree, 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.