House Sitting in Maitland Park, 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.
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Confirmed Holiday Availability
1. Amanda

Young Dog Enthusiast

Alverno, Milwaukee, WI, 53221

House Sitting, Drop-In Visits

2 repeat clients

"Amanda was great and provided picture updates throughout her stay to put my mind at ease. When we returned home our dogs were in good spirits, which is not t... (more)"

2. Amanda

Pet lover and enthusiast.

Oak Creek, WI, 53154

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Thank you for taking care of the girls while I was away for work. They were happy and healthy when I returned. It was comforting know they were being taken c... (more)"

3. Lauren

Your dog won't be "ruffing" it

Bay View, Milwaukee, WI, 53207

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

8 repeat clients

"This was my first time using Rover and Lauren's profile stood out to me. She is even better in person! Right before she stayed with my dog, my dog badly twea... (more)"

Confirmed Holiday Availability
4. Jessica

Animal Lover to the fullest!

Town Of Lake, Milwaukee , WI, 53207

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"I appreciated Jessica being able to drive 40 minutes one way the two times we had her visit our house and our dog before she housesat. I felt like Jessica di... (more)"

5. Chrissy

Bay View area sitter.

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Chrissy did a wonderful job taking care of my pets. She was very prompt on answering messages and giving updates. Both of my animals seemed happy and content... (more)"

6. Charlotte

Keen ability to care for your dog

Franklin, WI, 53132

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Charlotte was fantastic! We have two dogs - one rather large and new (85 lbs) and one old and blind- and she was great with both of them. Spent the weeken... (more)"

Confirmed Holiday Availability
7. Nikki

In love with ALL dogs!

Franklin, WI, 53132

House Sitting, Drop-In Visits, Dog Walking

"Nikki watched my dog, Jaxx overnight while we were out of town. She was very comfortable around our dog and made us feel stress free! Jaxx took to her right ... (more)"

8. Cara

Fun loving dog mommy!!

Greendale, WI, 53129

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

4 repeat clients

"Very friendly and easy to talk to. She sent me updates throughout the day of Katie which I loved! I was nervous at first using Rover but am glad I did becaus... (more)"

Available this weekend
9. Jennifer

Love and Play while You're Away

Bay View, Milwaukee, WI, 53207

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

"Jenn is great with animals and very reliable. I will definitely call her again to take care of our dog Sam. Great to have someone right here in Bay View. (more)"

10. Tiffany

Pet sitter in the southside area!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Tiffany was wonderful with our fur babies. She is very delightful and caring. Not only were we comfortable with her caring for our 2 dogs, our fur babies wer... (more)"

11. Adrianna

Dog loving sitter for Milwauke Area

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting

"Ellie had a great stay with Adrianna. Adrianna was attentive, great communication, conscientious, and reliable. Would not hesitate to recommend or use agai... (more)"

Confirmed Holiday Availability
12. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Terry has previously walked Roger and done visits, but this was the first multiple overnight stay. She came by early to become familiar with the house. She... (more)"

Confirmed Holiday Availability
13. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

"In my mind, Katherine and dogs are inseparable. Over the ten plus years we have known each other, her love and care for dogs has always shined though. I woul... (more)"

14. Shawna

I'll love your pet like it's my own

Polonia, Mikwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

About: I've been an animal lover since birth. My experience includes caring for dogs, cats, birds, fish, horses, and other farm animals. I also have 3 yea... (more)

15. Kevin

Your Dog Loves Me!!!

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Kevin was very reliable and accommodating to the needs of our old dog, he was always very happy when Kevin would come over. I would definitely recommend Kevi... (more)"

16. Kendra

Walks/Home Visits, South Milwaukee

South Milwaukee, WI, 53172

House Sitting, Drop-In Visits, Dog Walking

About: I have always loved animals, especially dogs, and throughout my life I have seeked out jobs that allow me to work with animals. I walked dogs and d... (more)

17. Julia

Kind pup lover

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Ive personally had a dog for 9 years, his name is Oscar and hes a super human loving shi zhu. I walk oscar 3 times a day, since he doesnt use our y... (more)

18. Kirstie

I have had animals all my life!

New Coeln, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Kirstie was great! Olive was tired out by the time we got home from our weekend away. She communicated with me and made me feel at ease that Olive was in goo... (more)"

19. Katie

Fit and active animal lover

Morgandale, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

"Katie has done exceptional work with dogs in the past. Her recent volunteer work with her local dog shelter has shown that. She loves and cares for each and ... (more)"

Confirmed Holiday Availability
20. Geo

I'm very energetic and adventurous

Lincoln Village, Milwaukee, WI, 53215

Dog Boarding, House Sitting, Doggy Day Care

"He's a great guy and I don't know a better person to count on. We've been working together for awhile and I feel like he's more responsible than most people ... (more)"

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Learn About Premier

When it comes to pet care and house sitting, pet owners in Maitland Park, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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